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A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

7 Beds ⋅ 8 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code

A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

40 Lighthouse Point Drive, Longboat Key

8767 Midnight Pass Road Unit 205F, Sarasota

$598,000

Island Reef Condominium is a prominent, resort-style "Gulf-to-Bay" residential complex located on the serene and secluded southern end of Siesta Key in Sarasota, Florida. The property spans both sides of Midnight Pass Road, providing residents and guests with immediate access to the beach on the Gulf side, alongside boat docks and kayak launches on the Sarasota Bay side. The unit features an enclosed, glass-screened lanai that functions as an extended living space, offering views of the Intracoastal Waterway. The tiled floors throughout provide a clean, continuous visual flow that makes the 1,303 sq. ft. layout feel even more expansive. Practically, all-tile flooring is the ultimate choice for a coastal property, as it handles beach sand, resists humidity, keeps the unit naturally cooler, and makes post-beach cleanup effortless compared to carpet. The combination of stainless steel appliances, granite countertops, and a tile backsplash represents a clean and complete kitchen footprint. The granite offers durable, solid-surface workspace, while the tile backsplash adds a custom, premium design element that complements the appliances. Having tiled floors throughout typically means the tile flows directly out onto the enclosed glass-screened lanai, seamlessly blurring the line between your indoor living space and the beautiful views of the intracoastal Waterway / Little Sarasota Bay. Both bedrooms have Temper pedic beds. The Primary bedroom has a king bed and the Guest bedroom has 2 twin beds. Temper pedic beds are well known for comfort and a good nights sleep. The amenities for Island Reef include a fitness center, tennis & pickleball courts, 2 heated swimming pools, beach access, grilling patios, clubhouse, game room, shuffleboard courts, dock, fishing pier and kayak launch. Island Reef is just minutes away from Siesta beach and Turtle beach. Siesta Key beach was voted #1 Beach in USA. You can visit Siesta Village or access the mainland easily for shopping, restaurants, etc. This property is being sold turnkey furnished. It is currently being used as a vacation rental. The unit is currently rented for February, March and the first half of April 2027. Having the unit reserved and ready for occupancy is a true positive benefit for the new owners.

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Island Reef Condominium is a prominent, resort-style "Gulf-to-Bay" residential complex located on the serene and secluded southern end of Siesta Key in Sarasota, Florida. The property spans both sides of Midnight Pass Road, providing residents and guests with immediate access to the beach on the Gulf side, alongside boat docks and kayak launches on the Sarasota Bay side. The unit features an enclosed, glass-screened lanai that functions as an extended living space, offering views of the Intracoastal Waterway. The tiled floors throughout provide a clean, continuous visual flow that makes the 1,303 sq. ft. layout feel even more expansive. Practically, all-tile flooring is the ultimate choice for a coastal property, as it handles beach sand, resists humidity, keeps the unit naturally cooler, and makes post-beach cleanup effortless compared to carpet. The combination of stainless steel appliances, granite countertops, and a tile backsplash represents a clean and complete kitchen footprint. The granite offers durable, solid-surface workspace, while the tile backsplash adds a custom, premium design element that complements the appliances. Having tiled floors throughout typically means the tile flows directly out onto the enclosed glass-screened lanai, seamlessly blurring the line between your indoor living space and the beautiful views of the intracoastal Waterway / Little Sarasota Bay. Both bedrooms have Temper pedic beds. The Primary bedroom has a king bed and the Guest bedroom has 2 twin beds. Temper pedic beds are well known for comfort and a good nights sleep. The amenities for Island Reef include a fitness center, tennis & pickleball courts, 2 heated swimming pools, beach access, grilling patios, clubhouse, game room, shuffleboard courts, dock, fishing pier and kayak launch. Island Reef is just minutes away from Siesta beach and Turtle beach. Siesta Key beach was voted #1 Beach in USA. You can visit Siesta Village or access the mainland easily for shopping, restaurants, etc. This property is being sold turnkey furnished. It is currently being used as a vacation rental. The unit is currently rented for February, March and the first half of April 2027. Having the unit reserved and ready for occupancy is a true positive benefit for the new owners.

8767 Midnight Pass Road Unit 205F, Sarasota

$575,000

Welcome to Unit 206 at The Waterfront on beautiful Venice Island, where waterfront views and an unbeatable location make everyday living feel like a vacation. This desirable Montego floor plan offers 2 bedrooms, 2 full bathrooms, and a den, with beautiful water views from the kitchen, great room, primary bedroom, and covered balcony. The open kitchen features wood cabinetry, granite countertops, and stainless-steel appliances, making it both inviting and functional. A breakfast bar is perfect for that early cup of coffee or that later glass of wine. The spacious primary suite offers panoramic water views, a large walk-in closet, and private bathroom with a soaking tub and separate walk-in shower. The guest suite with adjacent full bath and separate laundry room, will make guests feel welcome and comfortable. A versatile den with a large window can function as an office, music/hobby room, guest bedroom and more. The friendly residents of The Waterfront enjoy a heated swimming pool and daytime dockage, just a block away from charming historic downtown Venice. Spend your days exploring local boutiques, restaurants, or see a production at the beloved Venice Theatre. Take advantage of direct access to the bike trail, connecting you to Venice Island and the Legacy Trail. A short bike ride down Venice Avenue brings you to Venice Beach, where you can enjoy some of the Gulf Coast's most spectacular sunsets. Whether you're looking for a year-round home or a seasonal getaway, this beautiful condo offers the perfect opportunity in a relaxed atmosphere to enjoy everything Venice Island has to offer. Schedule your appointment today and make this condo the place you call home.

2 Beds ⋅ 2 Baths ⋅ The Waterfront On Venice Island SubDv. ⋅ 34285 Zip Code

Welcome to Unit 206 at The Waterfront on beautiful Venice Island, where waterfront views and an unbeatable location make everyday living feel like a vacation. This desirable Montego floor plan offers 2 bedrooms, 2 full bathrooms, and a den, with beautiful water views from the kitchen, great room, primary bedroom, and covered balcony. The open kitchen features wood cabinetry, granite countertops, and stainless-steel appliances, making it both inviting and functional. A breakfast bar is perfect for that early cup of coffee or that later glass of wine. The spacious primary suite offers panoramic water views, a large walk-in closet, and private bathroom with a soaking tub and separate walk-in shower. The guest suite with adjacent full bath and separate laundry room, will make guests feel welcome and comfortable. A versatile den with a large window can function as an office, music/hobby room, guest bedroom and more. The friendly residents of The Waterfront enjoy a heated swimming pool and daytime dockage, just a block away from charming historic downtown Venice. Spend your days exploring local boutiques, restaurants, or see a production at the beloved Venice Theatre. Take advantage of direct access to the bike trail, connecting you to Venice Island and the Legacy Trail. A short bike ride down Venice Avenue brings you to Venice Beach, where you can enjoy some of the Gulf Coast's most spectacular sunsets. Whether you're looking for a year-round home or a seasonal getaway, this beautiful condo offers the perfect opportunity in a relaxed atmosphere to enjoy everything Venice Island has to offer. Schedule your appointment today and make this condo the place you call home.

157 Tampa Avenue E Unit 206, Venice

$45,000

Dry boat storage at its finest with awesome amenities and convenience! Slip N-103 is 32L X 9.6W X 8.5 H and is located on a middle upper rack in the North building. At Gulf Harbor Marina, you can schedule unlimited splashes through an app on your phone, have use of facilities at the marina, a covered DIY rack with water and electric, discounted recreation and diesel fuels and a wash station for when you bring back your fresh catch! This is a family and fisherman's paradise launch being so close to beaches and the open Gulf or just go explore the ICW. So many places to se and explore from this marina it, and the amenities makes it a wonderful place to keep your vessel. Here you will also have a parts shop and if needed a service department. There is ample parking and very gracious staff. When you come back from a day of boating, the dock hands flush the motors and place your boat back in the slip while you load the car. You can also enjoy two great restaurants right next to the marina without having to move your car! Come see gulf harbor marina today and meet the amazing team that makes this place so special!

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Dry boat storage at its finest with awesome amenities and convenience! Slip N-103 is 32L X 9.6W X 8.5 H and is located on a middle upper rack in the North building. At Gulf Harbor Marina, you can schedule unlimited splashes through an app on your phone, have use of facilities at the marina, a covered DIY rack with water and electric, discounted recreation and diesel fuels and a wash station for when you bring back your fresh catch! This is a family and fisherman's paradise launch being so close to beaches and the open Gulf or just go explore the ICW. So many places to se and explore from this marina it, and the amenities makes it a wonderful place to keep your vessel. Here you will also have a parts shop and if needed a service department. There is ample parking and very gracious staff. When you come back from a day of boating, the dock hands flush the motors and place your boat back in the slip while you load the car. You can also enjoy two great restaurants right next to the marina without having to move your car! Come see gulf harbor marina today and meet the amazing team that makes this place so special!

100 Circuit Road Unit N-103, Nokomis

6157 Midnight Pass Road Unit E75, Sarasota

$419,000

Experience the best of Siesta Key living in this beautifully updated, turnkey furnished condo located in the desirable Bay Oaks community. Situated on the top floor in a quiet corner of Building E, this one-bedroom, one-bathroom residence offers added privacy, abundant natural light, and peaceful views toward the Intracoastal Waterway. With its inviting coastal atmosphere and convenient island location, this property is an ideal beach getaway, seasonal retreat, or investment opportunity. The thoughtfully designed interior features an open living and dining area that flows into an updated kitchen complete with granite countertops, stainless steel appliances, and generous cabinet space. Sliding glass doors lead to a private screened lanai, perfect for enjoying the morning breeze and relaxing in the Florida sunshine. The spacious primary bedroom comfortably accommodates a king-size bed and includes a separate vanity area and large walk-in closet. A built-in Murphy bed provides additional sleeping accommodations for guests, while an in-unit washer and dryer adds everyday convenience. The residence also includes its own assigned covered parking space, a valuable feature for island living. Bay Oaks offers a wonderful selection of amenities surrounded by mature tropical landscaping, including a heated swimming pool, tennis and pickleball courts, saunas, a clubhouse with billiards, and an on-site manager. Along the Intracoastal Waterway, residents can enjoy a fishing pier and a shaded waterfront picnic and grilling area, ideal for watching boats pass by. Just minutes from Siesta Key's world-famous white sand beaches, Bay Oaks is perfectly positioned to enjoy everything the island has to offer. The free Siesta Key Trolley stops directly outside the community, providing easy access to Siesta Key Village, restaurants, shopping, and entertainment. The nearby Stickney Point Bridge also offers convenient access to mainland Sarasota. Whether you're looking for a personal island escape or an income-producing property, Bay Oaks offers the flexibility of weekly rentals in a sought-after Siesta Key location. With its top-floor corner setting, covered parking, updated interior, and excellent community amenities, this condo presents a wonderful opportunity to enjoy the Siesta Key lifestyle.

1 Beds ⋅ 1 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key living in this beautifully updated, turnkey furnished condo located in the desirable Bay Oaks community. Situated on the top floor in a quiet corner of Building E, this one-bedroom, one-bathroom residence offers added privacy, abundant natural light, and peaceful views toward the Intracoastal Waterway. With its inviting coastal atmosphere and convenient island location, this property is an ideal beach getaway, seasonal retreat, or investment opportunity. The thoughtfully designed interior features an open living and dining area that flows into an updated kitchen complete with granite countertops, stainless steel appliances, and generous cabinet space. Sliding glass doors lead to a private screened lanai, perfect for enjoying the morning breeze and relaxing in the Florida sunshine. The spacious primary bedroom comfortably accommodates a king-size bed and includes a separate vanity area and large walk-in closet. A built-in Murphy bed provides additional sleeping accommodations for guests, while an in-unit washer and dryer adds everyday convenience. The residence also includes its own assigned covered parking space, a valuable feature for island living. Bay Oaks offers a wonderful selection of amenities surrounded by mature tropical landscaping, including a heated swimming pool, tennis and pickleball courts, saunas, a clubhouse with billiards, and an on-site manager. Along the Intracoastal Waterway, residents can enjoy a fishing pier and a shaded waterfront picnic and grilling area, ideal for watching boats pass by. Just minutes from Siesta Key's world-famous white sand beaches, Bay Oaks is perfectly positioned to enjoy everything the island has to offer. The free Siesta Key Trolley stops directly outside the community, providing easy access to Siesta Key Village, restaurants, shopping, and entertainment. The nearby Stickney Point Bridge also offers convenient access to mainland Sarasota. Whether you're looking for a personal island escape or an income-producing property, Bay Oaks offers the flexibility of weekly rentals in a sought-after Siesta Key location. With its top-floor corner setting, covered parking, updated interior, and excellent community amenities, this condo presents a wonderful opportunity to enjoy the Siesta Key lifestyle.

6157 Midnight Pass Road Unit E75, Sarasota

$375,000

RARE WATERFRONT COMMERCIAL OPPORTUNITY AT GULF HARBOR MARINA! Discover a unique opportunity to own a privately held waterfront pier along the Intracoastal Waterway in Nokomis, adjacent to the popular Pop's Waterfront Grill and just minutes from the Venice Jetty and Gulf of Mexico. Located within Gulf Harbor Marina, this approximately 725-square-foot outdoor waterfront parcel offers approximately 55 feet of direct waterfront frontage in a highly desirable boating destination. Previously utilized for boat and personal watercraft operations, the property presents an exciting opportunity for entrepreneurs, investors, and marine-oriented businesses seeking a waterfront presence in an established marina environment. Its exceptional location, proximity to waterfront dining, and convenient access to the Intracoastal Waterway create intriguing possibilities for a variety of potential commercial or recreational applications. Designated Commercial Intensive (CI) zoning by Sarasota County, this distinctive property offers a chance to explore creative waterfront uses in a location where opportunities of this nature are seldom available. All proposed uses, business operations, vessel storage, and modifications are subject to condominium association approval, applicable zoning, permitting, and governmental requirements. Buyers are encouraged to independently verify permitted uses and obtain all necessary approvals. Bring your vision and explore the possibilities!

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

RARE WATERFRONT COMMERCIAL OPPORTUNITY AT GULF HARBOR MARINA! Discover a unique opportunity to own a privately held waterfront pier along the Intracoastal Waterway in Nokomis, adjacent to the popular Pop's Waterfront Grill and just minutes from the Venice Jetty and Gulf of Mexico. Located within Gulf Harbor Marina, this approximately 725-square-foot outdoor waterfront parcel offers approximately 55 feet of direct waterfront frontage in a highly desirable boating destination. Previously utilized for boat and personal watercraft operations, the property presents an exciting opportunity for entrepreneurs, investors, and marine-oriented businesses seeking a waterfront presence in an established marina environment. Its exceptional location, proximity to waterfront dining, and convenient access to the Intracoastal Waterway create intriguing possibilities for a variety of potential commercial or recreational applications. Designated Commercial Intensive (CI) zoning by Sarasota County, this distinctive property offers a chance to explore creative waterfront uses in a location where opportunities of this nature are seldom available. All proposed uses, business operations, vessel storage, and modifications are subject to condominium association approval, applicable zoning, permitting, and governmental requirements. Buyers are encouraged to independently verify permitted uses and obtain all necessary approvals. Bring your vision and explore the possibilities!

100 Circuit Road Unit C-16, Nokomis

$4,750,000

Experience Sarasota waterfront living from a truly exceptional vantage point, completely surrounded by water on three sides giving you the utmost privacy protected by mangroves. Set on a rare 17,298-square-foot point lot, this custom John Cannon estate captures sweeping, unobstructed 270-degree water views, creating an extraordinary sense of openness and connection to the water. Watch dolphins glide past, fish right from your private dock, or head out for a day on the bay with direct, no-bridge access. Private dockage within a protected basin, along with the potential to accommodate a larger vessel, makes this property especially compelling for boating enthusiasts. This raised, three-level residence combines refined craftsmanship with everyday convenience, featuring an ELEVATOR, WHOLE HOME SOLAR, a 4½-car garage, and a recently installed tile roof (2025). The home offers 5,197 square feet of living space with four bedrooms, drop room perfect for yoga or small office/den, a bonus room, a theater room, a gym and 4 full and 2 half baths. As you enter through the dramatic double-door entry you enter the great room with soaring ceilings, full wall entertainment center, elegant finishes, and light-filled living spaces that keep the water views front and center. The gourmet kitchen features Wolf stainless steel appliances and granite countertops, while inviting gathering spaces provide a beautiful setting for entertaining or simply enjoying the waterfront surroundings. On the first level, you'll fall in love with the theatre room to escape from the day to day. Outdoors, the expansive patio and summer kitchen overlook a large lap pool, lagoon and grotto area with a waterfall, and spa, accented by stone decking and framed panoramic water vistas and gas firepit. Spend your mornings watching for dolphins, your afternoons fishing or relaxing poolside, and your evenings departing from your own dock for a sunset cruise. With its distinctive point-lot setting, uninterrupted views, protected dockage, and effortless access to the bay, this estate offers a rare opportunity to make the water the centerpiece of everyday life.

4 Beds ⋅ 6 Baths ⋅ Aqualane Estates 3rd SubDv. ⋅ 34231 Zip Code

Experience Sarasota waterfront living from a truly exceptional vantage point, completely surrounded by water on three sides giving you the utmost privacy protected by mangroves. Set on a rare 17,298-square-foot point lot, this custom John Cannon estate captures sweeping, unobstructed 270-degree water views, creating an extraordinary sense of openness and connection to the water. Watch dolphins glide past, fish right from your private dock, or head out for a day on the bay with direct, no-bridge access. Private dockage within a protected basin, along with the potential to accommodate a larger vessel, makes this property especially compelling for boating enthusiasts. This raised, three-level residence combines refined craftsmanship with everyday convenience, featuring an ELEVATOR, WHOLE HOME SOLAR, a 4½-car garage, and a recently installed tile roof (2025). The home offers 5,197 square feet of living space with four bedrooms, drop room perfect for yoga or small office/den, a bonus room, a theater room, a gym and 4 full and 2 half baths. As you enter through the dramatic double-door entry you enter the great room with soaring ceilings, full wall entertainment center, elegant finishes, and light-filled living spaces that keep the water views front and center. The gourmet kitchen features Wolf stainless steel appliances and granite countertops, while inviting gathering spaces provide a beautiful setting for entertaining or simply enjoying the waterfront surroundings. On the first level, you'll fall in love with the theatre room to escape from the day to day. Outdoors, the expansive patio and summer kitchen overlook a large lap pool, lagoon and grotto area with a waterfall, and spa, accented by stone decking and framed panoramic water vistas and gas firepit. Spend your mornings watching for dolphins, your afternoons fishing or relaxing poolside, and your evenings departing from your own dock for a sunset cruise. With its distinctive point-lot setting, uninterrupted views, protected dockage, and effortless access to the bay, this estate offers a rare opportunity to make the water the centerpiece of everyday life.

Sarasota

$8,995,000

Under Construction. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.

5 Beds ⋅ 9 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code

Under Construction. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.

3950 Red Rock Way, Sarasota

6157 Midnight Pass Road Unit E93, Sarasota

$475,000

Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code

Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

6157 Midnight Pass Road Unit E93, Sarasota

769 John Ringling Boulevard Unit 2, Sarasota

$539,000

Virtually Staged. Wake up to SARASOTA BAY right outside your door in this BEAUTIFULLY REMODELED, FIRST-FLOOR WATERFRONT residence in SARASOTA HARBOR EAST, a premier 55+ COMMUNITY. From your PRIVATE LANAI, take in DIRECT BAY VIEWS where DOLPHINS and MANATEES glide by and the sky puts on a nightly show of VIBRANT SUNSETS. Inside, the home centers on a BRAND-NEW KITCHEN with sleek QUARTZ COUNTERTOPS, CONTEMPORARY CABINETRY, a STYLISH BACKSPLASH, a BOSCH OVEN, a PREMIUM INDUCTION COOKTOP, and NEW STAINLESS REFRIGERATOR and DISHWASHER. The essentials are already handled, with a 3-YEAR-OLD AC UNIT, a NEW WATER HEATER, and UPDATED PLUMBING for true peace of mind. The location is hard to beat, set between ST. ARMANDS CIRCLE, LIDO KEY, and DOWNTOWN SARASOTA, with dining, beaches, and culture all close at hand. Community amenities include a BAYFRONT POOL, a CLUBHOUSE with PRIVATE CHANGING FACILITIES, and SECURED BIKE and KAYAK STORAGE. Boaters will love this rare find: BOAT SLIPS accommodating vessels UP TO 30 FT are available at NO ADDITIONAL COST to residents. The comprehensive HOA fee delivers a MAINTENANCE-FREE lifestyle, covering EXTERIOR GROUNDS, BUILDING MAINTENANCE, CABLE, INTERNET, WATER, SEWER, and TRASH. With COVERED PARKING, DEDICATED STORAGE, and LAUNDRY FACILITIES, this is TURNKEY COASTAL LIVING at its finest. Schedule your private showing and see the bay views for yourself!

2 Beds ⋅ 2 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code

Virtually Staged. Wake up to SARASOTA BAY right outside your door in this BEAUTIFULLY REMODELED, FIRST-FLOOR WATERFRONT residence in SARASOTA HARBOR EAST, a premier 55+ COMMUNITY. From your PRIVATE LANAI, take in DIRECT BAY VIEWS where DOLPHINS and MANATEES glide by and the sky puts on a nightly show of VIBRANT SUNSETS. Inside, the home centers on a BRAND-NEW KITCHEN with sleek QUARTZ COUNTERTOPS, CONTEMPORARY CABINETRY, a STYLISH BACKSPLASH, a BOSCH OVEN, a PREMIUM INDUCTION COOKTOP, and NEW STAINLESS REFRIGERATOR and DISHWASHER. The essentials are already handled, with a 3-YEAR-OLD AC UNIT, a NEW WATER HEATER, and UPDATED PLUMBING for true peace of mind. The location is hard to beat, set between ST. ARMANDS CIRCLE, LIDO KEY, and DOWNTOWN SARASOTA, with dining, beaches, and culture all close at hand. Community amenities include a BAYFRONT POOL, a CLUBHOUSE with PRIVATE CHANGING FACILITIES, and SECURED BIKE and KAYAK STORAGE. Boaters will love this rare find: BOAT SLIPS accommodating vessels UP TO 30 FT are available at NO ADDITIONAL COST to residents. The comprehensive HOA fee delivers a MAINTENANCE-FREE lifestyle, covering EXTERIOR GROUNDS, BUILDING MAINTENANCE, CABLE, INTERNET, WATER, SEWER, and TRASH. With COVERED PARKING, DEDICATED STORAGE, and LAUNDRY FACILITIES, this is TURNKEY COASTAL LIVING at its finest. Schedule your private showing and see the bay views for yourself!

769 John Ringling Boulevard Unit 2, Sarasota

8773 Midnight Pass Road Unit 504G, Sarasota

$615,000

Welcome home to your tropical retreat at Island Reef on south Siesta Key! Island Reef is a Gulf to Bay resort style community. Amenities include: 2 heated pools, private beach, pickleball, tennis, clubhouse and docks. There is an active social calendar and in-house rental management as well. This beautiful penthouse unit has a wonderful pool and courtyard view. 504G is being offered Turnkey Furnished. This beachy condo has been extensively upgraded including the kitchen, both bathrooms, a laundry with full-size washer and dryer, and a raised ceiling in the dining area. The knotty pine floors and doors are reminiscent of a coastal cottage. Indirect lighting can be dimmed to suite your needs. A new AC was installed in Oct 2026 and the warranty will be transferred to the new owners. The kitchen and bathrooms have solid wood paneled cabinets, granite countertops, and subway tile bath and shower surrounds. In the kitchen the lighted cabinets allow for a beautiful display of dishes, glassware, and favorite collectibles. The living room and dining area have comfortable coastal furniture. The large dining table holds 6-8. Glass sliding doors open to a garden style lanai with slate tile flooring. Enjoy the tropical breeze and pool view while sipping your morning coffee on this wonderful lanai. Throughout the condo there are several unique antique wood chests and other furniture pieces., which are perfect for additional storage. The coastal artwork and knick-knacks are included in the purchase of this home. From the primary bedroom, you can also access the lanai through sliding glass doors. There is a large walk-in closet and an ensuite bathroom with dual sinks and large shower. The guest bedroom has a three-piece full wall shelving /desk unit. There is also a full wall built-in closet. Across the hallway is a laundry and storage room. If you are ready to make a move to paradise, please call for a private showing. When you see 504G you will fall in love! Buy now and enjoy winter on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Welcome home to your tropical retreat at Island Reef on south Siesta Key! Island Reef is a Gulf to Bay resort style community. Amenities include: 2 heated pools, private beach, pickleball, tennis, clubhouse and docks. There is an active social calendar and in-house rental management as well. This beautiful penthouse unit has a wonderful pool and courtyard view. 504G is being offered Turnkey Furnished. This beachy condo has been extensively upgraded including the kitchen, both bathrooms, a laundry with full-size washer and dryer, and a raised ceiling in the dining area. The knotty pine floors and doors are reminiscent of a coastal cottage. Indirect lighting can be dimmed to suite your needs. A new AC was installed in Oct 2026 and the warranty will be transferred to the new owners. The kitchen and bathrooms have solid wood paneled cabinets, granite countertops, and subway tile bath and shower surrounds. In the kitchen the lighted cabinets allow for a beautiful display of dishes, glassware, and favorite collectibles. The living room and dining area have comfortable coastal furniture. The large dining table holds 6-8. Glass sliding doors open to a garden style lanai with slate tile flooring. Enjoy the tropical breeze and pool view while sipping your morning coffee on this wonderful lanai. Throughout the condo there are several unique antique wood chests and other furniture pieces., which are perfect for additional storage. The coastal artwork and knick-knacks are included in the purchase of this home. From the primary bedroom, you can also access the lanai through sliding glass doors. There is a large walk-in closet and an ensuite bathroom with dual sinks and large shower. The guest bedroom has a three-piece full wall shelving /desk unit. There is also a full wall built-in closet. Across the hallway is a laundry and storage room. If you are ready to make a move to paradise, please call for a private showing. When you see 504G you will fall in love! Buy now and enjoy winter on Siesta Key!

8773 Midnight Pass Road Unit 504G, Sarasota

$3,690,000

Great investment opportunity.Build up to 6 or 7 condos on the Intercoastal Waterway.Direct frontage with 3 existing homes.EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

Nokomis SubDv. ⋅ 34275 Zip Code

Great investment opportunity.Build up to 6 or 7 condos on the Intercoastal Waterway.Direct frontage with 3 existing homes.EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

321 Bayshore Road, Nokomis

$598,000

Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked along the shores of Little Sarasota Bay, this intimate waterfront community consists of just 25 single-story villas situated on approximately 10 acres across from the northern end of Casey Key. Surrounded by natural beauty and offering a quiet, private setting, Heron Bay Club captures the charm of Old Florida without sacrificing convenience. The villa enjoys beautiful views of the bay, along with the community pond and its decorative fountain, creating a picturesque backdrop. Interior improvements include updated electrical outlets and switches, a tankless water heater, newer appliances, and an A/C system replaced in 2021. A private courtyard offers additional outdoor living space, while the attached two-car garage is a particularly desirable feature not found in every residence within the community. The spacious attic with high ceilings provides even more storage, a welcome bonus in condominium living. For those who enjoy spending time on the water, Heron Bay Club has plenty to offer. Residents enjoy a heated swimming pool, tennis courts, and a fishing pier. Boating enthusiasts will especially appreciate the availability of boat dockage at no additional fee, providing convenient access to the Intracoastal Waterway and Gulf. Whether boating, fishing, or simply watching the dolphins, manatees, and coastal birds that frequent the area, the waterfront lifestyle is an everyday part of life here. The community's western exposure also provides a beautiful setting to enjoy sunsets over Little Sarasota Bay. Another standout feature of Heron Bay Club is just how much is included in the association fee. In addition to maintaining the beautifully landscaped grounds and community amenities, the fee covers water, high-speed internet, cable television, pest control, building flood insurance, exterior building maintenance and painting, roof maintenance and repairs, trash collection, and more. With so many services and expenses already included, residents can enjoy the benefits of a low-maintenance lifestyle with fewer individual bills and responsibilities. Unlike traditional multistory condominium buildings, Heron Bay Club's single-story villas offer the privacy and convenience of having no elevators or neighbors overhead. The community's small size and private courtyards create a more residential feel than what is typically found in larger waterfront condominium developments. Despite its peaceful setting, Heron Bay Club is conveniently located near beautiful Gulf beaches, shopping, restaurants, and the arts and cultural attractions of Sarasota. With its combination of water views, boating access, extensive association benefits, and intimate community atmosphere, this home offers a distinctive opportunity to enjoy Florida's Gulf Coast lifestyle.

2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code

Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked along the shores of Little Sarasota Bay, this intimate waterfront community consists of just 25 single-story villas situated on approximately 10 acres across from the northern end of Casey Key. Surrounded by natural beauty and offering a quiet, private setting, Heron Bay Club captures the charm of Old Florida without sacrificing convenience. The villa enjoys beautiful views of the bay, along with the community pond and its decorative fountain, creating a picturesque backdrop. Interior improvements include updated electrical outlets and switches, a tankless water heater, newer appliances, and an A/C system replaced in 2021. A private courtyard offers additional outdoor living space, while the attached two-car garage is a particularly desirable feature not found in every residence within the community. The spacious attic with high ceilings provides even more storage, a welcome bonus in condominium living. For those who enjoy spending time on the water, Heron Bay Club has plenty to offer. Residents enjoy a heated swimming pool, tennis courts, and a fishing pier. Boating enthusiasts will especially appreciate the availability of boat dockage at no additional fee, providing convenient access to the Intracoastal Waterway and Gulf. Whether boating, fishing, or simply watching the dolphins, manatees, and coastal birds that frequent the area, the waterfront lifestyle is an everyday part of life here. The community's western exposure also provides a beautiful setting to enjoy sunsets over Little Sarasota Bay. Another standout feature of Heron Bay Club is just how much is included in the association fee. In addition to maintaining the beautifully landscaped grounds and community amenities, the fee covers water, high-speed internet, cable television, pest control, building flood insurance, exterior building maintenance and painting, roof maintenance and repairs, trash collection, and more. With so many services and expenses already included, residents can enjoy the benefits of a low-maintenance lifestyle with fewer individual bills and responsibilities. Unlike traditional multistory condominium buildings, Heron Bay Club's single-story villas offer the privacy and convenience of having no elevators or neighbors overhead. The community's small size and private courtyards create a more residential feel than what is typically found in larger waterfront condominium developments. Despite its peaceful setting, Heron Bay Club is conveniently located near beautiful Gulf beaches, shopping, restaurants, and the arts and cultural attractions of Sarasota. With its combination of water views, boating access, extensive association benefits, and intimate community atmosphere, this home offers a distinctive opportunity to enjoy Florida's Gulf Coast lifestyle.

758 Sarabay Road Unit 5, Osprey

$7,450,000

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

4 Beds ⋅ 5 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

This private waterfront estate on Siesta Key combines modern Mediterranean architecture, beautifully updated interiors, and sweeping views of Little Sarasota Bay to create an exceptional coastal retreat. Set on over an acre of lush property behind a gated entrance and winding pavered driveway, this custom residence offers more than 100 feet of direct bay frontage, exceptional privacy, and unobstructed boating access to Sarasota Bay and the Intracoastal Waterway. Built in 2012 and extensively refreshed, the home encompasses more than 6,000 square feet of living space, four en-suite bedrooms, a four-car split garage, and an impressive collection of indoor and outdoor entertaining spaces. Offered fully furnished with contemporary pieces throughout, this remarkable home is ready for immediate enjoyment. A dramatic entry introduces soaring cathedral ceilings, a neutral color palette, and walls of floor-to-ceiling glass framing the waterfront. The grand living room features a fireplace and spectacular two-story windows, while the adjoining formal dining room provides an elegant setting for entertaining. Tile flooring complements the main living level, with beautiful hardwood flooring upstairs. The light-filled gourmet kitchen features quartz countertops, custom cabinetry, all-white appliances, gold fixtures, oversized center island, separate breakfast bar, dual built-in ovens, six-burner gas cooktop, and concealed 6-by-10-foot walk-in pantry. The adjoining informal dining area and spacious family room create an inviting gathering space overlooking the bay. Walls of pocketing glass sliders open completely to the covered outdoor cabana and fully equipped summer kitchen, seamlessly connecting indoor and outdoor living. Privately positioned on the main level, the beautiful primary suite features peaceful water views, an oversized dual walk-in closet, and a luxurious marble-appointed bathroom. A nearby office/den offers a quiet retreat, while private access to the pool deck enhances the suite's connection to the outdoors. A secluded second en-suite bedroom with its own exterior entrance provides an ideal arrangement for guests or extended family. The first-floor laundry room offers generous built-in storage. Upstairs, two spacious bedroom suites feature hardwood flooring, walk-in closets, updated en-suite bathrooms, and private balconies overlooking Little Sarasota Bay. An additional bonus room with dual closets and a wet bar overlooks the dramatic living room below and offers flexibility as a fifth bedroom, media room, or additional office. Outside, lush tropical landscaping surrounds an expansive pavered pool deck with a heated swimming pool, raised spa, and covered outdoor living area. A waterfront firepit, private basketball court, and extended dock with a 20,000-lbs. lift complete this exceptional setting. Boaters will appreciate the property's 103 feet of shoreline and direct access to the open waters of Sarasota Bay. Recent improvements include a new roof in 2025, three updated bathrooms, and HVAC replacements in 2024 and 2022. Ideally situated on Siesta Key, this private bayfront estate offers convenient access to Siesta Key Beach, Turtle Beach, Siesta Key Village, and the island's waterfront restaurants and recreational opportunities, just minutes away. Nearby mainland destinations include Downtown Sarasota, Marina Jack, Selby Botanical Gardens, renowned theaters, galleries, and cultural attractions.

8569 Midnight Pass Road, Sarasota

$74,900

This slip size is 30L X 9.8W X 11H and will accommodate a vessel size 29L X 8.8W X 10H. Gulf Harbor Marina is located in Nokomis Florida on the Intercoastal Water Way with a short distance around to the North Jetty and to the Gulf. The amenities at this marina include a capable 33K pound fork lift, Rec and Diesel Fuels at a discounted rate, unlimited splashes all scheduled through an app. Flushes motors and does wash downs prior to being put back in the slip after usage. There is a bait shop with fresh or frozen bait and cleaning tables. Restrooms are on site. Ample parking. There are several covered bays to work on your vessel with water and electricity. Professional repair services are on site if needed and a parts shop. There are two well known restaurants on site. Staff and HOA are very organized and committed to the upkeep of the marina, it is a great place to keep your vessel stored and to make the most of your boating lifestyle.

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

This slip size is 30L X 9.8W X 11H and will accommodate a vessel size 29L X 8.8W X 10H. Gulf Harbor Marina is located in Nokomis Florida on the Intercoastal Water Way with a short distance around to the North Jetty and to the Gulf. The amenities at this marina include a capable 33K pound fork lift, Rec and Diesel Fuels at a discounted rate, unlimited splashes all scheduled through an app. Flushes motors and does wash downs prior to being put back in the slip after usage. There is a bait shop with fresh or frozen bait and cleaning tables. Restrooms are on site. Ample parking. There are several covered bays to work on your vessel with water and electricity. Professional repair services are on site if needed and a parts shop. There are two well known restaurants on site. Staff and HOA are very organized and committed to the upkeep of the marina, it is a great place to keep your vessel stored and to make the most of your boating lifestyle.

100 Circuit Road Unit N-124, Nokomis

$1,750,000

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

1260 Dolphin Bay Way Unit 301, Sarasota

$695,000

Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in January 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building. The attractive open floor plan features soaring ceilings, impact-rated windows and sliding doors, easy-to-maintain tile plank flooring and abundant natural light throughout. The kitchen includes granite countertops, solid wood cabinetry, stainless steel appliances and custom storage with pullout drawers. The living area opens to a large, screened-in terrace with privacy screens and expansive bay views. The primary suite includes dual walk-in closets and a luxurious bath with dual quartz vanities, decorative tile flooring, a makeup vanity and a walk-in shower. Additional features include a private den/office, an in-unit laundry room, two full baths and a powder room, and air conditioner from 2023. Edgewater at Hidden Bay is a gated, resort-style community set on 14 acres along Little Sarasota Bay and the Intracoastal Waterway, directly across from Casey Key. Community amenities include a waterfront clubhouse with a kitchen and quartz bar, a heated pool and spa, a fitness center, a library, a tiki hut with grilling stations, pickleball and tennis courts, a kayak launch, a fishing pier, a dog play area, and an elevated boardwalk through mangroves and palm-lined grounds. Hidden Bay is conveniently in Osprey, just south of Sarasota, near area beaches, shopping and dining and only minutes from Venice.

3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code

Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in January 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building. The attractive open floor plan features soaring ceilings, impact-rated windows and sliding doors, easy-to-maintain tile plank flooring and abundant natural light throughout. The kitchen includes granite countertops, solid wood cabinetry, stainless steel appliances and custom storage with pullout drawers. The living area opens to a large, screened-in terrace with privacy screens and expansive bay views. The primary suite includes dual walk-in closets and a luxurious bath with dual quartz vanities, decorative tile flooring, a makeup vanity and a walk-in shower. Additional features include a private den/office, an in-unit laundry room, two full baths and a powder room, and air conditioner from 2023. Edgewater at Hidden Bay is a gated, resort-style community set on 14 acres along Little Sarasota Bay and the Intracoastal Waterway, directly across from Casey Key. Community amenities include a waterfront clubhouse with a kitchen and quartz bar, a heated pool and spa, a fitness center, a library, a tiki hut with grilling stations, pickleball and tennis courts, a kayak launch, a fishing pier, a dog play area, and an elevated boardwalk through mangroves and palm-lined grounds. Hidden Bay is conveniently in Osprey, just south of Sarasota, near area beaches, shopping and dining and only minutes from Venice.

250 Hidden Bay Drive Unit 301, Osprey

1634 Stickney Point Road Unit 34-202, Sarasota

$389,000

Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, Sarasota

6157 Midnight Pass Road Unit E53, Sarasota

$449,000

Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code

Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Sarasota

$3,695,000

Zoning confirmation letter in from City of Sarasota. Ready for permitting and your custom dream home. This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip of Siesta Key, nestled on the Freeling Drive peninsula, this exquisite parcel blends sophistication with coastal living. Bay Island is renowned for its admired homes and architectural beauty, redefining island luxury along one of the area’s most pristine waterways. The oversized homesite is just under 15,000 square feet and features an impressive 155 feet of brand-new two-foot-elevated seawall, offering stunning panoramas. This location is ideal for boating and fishing enthusiasts, or for simply enjoying breathtaking sunrises and sunsets in unmatched natural beauty. Access on and off the island is easy, with Siesta Key Village's vibrant shops and restaurants, as well as the world-renowned Siesta Key Beach, just minutes away. Downtown Sarasota, with its galleries, theater, and fine dining, is also a short drive. Opportunities like this are rare, making this property a true gem for anyone seeking the ultimate waterfront address where privilege and prestige are embedded in an affluent lifestyle. I highly recommend experiencing the magic of this property for yourself. Choose any architect or builder to make your dreams come true. Owner will consider financing.

Bay Island Shores SubDv. ⋅ 34242 Zip Code

Zoning confirmation letter in from City of Sarasota. Ready for permitting and your custom dream home. This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip of Siesta Key, nestled on the Freeling Drive peninsula, this exquisite parcel blends sophistication with coastal living. Bay Island is renowned for its admired homes and architectural beauty, redefining island luxury along one of the area’s most pristine waterways. The oversized homesite is just under 15,000 square feet and features an impressive 155 feet of brand-new two-foot-elevated seawall, offering stunning panoramas. This location is ideal for boating and fishing enthusiasts, or for simply enjoying breathtaking sunrises and sunsets in unmatched natural beauty. Access on and off the island is easy, with Siesta Key Village's vibrant shops and restaurants, as well as the world-renowned Siesta Key Beach, just minutes away. Downtown Sarasota, with its galleries, theater, and fine dining, is also a short drive. Opportunities like this are rare, making this property a true gem for anyone seeking the ultimate waterfront address where privilege and prestige are embedded in an affluent lifestyle. I highly recommend experiencing the magic of this property for yourself. Choose any architect or builder to make your dreams come true. Owner will consider financing.

894 Freeling Drive, Sarasota

$99,500

Own your own rack at beautiful Gulf Harbor Marina on the Intercoastal Waterway in Nokomis. Just 10 minutes from the South Jetty between Casey Key and Venice Island. No bridges to the Gulf! The marina is FULL SERVICE and offers unlimited splashes and retrievals each month using the convenient speedy dock app. Fuel, ice, and bait available for purchase on site as added time saver. Available items include REC 90 ethanol-free marine gasoline, MDO marine diesel, ice - 10lb or 20lb bags, live shrimp, and frozen bait - shrimp, sardines, squid, and chum block all available. Additional amenities include outdoor work racks for cleaning your boat or minor maintenance projects, a fish-cleaning station for your catch of the day, and rolling carts to make transporting your gear between your boat and personal vehicle easier. The marina includes designated parking. Buy for your own boat or for an investment. This slip is located 2nd rack up in the north building and the slip dimensions are 10'8" W X 32' D X 11' H. The maximum vessel dimensions for this rack are 9'8" W X 32' D X 9'6" H. End the hassle of trailers and boat ramps — secure a full-service marina slip that gives you easy access, safe storage, and stress-free boating all season.

Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code

Own your own rack at beautiful Gulf Harbor Marina on the Intercoastal Waterway in Nokomis. Just 10 minutes from the South Jetty between Casey Key and Venice Island. No bridges to the Gulf! The marina is FULL SERVICE and offers unlimited splashes and retrievals each month using the convenient speedy dock app. Fuel, ice, and bait available for purchase on site as added time saver. Available items include REC 90 ethanol-free marine gasoline, MDO marine diesel, ice - 10lb or 20lb bags, live shrimp, and frozen bait - shrimp, sardines, squid, and chum block all available. Additional amenities include outdoor work racks for cleaning your boat or minor maintenance projects, a fish-cleaning station for your catch of the day, and rolling carts to make transporting your gear between your boat and personal vehicle easier. The marina includes designated parking. Buy for your own boat or for an investment. This slip is located 2nd rack up in the north building and the slip dimensions are 10'8" W X 32' D X 11' H. The maximum vessel dimensions for this rack are 9'8" W X 32' D X 9'6" H. End the hassle of trailers and boat ramps — secure a full-service marina slip that gives you easy access, safe storage, and stress-free boating all season.

100 Circuit Road Unit N108, Nokomis

$640,000

There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome to Osprey Harbor Village, an intimate waterfront community perfectly positioned between Sarasota and Venice, where timeless elegance meets the relaxed sophistication of Southwest Florida living. From the moment you enter, the welcoming foyer introduces a thoughtfully designed residence that balances comfort, elegance, and effortless entertaining. The spacious kitchen features rich upgraded wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar where family and friends naturally gather. An inviting dining area transitions into the comfortable living room, with access to the expansive terrace that truly sets this home apart. Whether entertaining guests, enjoying a quiet evening, or simply watching the activity along the waterfront, this outdoor living space is destined to become one of your favorite places. The generously sized primary suite offers a peaceful retreat with a spacious walk-in closet and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and private water closet. Two additional bedrooms provide wonderful flexibility for visiting family and friends, a home office, or whatever suits your lifestyle. Beyond the residence, Osprey Harbor Village offers an exceptional waterfront experience. This boutique community of just 54 condominiums showcases distinctive Italian-inspired architecture and was constructed in 2006 to hurricane building standards. Boating enthusiasts will appreciate the marina setting and approximately 7-foot draft channel, providing access to the beautiful waterways that make Florida's Gulf Coast a boating paradise. Whether you enjoy sailing, cruising, fishing, kayaking, or simply admiring the boats from your terrace, life here revolves around the water. The community amenities create an atmosphere that feels more like a private waterfront resort. Enjoy a newly renovated, fully equipped fitness center, sparkling community pool, poolside grilling area, relaxing spa, sauna, steam room, fishing dock, and kayak launch. Spend your afternoons poolside, take a peaceful paddle along the waterways, or gather with friends after a day of exploring the coast. Additional conveniences include two assigned garage parking spaces, onsite management, and a pet-friendly environment welcoming up to two large dogs. And the location? It's one of the best parts. Imagine being able to stroll to waterfront dining at Deep Lagoon Seafood & Oyster House or the beloved Casey Key Fish House, enjoy the casual atmosphere of a nearby tiki bar, or explore the waterfront park just across the street. The beautiful beaches of Casey Key are only a short drive away, while Publix, shopping, restaurants, medical facilities, and the endless attractions of Sarasota and Venice are all conveniently nearby. From boating adventures and beach days to waterfront dining and peaceful evenings at home, the possibilities are endless. What makes Osprey Harbor Village truly special isn't simply the architecture, the amenities, or even the spectacular marina setting. It's the lifestyle that comes with it. Spend more time outdoors, entertain the people you love, and enjoy the beauty of coastal living in a community that feels both exclusive and welcoming. Discover the waterfront lifestyle waiting for you at Osprey Harbor Village today!

3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code

There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome to Osprey Harbor Village, an intimate waterfront community perfectly positioned between Sarasota and Venice, where timeless elegance meets the relaxed sophistication of Southwest Florida living. From the moment you enter, the welcoming foyer introduces a thoughtfully designed residence that balances comfort, elegance, and effortless entertaining. The spacious kitchen features rich upgraded wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar where family and friends naturally gather. An inviting dining area transitions into the comfortable living room, with access to the expansive terrace that truly sets this home apart. Whether entertaining guests, enjoying a quiet evening, or simply watching the activity along the waterfront, this outdoor living space is destined to become one of your favorite places. The generously sized primary suite offers a peaceful retreat with a spacious walk-in closet and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and private water closet. Two additional bedrooms provide wonderful flexibility for visiting family and friends, a home office, or whatever suits your lifestyle. Beyond the residence, Osprey Harbor Village offers an exceptional waterfront experience. This boutique community of just 54 condominiums showcases distinctive Italian-inspired architecture and was constructed in 2006 to hurricane building standards. Boating enthusiasts will appreciate the marina setting and approximately 7-foot draft channel, providing access to the beautiful waterways that make Florida's Gulf Coast a boating paradise. Whether you enjoy sailing, cruising, fishing, kayaking, or simply admiring the boats from your terrace, life here revolves around the water. The community amenities create an atmosphere that feels more like a private waterfront resort. Enjoy a newly renovated, fully equipped fitness center, sparkling community pool, poolside grilling area, relaxing spa, sauna, steam room, fishing dock, and kayak launch. Spend your afternoons poolside, take a peaceful paddle along the waterways, or gather with friends after a day of exploring the coast. Additional conveniences include two assigned garage parking spaces, onsite management, and a pet-friendly environment welcoming up to two large dogs. And the location? It's one of the best parts. Imagine being able to stroll to waterfront dining at Deep Lagoon Seafood & Oyster House or the beloved Casey Key Fish House, enjoy the casual atmosphere of a nearby tiki bar, or explore the waterfront park just across the street. The beautiful beaches of Casey Key are only a short drive away, while Publix, shopping, restaurants, medical facilities, and the endless attractions of Sarasota and Venice are all conveniently nearby. From boating adventures and beach days to waterfront dining and peaceful evenings at home, the possibilities are endless. What makes Osprey Harbor Village truly special isn't simply the architecture, the amenities, or even the spectacular marina setting. It's the lifestyle that comes with it. Spend more time outdoors, entertain the people you love, and enjoy the beauty of coastal living in a community that feels both exclusive and welcoming. Discover the waterfront lifestyle waiting for you at Osprey Harbor Village today!

14041 Bellagio Way Unit 315, Osprey

$3,690,000

EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code

EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

321 Bayshore Road, Nokomis

6005 Midnight Pass Road Unit S6, Sarasota

$839,000

Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

2 Beds ⋅ 2 Baths ⋅ Provintial Gardens SubDv. ⋅ 34242 Zip Code

Escape the winter blues with this turnkey furnished free-standing villa ready for IMMEDIATE occupancy with DEEDED SIESTA KEY BEACH and BAY access steps away in a non age restricted community. No logistical headaches having to furnish a property in order to occupy or rent it. This beautifully decorated and extensively updated, maintenance-free, open floor plan, villa can be your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer/dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. Added peace of mind comes from no flooding or storm damage sustained from recent storms. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025, exterior painting will be completed by December. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with all new appliances within the past two years. For accessibility 36 inch doorways and grab bars are present, as well as smart home features such as keyless electronic front door entry, nest thermostat, and ring door bell. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and expansive guest suite are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft close cabinets, granite countertops, a large pantry, water filter system, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite includes its own private outdoor space with a water fountain. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise/wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees. The community’s bay front park includes a day dock for residents’ use. Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. Catch the free trolley to enjoy a casual lunch or a fine dining dinner. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one pet. The monthly HOA fee is $1,113. Come enjoy winter on Siesta Key!

6005 Midnight Pass Road Unit S6, Sarasota

$965,000

Exceptional Venice Location | Distinctive Key West-Inspired Architecture! NOT FLOOD ZONE!NO HOA OR CDD! NEWER ROOF 08/2024,All Tankless WATER HEATER,all kitchen appliances were replaced, 1/2 water filtraction system has been replaced,2 NEWER AC's, 3 bathrooms has been renovated,second and third porches floor been done. Discover the extraordinary charm of this distinctive Key West-style waterfront residence at 1775 Scenic Drive in Venice, Florida! Offering approximately 2,784 square feet of living space across three levels, this one-of-a-kind property combines captivating architecture, spacious interiors, and spectacular waterfront scenery. Enjoy breathtaking views of the Venetian Intracoastal Waterway, watch boats pass by, and take in unforgettable Florida sunsets from the expansive wraparound porches on two levels. The main living level features a spacious great room, gourmet kitchen, formal dining room, and elegant French doors that invite in natural light and showcase the beautiful surroundings. The upper-level primary suite offers a private porch, creating a peaceful retreat with beautiful water views. Additional bedrooms provide comfortable accommodations for family and guests. The ground level features a versatile den or game room, a third full bathroom, and flexible space for entertaining, relaxing, or pursuing your favorite hobbies. With 3 bedrooms, 3 full bathrooms, and 1 half bath, plus a Large Garage and additional covered parking, there is room for vehicles, a boat, and recreational equipment. Well and septic utilities add to the property's unique setup. Conveniently located near historic downtown Venice, local shopping, restaurants, entertainment, and the beautiful Gulf beaches, this remarkable waterfront residence offers a rare opportunity to enjoy the beauty and lifestyle of Florida's Intracoastal waterways! Discover a truly distinctive residence in an exceptional Venice location! This impressive three-level Key West-style home offers 2,784 square feet of living space, expansive wraparound porches, and panoramic views overlooking the Venetian Intracoastal Waterway and the 12-mile Legacy Trail. Enjoy spectacular sunsets, watch boats glide by, and welcome the morning sunshine as it fills the home with natural light. The main living level features a gourmet kitchen, formal dining room, convenient powder room, and spacious great room highlighted by two sets of etched-glass French doors. Step outside to the impressive 40' x 10' front entry porch, perfect for relaxing and enjoying the surrounding views. The upper level features a spectacular primary suite with French doors opening onto a second 40' x 10' porch, along with a private primary bath. Two additional well-appointed bedrooms and a full guest bath complete this level. The ground level offers a welcoming entry foyer, indoor laundry room, third full bath, and a versatile den, game room, or potential fourth-bedroom suite, subject to applicable requirements. A spacious three-car garage provides ample parking and storage. Additional features include a removable carport suitable for RV or boat storage, separate AC units for each level, and on-demand hot water serving the upper two floors. With its grand presence, expansive porches, and timeless Southern charm, this extraordinary home offers a lifestyle that is anything but ordinary.

3 Beds ⋅ 4 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code

Exceptional Venice Location | Distinctive Key West-Inspired Architecture! NOT FLOOD ZONE!NO HOA OR CDD! NEWER ROOF 08/2024,All Tankless WATER HEATER,all kitchen appliances were replaced, 1/2 water filtraction system has been replaced,2 NEWER AC's, 3 bathrooms has been renovated,second and third porches floor been done. Discover the extraordinary charm of this distinctive Key West-style waterfront residence at 1775 Scenic Drive in Venice, Florida! Offering approximately 2,784 square feet of living space across three levels, this one-of-a-kind property combines captivating architecture, spacious interiors, and spectacular waterfront scenery. Enjoy breathtaking views of the Venetian Intracoastal Waterway, watch boats pass by, and take in unforgettable Florida sunsets from the expansive wraparound porches on two levels. The main living level features a spacious great room, gourmet kitchen, formal dining room, and elegant French doors that invite in natural light and showcase the beautiful surroundings. The upper-level primary suite offers a private porch, creating a peaceful retreat with beautiful water views. Additional bedrooms provide comfortable accommodations for family and guests. The ground level features a versatile den or game room, a third full bathroom, and flexible space for entertaining, relaxing, or pursuing your favorite hobbies. With 3 bedrooms, 3 full bathrooms, and 1 half bath, plus a Large Garage and additional covered parking, there is room for vehicles, a boat, and recreational equipment. Well and septic utilities add to the property's unique setup. Conveniently located near historic downtown Venice, local shopping, restaurants, entertainment, and the beautiful Gulf beaches, this remarkable waterfront residence offers a rare opportunity to enjoy the beauty and lifestyle of Florida's Intracoastal waterways! Discover a truly distinctive residence in an exceptional Venice location! This impressive three-level Key West-style home offers 2,784 square feet of living space, expansive wraparound porches, and panoramic views overlooking the Venetian Intracoastal Waterway and the 12-mile Legacy Trail. Enjoy spectacular sunsets, watch boats glide by, and welcome the morning sunshine as it fills the home with natural light. The main living level features a gourmet kitchen, formal dining room, convenient powder room, and spacious great room highlighted by two sets of etched-glass French doors. Step outside to the impressive 40' x 10' front entry porch, perfect for relaxing and enjoying the surrounding views. The upper level features a spectacular primary suite with French doors opening onto a second 40' x 10' porch, along with a private primary bath. Two additional well-appointed bedrooms and a full guest bath complete this level. The ground level offers a welcoming entry foyer, indoor laundry room, third full bath, and a versatile den, game room, or potential fourth-bedroom suite, subject to applicable requirements. A spacious three-car garage provides ample parking and storage. Additional features include a removable carport suitable for RV or boat storage, separate AC units for each level, and on-demand hot water serving the upper two floors. With its grand presence, expansive porches, and timeless Southern charm, this extraordinary home offers a lifestyle that is anything but ordinary.

1775 Scenic Drive, Venice

$1,350,000

New Roof and New AC!! Updated Kitchen and Bathrooms!!! Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, AC unit, updated kitchen and bathrooms, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. From your private waterfront retreat, every day feels like a vacation. Best of all, it's in an X500 flood zone and you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!

3 Beds ⋅ 3 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code

New Roof and New AC!! Updated Kitchen and Bathrooms!!! Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, AC unit, updated kitchen and bathrooms, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. From your private waterfront retreat, every day feels like a vacation. Best of all, it's in an X500 flood zone and you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!

5424 America Drive, Sarasota

8911 Midnight Pass Road Unit 511, Sarasota

$359,000

SUNRISES OVER THE BAY, SUNSETS OVER THE GULF—YOUR SIESTA KEY RETREAT AWAITS! Discover top-floor coastal living in this turnkey furnished, one-bedroom, one-bath residence in desirable Sunrise Cove. With breathtaking views of the Intracoastal Waterway and the Gulf of Mexico, this inviting condo offers the rare opportunity to enjoy spectacular sunrises over Sarasota Bay and magnificent Gulf sunsets from your own coastal retreat. Sparkling blue waters, passing boats, and beautiful views in both directions create a setting that feels like a vacation every day! The bright, welcoming interior flows into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, making this space as practical as it is inviting. The spacious primary bedroom features a generous walk-in closet, while an updated bathroom and turnkey furnishings make this condo ready for immediate enjoyment. Simply unpack and start enjoying the island lifestyle! RESORT-STYLE AMENITIES RIGHT AT HOME! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, and a game room. Waterfront docks are available to lease for a nominal fee on a first-come, first-served basis, adding to the appeal of this waterfront community. Recent community improvements include new roofs, docks, and carports. A LOCATION THAT MAKES ISLAND LIVING EASY! Situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia’s on the Bay and Turtles on the Bay, Sunrise Cove puts some of Siesta Key’s favorite experiences close to home. Hop aboard the complimentary Siesta Key Breeze trolley for convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you’re searching for a seasonal escape, an investment opportunity, or a year-round residence, this top-floor condo brings together stunning dual water views, resort-style amenities, and an exceptional Siesta Key location. Come discover the coastal lifestyle you’ve been dreaming of. Your little piece of paradise awaits!

1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

SUNRISES OVER THE BAY, SUNSETS OVER THE GULF—YOUR SIESTA KEY RETREAT AWAITS! Discover top-floor coastal living in this turnkey furnished, one-bedroom, one-bath residence in desirable Sunrise Cove. With breathtaking views of the Intracoastal Waterway and the Gulf of Mexico, this inviting condo offers the rare opportunity to enjoy spectacular sunrises over Sarasota Bay and magnificent Gulf sunsets from your own coastal retreat. Sparkling blue waters, passing boats, and beautiful views in both directions create a setting that feels like a vacation every day! The bright, welcoming interior flows into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, making this space as practical as it is inviting. The spacious primary bedroom features a generous walk-in closet, while an updated bathroom and turnkey furnishings make this condo ready for immediate enjoyment. Simply unpack and start enjoying the island lifestyle! RESORT-STYLE AMENITIES RIGHT AT HOME! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, and a game room. Waterfront docks are available to lease for a nominal fee on a first-come, first-served basis, adding to the appeal of this waterfront community. Recent community improvements include new roofs, docks, and carports. A LOCATION THAT MAKES ISLAND LIVING EASY! Situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia’s on the Bay and Turtles on the Bay, Sunrise Cove puts some of Siesta Key’s favorite experiences close to home. Hop aboard the complimentary Siesta Key Breeze trolley for convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you’re searching for a seasonal escape, an investment opportunity, or a year-round residence, this top-floor condo brings together stunning dual water views, resort-style amenities, and an exceptional Siesta Key location. Come discover the coastal lifestyle you’ve been dreaming of. Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Sarasota

$4,590,000

Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

5 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey

5855 Midnight Pass Road Unit 221, Sarasota

$634,900

Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Beautiful turnkey 2-bedroom 2 bath condo in Harbor Towers! All new hurricane windows, window shades, new plumbing for entire home and hot water heater 2025. Master bedroom has walk in closet, renovated bath with floating vanity and tub/ shower combo. Second bedroom is large with lots of windows and connected bath with tub / shower and floating vanity. Dining room and Living room combo with open floor plan. Hurricane windows across the entire front of condo give lots of sun and nice view of the lake. This unit includes a covered parking spot ($15.000 value). Rental income is very strong with on-site management. Unit currently rented Feb 13, 2027- March 20th, 2027. Great rental Income! This property features many amenities, including, heated pool with kiddie pool, 2 BBQ areas, social room with renovated kitchen, Har-Tru tennis courts, fitness room, kayak storage, harbor with boat slip rental. Close proximity to Siesta Key beach. Harbor Towers also offers one of the lower HOA fees on the key for all that is included.

5855 Midnight Pass Road Unit 221, Sarasota

$1,195,000

This beautiful Mediterranean style home offers peaceful views of Phillippi Creek, mature oak trees, privacy, and an oversized 0.39 acre lot. Inside, you’ll find two spacious bedrooms, two bathrooms, plus den, a newly remodeled kitchen with granite countertops, stainless steel appliances, and custom wood cabinetry. Designed for both relaxing and entertaining, the home features generous living spaces, tile flooring, crown molding, and large windows overlooking the lagoon style pool and serene waterfront setting. With approximately 179 feet of frontage along Phillippi Creek, this is a truly special Sarasota property. Conveniently located near Siesta Key, Downtown Sarasota, and everything Central Sarasota has to offer. OWNER FINANCING OPTIONS AVAILABLE

2 Beds ⋅ 2 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code

This beautiful Mediterranean style home offers peaceful views of Phillippi Creek, mature oak trees, privacy, and an oversized 0.39 acre lot. Inside, you’ll find two spacious bedrooms, two bathrooms, plus den, a newly remodeled kitchen with granite countertops, stainless steel appliances, and custom wood cabinetry. Designed for both relaxing and entertaining, the home features generous living spaces, tile flooring, crown molding, and large windows overlooking the lagoon style pool and serene waterfront setting. With approximately 179 feet of frontage along Phillippi Creek, this is a truly special Sarasota property. Conveniently located near Siesta Key, Downtown Sarasota, and everything Central Sarasota has to offer. OWNER FINANCING OPTIONS AVAILABLE

5381 Palos Verdes Drive, Sarasota

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