Refine Search
Sort by
$2,499,000
2 Beds 3 Baths Ten35 Seaside SubDv. 34242 Zip Code
Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

1035 Seaside Drive Unit 404, Sarasota

$495,000
2 Beds 2 Baths Gulf Twin Towers SubDv. 34285 Zip Code
Located on the quaint Island of Venice is this nicely turnkey furnished WATERFRONT CONDO with wonderful GULF VIEWS situated on the 3rd floor of Gulf Twin Towers. This well cared for complex offers its own PRIVATE BEACH PARK with a heated pool, lounge chairs, grilling area with picnic tables, and shuffleboard court….not to mention 174 feet of beach. There is also a club room, many parking spaces for quests and each unit has its own assigned covered parking space. Community laundry and storage on each floor. The living room and main bedroom have panoramic sites of the water….offering daily sunsets.….and as you enter the unit there is a bonus room with glass sliders that could be used as a dinette, sitting room or den/office. Both bedrooms have nice size walk-in closets for storage. Schedule your private showing today.

500 The Esplanade N Unit 306, Venice

$5,425,000
4 Beds 5 Baths Avondale SubDv. 34236 Zip Code
Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.

1821 Lincoln Drive, Sarasota

$4,860,000
3 Beds 4 Baths One Park Residences SubDv. 34236 Zip Code
One or more photo(s) has been virtually staged. Under Construction. With world-class architecture and interiors, the 18-story One Park is bringing a quintessential lifestyle to one of Downtown Sarasota’s most sought after locations, Boulevard of the Arts. Featuring panoramic direct views from Bay Park to Downtown Sarasota and beyond, One Park offers an unrivaled Sarasota Bay lifestyle. Residence features include 12' floor-to-ceiling sliders, smart home technology for seamless personalization with the touch of a button, a contemporary lighting package, fully built-out closets, marble, wood or porcelain slab flooring throughout, 8' tall interior doors, midnight bar in primary bedrooms, Subzero and Wolf appliance package, and expansive outdoor terraces with modern glass railings and summer kitchens. World-class amenities and services include resort-style infinity-edge pool and spa deck with lounge area, wellness spa, private theater room, and a state-of-the-art fitness studio featuring the latest high-tech exercise equipment, Pilates, yoga and cycling rooms. A 53-acre signature Bay Park, Boating and Beaches are at residents’ fingertips, while art, cultural venues, fine dining and social spaces are just steps from their front door. Developed by nationally acclaimed Property Markets Group (PMG) and Moneyshow. This visionary team will deliver a masterfully crafted luxury Bayfront living experience.

668 Quay Commons Unit 1601, Sarasota

$630,000
1 Beds 1 Baths Terrace SubDv. 34242 Zip Code
BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.

5400 Ocean Boulevard Unit 8-05, Sarasota

$629,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, four of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 603, Osprey

$745,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.

5855 Midnight Pass Road Unit 420, Sarasota

$4,900,000
6 Beds 7 Baths Roberts Point SubDv. 34242 Zip Code
Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Sarasota

$9,800,000
3 Beds 4 Baths Rosewood Residences Lido Key SubDv. 34236 Zip Code
Virtually Staged. Under Construction. A Coastal Masterpiece nestled on the pristine shores of the Gulf, Rosewood Residences Lido Key redefines luxury living with 65 residences that seamlessly blend timeless elegance, modern comfort, and the effortless charm of coastal life. This remarkable new development is more than a home—it’s a sanctuary designed for those who appreciate refined living in a breathtaking natural setting. An open-concept Haven for entertaining and connection, experience enhanced modern living in this breathtaking Model residence curated by Lillian Wu Studio NYC. At the heart of the residence lies a thoughtfully designed open living layout that fosters both intimacy and grandeur. The expansive kitchen features Wolf, Sub-Zero, and Waterworks plumbing fixtures, Rocky Mountain hardware, Irpinia cabinets, and dual central islands, ideal for hosting sophisticated gatherings—from savoring your favorite vintage from the Sub-Zero wine refrigerator during wine and cheese evenings to celebratory dinners. Adjacent to this culinary centerpiece is a corner bar, perfectly positioned near the terrace and outdoor BBQ station, allowing for a fluid transition between indoor and outdoor entertainment. The salon, flanked by two generous terraces, offers panoramic views and abundant natural light, creating a serene yet vibrant atmosphere. These terraces extend the living space outward, inviting the gentle Gulf breeze and golden sunsets into everyday life. Whether you’re hosting family holidays or enjoying quiet mornings, this space captures the essence of coastal living. With materials that speak to sophistication throughout the residence, wide plank solid wood flooring lays the foundation for understated luxury. Its rich texture and natural warmth are complemented by soft, tactile upholstery, creating a harmonious balance between structure and comfort. Each area within the open-plan layout is subtly defined by custom abstract-patterned rugs, which not only add visual interest but also provide a soft, inviting feel underfoot. A Primary Suite anchored in elegance, a Calico abstract impression wallcovering serves as a striking focal point, setting a tone of artistic sophistication. Surrounding the bed, curated leather accent pieces introduce a touch of masculine energy, balancing the softness of the room’s palette and textures. Beyond the residence, the 46,900 sf amenity level offers an intimate, private club atmosphere with lavish amenities, including a private waterfront Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towels, food, and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, steam rooms, and private massage treatment rooms. The Club Lounge, serving morning coffee, is a wonderful start to the day. Other amenities include an exciting game room with TVs, bar, billiards, jukebox, and game tables, a nine-seat private theater, and six generously sized guest suites for owners’ family and friends to enjoy the pleasures of this private resort. The 3rd level pool terrace offers a Zero-edge swimming lap pool & spa with sun shelf, day cabanas, social seating, fire pit terrace, bocce lawn, and Butterfly & Chef's garden. The Beach Club includes a Zero-edge swimming pool with sun shelves, day cabanas, chairs, as well as towel and umbrella service. Outdoor pursuits include kayaking and stand-up paddleboarding. Private enclosed garage included.

1000 Benjamin Franklin Drive Unit 904, Sarasota

$765,000
2 Beds 2 Baths Crescent Royale SubDv. 34242 Zip Code
Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully.

777 Beach Road Unit 1E, Sarasota

$1,649,000
2 Beds 2 Baths Island House SubDv. 34242 Zip Code
It's all about THE VIEW and the DIRECT SIESTA KEY BEACH ACCESS!!! This first floor condominium has a FULL GULF VIEW from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You'll walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion or water damage to this unit in past storms, as several steps up from the level of the beach sand make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind/impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances were updated last year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (approximately $80,000 annual income after paying rental mgmt expenses). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games. Beach chairs and lounges are provided, as well as shade under the condo's cabanas on the beach. Grills, shuffleboard, and corn-hole games await you in the center greenway. The community Pool is Heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-shares. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush & swim suit and ENJOY IT ALL!

6144 Midnight Pass Road Unit 2N, Sarasota

$1,150,000
2 Beds 2 Baths Casarina SubDv. 34242 Zip Code
The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.

5880 Midnight Pass Road Unit 906, Sarasota

$875,000
2 Beds 2 Baths Lido Beach Club SubDv. 34236 Zip Code
Gulf-Front Stunner on Lido Key, FABULOUS, FURNISHED, and MOVE-IN READY! Come and enjoy this dreamy 2-bedroom, 2-bath beachside retreat, perched on the 5th floor, and offering panoramic views from the sparkling Gulf waters to the iconic Ringling Bridge and Sarasota Bay. Located on the edge of the white sands of Sarasota's Lido Beach, this residence delivers the ideal balance of relaxation, luxury, and low-maintenance living. The Lido Beach Club is nestled among some of Sarasota's most desirable and luxurious beachfront properties, and only minutes from the boutiques, cafés, and fine dining of the renowned St. Armands Circle. Inside, enjoy light, breezy, coastal-inspired interiors, where you'll be indulged by stone countertops, and large rugs over easy-care porcelain tile flooring throughout. The open floor plan creates a comfortable space for entertaining or quiet evenings at home. Offered fully furnished, this turnkey condo is ready for immediate enjoyment. Ideal for year-round living, travelers seeking a sunny retreat, or investors looking for a strong rental opportunity, don't miss your chance to own a piece of Sarasota's coastal paradise and enjoy beachfront living at its finest.

1212 Benjamin Franklin Drive Unit 508, Sarasota

$599,000
2 Beds 2 Baths Beachplace SubDv. 34228 Zip Code
Virtually Staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true coastal feel. The residence features brand-new, impact-rated floor-to-ceiling sliding glass doors that brighten the living and dining areas and enhance indoor-outdoor living. The open-concept layout connects the kitchen, dining, and living spaces, making it well suited for everyday living or entertaining. A split-bedroom floor plan provides privacy, with the primary suite offering direct access to the terrace. One assigned parking space is included, and the unit is ready for personalization or updating. BeachPlace is a gated, Gulf-front condominium community offering 24-hour security and resort-style amenities, including a clubhouse, heated beachfront pool and spa, tennis courts, fitness center, and a private boardwalk with direct beach access. Seasonal beach service with lounge chairs and umbrellas is provided. Conveniently located near golf, marinas, dining, and shopping, and just a short drive to downtown Sarasota, this property offers flexibility as a full-time residence, seasonal getaway, or investment opportunity.

1065 Gulf Of Mexico Drive Unit 201, Longboat Key

$295,000
3 Beds 2 Baths South Venice SubDv. 34293 Zip Code
Amazing Community with a FERRY to semi-private BEACH ACCESS, GATED PRIVATE BOAT RAMP to intracoastal water with KAYAK and CANOE LAUNCH. Welcome to this beautifully maintained BLOCK HOME situated on LARGE CORNER LOT on 0.23 acre of land. 2 BED, 2 BATH with Den which can be converted to 3rd BEDROOM AND SELLER CREDIT PROVIDED. UPDATED KITCHEN with NEW CABNETS, STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES and recess lighting. NEW WALK IN TILE SHOWER in primary bath, NEW TUB in guest bath, NEW HEAT ON DEMAND WATER HEATER 2025, NEW A/C 2025, ROOF 2015, & UPDATED HURRICANE WINDOWS. TILE & LAMINATE throughout, spacious lanai with sliding glass doors, well and septic. NO HOA, PETS ARE WELCOME! Community park, 80-acre Shamrock Park offering a mix of active recreation and natural, scenic landscapes along the Intracoastal Waterway. Key amenities include a nature center, a 2.3-mile paved trail connecting to the Venetian Waterway/Legacy Trail, tennis and basketball courts, a playground, and picnic shelters. Located just 15 minutes from the beach and minutes from shopping, dining, and entertainment.

1048 Porpoise Road, Venice

$59,000
3 Beds 3 Baths Siesta Key Beach Residences SubDv. 34242 Zip Code
Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.

915 Seaside Drive Unit 607, Weeks 14-15, Sarasota

$2,400,000
2 Beds 3 Baths St. Regis Longboat Key SubDv. 34228 Zip Code
Fractional Ownership. Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2026, fee for each 30 day interset is $19,992. This comprehensive fee covers a wide range of services and expenses, including Condo fees, Property taxes, Utilities, Housekeeping services, Property management, Insurance, Furniture replacement reserve, and Maintenance reserve. This elegant and gracious two-bedroom St. Regis residence is owned by a limited liability company (LLC), offering a distinctive ownership structure where shares are allocated in 30 day segments. Prospective buyers have the opportunity to purchase one or more 30 day segments May through October, with each 30 day segment available at a price of $400,000. This condominium is designed with spacious rooms, expansive glass windows, and soaring ceilings that create an airy and inviting atmosphere. The gourmet kitchen is well-appointed with premium Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator, making it ideal for culinary enthusiasts. The large owner's suite offers a luxurious primary bath featuring double vanities, a deep soaking tub, a frameless walk-in shower, and a private water closet. The residence is being sold fully furnished with pieces from Restoration Hardware. With walls of glass opening to the large wraparound private terrace, owners can host memorable gatherings with stylish furnishings, an outdoor gas grill, and offering stunning views of Sarasota Bayfront. Additional conveniences include a private two-car garage on the first level and easy access to a semi-private elevator that opens directly into the residence. Nestled within the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in fractional luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key

$874,000
1 Beds 1 Baths Terrace SubDv. 34242 Zip Code
Rarely does an opportunity like this emerge on Siesta Key — priced below the last comparable 1-bedroom sale and reduced over $120,000, this is value that simply cannot be ignored. Welcome to Beach Terrace, one of Siesta Key's most sought-after Gulf-front addresses. Nestled at the end of the village in a gated community with direct Gulf frontage, this exceptional corner residence delivers the quintessential Siesta Key lifestyle — world-famous white quartz sand at your feet, the sparkling aqua Gulf stretching to the horizon, and the energy of Siesta Key Village just a short stroll away. The panoramic views here are genuinely extraordinary. From the pristine beach below to the glittering skylines of downtown Sarasota and Longboat Key in the distance, every glance outward is a postcard moment. At night, the twinkling lights of the village and city skyline transform the backdrop into something truly magical — widely regarded as one of the finest views on Siesta Key. Three private balconies ensure there is always a perfect perch for morning coffee, evening sunsets, or simply savoring the coastal scenery throughout the day. Inside, dual sliding glass doors flood the living area with natural light while framing those sweeping Gulf views. The tiled foyer flows seamlessly into a well-appointed kitchen, and the dining area offers ample space to entertain with a backdrop that will leave guests speechless. Resort-style amenities complete the picture: an elevated heated saltwater pool, community room, and the security of a gated community — all just steps from your private beach access. This is Siesta Key living at its finest — Gulf-front, gated, walkable, and priced to sell.

5400 Ocean Boulevard Unit 9-4, Sarasota

$684,800
2 Beds 2 Baths Tortuga SubDv. 34242 Zip Code
Looking for a beach front condo on Siesta Key? Wait until you see Tortuga condominium complex. This private gated community is the slice of paradise you have been looking for. Amenities include heated community indoor/outdoor pool, sauna. The clubhouse has been renovated and, with its full kitchen and dining area, can be reserved for a private gathering! This 2 bedroom, 2 bath condo is updated throughout with hurricane sliding doors and is being sold turn-key furnished! You have a water view of the Gulf. The best part of this condo is that it is rented December 28, 2025 through March 2026! Tortuga amenities extend to the Bay side also!! Included are boat docks, a fishing pier, tennis and pickleball courts. Tortuga assigned boat slips are 10.5ft wide by 30ft long. So, length including bow anchor platform, swimming platform, engine mount, protruding propeller, or any other extensions cannot exceed 30ft. HOA fees include basic cable and internet, water, trash pickup and an onsite maintenance manager. Whether you envision it as your permanent sunny abode, a splendid second home, or a savvy investment, your own piece of paradise awaits!

8710 Midnight Pass Road Unit 405, Sarasota

$1,475,000
2 Beds 3 Baths Grand Bay SubDv. 34228 Zip Code
One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 2 bedrooms, 2.5 baths, and a den that can easily be reconfigured to include a walk-in closet for a 3rd bedroom. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club.

3010 Grand Bay Boulevard Unit 493, Longboat Key

$1,350,000
Manasota Sub SubDv. 34223 Zip Code
Auction Property. PRICE REDUCTION on this cleared-ready to build Beachfront lot! Discover the ultimate canvas for coastal luxury at 7110 Manasota Key Road in beautiful Englewood, Florida. This extraordinary direct Gulf-front homesite offers breathtaking panoramic views of the sparkling turquoise waters of the Gulf of America/Mexico and unforgettable sunsets that paint the sky each evening. Recently cleared and professionally graded, this premium property is fully prepared and ready for the construction of your custom dream home. Wake each morning to the soothing sound of waves and gentle sea breezes while enjoying one of Southwest Florida’s most coveted waterfront lifestyles. With pristine sandy beaches just steps away, this exceptional property presents the rare opportunity to design a private coastal retreat tailored to your vision — whether that means a modern architectural masterpiece, a luxurious island-inspired estate, or the ultimate vacation getaway. Perfectly positioned on Manasota Key, this location offers the ideal blend of tranquility and convenience. Residents enjoy easy access to Englewood Beach, Stump Pass Beach State Park, boating, world-class fishing, kayaking, paddleboarding, shelling, and waterfront dining. Nearby Dearborn Street provides charming boutiques, local restaurants, farmers markets, art festivals, and live entertainment, creating the perfect balance of laid-back island living and vibrant coastal culture. Located between Sarasota and Fort Myers, Manasota Key is renowned for its unspoiled natural beauty, relaxed atmosphere, and spectacular Gulf shoreline. Whether you are seeking a private luxury residence, seasonal escape, or legacy waterfront property, this remarkable Gulf-front lot offers an unparalleled opportunity to build directly on one of Florida’s most treasured beaches. This is an exceptional opportunity to secure a premier Gulf-front property at an incredible value. Rarely does a cleared and build-ready homesite of this caliber become available — begin creating your dream coastal lifestyle today.

7110 Manasota Key Road, Englewood

$550,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota

$996,000
1 Beds 1 Baths Inn On The Beach SubDv. 34228 Zip Code
Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship Golf, the award-winning Tennis Gardens, Spa/Wellness Center, white sand beach with umbrellas and waitstaff and a full service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start your Longboat Life today!

230 Sands Point Road Unit 3205, Longboat Key

$6,475,000
5 Beds 6 Baths Casey Key SubDv. 34229 Zip Code
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey

$845,000
2 Beds 2 Baths Beachplace SubDv. 34228 Zip Code
This stunning 2 bed/2 bath residence comes turnkey furnished offering a full view of the Longboat Key Islandside Golf Course and partial views of the Gulf, Sarasota Bay, and the Sarasota city skyline through Hurricane Impact Sliders installed in 2024. The kitchen has been opened up to the living/dining area providing a beautiful view over the golf course greens while owners are creating culinary delights in the kitchen. There is a breakfast bar, a laundry closet, pantry, and plenty of solid wood cabinet space for storage. The primary suite pampers owners with access to the southeast-facing terrace along with a spacious primary bath offering dual vanities, an updated tile shower, and abundant closet space. The split floor plan allows for maximum privacy for both the primary and the ensuite guest bedroom. Other highlights include ceramic tile flooring throughout, stone counters, a coveted underbuilding parking space and an excellent rental policy of 1 month minimum 12 X per year. Beachplace offers a 24-hour manned guard gate, heated swimming pool & spa, tennis courts, dedicated pickleball courts, fitness center, clubhouse, on-site management, and miles of pristine beach to relax, enjoy and explore. Conveniently located on the south end of Longboat Key just minutes from the fine dining and shopping on St. Armands Circle and a short drive over the bridge to the cultural hub of downtown Sarasota.

1065 Gulf Of Mexico Drive Unit 402, Longboat Key

$169,000
Phillippi Harbor Club SubDv. 34231 Zip Code
Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.

1780 Phillippi Shores Drive Unit F1-44, Sarasota

$339,000
1 Beds 1 Baths Sarasota Harbor East SubDv. 34236 Zip Code
Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.

767 John Ringling Boulevard Unit 2, Sarasota

$2,750,000
1 Beds 2 Baths St Regis SubDv. 34228 Zip Code
Incredible value at St. Regis Longboat Key. The last two one bedroom residences sold for $2,970,000 and $2,975,000. Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the large, 765 square foot private terrace with a built-in gas grill—perfect for gardening, entertaining friends and family, or relaxing outdoors. The chef’s kitchen is outfitted with Poggenpohl cabinetry, Wolf appliances, a Sub-Zero refrigerator, and Sub-Zero wine and beverage refrigerator, blending elegance with functionality. The owner’s suite also boasts floor-to-ceiling windows, a custom designed closet, and a luxurious bathroom with a frameless walk-in shower, Toto mechanized commode, and double vanities. With generous square footage and a thoughtful layout, this residence easily accommodates overnight guests while maintaining a sense of privacy. Additional features include electronic blinds throughout, adding both convenience and sophistication. Designer light fixtures add an elegant touch throughout the home. St. Regis Longboat Key offers a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulf side living.

1591 Gulf Of Mexico Drive Unit 216, Longboat Key