South Sarasota Homes with Sidewalk Exterior Features

South Sarasota Homes with Sidewalk Exterior Features

Welcome to South Sarasota, a picturesque gem nestled in sunny Florida, within the vibrant Sarasota County. Known for its stunning beaches, lush landscapes, and a rich cultural scene, South Sarasota is a haven for those seeking a blend of relaxation and recreation. This charming community boasts a laid-back atmosphere, making it an ideal place for families, retirees, and anyone looking to enjoy the quintessential Florida lifestyle.

One of the standout features of homes in South Sarasota is their delightful sidewalk exterior. These inviting walkways not only enhance the aesthetic appeal of the neighborhood but also promote a sense of community and connectivity. Imagine taking leisurely strolls along tree-lined streets, where friendly neighbors wave hello, and children ride their bikes with carefree joy. The sidewalks create a safe and welcoming environment, perfect for morning jogs, evening walks, or simply enjoying the beautiful Florida weather.

In addition to the appealing sidewalks, South Sarasota offers a diverse array of housing options, from charming single-family homes to modern townhouses, all designed to cater to various lifestyles and preferences. Many properties come with spacious yards, allowing for outdoor gatherings, gardening, or simply soaking up the sun.

With its close proximity to world-renowned beaches, shopping centers, and cultural attractions, South Sarasota is not just a place to live—it's a lifestyle. Whether you’re drawn to the stunning natural beauty or the vibrant community spirit, South Sarasota is ready to welcome you home. Come explore this enchanting area and discover the perfect place to create lasting memories!

Newest South Sarasota Homes with Sidewalk Exterior Features

1802 Robinhood Street, Sarasota
$649,900
4 Beds ⋅ 2 Baths ⋅ South Highland SubDv. ⋅ 34231 Zip Code
Don't delay, Fully renovated, income-producing duplex in a prime Sarasota location, perfect for investors or owner-occupants! This property has been completely redone with all work permitted, offering true peace of mind and zero deferred maintenance. Major upgrades include a new shingle roof, new AC systems, full electrical rewire, new plumbing, and impact-rated windows and doors for hurricane protection. Both units feature modern, move-in-ready interiors with tile flooring throughout, new drywall, updated cabinetry, and stainless steel appliances, making this a turnkey opportunity ready for immediate occupancy or rental. Situated on a quiet dead-end street, this property offers privacy while still being close to everything. Conveniently located just 3.8 miles to the beach and only 2.4 miles to Sarasota Memorial Hospital, with easy access to shopping, dining, and popular local restaurants, an ideal setup for strong and consistent rental demand. Whether you're looking to house hack, short- or long-term rent, or expand your portfolio, this fully upgraded duplex checks every box.

1802 Robinhood Street, Sarasota
2920 Clark Road Unit 204, Sarasota
$174,900
2 Beds ⋅ 1 Baths ⋅ Town N Country SubDv. ⋅ 34231 Zip Code
Discover a conveniently located Sarasota condo just a short drive from Siesta Key. Unit 204 at Town 'N Country is less than 3 miles from Siesta Key Beach and near Detwiler's Farm Market, Publix, restaurants, shopping, and other everyday conveniences. Sarasota-Bradenton International Airport is approximately 10 miles away. Community amenities include a swimming pool, central courtyard, and shared laundry facilities, and the building roof was replaced in 2022. A particularly unique feature of this offering is the availability of Units 101, 102, and 204, all being offered together by the same owner. This provides an appealing opportunity for a buyer looking to acquire three properties within one Sarasota building, with beaches, shopping, dining, and recreation all within easy reach.

2920 Clark Road Unit 204, Sarasota
4726 Rivetta Court, Sarasota
$2,550,000
5 Beds ⋅ 5 Baths ⋅ Phillippi Hi SubDv. ⋅ 34231 Zip Code
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, Sarasota
2609 Woodgate Lane Unit K4, Sarasota
$209,900
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
The work is done, so you can relax and enjoy life. This totally transformed ground-floor condo in Pinewood Village sits less than 10 minutes from the Siesta Key beaches, and every room shows the care that went into it. A private sidewalk winds between palms, crotons, and oversized elephant ears to a deep covered porch, where a café table waits for morning coffee and a good book. Step through the glass-paneled storm door and the home opens up in light: crisp white walls, clean white baseboards, and wide wood-look luxury vinyl planks in a pale natural oak tone running uninterrupted from the entry to the sliding glass doors. The kitchen is where the transformation hits first. White shaker uppers sit over warm honey-toned wood lowers, finished with brushed gold bar pulls. White quartz counters with a soft sparkle wrap around to an undermount stainless sink with a sleek pull-down faucet, set against a glossy handmade-look tile backsplash that catches the light. A stainless French-door refrigerator, glass-top range, dishwasher, and under-cabinet hood complete the space, while recessed lighting and a modern ring-light ceiling fan give the room a polished, contemporary glow. A pass-through with a quartz ledge keeps the kitchen connected to the dining area, so whoever is cooking is never left out of the conversation. The bathrooms are the moment you'll remember. In one, the shower is wrapped floor to ceiling in fluted wood-look tile, grounded by a river-pebble floor and finished with a recessed niche trimmed in gold, a square rain showerhead, and a brushed gold handheld on a slide bar. A wood shaker vanity with quartz top and gold faucet sits beneath an arched black-framed mirror and a soft LED light bar. The second bath takes a different mood: glossy sea-green vertical tile surrounds the tub, paired with a gold rain showerhead, a round gold-framed mirror, and a light wood vanity with brushed gold hardware. Two bathrooms, two personalities, and both feel like a personal spa. Every room has a fan with lights, there are no popcorn ceilings, and even the doors have been freshly painted. There's also a separate laundry room with a washer, dryer, and utility sink. Slide open the glass doors and the Florida room pulls you in. Tall PGT windows wrap the space, overlooking green lawn and swaying palms, with the pool just steps away. It's the spot for slow mornings and sunset evenings. The building is concrete construction, including concrete ceilings, for a quiet, near-soundproof living experience. HVAC and heat pump are brand NEW (Sept 2026) and ducts replaced 2023. The home is in flood zone X, and water, cable, internet, and grounds maintenance are included. Pinewood Village offers a heated community pool, a fitness center, a sauna, a clubhouse with a kitchen, and shuffleboard courts. Enjoy an afternoon close to home, then head out to explore what makes this location so appealing: Siesta Key Beach for a day on the sand, Phillippi Estate Park for a walk beneath the trees, or Gulf Gate for its restaurants and neighborhood gathering spots. Downtown Sarasota brings waterfront walks at Bayfront Park, performances at the Sarasota Opera, and dining along Main Street and Palm Avenue. Whether you're making Sarasota your year-round home or returning each season, 2609 Woodgate Lane is ready for you. All you have to bring is your toothbrush.

2609 Woodgate Lane Unit K4, Sarasota
6512 Bowline Drive, Sarasota
$485,000
3 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
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, Sarasota
1622 Stickney Point Road Unit 22-102, Sarasota
$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
4116 Swift Road, Sarasota
$420,000
2 Beds ⋅ 1 Baths ⋅ Brookside SubDv. ⋅ 34231 Zip Code
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, Sarasota
7143 Wood Creek Drive Unit 203, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Woodside Terrace SubDv. ⋅ 34231 Zip Code
Just 8 minutes from SIESTA KEY this 2/2 condo Is fully FURNISHED in a modern/coastal decor. It has an open floor plan featuring stainless appliances, granite counters, 2 renovated baths, & inside laundry rm. There's a screened lanai, w/ new 2005 hurricane shield protecting both sliders. Low maint fees ( $ 603) include INTERNET, ROOF REPLACEMENT, ext maint, HEATED POOL, ext insurance, pest control, management, TRASH, landscaping etc. The remodeled clubhouse has a grill, full kitchen W/WINE BAR, internet, lg TV, darts, & a library. There's always fun social events ( poolside TIKI BAR ) in this 55+, well maintained community. There are brand new Roofs on this 2story, carports & clubhouse ( 9/15/26 ) The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky VILLAGE of GULF GATE . EASY TO VIEW!

7143 Wood Creek Drive Unit 203, Sarasota
7364 Cloister Drive Unit 7364, Sarasota
$235,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
ONLY 5 MILES TO GORGEOUS SIESTA KEY BEACH! Welcome to effortless Florida living in this beautifully updated END-UNIT condo in Sarasota’s desirable Gulf Gate area, complete with a convenient carport and just minutes from Downtown Sarasota, shopping, dining, and entertainment. Offering a wonderful combination of character, modern updates, privacy, and low-maintenance living, this move-in-ready home is ideal as a full-time residence or seasonal Florida escape. A covered entry and front storm door welcome you into the original brick foyer, adding timeless character the moment you step inside. Enjoy peace of mind with a new roof, new flooring, new lighting throughout, a brand-new dishwasher, plus newer HVAC and hot water heater. The kitchen offers plenty of storage, stainless steel appliances, a quaint dining nook, and a convenient serving window opening to the formal dining area. The spacious open-concept family room is filled with natural light from double sliding glass doors that open to a large covered rear patio—perfect for relaxing, entertaining, or enjoying Florida’s beautiful weather. The desirable split-bedroom floor plan provides excellent privacy and functionality for owners and guests. Tucked away at the rear of the home, the primary suite offers a peaceful retreat with an updated tiled walk-in shower, spacious vanity, and private access to the rear patio. The second bedroom is located at the front of the home and features its own private patio, with a full guest bathroom conveniently located nearby. Both patio areas are fenced for added privacy and maintained by the community, along with the yard maintenance, making it easy to enjoy a truly low-maintenance lifestyle. Residents also enjoy a variety of community amenities, including a swimming pool, clubhouse, meeting room, tennis courts, pickleball courts, and more. The Gulf Gate location puts you close to Gulf Gate Village, Gulf Gate Library, shopping, restaurants, entertainment, Downtown Sarasota, and approximately 5 miles from the sugary cool quartz sand and turquoise waters of Siesta Key Beach. With so much of Sarasota within easy reach, this updated end-unit condo offers the perfect combination of location, comfort, privacy, and easy Florida living. Whether you're looking for a year-round home or a seasonal getaway, this one is ready to welcome you home!

7364 Cloister Drive Unit 7364, Sarasota
2503 Bispham Road, Sarasota
$495,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
WELCOME TO THE GULF GATE LIFESTYLE—JUST MINUTES FROM SIESTA KEY! Location, charm, and the Florida lifestyle come together in this beautifully maintained home in Sarasota’s highly sought-after, deed-restricted GULF GATE community. With a BRAND-NEW HVAC SYSTEM (2026) and NEW ATTIC INSULATION (2026) already completed, this inviting home combines classic character with valuable recent improvements. From the moment you step inside, you’ll appreciate the warmth of the BEAUTIFUL HARDWOOD FLOORS, abundant natural light, and comfortable, welcoming layout. A large picture window fills the spacious living room with Florida sunshine, while the adjoining dining area features a sliding wall that opens to the enclosed lanai—creating an effortless connection between indoor and outdoor living. And this home was made for enjoying Florida! Beyond the lanai, an expansive COVERED PORCH AND SCREENED PATIO provide plenty of space for outdoor dining, entertaining, morning coffee, or simply relaxing and enjoying Sarasota’s year-round sunshine. The bright galley kitchen features crisp white cabinetry, while the generously sized laundry room offers extensive built-in storage. In fact, STORAGE IS EVERYWHERE in this home. The oversized garage features three additional storage closets and pull-down attic access, while the hallway includes a coat closet, linen closet, and an exceptionally large shelved storage closet. The primary bedroom offers the privacy of an EN SUITE BATH with a WALK-IN SHOWER, while the second bedroom is conveniently located near the main bath. Step outside into the LARGE, FULLY FENCED BACKYARD and discover your own private slice of Florida. Gather around the fire pit, unwind in the hot tub (conveyed as-is), entertain under the covered outdoor spaces, or enjoy fresh fruit from your own mature AVOCADO, BABY BANANA, AND MANGO TREES. There’s plenty of space to garden, play, entertain, or personalize the backyard to fit your lifestyle. Best of all, you’re in GULF GATE, one of Sarasota’s most established and conveniently located communities. Spend the morning on the powdery white sands of SIESTA KEY BEACH, approximately 15 minutes away, enjoy the restaurants, shops, and local favorites of the Gulf Gate area just minutes from home, or head approximately 20 minutes to DOWNTOWN SARASOTA for dining, arts, entertainment, and waterfront activities. Convenient access to I-75 makes exploring everything Sarasota and the Gulf Coast have to offer even easier. NEW HVAC. NEW ATTIC INSULATION. HARDWOOD FLOORS. EXPANSIVE OUTDOOR LIVING. A LARGE FENCED YARD. INCREDIBLE STORAGE. AND A GULF GATE LOCATION MINUTES FROM SIESTA KEY. This isn’t just a place to call home—it’s an opportunity to enjoy the Sarasota lifestyle so many come to Florida looking for. Come see why Gulf Gate continues to be one of Sarasota’s most loved neighborhoods and make this Florida home your own!

2503 Bispham Road, Sarasota
2280 Stickney Point Road Unit 432, Sarasota
$160,000
2 Beds ⋅ 2 Baths ⋅ Tregate Manor SubDv. ⋅ 34231 Zip Code
Welcome to Tregate Manor! This two bedroom two bath home is ready for a quick move in. Located under a mile from Crescent Beach you can live a vacation lifestyle in an affordable condo. This kitchen is well appointed and opens right up to the dinning and living room. The primary bedroom is generously sized with a large walk in closet. Enjoy additional storage with wall to wall built in cabinets in the guest bedroom. The lanai is situated over looking a beautiful landscaped area and pool it is perfect for your morning coffee or evening cocktails. If that's not enough this unit is coming TURNKEY FURNISHED for your convenience. This 55+ community is the perfect place for your retirement or winter retreat. Enjoy a dip in the large covered pool or socializing in the lush courtyard with neighbors. You are sure to make plenty of new friends in the community with plenty of group outings and get-togethers. Low HOA fees in a stable association that include your cable, trash, water. There is even a private gate so you can walk to Publix, shopping and restaurants. Everything the vibrant city of Sarasota has to offer is close by and waiting for you to enjoy!

2280 Stickney Point Road Unit 432, Sarasota
7294 Cloister Drive Unit 23, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Carrington Place SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully appointed 2-bedroom, 2-bath condo offering spacious, comfortable living in the heart of Sarasota’s Gulf Gate area. This second-floor unit is easily accessible by elevator and features the convenience of an in-unit washer and dryer. The generous living and dining area provides plenty of room for relaxing and entertaining, while both bedrooms are nicely sized with great closet space. The primary suite features a private ensuite bath and a large walk-in closet. Step outside to the quiet screened lanai, a perfect spot to enjoy your morning coffee, unwind at the end of the day and take in the peaceful Florida setting. The beautifully maintained community features a sparkling pool, tranquil pond and affordable HOA fees. Ideally located close to shopping, restaurants and everyday conveniences, with world-famous Siesta Key Beach just minutes away. Whether you’re looking for a full-time residence or a Florida getaway, this condo offers comfort, convenience and an incredible Sarasota lifestyle. Paradise at an affordable price!

7294 Cloister Drive Unit 23, Sarasota
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