Siesta Key Homes with Canal - Saltwater Frontage

Siesta Key Homes with Canal - Saltwater Frontage

Welcome to Siesta Key, a stunning barrier island nestled off the southwestern coast of Florida in Sarasota County. Renowned for its pristine, powdery white sand beaches and crystal-clear turquoise waters, Siesta Key is a tropical paradise that offers a perfect blend of relaxation and adventure. With a vibrant community and a laid-back atmosphere, this enchanting destination is ideal for those seeking a serene lifestyle while still enjoying easy access to the amenities of nearby Sarasota.

The allure of Siesta Key extends beyond its breathtaking beaches; it is also home to a variety of exquisite properties that boast canal and saltwater frontage. Imagine waking up each morning to the gentle sounds of the waves lapping at your dock, with the sun casting a golden glow over your private slice of paradise. Homes with canal access offer not only stunning views but also the opportunity for boating, fishing, and exploring the vibrant marine life that thrives in the region.

Whether you're looking for a charming waterfront cottage or a luxurious estate, Siesta Key's real estate market has something for everyone. Enjoy the convenience of direct access to the Gulf of Mexico, where you can set sail for a day of adventure or simply soak in the sun on your own dock. The combination of picturesque surroundings, a welcoming community, and diverse housing options makes Siesta Key an unparalleled choice for those ready to embrace the Florida lifestyle. Come discover your dream home in this idyllic coastal haven!

Newest Siesta Key Homes with Canal - Saltwater Frontage

$449,500
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been dreaming about. From the moment you walk in, you'll appreciate the fresh, coastal feel and thoughtful updates throughout. The residence features beautiful luxury vinyl flooring, a renovated kitchen, updated bathrooms, a brand new vanity in the guest bath, and new and newer appliances. The open and comfortable floor plan is filled with natural light and designed for easy everyday living. One of the true highlights is the spacious all seasons lanai, where you can sit back, relax, and take in the fantastic waterfront views. Watch boats cruise along the shimmering saltwater canal as you enjoy your morning coffee or unwind with a glass of wine in the evening. The canal leads directly to the Intracoastal Waterway and Gulf of Mexico, creating a beautiful backdrop and a constant reminder that you are living on Siesta Key. Siesta Harbor is an active and welcoming 55+ community with an incredible selection of amenities and activities. Enjoy the heated pool and spa, fitness center, sauna, clubhouse, shuffleboard courts, private Intracoastal pier, and a wonderful social calendar filled with community events and activities. Fishing enthusiasts will love the private waterfront pier, while boaters have the opportunity to lease dock space on a first come, first served basis. Residents also enjoy deeded beach access through Crescent Arms, beautifully maintained tropical grounds, on site management, private storage, and same floor laundry. With the free trolley stop conveniently located just outside the community, Siesta Key Village, local shops, restaurants, and entertainment are all easily accessible. The South Bridge provides convenient access to mainland Sarasota, downtown, and the area's many cultural attractions. Whether you're looking for a full time home, a seasonal escape, or your own island retreat, this residence offers an incredible combination of location, updates, waterfront views, amenities, and lifestyle. Clean, freshly painted, beautifully updated, and ready to enjoy, this is a fantastic opportunity to own a little piece of paradise on Siesta Key. Come see why life is better on the Key!

1300 N Portofino Drive Unit 103, Sarasota

$12,500,000
5 Beds 7 Baths Bay Island SubDv. 34242 Zip Code
Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining and entertaining. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Sarasota

$2,995,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-sized privacy, refined island living, and effortless access to Sarasota Bay. Set on more than half an acre along Siesta Key’s coveted Grand Canal, this tastefully updated custom residence pairs Caribbean-inspired architecture with 93 feet of waterfront, a private dock, and impressive 30,000-lb boat lift—creating a true luxury retreat for boating enthusiasts just minutes from the bay. A winding paver driveway introduces the private tropical setting, leading to a gracious residence by award-winning builder Lee Wetherington. Inside, high ceilings, substantial crown molding, elegant archways, tray ceilings, recessed lighting, and expansive windows create an airy sense of scale, while warm bamboo flooring brings natural sophistication throughout the primary living spaces. Designed for relaxed island living and entertaining, the open great room is anchored by a striking coral stone gas fireplace and framed by French doors connecting the interior to the expansive covered veranda. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, breakfast-bar seating, generous storage, and an adjacent service bar, complemented by a separate dining area for effortless entertaining. The spacious primary suite overlooks the tropical grounds, pool, and waterway and features a tray ceiling, two walk-in closets, dual vanities, large shower, and jetted soaking tub. A desirable split-bedroom floor plan provides two additional bedroom suites, while a large private office offers flexibility for working from home, a media room, or additional lounge space. Outdoor living is a defining feature of this Siesta Key waterfront home. The wide covered veranda provides generous spaces for dining and lounging while overlooking the private swimming pool and lush tropical landscape. Beyond the pool, a pathway leads directly to the Grand Canal and an outstanding boating setup featuring approximately 93 feet of deep-water frontage, a large dock, and 30,000-lb boat lift. Cruise to Sarasota Bay, waterfront dining, or Gulf waters before returning home to enjoy sunset along the canal. Built with quality and longevity in mind, the residence was constructed above base flood elevation and includes hurricane shutters, UV window film, foil roof insulation, floored attic storage, central vacuum, and construction to Miami-Dade standards. An oversized three-car garage offers excellent space for vehicles, bikes, kayaks, paddleboards, fishing equipment, and additional storage. Despite its private, estate-like setting, the home is ideally positioned near Siesta Village, world-famous Siesta Key beaches, boating, dining, and island attractions, with downtown Sarasota approximately 15 minutes away by car. For the luxury buyer seeking a Siesta Key waterfront pool home with deep-water boating access, substantial boat lift, oversized private lot, and proximity to Sarasota Bay, 5178 Oakmont Place offers an extraordinary opportunity to embrace the coastal Florida lifestyle

5178 Oakmont Place, Sarasota

$17,650,000
4 Beds 6 Baths Bay Island SubDv. 34242 Zip Code
Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

3799 Flamingo Avenue, Sarasota

$2,800,000
4 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
Privately set on Palm Island in the heart of Siesta Key, this residence offers an exceptional combination of generous living space, thoughtful design and effortless access to the island’s most celebrated destinations. Just a short distance from the powdery, white quartz sands of Siesta Beach and the boutiques, dining and lively atmosphere of Siesta Village, this beautifully reimagined waterfront residence presents a rare opportunity to enjoy a relaxed coastal lifestyle without compromising comfort, privacy or quality. Nearly every aspect of the home was transformed, creating a fresh, modern interior, designed for both everyday living and gracious entertaining. Soaring ceilings, abundant natural light, a contemporary custom staircase and impact-rated windows and doors establish an open, airy atmosphere, while luxury vinyl and engineered hardwood flooring, recessed lighting and thoughtfully integrated storage add warmth and architectural interest. The expansive kitchen serves as the centerpiece of the home, featuring custom cabinetry, stone countertops, upgraded stainless steel appliances, wine storage and an oversized quartz island with generous seating. Designed to accommodate everything from casual mornings to larger gatherings, the kitchen flows naturally into the surrounding living and dining spaces and continues outdoors to the pool, lawn and waterfront beyond. The main-level primary suite provides a serene private retreat with direct access to the pool area, a spacious custom-fitted closet and a beautifully appointed spa-inspired bathroom. Three additional bedrooms offer comfortable accommodations for family and guests, while an upstairs, separate flex space is ideally suited for a private office, exercise room or personalized retreat. A sunroom and conveniently positioned pool bath further enhance the home’s easy indoor-outdoor connection. Outside, the property reveals one of its most distinctive features: an unusually spacious backyard for Siesta Key. A broad lawn surrounds the heated pool, creating room for outdoor dining, recreation, pets and relaxed afternoons beneath the Florida sun. Beyond the pool, peaceful canal views and a private dock provide a tranquil waterfront setting with boating access. A well supplies the irrigation system, helping maintain the lush tropical landscape. A detached two-car garage offers valuable parking and additional storage for beach equipment, bicycles, paddleboards and other island essentials to enjoy the Siesta Key lifestyle. Morning walks along Siesta Beach, afternoons beside the pool and evenings dining in Siesta Village can all become part of everyday life. Spacious, extensively remodeled, and ideally positioned near the beach, Village and boating water, 430 Island Circle is a sophisticated yet wonderfully comfortable island retreat designed for those who want to experience the very best of Siesta Key.

430 Island Circle, Sarasota

$1,150,000
4 Beds 3 Baths Roberts Point SubDv. 34242 Zip Code
Set along a quiet bayou in Roberts Point, one of North Siesta Key’s most coveted and established neighborhoods, this well-cared-for waterfront residence offers an appealing combination of immediate livability, flexible space and exceptional future potential. Enjoy the home as it is, thoughtfully update it over time or create an entirely new island retreat among the neighborhood’s impressive luxury residences. The primary living spaces are positioned on the upper level, where vaulted ceilings and an open layout create a bright, comfortable setting for everyday living and entertaining. Multiple decks extend the living areas outdoors, offering peaceful views of the water and surrounding tropical landscape. A hot tub overlooking the bayou provides a relaxing place to unwind at the end of the day. The legal ground level (non-conforming) adds valuable versatility with a private bedroom and bath, bonus room, screened lanai and two-car garage, well suited for guests, extended family, a home office or a recreational space. A new roof completed in August 2023, hurricane shutters and completed storm remediation provide added peace of mind. The property offers direct water access to Sarasota Bay for motorized craft, kayaks and paddleboards, making it easy to enjoy Siesta Key’s natural surroundings from your own backyard. Ideally located near Siesta Beach, Siesta Village, shopping, dining, and entertainment, and easy access to mainland Sarasota, this is a distinctive opportunity to live, renovate or rebuild in a coveted North Siesta Key setting.

4114 Roberts Point Circle, Sarasota

$2,600,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

339 Treasure Boat Way, Sarasota

$5,450,000
5 Beds 5 Baths Archibald Resub SubDv. 34242 Zip Code
Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!

539 Avenida Del Norte, Sarasota

$695,000
2 Beds 2 Baths Moorings SubDv. 34242 Zip Code
Experience the best of Siesta Key from this beautifully updated waterfront corner condominium, perfectly positioned on the quieter south end of the island. With panoramic views of Blind Pass, a deeded boat slip, and Turtle Beach just across the street, this is the ideal retreat for anyone who loves life on the water. Inside, the open-concept floor plan is designed to maximize the stunning views, featuring a beautifully updated kitchen with granite countertops, custom wood cabinetry, stainless steel appliances, and seamless flow into the living and dining areas. The spacious primary suite offers its own water views and direct access to the private lanai, creating the perfect spot to enjoy your morning coffee or unwind as the sun sets over the water. The guest bedroom and updated bathrooms provide comfortable accommodations for family and friends, while tile flooring throughout and an in-unit laundry room add everyday convenience. This well-maintained waterfront community offers a heated pool, covered parking, and a private storage locker. Spend your days boating, fishing, kayaking, or relaxing on the sugar-sand shores of Turtle Beach or hop on the Siesta Key trolley to explore the island's shops, restaurants, and world-famous beaches. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional waterfront property offers the true Siesta Key lifestyle.

9050 Midnight Pass Road Unit 1, Sarasota

$3,699,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence of Siesta Key living. Perfectly positioned along one of the island's desirable boating canals, this private waterfront home offers a seamless blend of timeless coastal architecture, sophisticated design, and the relaxed elegance that defines Florida's Gulf Coast lifestyle. Offering approximately 2,341± square feet, this beautifully designed 4-bedroom, 4-bathroom residence is thoughtfully crafted to maximize natural light, indoor-outdoor living, and tranquil water views. Expansive gathering spaces flow effortlessly to the resort-style outdoor living areas, creating an inviting atmosphere for entertaining, relaxing, and enjoying the beauty of the waterfront. The heart of the home is a well-appointed kitchen that opens to spacious living and dining areas, while large windows and sliding glass doors embrace the surrounding tropical landscape and peaceful canal setting. Every room has been designed to celebrate the home's exceptional waterfront location while providing comfort, privacy, and effortless everyday living. Step outside to your own private coastal retreat featuring a screen-enclosed resort-style pool, expansive lanai, lush tropical landscaping, and a private dock with convenient boating access to Sarasota Bay and the Gulf of Mexico. Spend your mornings kayaking or paddleboarding, enjoy afternoons on the water, and end each evening poolside as spectacular Florida sunsets reflect across the canal. Located just minutes from the world-renowned white quartz sands of Siesta Key Beach, Siesta Village's award-winning restaurants, boutiques, marinas, and entertainment, as well as the acclaimed arts, shopping, dining, and cultural attractions of downtown Sarasota, this residence offers an exceptional combination of luxury, privacy, convenience, and the coveted waterfront lifestyle. Whether you are searching for a Siesta Key waterfront home, luxury waterfront real estate in Sarasota, a private dock home, Florida Gulf Coast boating property, or an elegant seasonal retreat, 412 Treasure Boat Way presents an exceptional opportunity to own in one of the nation's most desirable coastal communities. More than a residence, this is a lifestyle defined by boating, sunshine, waterfront living, and unforgettable sunsets. Welcome home. Property Highlights • Luxury waterfront residence on Siesta Key • Approximately 2,341± square feet • 4 Bedrooms | 4 Bathrooms • Private dock with boating access to Sarasota Bay and the Gulf of Mexico* • Screen-enclosed resort-style pool • Open-concept living and entertaining spaces • Tropical landscaping • Minutes to Siesta Key Beach, Siesta Village, and downtown Sarasota • Ideal for boating, fishing, paddleboarding, kayaking, and year-round coastal living Buyer should independently verify all measurements, water access, boating capabilities, dock specifications, and any restrictions to their satisfaction.

412 Treasure Boat Way, Sarasota

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