South Sarasota Homes with Sidewalk Exterior Features

South Sarasota Homes with Sidewalk Exterior Features

Welcome to South Sarasota, Florida, a vibrant and charming community nestled in the heart of Sarasota County. Known for its stunning natural beauty, South Sarasota offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between. With its sun-kissed beaches, lush parks, and an array of shopping and dining options, residents enjoy a lifestyle that is both relaxed and invigorating.

One of the standout features of homes in South Sarasota is their inviting sidewalk exterior. These beautifully designed residences not only enhance the neighborhood’s aesthetic appeal but also promote a sense of community. Picture yourself strolling along tree-lined streets, greeting neighbors, and enjoying the fresh Florida air. The sidewalks make it easy to connect with the vibrant community around you, whether you're walking to a nearby park, heading to a local café, or simply enjoying an evening stroll under the stars.

The homes themselves are a testament to quality and style, boasting modern amenities while still maintaining that charming Florida flair. Many properties feature spacious yards, perfect for outdoor gatherings or simply soaking up the sun. With a variety of architectural styles to choose from, you're sure to find a home that suits your taste and lifestyle.

In South Sarasota, you’re not just investing in a home; you’re embracing a lifestyle filled with sunshine, community, and endless possibilities. Come explore this delightful area and discover the perfect place to call home!

Newest South Sarasota Homes with Sidewalk Exterior Features

2610 Regatta Drive, South Sarasota
$394,900
2 Beds ⋅ 2 Baths ⋅ A4708836 MLS
Virtually Staged. Welcome to the lowest priced home in Gulf Gate! It has been extremely well maintained with good bones! Many improvements, including: Interior & Exterior Freshly Painted 2026*Guest Bathroom completely remodeled 2026*Washer & Dryer 2025*Lanai Re-screened 2024*Shingle Roof 2023*Air Conditioner (Rudd Package 14 Seer, 7 KW) 2022*Water Heater 2022*Ten (10) Impact Resistant Energy Efficient Windows and Doors 2018*Soffits and Fascia 2018*Bosch Dishwasher 2017* Refrigerator & Range 2017*Hurricane Garage Door and Opener 2016*Plumbing redone overhead & much more! Excellent Curb Appeal with attractive landscaping and a convenient circular driveway for easy in and out! This is a dead-end street with very little traffic and just a community of good neighbors. Enforced deed restrictions keep the community nice and Gulf Gate is lined with sidewalks for walkers & runners! Split Plan, Beautiful Plantation Shutters throughout, a spacious Florida Room plus a Huge Lanai for entertaining and relaxation! Outside Patio and a Fenced Area for pets to roam. This home is within minutes to World Renowned Siesta Key Beaches, Legacy Trail, several fitness centers, Gulf Gate Shops & Restaurants, Gulf Gate Library and A+ Schools. Within 15-20 minutes to cultural downtown Sarasota which offers fine dining, opera, Selby Gardens, boutique shopping, movie theaters and much more. This is a properly priced home and it is ready for you to move right in! All the major ticket items have been done, so add your personal touches and either have the terrazzo floors professional buffed and finished or add your own flooring to make this home sparkle. This one is a beauty and the location couldn’t be better! Enjoy the Gulf Gate shopping/dining, library & more! Make it yours but don’t wait … this one simply won’t last. H-U-R-R-Y while you can!

2610 Regatta Drive, South Sarasota

1640 Stickney Point Road Unit 40-101, South Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ A4708840 MLS ⋅ 1640 BLDG.
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, fully furnished 2-bedroom, 2-bath ground-floor condo is located West of the Trail in the highly sought-after waterfront community of Castel Del Mare, just minutes from world-famous Siesta Key. Step inside and discover an inviting, move-in-ready residence featuring Corian countertops, stainless steel appliances, tasteful furnishings, a designer fireplace, and HD Smart TVs in both bedrooms and the main living area. The A/C system and water heater were replaced in 2022, while the separate laundry room offers a full-size washer and dryer plus additional storage. Best of all, ground-floor living means no stairs and easy access! Castel Del Mare offers a true resort-style Florida lifestyle with two sparkling swimming pools—including one overlooking the Intracoastal Waterway—tennis and pickleball courts, kayak launches, fishing piers, community grills, assigned parking, and on-site management. And the location is hard to beat! Siesta Key and its beautiful beaches are just minutes away, while the nearby Southbridge area puts restaurants, shopping, entertainment, and bike and boat rentals practically at your doorstep. With one-month minimum rentals permitted, this property offers excellent flexibility for a full-time residence, seasonal getaway, or investment opportunity. Fully furnished, meticulously maintained, and priced to sell—this is your opportunity to own a little piece of paradise. Welcome home to YOUR Castle by the Sea!

1640 Stickney Point Road Unit 40-101, South Sarasota

7413 Summer Court, South Sarasota
$1,100,900
5 Beds ⋅ 5 Baths ⋅ TB8555530 MLS
Under Construction. Pre-Construction. Welcome to the Yorkshire, an impressive two-story residence designed for comfortable everyday living and effortless entertaining. This spacious five-bedroom home offers 3,415 square feet of air-conditioned living space, with thoughtfully designed gathering areas and flexible spaces throughout. At the heart of the home is a generous open-concept living area featuring a large Gathering Room, Café, and well-appointed Kitchen, creating an ideal setting for entertaining family and friends. The main level also offers a dedicated Flex Room, providing the versatility to create a home office, study, playroom, or additional living space. Step outside to the expansive covered lanai, offering an exceptional extension of the home's living space and the perfect setting for outdoor dining, relaxing, and entertaining. Pre-plumbing for an outdoor kitchen provides the opportunity to further enhance the outdoor living experience. The second floor offers a spacious Owner's Suite along with three additional bedrooms and a large Loft, providing plenty of room for family, guests, or a dedicated home office. With five bedrooms and up to 4.5 baths, the Yorkshire Grande is designed to accommodate today's lifestyle with room to grow. A standout feature is the three-car tandem garage, providing flexibility for vehicles, recreational equipment, or additional storage needs. Ideally located in Grandura, this new construction home puts you 10 minutes from Sarasota's beautiful beaches, top-rated schools, vibrant dining and shopping, cultural attractions, outdoor recreation, and all the amenities that make Sarasota one of Florida's most desirable places to call home.

7413 Summer Court, South Sarasota

4726 Rivetta Court, South Sarasota
$2,550,000
5 Beds ⋅ 5 Baths ⋅ A4706019 MLS
Get ready for this Parade of Homes featured 5 Bedroom, 4.5 bath stunner! Welcome to this nearly new boutique construction that has been substantially upgraded and elevated with high-end designer touches throughout every room. Custom Cabinetry, custom finished ample walk-in closets, custom electric window treatments, large scale kitchen and Island, ample storage, butler's pantry, wood floors and porcelain tile, with spacious main areas and bedrooms give this home a unique presence that brings warmth and individuality within the modern and contemporary design. Plenty of room to spread out with 4 suites upstairs and one bedroom downstairs. Carefully curated spaces with sun-kissed light, meet you at every turn and create a finished feel that is truly move in ready. Fully furnished option available! Tucked away on a quiet cul-de-sac in one of Sarasota’s most convenient locations, this impressive 5-bedroom, 4.5-bath residence offers over 4300 square feet of beautifully designed living space, a private saltwater pool and an exceptional indoor-outdoor Florida lifestyle with private backyard and luscious greenery at every turn for a zen oasis experience. Four upstairs bedrooms all equipped with ample bathrooms attached and generous, custom walk in closets. One bedroom downstairs provides a hideaway in itself. Enjoy your own private Sarasota escape while having Phillippi Creek access in community and private dog park! Come see and feel this beautiful home for yourself!

4726 Rivetta Court, South Sarasota

6512 Bowline Drive, South Sarasota
$485,000
3 Beds ⋅ 2 Baths ⋅ A4707552 MLS
This beautifully updated 3-bedroom, 2-bath split floor plan home is nestled on a quarter acre in the heart of the desirable Gulf Gate community. The property is surrounded by lush, tropical landscaping and highlighted by a majestic live oak and camphor tree. The serene backyard features a custom-built pergola, creating a private garden retreat that truly feels like an oasis. Inside, the home offers a thoughtfully designed layout with generously sized bedrooms and an updated kitchen featuring rich cherry cabinetry, stainless steel appliances, and a convenient pass-through window to the expansive lanai-- ideal for indoor-outdoor living and entertaining. The spacious garage adds practical storage and parking convenience. A well-appointed laundry room includes a washer, dryer, laundry sink, storage cabinets, and additional closet space. Notable features of the home include hardwood flooring, hurricane-rated shutters and exterior doors, an etched glass front window, and energy-efficient Anderson windows. The plumbing was relined with relined drainage to the street with an above ground clean-out, and a durable hurricane metal roof with polisocyanurate insulation was added, along with a hurricane-rated garage door. Additional upgrades include a Metlund recirculating pump. paver walkways and driveway, and newer downspouts and gutters with left filter gutter guards. Located on a corner lot, this home is part of a well-kept and highly sought after neighborhood. Gulf Gate's ideal location offers close proximity to the world-famous crystal sand beaches, highly rated schools, downtown Sarasota, St. Armands Circle, and the UTC corridor.

6512 Bowline Drive, South Sarasota

1622 Stickney Point Road Unit 22-102, South Sarasota
$229,000
1 Beds ⋅ 1 Baths ⋅ A4707418 MLS ⋅ Castel Del Mare BLDG.
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, South Sarasota

4116 Swift Road, South Sarasota
$420,000
2 Beds ⋅ 1 Baths ⋅ C7531190 MLS
A Piece of Sarasota History, Beautifully Reimagined! A LITTLE HISTORY, A LITTLE PERSONALITY, AND A WHOLE LOT OF SARASOTA CHARM! Welcome to 4116 Swift Road, a captivating 1929 historic cottage where timeless craftsmanship meets eclectic elegance and modern updates. Originally located on Prospect Street, this remarkable home was saved from demolition in 2001, carefully lifted, and relocated to its present location, preserving a unique piece of Sarasota's architectural past. Today, this one-of-a-kind residence offers vintage charm, modern comfort, and distinctive personality. BEST OF ALL, THIS HOME IS BEING SOLD FULLY FURNISHED AND TURNKEY! Step inside and fall in love with beautifully refinished hardwood floors, classic architectural details, generous windows, and rich, sophisticated colors. The inviting living room features striking emerald walls, elegant wood accents, and abundant natural light, while the formal dining room offers the perfect setting for gatherings. The updated kitchen blends modern functionality with historic character, featuring sleek cabinetry, stainless steel appliances, a stylish backsplash, and a charming breakfast area. The beautifully remodeled bathroom is a showpiece, complete with a freestanding soaking tub, timeless subway tile, a striking black-framed glass shower enclosure, elegant fixtures, and classic mosaic flooring. Spacious bedrooms offer warmth, natural light, and inviting accommodations. AND JUST WHEN YOU THINK YOU'VE SEEN IT ALL... AN ENTIRE SECOND FLOOR AWAITS YOUR IMAGINATION! This incredible additional space offers endless possibilities for a private guest suite, elegant library, home office, artist's studio, or personal retreat. Design a space uniquely yours while adding another chapter to this home's extraordinary story. Future improvements or conversion are subject to applicable permitting and building requirements. Thoughtful improvements enhance comfort while preserving the home's distinctive character, including: 2025, Newly updated front deck. 2024, New water heater, new plumbing throughout with attic access, completely remodeled bathroom from floor to ceiling, new rear bedroom ceiling fan, new dishwasher, fresh interior and exterior paint, sanded and refinished hardwood floors, and updated kitchen and dining room lighting. The roof was replaced in 2018, and replacement windows were installed in the kitchen and laundry area. LOCATION, LOCATION, LOCATION! Approximately 4 miles from vibrant Downtown Sarasota, this home places you near Florida's most celebrated destinations. Enjoy waterfront dining, boutique shopping, nightlife, fine dining, museums, galleries, and world-class performing arts. The marina and waterfront restaurants are less than 5 miles away, while the world-famous white sands of Siesta Key are approximately 6 miles away. St. Armands Circle, with its renowned shopping and dining, and beautiful Lido Key Beach are approximately 7 miles away. NOT YOUR ORDINARY FLORIDA HOME! With its remarkable history, historic cottage charm, eclectic elegance, tasteful renovations, extraordinary second-floor potential, and Sarasota lifestyle, 4116 Swift Road is truly special. Whether you're searching for a distinctive primary residence, seasonal escape, or beautifully furnished Florida retreat, this home offers the rare opportunity to own a piece of Sarasota's past while creating your own future.

4116 Swift Road, South Sarasota

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