South Sarasota Homes with Boatable Water Water Frontage

South Sarasota Homes with Boatable Water Water Frontage

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida's picturesque Sarasota County. Known for its stunning waterfront views, vibrant culture, and friendly community, South Sarasota offers a lifestyle that perfectly blends relaxation and recreation. With its proximity to the Gulf of Mexico, residents enjoy easy access to some of the finest beaches in the state, making it an ideal destination for sun-seekers and water enthusiasts alike.

One of the standout features of South Sarasota is its enchanting homes with boatable water frontage. Imagine waking up each day to the gentle lapping of water against your dock, with your boat ready to whisk you away on a new adventure. These waterfront properties not only provide breathtaking views but also offer unparalleled access to a variety of aquatic activities. Whether you enjoy fishing, kayaking, or simply cruising along the serene waters, life in South Sarasota allows you to embrace the outdoors in style.

The community is rich with amenities, including charming shops, delightful dining options, and lush parks that invite you to explore the natural beauty of the area. With a strong sense of community and a welcoming atmosphere, South Sarasota is not just a place to live; it’s a place to thrive.

Whether you’re seeking a tranquil retreat or an active lifestyle filled with water adventures, South Sarasota's boatable waterfront homes present the perfect opportunity to create lasting memories. Come discover the beauty and charm of South Sarasota—your waterfront paradise awaits!

Newest South Sarasota Homes with Boatable Water Water Frontage

$77,900
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
OWNER FINANCING AVAILABLE! This inside boat storage rack measures 32' L x 10'W x 9.5'H and can accommodate a boat with dimensions UP TO APPROXIMATELY: 32'L x 9'W x 8'H. Height is measured from the bottom of the keel up to the highest fixed point on the boat. Phillippi Harbor Club is your answer to truly enjoying boating on our beautiful Sarasota waters! This is a boating gamechanger! Simply call the friendly PHC staff and ask them to "splash" your boat, show up and enjoy your day on the water. Return to the dock where the staff will pull your boat, wash & rinse the outside, flush the engine(s), and store it back in your rack for next time. The marina has fuel on site, and an inside storage locker is included. There are plenty of work racks and on-site mechanics almost daily. This is a hurricane category 3-rated building with the latest in fire equipment and enhanced security monitoring. Phillippi Creek is around 4' at mean high tide and is about a 6-minute ride to the Intracoastal Waterway. The racks are in incredible rental demand! Stop towing your boat and own your own rack today...Stop on down and see the operation! Ask about owner financing.

1780 Phillippi Shores Drive Unit A3-5, Sarasota
$525,000
2 Beds ⋅ 3 Baths ⋅ Tropical Shores SubDv. ⋅ 34231 Zip Code
This distinguished 1959 residence, redesigned by Sarasota architect William C. Tagland has been meticulously transformed into a turnkey modern home where virtually every system and finish is brand new in 2026. The 1,308 sq ft residence sits on a spacious 8,521 sq ft lot and features all-new impact-rated windows and doors, a premium membrane roof system, and a complete electrical overhaul including new electrical panel and wiring. A new Trane HVAC system delivers efficient climate control, while modern infrastructure is assured with all-PVC plumbing lines for city water and septic plus a new septic pump station. Inside, elegant 24" x 24" terrazzo-look matte porcelain tile flows throughout the living areas and bedrooms. The kitchen is outfitted with GE Profile appliances and custom white oak cabinets. Baths showcase Kohler comfort-height toilets, Delta Vero fixtures, and new frameless glass shower enclosures with modern wood-look fluted tile. Additional refinements include solid-core doors with premium Schlage and Emteck hardware, noise-reducing insulation, and new drywall throughout. The exterior has been refreshed with Hardy board siding and soffits, new wood fence, new irrigation system, and a covered patio with updated fixtures. Amazing location with close proximity to new, premium shopping options such a Whole Foods and Trader Joe's, this home is located in the desirable NO HOA boating and quiet community of Tropical Shores. There is members only boating access at the end of the street, this property is in X flood-zone. Take this opportunity to acquire a fully renovated property, where location, value, and quality far exceed the ask.

1706 Livingstone Street, Sarasota
$1,195,000
4 Beds ⋅ 2 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
This is the one * LOCATED IN THE HIGHLY DESIRABLE AQUALANE ESTATES, JUST A MILE FROM WORLD FAMOUS SIESTA KEY BEACH, THIS CUSTOM HOME OFFERS AN INCREDIBLE OPPORTUNITY TO OWN IN ONE OF SARASOTA'S MOST SOUGHT AFTER WATERFRONT NEIGHBORHOODS * No HOA or CDD * NO Deed Restrictions * 'A' RATED SCHOOL DISTRICT * This IMMACULATE home features 3084/- sqft a/c * 4 Bedrooms+ 2 Full Baths * DOWNSTAIRS you'll find the Primary Bedroom & a Guest Room * 2 Guest Bedrooms are UPSTAIRS * HURRICANE IMPACT WINDOWS for your peace of mind * The home sits high & dry and has never had any flooding issues * The Open Floor Plan features a Formal Living Room, Formal Dining Room and a LARGE Family Room * The LOVNGLY RENOVATED Kitchen showcases NEW Shaker Wood Cabinets * * NEW Quartz Countertops * OVERSIZED Laundry Room * 2 Car Garage * PRIDE OF CURRENT OWNERSHIP SHOWS * This is a GREAT HOME for year round living or a winter getaway * It's also ideal for investors to live in while creating your dream home! * THIS IS A FABULOUS INVESTMENT FOR YOUR FUTURE * Location, location, location * Close to Siesta Key Beach, shopping, dining - everything you could want is nearby * 'A' RATED SCHOOL DISTRICT * One look & you'll fall in love with this Midcentury Home *

1820 Stanford Lane, 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
$1,650,000
6 Beds ⋅ 5 Baths ⋅ Terra Bea Sub SubDv. ⋅ 34231 Zip Code
BOATING LIFESTYLE . . . ENTERTAINER’S DREAM . . . WATERFRONT . . . CENTRAL SARASOTA LOCATION . . . NO HOA! Virtually staged with before-and-after photos. What if one of Sarasota’s most unexpected waterfront homes was hiding in plain sight? Tucked at the end of an unassuming street is an incredible waterfront retreat offering more than 4,400 square feet of living space, 100 feet of waterfront, a 13,000-pound boat lift, two Jet Ski floating docks, pool and spa, 6 bedrooms, and room for all the toys. No country club fees and NO HOA—just an incredibly fun Sarasota waterfront lifestyle. Designed for those who love to boat, entertain and gather with family and friends, this spacious home offers exceptional versatility across three levels, with beautiful water views and unforgettable sunsets. Step inside to high ceilings, abundant natural light and an impressive main living area anchored by a beautiful coral stone fireplace. Walls of sliding glass doors draw your eye toward the water and open to a spacious main-level patio—the perfect setting for morning coffee, evening cocktails and spectacular Sarasota sunsets. The primary suite is conveniently located on the main living level and features its own fireplace, direct patio access, a generous walk-in closet with custom built-ins and a spacious bath with separate vanities. A second bedroom on this level offers flexibility as a guest suite, private office or den. Upstairs, exceptionally spacious bedrooms provide plenty of room for family and overnight guests while creating privacy away from the main living areas. Downstairs is where the fun really begins. The fully built-out lower level transforms the home into an entertainer’s dream with a bar, game room, additional bedroom or workout space, full pool bath and direct access to the pool, patio and waterfront. Guests can move effortlessly from indoors to the pool, fire pit and dock without passing through the main living areas. Outside, the property truly embraces the Florida lifestyle. The fenced yard is ideal for pets, while the waterfront pool and patio create your own private resort. Head to the composite dock, where the 13,000-pound boat lift and two Jet Ski floating docks make it easy to get out on the water and return home for an evening by the pool or around the fire pit. With approximately 4,433 square feet, 6 bedrooms, multiple gathering spaces, generous garage and driveway space, and exceptional indoor-outdoor living, this is anything but a cookie-cutter Florida home. Whether entertaining a houseful of friends, accommodating extended family, working from home, boating, swimming or simply watching the sun disappear over the water, every level offers something special and every day can feel like vacation. Come discover the surprise at the end of the street. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

5544 Dinah Lane, Sarasota
$1,979,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Nestled within the desirable West of Trail Southpointe Shores Community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. This canal front home was fully updated with a bright open layout. Three bedrooms, two bathrooms, large updated kitchen with lots of windows and the living areas have pocket sliding doors to outdoor entertaining areas. Luxury vinyl flooring throughout. The indoor/outdoor living quality is almost unbeatable. The current owner added and enlarged the outdoor terrace (almost the width of the entire home) including roofing a section of it and having panoramic and vaulted screening installed that you barely see. Open the pocket sliding doors to create seamless entertaining. Gorgeous views of the canal and great dock space and jet ski lifts also. The canal is very wide and deep water in all tide conditions. The home is only 4 homes away from the intracoastal waterway and just 10 minutes by boat to access the Gulf and Midnight Pass. Roof was replaced in 2021, new pool equipment and air conditioning in 2021. Boat lift 2022. Oversized dock. The neighborhood's private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota's shopping, dining, Siesta Key beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat. Come see it for yourself and bask in the waterfront views from the amazing terrace.

1761 Sandalwood Drive, Sarasota
$229,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Virtually Staged. This is a wonderful opportunity to own an updated 2-bedroom 2-bath low-maintenance villa ideal for full-time or seasonal living at a super price. The location is amazing just minutes from the white quartz sands of #1 Siesta Key beach, restaurants & bars, shopping & the hospital, and so close to Sarasota's downtown cultural activities. This villa boasts brand new PGT IMPACT WINDOWS which were installed in 2026 protecting your home and investment. The updated kitchen completed in 2026 is a neutral palette with new white cabinetry, new white quartz countertops, a large new kitchen sink, and a new refrigerator. The A/C was replaced in 2025 & water heater in 2025. The flooring in the entire residence was recently replaced with beautiful wide luxury vinyl plank flooring. A spacious shaded enclosed lanai giving you extra living space offers a peaceful garden view and is a short walk to the heated pool and the bay. Both bathrooms have also been remodeled in 2026 with new flooring, new cabinetry & vanities & newly tiled shower. In addition the condo has been freshly painted. Baywood Colony is a quiet, private community on the bayfront featuring the Baywood Colony Park where residents can enjoy the colorful Florida sunsets, fishing off the seawall, walking through the neighborhood and swimming in the heated pool and clubhouse. Don't miss out on this super opportunity!

5911 Tidewood Avenue Unit 3, Sarasota
$680,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Remodeled in 2021 by renowned French interior designer Gaëlle Wizenberg, this 3 bedroom, 2.5 bath townhouse blends European elegance with modern comfort. Thoughtfully upgraded from top to bottom, the home features beautiful oak hardwood floors and porcelain tile throughout, along with newer air conditioning, plumbing, and electrical systems. A series of inviting outdoor spaces enhances the home’s natural charm. Enjoy morning coffee on the front balcony or unwind on the private back terrace, both surrounded by lush vegetation and tranquil, tree-lined views that create a serene retreat. Inside, the gourmet kitchen features Miele appliances including a built-in refrigerator, induction cooktop and convection/microwave steamer oven, creating an elevated culinary environment. Sleek Tesoro quartz countertops complete the space with a refined, contemporary finish. Upstairs, three bedrooms each open to a private balcony, bringing in natural light and fresh air. The shared bathroom features a relaxing soaking tub, while the principal suite offers a walk-in closet and an en-suite bath designed for comfort and privacy. Located within The Landings, one of Sarasota’s most sought-after gated communities, residents enjoy 24-hour security and an impressive array of amenities. The community features a clubhouse, tennis courts, pool, gym, library, and multiple social areas. Convenience is unmatched with shopping, dining, beaches and other recreational venues all within close proximity to this location.

1372 Landings Point Unit 28, Sarasota
$1,650,000
4 Beds ⋅ 4 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota.

5166 Kestral Park Terrace, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
COMPLETELY RENOVATED AND MOVE-IN READY IN PELICAN COVE! Almost everything inside this spacious 2-bedroom, 2-bath condo has been updated, giving you the opportunity to move in and immediately start enjoying one of Sarasota's most unique gated waterfront communities. Step inside to a bright, open living and dining area featuring new flooring throughout, fresh interior paint, new lighting and ceiling fans and a beautifully renovated kitchen overlooking the main living space. The kitchen features new quartz countertops, cabinetry, stainless steel appliances, subway-tile backsplash and updated fixtures. Both bathrooms have been beautifully updated with new vanities, countertops, fixtures and finishes, including a newly tiled tub/shower surround. The bedrooms feature the same new flooring and fresh, neutral finishes found throughout the home. The closets have also been upgraded with new shelving, providing plenty of useful storage. Enjoy the large screened lanai, surrounded by Pelican Cove's lush tropical landscaping, with the added convenience of an in-unit washer and dryer located just off the lanai. Another feature you'll appreciate every day is the covered parking located right by the unit — no long walk from your car to your condo. And then there's Pelican Cove. This gated, approximately 75-acre waterfront community offers a lifestyle that's difficult to duplicate in Sarasota, with a private harbor and boat slips, direct access to the Intracoastal Waterway, kayak/canoe/paddleboard facilities, fishing areas, multiple heated swimming pools, tennis and pickleball courts, fitness facilities, three clubhouses, and miles of scenic walking paths and boardwalks winding through lush tropical landscaping. Pelican Cove is also known for its exceptionally active community, offering numerous resident clubs, art and creative programs, educational opportunities, concerts, fitness activities and year-round social events. All of this is tucked away in a beautiful Sarasota location, convenient to Siesta Key, shopping, restaurants, the Legacy Trail and downtown Sarasota. Everything has been done — bring your furniture and start enjoying the Pelican Cove lifestyle!

1720 Glenhouse Drive Unit 328, Sarasota
$1,425,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within the gated community of Portofino on the Bay, an intimate Mediterranean-inspired enclave of just twenty homesites in the Sarasota/Vamo area, this residence offers an inviting coastal setting and an active Florida lifestyle. Enjoy deeded access to Little Sarasota Bay, complete with a community dock, kayak storage and launch, and the potential to purchase a private boat slip with lift separate to community homeowner when available. Double entrance doors open into a two-story foyer, introducing an open-concept floor plan complemented by soft, welcoming wall tones, custom window and door trim, and crown molding across both levels. Plantation windows shutters add a classic touch throughout the entire home—including the garage, which features durable epoxy flooring. In the main living room, an accent stone floor to ceiling gas fireplace serves as a centerpiece for gathering or relaxing in the evening. The adjacent kitchen offers bright, clean-lined soft-close cabinetry, a built-in cooktop, stainless steel appliances, and a convenient closet pantry. The main-floor Owner’s Retreat provides a comfortable private wing, complete with its own dedicated A/C zone (one of three independent systems in the home). The bedroom features a tray ceiling and French doors opening directly to the pool patio. The ensuite bathroom is equipped with dual sinks, a makeup vanity, a walk-in shower, a bidet, a generous walk-in closet with custom built-ins and a tub ready for relaxation with bubbles after a day on the water. A main-floor den with tray ceilings offers flexible space for a home office or reading room, complemented by a main-level guest half bath. Upstairs via the wrought-iron staircase railing, a central loft connects to three additional bedrooms—each accented with tray ceilings. Two of the guest rooms share direct access to a private outdoor balcony, while the fourth bedroom showcases soaring ceiling height and abundant natural light, all cooled by a dedicated second-floor A/C zone. Step out back to the newly extended panoramic-screened lanai, finished with travertine tile surrounding the heated salt-water pool and spa. A convenient pool half bath and an outdoor shower make outdoor living effortless. Situated in an X Flood Zone with no prior hurricane damage, this home is also exceptionally well-located: just a 10-minute drive (6 miles) to world-renowned Siesta Key Beach and 15 minutes (9 miles) to vibrant Downtown Sarasota for premier dining, arts, and shopping. The new Sarasota Square presently being remodel led with approximately 90,000 square feet of daily-needs retail scheduled for delivery in the first quarter of 2027 plus with easy Costco shopping.

1650 Assisi Drive Unit 16, 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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