South Sarasota Homes with Bay Front Water Frontage

South Sarasota Homes with Bay Front Water Frontage

Welcome to South Sarasota, Florida—a hidden gem nestled in the heart of Sarasota County, where the sun-kissed beaches meet the tranquil waters of the bay. Known for its vibrant community and stunning natural beauty, South Sarasota offers a perfect blend of relaxed coastal living and urban conveniences. Here, you can enjoy the best of both worlds: picturesque parks, boutique shopping, and gourmet dining, all within a stone's throw from your doorstep.

One of the most alluring features of South Sarasota is its stunning homes with bay front waterfrontage. Imagine waking up each day to breathtaking views of shimmering waters and the gentle sound of waves lapping at the shore. These exquisite properties offer not just a home, but a lifestyle—where you can indulge in morning coffee on your private dock, host sunset gatherings with friends, or simply unwind as the sun dips below the horizon.

The real estate market in South Sarasota is thriving, with a variety of architectural styles that cater to every taste—from charming beach cottages to modern luxury estates. Many of these homes come equipped with private boat docks, providing easy access to the bay for boating, fishing, and exploring the nearby islands.

Living in South Sarasota means embracing a laid-back lifestyle while still having access to the cultural richness of the larger Sarasota area. With its friendly atmosphere, stunning waterfront properties, and an array of recreational activities, South Sarasota is the perfect place to call home. Discover the beauty of bay front living and let South Sarasota welcome you into its warm embrace.

Newest South Sarasota Homes with Bay Front Water Frontage

$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

$399,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. Enjoy incredible sunsets and star gazing in the evenings from your private porch. This 3 bed/2 bath townhome condo features soaring cathedral ceilings, clerestory windows, generous open floor plan with a high-capacity AC system and water heater. This bright and peaceful second & third floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. The historic Wilbanks clubhouse and pool are only steps away, where the main heated resort-style pool awaits. Across the way is the private picturesque 87-boat slip harbor. Boat and kayak to Midnight Pass and have direct access to the gulf! Residents gain entry to the unique blend of natural habitats, miles of scenic trails, a fitness room, multiple heated pools and hot tub. There are six new pickle-ball courts and resurfaced tennis courts with active clubs for play. Many more recreational and cultural events are hosted year around. Robust live music, art and culture, and educational seminars are abundant in season. The community is also conveniently located with shopping and restaurants near by. Siesta Key and downtown Sarasota are in very close proximity as well. You will love this phenomenal unit in this one-of-the-kind, gated, maintenance-free living community of Pelican Cove!

1601 Bayhouse Point Drive Unit 204, 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

$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

$319,900
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

$224,900
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

$497,800
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

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