South Sarasota Homes with Intracoastal Waterway Frontage

South Sarasota Homes with Intracoastal Waterway Frontage

Welcome to South Sarasota, Florida—a hidden gem nestled in the heart of Sarasota County, where coastal charm meets vibrant community living. Known for its stunning beaches, lush parks, and a rich cultural scene, South Sarasota offers a unique blend of tranquility and excitement that makes it a sought-after destination for homebuyers.

One of the most alluring features of South Sarasota is its captivating Intracoastal Waterway frontage. Imagine waking up each morning to breathtaking views of the shimmering waters, where sunrises paint the sky in hues of orange and pink. Homes with Intracoastal Waterway frontage offer not only a picturesque backdrop but also a lifestyle filled with endless recreational opportunities. Boating, kayaking, and paddleboarding become part of your daily routine, allowing you to explore the serene waterways and nearby islands at your leisure.

The real estate market in South Sarasota is as diverse as its residents, featuring a variety of architectural styles—from charming bungalows to modern waterfront estates. Each home provides an opportunity to embrace the coastal lifestyle, with many properties boasting private docks, expansive outdoor spaces, and easy access to the water.

Beyond the homes, South Sarasota is a vibrant community where neighbors become friends. Enjoy local farmers' markets, boutique shopping, and an array of dining options that showcase the best of Florida’s culinary scene. With excellent schools, beautiful parks, and a welcoming atmosphere, South Sarasota is not just a place to live; it’s a place to thrive. Come discover the magic of South Sarasota, where your dream waterfront home awaits!

Newest South Sarasota Homes with Intracoastal Waterway Frontage

Sarasota
$4,750,000
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

3950 Red Rock Way, Sarasota
$8,995,000
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

1634 Stickney Point Road Unit 34-202, Sarasota
$389,000
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

1622 Stickney Point Road Unit 22-102, Sarasota
$229,000
1 Beds ⋅ 1 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Embrace effortless coastal living in this beautifully maintained, turnkey furnished and updated one-bedroom residence at Castel Del Mare, a welcoming waterfront community ideally located just minutes from the beaches, dining and attractions of Siesta Key. This desirable ground-floor home offers convenient walk-out access and a comfortable layout designed for an easy Florida lifestyle. The updated kitchen connects seamlessly with the main living space, creating a comfortable and functional setting for everyday living and entertaining. The expansive sliding glass door extends the living area to a generous screened lanai—a peaceful setting for morning coffee or evening relaxation overlooking lush green space, Intracoastal waters and the community tennis courts. Castel Del Mare offers an impressive array of amenities, including two heated swimming pools—one beautifully positioned along the Intracoastal Waterway—tennis courts, a barbecue area, kayak storage and a fishing pier. Flexible short- and long-term rental options offer attractive income potential, making this an appealing opportunity for those seeking both personal enjoyment and rental flexibility. Just across the Stickney Point Bridge, Siesta Key’s renowned white-quartz sand, turquoise Gulf waters, restaurants and laid-back island lifestyle are all within easy reach. Whether envisioned as a charming Sarasota pied-à-terre, a seasonal retreat, full-time residence or an income-producing rental, this inviting home offers an effortless way to enjoy the best of Sarasota coastal living.

1622 Stickney Point Road Unit 22-102, Sarasota

1608 Stickney Point Road Unit 8-107, Sarasota
$489,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Your Slice of Paradise Awaits at Castel Del Mare! Enjoy outstanding Intracoastal Waterway views from this beautifully remodeled, first-floor 2-bedroom, 2-bath condo, perfectly positioned to capture the relaxed Sarasota waterfront lifestyle. Step inside and you’ll immediately appreciate the thoughtful redesign and stylish finishes throughout. Wood-look plank tile flooring flows through the living areas, complemented by rich wood cabinetry and striking California granite countertops. Both bathrooms have been beautifully updated with quartz countertops, sleek sliding glass shower doors and carefully selected designer flooring. Hurricane-impact windows, Samsung appliances, and fresh interior paint add comfort and peace of mind. This residence has undergone a complete transformation and is truly move-in ready. Carport and storage unit included with sale. Castel Del Mare feels like a waterfront retreat with two community swimming pools, including one directly on the Intracoastal Waterway—an incredible spot to relax poolside while watching boats cruise by. Enjoy the fishing pier, tennis, shuffleboard and beautifully maintained community surroundings. Best of all, you’re just minutes from the world-famous sands of Siesta Key Beach, along with nearby restaurants, shopping and everyday conveniences. With monthly rentals permitted, this property also offers excellent investment potential. Don't wait this is the perfect lock and go unit as everything on the outside is maintenance-free! Water views, gorgeous updates, a first-floor location and the Siesta Key lifestyle—this one checks all the boxes! Sold Turnkey Furnished!

1608 Stickney Point Road Unit 8-107, Sarasota

1136 N Lake Shore Drive, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota

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