South Sarasota Homes with Sidewalks Community Features

South Sarasota Homes with Sidewalks Community Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s stunning Gulf Coast. Known for its picturesque landscapes, vibrant culture, and exceptional quality of life, South Sarasota offers a perfect blend of suburban charm and urban convenience. With its sun-kissed beaches, lush parks, and a thriving arts scene, this area is an ideal place for families, retirees, and everyone in between.

One of the standout features of South Sarasota is its commitment to community living. Homes within this charming region are designed with accessibility and connectivity in mind, boasting sidewalks that encourage leisurely strolls and vibrant neighborhood interactions. Imagine taking morning walks with your family or enjoying an evening jog while surrounded by friendly neighbors and beautifully landscaped streets. The sidewalks not only enhance the aesthetic appeal of the community but also promote an active lifestyle, making it easy to explore nearby parks and recreational areas.

In addition to its walkable neighborhoods, South Sarasota is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away. Whether you’re looking to enjoy a day at the beach, indulge in local cuisine, or immerse yourself in the arts, South Sarasota has something for everyone.

With its welcoming atmosphere and community-focused features, South Sarasota is more than just a place to live; it’s a place to thrive. Come discover the charm and warmth of this beautiful city, where your dream home awaits amidst a vibrant and friendly community!

Newest South Sarasota Homes with Sidewalks Community Features

7323 Bounty Drive, Sarasota
$438,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Woods SubDv. ⋅ 34231 Zip Code
BUYERS: THIS HOME IS PRICED TO SELL. IT IS AN OUTSTANDING OPPORTUNITY! GULF GATE WOODS IS A FANTASTIC NEIGHBORHOOD CLOSE TO SHOPPING , GREAT RESTAURANTS, AND A SHORT DRIVING DISTANCE TO WORLD FAMOUS SIESTA BEACH. HOMEOWNERS LOVE THE VERY LOW HOA FEES, $75 / YEAR!!! THIS HOME IS SITUATED ON A BEAUTIFUL TREE HOMESITE. SOME OUTSTANDING FEATURES INCLUDE AN UPDATED KITCHEN WITH WOOD CABINETS, STAINLESS APPLIANCES, AND A WONDERFUL BREAKFAST ROOM OVERLOOKING THE BEAUTIFUL BACK YARD! TILE AND SOLID WOOD PLANK FLOORING GRACE THIS BEAUTIFUL HOME. THE BEDROOMS ARE ACCENTED WITH BEAUTIFUL WOOD FLOORS, UPDATED BATHROOM, BOTH BEDROOMS HAVE LARGE WIC! NEWER TILE ROOF, RELAX IN THE EXTENDED CAGED LANAI WITH BRICK PAVERS AND A LOVELY VIEW! THIS HOME IS A GREAT BUY!!!

7323 Bounty Drive, Sarasota
3465 Clark Road Unit 263, Sarasota
$148,000
2 Beds ⋅ 2 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Ready now for a new owner! This well maintained, freshly painted and updated unit is located upstairs with a balcony view of mature oak trees. Two bedrooms and two bathrooms make for a very comfortable living space. Sienna Park offers great community amenities including a heated pool, fitness center, dog park, and more. This central location puts you close to shopping, restaurants and beaches. This condo is close to everything Sarasota has to offer!

3465 Clark Road Unit 263, Sarasota
6926 Antigua Place, Sarasota
$419,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Investors and future snowbirds—discover this Gulf Gate home on a generous 9,600-square-foot lot. Offering two bedrooms, two baths, a separate office, and an extended one-car garage with laundry, this inviting home is a great find with an existing tenancy. The open floor plan features bright living and dining areas, an updated kitchen and baths, and wood and tile flooring throughout. The spacious primary suite includes a remodeled ensuite bath. Outside, a privacy-fenced yard and terrace are tastefully landscaped with tropical and flowering plants. The roof was replaced in 2018. Enjoy a convenient location near Gulf Gate Village’s shops and restaurants, Gulf Gate Library, the Legacy Trail, Costco, and Siesta Key beaches. Downtown Sarasota is approximately a 20-minute drive away, with arts and culture, live theater, fine dining, entertainment, shopping, movie theaters, opera, and Selby Gardens. The home is tenant-occupied under a lease through December 31, 2027, with potential for an extension. The tenants would like to remain, making this an appealing opportunity for buyers seeking a property with existing tenancy.

6926 Antigua Place, Sarasota
2610 Regatta Drive, Sarasota
$374,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
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, Sarasota
1640 Stickney Point Road Unit 40-101, Sarasota
$304,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, sells fully turnkey 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, Sarasota
3458 Wilkinson Woods Drive Unit 2, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
UPDATED THROUGHOUT, NEWER FLOORING, WATER HEATER, LED DIMMABLE LIGHTING, SOFT CLOSE CABINETRY, TILE, JETTED SPA TUB, OVERSIZED WALK IN SHOWER, GRANITE SINKS, HIGH END FAUCETS, LADIES VANITY, WALK IN CLOSETS, MURPHY BED, TWO FULL UPDATED BATHROOMS, LARGE ENCLOSED LINAI, PRIVATE PATIO, NEWER WATER HEATER, WASHER AND DRYER, UTILITY SINK, HUGE DRIVEWAY, 2 CAR GARAGE. HEATED SWIMMING POOL, CLUBHOUSE & TENNIS JUST STEPS AWAY. EXTERIOR MAINTENANCE, INSURANCE, INTERNET AND CABLE INCLUDED. CALL FOR A SHOWING TODAY

3458 Wilkinson Woods Drive Unit 2, Sarasota
1636 Stickney Point Road Unit 201, Sarasota
$315,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to This Move In (and Rent Ready) Condo in the Highly Desirable Castel Del Mare Condo Community in Siesta Key ! This Bayfront Neighborhood is ideally Situated at the Gateway to the "Hidden Jewel of the Bay" & Offers an Unmatched Combination of Convenience & Lifestyle Amenities for the Value. Step Inside to Neutral Decor & an open Floor Plan ! Many Furnishings Negotiable ! Solid Surface Flooring Throughout. The Updated Kitchen Features Plenty of Cabinetry, Granite Counters, Pantry, & Eat In Breakfast Bar Accompanied by a Dining Area. The Spacious Great Room Offers Plenty of Space to Entertain & Has Access to the Covered Lanai. Down the Hall are the Bedrooms Including the Primary Suite Which Includes an En Suite Bath, Large Walk in Closet, & Private Access to the Lanai. The Laundry & More Storage Area Can Also be Found Outside. Newer HVAC ! This Resort Style Complex Makes for the Complete Lifestyle Experience with Two Pools (One Overlooking the Intercoastal), Tennis/Pickleball Courts, Shuffleboard, Kayak Racks, Boardwalk & Bayside Gazebo, & a Fishing Pier All Set Up Amongst a Gorgeous Waterfront. Located Just Steps From Shopping, Fine Dining, & Everything You Need - Including the Beach ! Whether for a Full Time Residence, Seasonal Escape, or an Investment Opportunity - This Affordable Condominium in a Fantastic Location is a Must See for Your Dream Sarasota Living !

1636 Stickney Point Road Unit 201, Sarasota
1515 Clower Creek Drive Unit HA158, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to the award-winning waterfront community of Pelican Cove, where lush tropical grounds, an incredible array of amenities, activities, and social clubs create a truly exceptional Sarasota lifestyle. This GROUND-FLOOR WATERFRONT CONDO enjoys a prime location overlooking the entrance to beautiful Clower Creek. The light and bright END-UNIT features additional windows for added light, neutral tile flooring, updated bathrooms, a newer electrical panel, upgraded raised-panel doors throughout, modern paint colors, and a new A/C system. Step outside from the sliding glass-enclosed lanai to the oversized waterfront Trex-type deck and relax while enjoying abundant wildlife, tropical surroundings, and boats as they cruise into the canal. Offered turnkey furnished, this inviting condo is move-in ready and provides the perfect opportunity to enjoy the Pelican Cove lifestyle from day one. PELICAN COVE FEATURES includes over 28+ organized clubs including art & sculpture, active yacht club, folk music, photography & cinema clubs, social clubs, and many more. There is a for-fun “Pelican Cove University” covering several diverse subjects like politics, history, financial topics, and much more. The community has a woodworking studio, pottery studio, many card-playing clubs, water exercise & yoga, and a tennis club. There are several yearly jazz and cultural concerts and a few harborside concerts as well. Pelican Cove has a 24-hour gated and staffed entrance, 87-slip boat harbor with over 130 kayak/canoe storage racks & launch docks, fishing docks, three very active clubhouses, large exercise room, six heated pools, hot tub, basketball, dog exercise area, 5.5 miles of meandering boardwalks & nature trails, two lighted tennis courts and six lighted pickleball courts all in an award-winning community with unbelievably well-manicured tropical grounds! Welcome to Pelican Cove!

1515 Clower Creek Drive Unit HA158, Sarasota
7143 Wood Creek Drive Unit 203, Sarasota
$229,900
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. A large storage area and carport at your doorstep. 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
2510 Bispham Road, Sarasota
$384,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
There's a lot to love about this charming Gulf Gate residence- the location, the well-appointed interior, and the oversized impeccably landscaped lot all come together to create a package that offers great value! This two bedroom home offers a spacious split floor plan with nice interior updates including luxury vinyl flooring throughout, can lighting, updated kitchen with stainless steel appliances and butcher block countertops, updated bathrooms and much more. There is an extended, pavered, covered lanai for enjoying the Florida outdoor lifestyle. The landscaped front and backyards round out this amazing offering. The shingle roof was replaced in 2017. The Gulf Gate location is really what its all about- just a short drive to Siesta Key Beach, easy access to retail, shopping and night life- this location has it all. Don't wait- schedule your private showing today!

2510 Bispham Road, Sarasota
1720 Glenhouse Drive Unit 328, Sarasota
$318,500
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
1650 Assisi Drive Unit 16, Sarasota
$1,349,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within Portofino on the Bay, an intimate gated Mediterranean-inspired enclave of just 20 residences in the Sarasota/Vamo area, this beautifully updated four-bedroom home combines privacy, resort-style outdoor living and convenient access to Little Sarasota Bay. The community offers waterfront access with a dock, kayak storage and launch. An assigned boat slip with lift—one of only six available within the community—is also available for purchase separately for an additional $120,000. Double entry doors open to a dramatic two-story foyer and an inviting open-concept floor plan. Soft neutral finishes are complemented by custom window and door trim, crown molding on both levels and plantation shutters throughout the home—even in the garage, which also features durable epoxy flooring. The main living room is anchored by a striking floor-to-ceiling stone gas fireplace, creating a natural centerpiece for entertaining and everyday living. The adjoining kitchen features bright soft-close cabinetry, a built-in cooktop, stainless steel appliances and a convenient closet pantry. The first-floor Owner’s Retreat provides a private wing of the home and features a tray ceiling, French doors opening directly to the pool patio and its own dedicated A/C zone—one of three independent systems in the residence. The ensuite bath includes dual sinks, a makeup vanity, walk-in shower, bidet, soaking tub and generous walk-in closet with custom built-ins. Also on the main level is a den with tray ceiling, ideal for a home office, library or flex space, along with a guest half bath. A wrought-iron staircase leads upstairs to a central loft and three additional bedrooms, each accented by tray ceilings. Two guest bedrooms open directly onto the renovated second-floor balcony overlooking the pool and backyard, while the fourth bedroom features soaring ceiling height and abundant natural light. The second floor is served by its own dedicated A/C zone. The backyard has undergone an extensive renovation designed to create a true Florida outdoor-living retreat. Improvements include a newly refinished pool surface, expansive travertine pool deck and patio, brand-new panoramic pool cage, and renovated second-floor balcony overlooking the outdoor living area. At the center is the heated saltwater pool and spa, complemented by a convenient pool half bath and outdoor shower. The result is a spacious, low-maintenance setting for entertaining, swimming and enjoying Sarasota's year-round outdoor lifestyle. Located in an X Flood Zone and with no prior hurricane damage, the home is approximately six miles from world-renowned Siesta Key Beach and nine miles from Downtown Sarasota's dining, arts, entertainment and shopping. Everyday conveniences are equally accessible, including Costco and the redevelopment of nearby Sarasota Square, bringing additional retail and services to the area. For boating enthusiasts, the opportunity is particularly rare: an assigned boat slip with lift, one of only six within Portofino on the Bay, is available separately for an additional $120,000.

1650 Assisi Drive Unit 16, Sarasota
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