South Sarasota Homes with Waterfront

South Sarasota Homes with Waterfront

Welcome to South Sarasota, Florida, a hidden gem nestled within Sarasota County that perfectly blends the charm of coastal living with the vibrancy of a thriving community. Known for its stunning waterfront properties, South Sarasota offers residents an unparalleled lifestyle surrounded by the beauty of nature and the serene sounds of the waves.

Imagine waking up each morning to the gentle lapping of water against your private dock, or enjoying breathtaking sunsets from your patio with panoramic views of the shimmering Gulf Coast. Homes in South Sarasota with waterfront access provide not just a residence, but a lifestyle—an opportunity to indulge in boating, kayaking, and fishing right from your backyard.

The area is renowned for its lush landscapes, pristine beaches, and an array of recreational activities. Whether you’re strolling along the sandy shores of Siesta Key or exploring the vibrant arts scene in downtown Sarasota, there’s something for everyone. South Sarasota is also home to top-rated schools, delightful dining options, and a welcoming community atmosphere that makes it easy to feel at home.

With a variety of architectural styles, from modern waterfront estates to charming bungalows, South Sarasota’s real estate market caters to a diverse range of preferences and budgets. Whether you’re looking for a serene retreat or an active lifestyle filled with outdoor adventures, South Sarasota’s waterfront homes offer the perfect backdrop for your next chapter. Discover the magic of this coastal paradise and start living the life you’ve always dreamed of in South Sarasota!

Newest South Sarasota Homes with Waterfront

$350,000
2 Beds 2 Baths A4703135 MLS 14 BLDG.
Location, Location, Location! Only 3.5 miles to the World Famous Siesta Key Beach with its fine sugary sands. Close to I-75 and rte.41, hospitals, shopping, schools, restaurants and downtown Sarasota. There is a storage closet by the front door, ideal to store bikes & beach chairs. This STUNNING & Elegant 2-bedroom 2 bath GROUNDFLOOR unit is TURNKEY furnished and totally renovated in 2021 with 20" ceramic tiles throughout the unit along with CROWN MOLDING as well. The open layout of the kitchen boasts a wraparound granite countertop. Custom built kitchen cabinets and pantry with modern hardware. Updated bathrooms with floor to ceiling tiles. Elegantly furnished. There is a storage closet in the living room. The Master bedroom features king size bed, walk-in closet and walk-in shower. The Guest bedroom features queen size bed, closet and the guest bathroom has a tub/shower combo. Fully updated for immediate occupancy. All you need are your personal belongings and your bathing suit! Unit is bright, airy and very welcoming. There is also a screened lanai featuring electric hurricane shutters, a Jenn-Aire electric grill and a great view of the lake. Be entertained by our Florida wildlife. We are located on 33 acres of luscious greenery, with 4 lakes, 2 heated pools,7 grilling stations, one large pool with lap lane, a combination of 2 tennis courts and 4 pickleball courts, shuffleboard, clubhouse and various other amenities. We are also connected to Merchants Mart by a foot bridge, consisting of CVS, ACE hardware, liquor store, take-outs, and the famous Detwiler's Farm market. Come be a part of this friendly welcoming community...

5726 Ashton Lake Drive Unit 11, South Sarasota

$11,375,000
4 Beds 8 Baths A4703378 MLS
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, South Sarasota

$6,000,000
4 Beds 5 Baths A4701487 MLS
Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, South Sarasota

$1,375,000
4 Beds 2 Baths O6430604 MLS
WATERFRONT * NO FLOOD ZONE * NO HOA. Positioned west of the Trail in Sarasota’s highly sought-after Coral Cove neighborhood, 1901 Upper Cove Terrace offers one of the area’s most compelling deep-water waterfront opportunities, pairing boating access, updated mid-century character, and an exceptional Sarasota lifestyle setting. Priced below appraisal. Set on an oversized 0.35-acre lot with 75 feet of canal frontage, this 4-bedroom, 2-bath residence spans 2,105 square feet and was thoughtfully updated in 2024 to enhance its mid-century modern character while preserving the spirit of its 1968 origins. For boaters, the value is exceptional. The property features deep-water dockage, no fixed bridges, direct Gulf access, a new lifetime vinyl bulkhead, 30-amp shore power, and a private dock that accommodates up to a 45-foot vessel. Outdoor living is central to the home, with a screened pool and spa, covered entertaining areas, and seamless indoor-outdoor flow. The property also offers room for boat and RV parking, plus a large attached workshop garage with two Level 2 EV chargers. Located in Coral Cove, residents enjoy access to a private neighborhood park and boat ramp through the community’s voluntary neighborhood association, adding another layer of boating, fishing, kayaking, and Gulf-access lifestyle appeal. Highlights include: west of the Trail location, Coral Cove neighborhood, private park and boat ramp, 4 bedrooms, 2 baths, 2,105 SF, 0.35-acre lot, 75’ canal frontage, deep-water dockage, no fixed bridges, direct Gulf access, new lifetime vinyl bulkhead, dock for up to a 45’ boat, screened pool and spa, boat/RV parking, workshop garage, and two Level 2 EV chargers.

1901 Upper Cove Terrace, South Sarasota

$325,000
2 Beds 2 Baths A4701865 MLS 12 BLDG.
Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and  Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, South Sarasota

$7,350,000
4 Beds 4 Baths A4700303 MLS
Located on approximately 200 feet of open Bay frontage in one of Sarasota's most prestigious neighborhoods, this remarkable property enjoys a postcard-worthy setting on more than an acre of beautifully landscaped grounds near The Field Club. A 150+/- foot private dock, expansive lawn, and breathtaking panoramic views create one of Sarasota's truly exceptional waterfront offerings. The residence is in outstanding, like-new condition, with all major systems and components replaced in 2017. Thoughtfully designed with an open floor plan, the home offers three private en-suite bedrooms and a relaxed island-inspired aesthetic complemented by textured wall finishes, tray ceilings, crown moldings, custom built-ins, designer lighting, and fine finishes throughout. The spacious great room is ideal for entertaining, while the well-appointed kitchen is perfectly positioned between a charming breakfast room and formal dining area. Additional features include an oversized laundry room, generous air-conditioned attic storage, an attached two-car garage, and an air-conditioned workshop that could also serve as a third garage bay. For many, however, the true rarity lies in the land itself. With approximately 200 feet of open Bay frontage, more than an acre of prime waterfront, and surrounded by Sarasota's most significant estates, this is the kind of homesite that rarely becomes available. While the existing residence can be enjoyed immediately for years to come, the property also presents an extraordinary opportunity to create a world-class waterfront estate that fully realizes the potential of this iconic setting. Quite simply, the value of this offering extends well beyond the home—it is an opportunity to own one of Sarasota's premier Bayfront properties. Offered at a compelling value among the area's most prestigious waterfront estates, this is a rare chance to secure an irreplaceable piece of Sarasota's shoreline for today and for generations to come.

1440 Kimlira Lane, South Sarasota

$499,000
2 Beds 2 Baths A4699936 MLS Castel Del Mare BLDG.
Nestled in the heart of Sarasota's coastal paradise, this beautifully renovated, TURNKEY FURNISHED waterfront condominium offers exceptional bay views and the effortless Florida lifestyle you've been searching for. Located in the highly sought-after Castel Del Mare, affectionately known as the "Hidden Jewel on the Bay," this beautifully updated first-floor 2-bedroom, 2-bath residence is less than one mile from Siesta Key Beach access and just minutes from downtown Sarasota, St. Armands Circle, premier dining, shopping, and entertainment. Step inside to discover a bright, inviting interior where tranquil water views immediately capture your attention. Thoughtfully renovated throughout, the residence showcases luxury vinyl plank flooring, a beautifully redesigned kitchen with shaker-style cabinetry, quartz countertops, tile backsplash, updated hardware and fixtures, generous workspace, and abundant storage. The spacious living and dining areas flow seamlessly to the private lanai, creating the perfect setting to relax while enjoying peaceful bay breezes and picturesque waterfront scenery. The generous primary suite offers beautiful water views, ample closet space, and a beautifully updated en-suite bath, while the guest bedroom and renovated second bath provide comfortable accommodations for family and visitors. Being offered completely turnkey furnished, this residence is ready to enjoy immediately as a full-time home, seasonal retreat, or investment opportunity. Beyond the residence, Castel Del Mare offers an exceptional collection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, kayak launch and storage, fishing, and a scenic waterfront boardwalk that winds throughout the beautifully landscaped community. Spend your days relaxing beside the bayfront pool, launching a kayak on the Intracoastal Waterway, watching dolphins and boats drift by, or taking in breathtaking Sarasota sunsets. With Siesta Key Beach just moments away and everything Sarasota has to offer within easy reach, this move-in ready waterfront retreat delivers an exceptional combination of location, lifestyle, and value. Schedule your private showing today and experience the best of Florida waterfront living.

1602 Stickney Point Road Unit 2-104, South Sarasota

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