South Sarasota Homes with Boatable Water Water Frontage

South Sarasota Homes with Boatable Water Water Frontage

Welcome to South Sarasota, Florida – a hidden gem nestled in the heart of Sarasota County, where sun-kissed beaches meet serene waterways. This vibrant community is renowned for its picturesque landscapes, friendly atmosphere, and an abundance of recreational opportunities. Whether you’re an avid boater, a beach lover, or someone who simply enjoys the laid-back Florida lifestyle, South Sarasota is the perfect place to call home.

One of the most enticing features of South Sarasota is its stunning homes with boatable water frontage. Imagine waking up each morning to the gentle lapping of waves and the soothing sound of nature right outside your window. These waterfront properties offer direct access to the sparkling waters of the Gulf of Mexico, making it easy to embark on a day of fishing, kayaking, or simply cruising the waterways. With ample dock space available, you can easily accommodate your boat or jet ski, ensuring that adventure is always just a few steps away.

In addition to its waterfront allure, South Sarasota boasts a vibrant local culture with an array of dining, shopping, and entertainment options. Explore the nearby Legacy Trail for scenic biking and walking paths, or indulge in the local art scene, which showcases the talents of both emerging and established artists. The area is also home to some of the best schools and parks, making it an ideal choice for families.

Embrace the South Sarasota lifestyle and discover the joy of living in a community that perfectly blends relaxation with adventure. Your dream waterfront home awaits!

Newest South Sarasota Homes with Boatable Water Water Frontage

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

2 Beds ⋅ 2 Baths ⋅ Pirates Cove SubDv. ⋅ 34231 Zip Code

Virtually Staged. West of Trail and just one mile from Siesta Key, this home is nestled in the coveted Pirates Cove community, offering the coastal lifestyle so many dream of. Just steps from the community's private deeded boat ramp, you can launch your kayak or small boat and explore Little Sarasota Bay, the Intracoastal Waterway, and the warm turquoise waters of the Gulf. Whether you envision thoughtfully renovating the existing home and reimagining the spaces or creating your own custom home, this property offers endless possibilities. With an unbeatable location and an exceptional community, this is your chance to bring your vision to life and create the coastal home you have always imagined. With solid block construction, not in a flood zone, and no HOA restrictions, this is a rare opportunity to enjoy the freedom of coastal living. Pirates Cove is a charming community where boating, beaches, and a relaxed lifestyle come together. Its prime location also offers excellent potential for income-producing opportunities, making it appealing as both a personal coastal retreat and an investment.

1909 Buccaneer Drive, Sarasota

2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code

Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!

5887 Tidewood Avenue Unit 2, Sarasota

2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code

Virtually Staged. Attention Boaters and Beach Lovers!!! Affordable and beautifully renovated waterfront villa with community marina is just 12 minutes from Siesta Key Beach! This 2-bedroom, 2-bath villa offers stunning wide-water views, lush mature landscaping, and spectacular sunsets from the private outdoor patio and glass-enclosed lanai. Protective hurricane doors on the lanai bring peace of mind. The chef's kitchen features a large island, Craftsman-style cabinetry, gorgeous granite countertops, and designer lighting. The spacious primary suite includes a walk-in closet with built-in shelving and an en-suite bath with a luxurious tiled shower. The lovely guest bath includes tub/shower. Lovely new LVP flooring throughout. Enjoy maintenance-free living with exceptional community amenities, including a community marina with boat slips available (first-come-first serve basis), pool, clubhouse, fitness center, sauna, library, shuffleboard, and an active social calendar. The community marina comes equipped with docks offering water and electricity. Just minutes from world-renowned Siesta Key Beach, make this beautiful waterfront retreat yours today!

2126 Riverbluff Parkway Unit V323, Sarasota

3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code

LIVE THE WATERFRONT & BOATING LIFESTYLE in highly desirable SOUTHPOINTE SHORES! Perfectly positioned DIRECTLY ACROSS THE STREET FROM THE COMMUNITY BOAT RAMP AND DOCK—approximately 100 feet away—this 3BR/2BA home offers exceptional convenience for boating enthusiasts. Keep your boat right on your property, prep it at home, and launch without the hassle or wait of a public boat ramp. At the end of the day, simply back your trailer from your driveway to the ramp, load up, and you're home! Southpointe Shores provides DIRECT ACCESS TO THE INTRACOASTAL WATERWAY and, with the reopening of Midnight Pass, offers convenient access to the Gulf of Mexico—making this an outstanding location for fishing, boating, and enjoying Sarasota's coastal lifestyle. Situated on an 14,000+ SQ. FT. LOT, the property features a large driveway with ample parking for multiple vehicles. A shelled side yard with a substantial privacy gate provides dedicated space for BOAT OR RV PARKING. There's also plenty of room to add a POOL and potentially a large garage, creating even more possibilities for this spacious property. Per the Sarasota County Property Appraiser, the structure is located in ZONE X. A private well at the rear of the property supplies irrigation, while the well house also provides convenient WATER AND POWER for a boat or recreational vehicle. For added peace of mind, the home is PRE-WIRED FOR A GENERATOR CONNECTION capable of powering the entire residence when paired with the appropriate generator. Inside, an open floor plan and large windows create a bright, welcoming living space filled with natural light. The front & rear entry doors, as well as the garage door, are HURRICANE-RATED DOORS, and all windows are protected by HURRICANE SHUTTERS. The spacious kitchen is light and bright with NEWER APPLIANCES, COUNTERTOPS, AND CABINETRY. Both bathrooms have been recently updated, including new in-ground plumbing, tile, and cabinetry. The remodeled primary bath is especially impressive, featuring a LARGE ZERO-ENTRY SHOWER with dual shower heads designed for both standing and seated bathing. The primary suite offers generous space along with a large walk-in closet. With its expansive lot, boat and RV accommodations, numerous updates, and a community boat ramp just steps from the driveway, this Southpointe Shores home offers a rare opportunity to enjoy the Sarasota boating lifestyle with exceptional ease and convenience.

7616 Cove Terrace, Sarasota

1 Beds ⋅ 1 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Beautifully renovated in 2023 by the previous owner, this residence showcases stylish luxury vinyl plank (LVP) flooring throughout, along with fully updated kitchen and bathroom interiors (excluding kitchen appliances). A new hot water heater and full-size washer and dryer were installed in 2023. In 2024, a custom queen-size Murphy bed was added to enhance functionality and maximize space. Most furnishings were newly acquired in 2023, offering a modern and move-in-ready living experience. Awesome for a rental. Plus low fees for the boat slips. Pelican Cove is a gated pet friendly condominium community abounding with amenities, including a low-cost 86-slip boat harbor, kayak, and canoe launch, six heated swimming pools, hot-tub, three clubhouses, classrooms, gym, art, woodworking and pottery studios, lit tennis/pickleball courts, basketball, dog play area, walking trails, boardwalks, and fishing gazebos. Take classes at Pelican Cove University, yoga, tai-chi, water aerobics, painting, or photography. More than 37 clubs for arts, cycling, culinary arts, bridge, film and more. Relax at the evening jazz & classical music concerts, enjoy a stroll around 78 acres of lush grounds. Pelican Cove is hidden away yet minutes from everything! Come see for yourself! This is the lifestyle you deserve!

1647 Brookhouse Court Unit BR146, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

Welcome to Pelican Cove, one of Sarasota's most sought-after waterfront communities west of the Trail! This bright and spacious end-unit condominium offers 2 bedrooms, 2 bathrooms, plus a den that was originally a third bedroom and can easily be converted back. Located on the second floor, the home is filled with natural sunlight from every angle, creating a warm and inviting atmosphere throughout. Centrally positioned within the community, you'll enjoy picturesque, storybook views of the Pelican Cove yacht basin from your private lanai. The tropical setting provides both beauty and privacy, making it the perfect place to relax and unwind. The open floor plan features numerous upgrades and is being offered furnished, making it truly move-in ready. Easy to show and even easier to fall in love with! Nestled within more than 75 acres of lush, gated waterfront grounds, Pelican Cove offers an unmatched resort-style lifestyle. Amenities include an 86-slip marina with affordable boat dockage, kayak and canoe launch facilities, six heated swimming pools, a spa, three clubhouses, tennis and pickleball courts, basketball courts, walking trails, boardwalks, fishing gazebos, fitness facilities, water exercise programs, dog-walking areas, and much more. Creative and social opportunities abound with two art studios, a pottery workshop, Pelican Cove University classes, and more than 37 clubs covering interests such as photography, fiber arts, cycling, culinary arts, woodworking, sculpting, cards, and music. Evening jazz and classical concerts complete the vibrant community experience. Experience the perfect combination of natural beauty, waterfront living, and an active Sarasota lifestyle. Schedule your private showing today

1601 Pelican Point Drive Unit 215, Sarasota

Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Rare opportunity to create a custom waterfront residence on approximately 0.95 acres in Sarasota. Located on Tidewood Avenue, this spacious corner lot homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 14 also available. Lots can be combined MLS#a4702292)

Tidewood Avenue, Sarasota

Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Rare opportunity to create a custom waterfront residence on approximately 0.70 acres in Sarasota. Located on Tidewood Avenue, this spacious homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 15 Available. Lots Can Be Combined MLS#A4702296)

Tidewood Avenue, Sarasota

4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code

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, Sarasota

4 Beds ⋅ 2 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code

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, Sarasota

Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code

Financing available! Welcome to the waterfront lifestyle at Phillippi Harbor Club in Sarasota, the premier indoor boat rack facility located on protected Phillippi Creek. Slip C1-14 is a desirable bottom-level rack, offering excellent convenience for accessing your boat and gear. The rack measures 28L x 10W x 14.5H and can accommodate vessels up to 28L x 9.5W x 12.5H, making it a great option for T-Top boats with added height requirements. Phillippi Harbor Club offers the ease of valet-style boating, with friendly staff ready to launch your vessel when you are. Located approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico, PHC provides quick access to some of Sarasota's best boating waters. The hurricane-protected indoor facility offers peace of mind, while reasonable monthly fees make ownership practical and convenient. Amenities include discounted fuel, wash stations, service racks, full detailing services, shower room, private assigned lockers, and no bridges to the Intracoastal Waterway. Whether for personal use or as a smart boating investment, this bottom-level rack is an excellent opportunity at one of Sarasota's most sought-after boat storage facilities.

1780 Phillippi Shores Drive Unit C1-14, Sarasota

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