South Sarasota Homes with Maintenance Amenities

South Sarasota Homes with Maintenance Amenities

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s picturesque Sarasota County. Known for its stunning landscapes, vibrant culture, and inviting community, South Sarasota offers a lifestyle that perfectly blends relaxation and recreation. With its proximity to the sparkling Gulf Coast, residents enjoy easy access to pristine beaches, lush parks, and a variety of outdoor activities that cater to all ages.

One of the standout features of South Sarasota is its diverse array of homes, many of which come with maintenance amenities that make life easier and more enjoyable. Imagine living in a community where lawn care, pool maintenance, and landscaping are taken care of, allowing you to spend more time enjoying the beautiful Florida sunshine. These homes are designed for those who value convenience and a carefree lifestyle without sacrificing comfort or style.

In addition to maintenance-free living, South Sarasota boasts a rich tapestry of cultural offerings, including art galleries, theaters, and an array of dining options ranging from casual eateries to upscale restaurants. The area’s vibrant community events and festivals foster a strong sense of belonging, making it easy to forge lasting friendships with neighbors.

Whether you’re a retiree seeking tranquility, a family looking for a friendly environment, or a young professional craving an active lifestyle, South Sarasota has something for everyone. Experience the charm and convenience of this delightful city, where your dream home awaits amidst stunning surroundings and a welcoming community. Discover South Sarasota today – your perfect piece of paradise in Florida!

Newest South Sarasota Homes with Maintenance Amenities

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
1740 Assisi Drive, Sarasota
$1,289,000
4 Beds ⋅ 6 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A select builder has plans ready for this lot, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. The style of the home must match the community guidelines. The property is also located close to the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay to relax, and a community day dock available upon reservation. If a resident is selling, a private boat slip may become available. Enjoy direct access to the Intracoastal Waterway. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, 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
1711 Pelican Cove Road Unit GL342, Sarasota
$329,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to Pelican Cove, one of South Sarasota’s best-kept secrets. This property is rented this January February and March 2027. Set within a stunning 75-acre gated waterfront community, this inviting two-bedroom, two-bath condominium offers a spacious primary bedroom with a walk-in shower, a roomy guest bathroom with a tub/shower combination, and an open-concept dining and living area that flows to a private lanai and outdoor patio. Surrounded by lush tropical landscaping and scenic walking paths, Pelican Cove delivers an exceptional Florida lifestyle with an 86-slip harbor offering affordable boat dockage, a kayak and canoe launch, six heated swimming pools, a hot tub, three clubhouses, lighted tennis and pickleball courts, a basketball court, a dog-walking area, nature trails, boardwalks, fishing, gazebos, a fitness center, water-exercise classes, two art studios and a pottery classroom. Residents can also enjoy Pelican Cove University, more than 37 clubs and special-interest groups—including photography, fiber arts, yoga, culinary arts, card clubs, woodworking, and sculpting—as well as regular jazz and classical music concerts. Whether you are seeking a relaxing retreat, an active social community, or your next investment opportunity, this condominium checks all the boxes. Schedule your showing today!

1711 Pelican Cove Road Unit GL342, 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
5239 Heron Way Unit 102, Sarasota
$345,000
2 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Come live the Landings lifestyle in this 2 bedroom, 2 bath coach home at Landings South III. Walk into the residence and water views of the lake and fills the space with light, bright, and airy feeling from the moment you walk in. Luxury vinyl flooring runs throughout, giving the home a sleek, cohesive feel that's as easy to live with as it is to look at. The spacious primary suite offers two closets, giving you the kind of room to breathe that's hard to find, and interiors throughout have been thoughtfully updated, so you get move in ready polish paired with the everyday comfort of coach home living. A private garage adds everyday convenience, and furnishings are negotiable, making the transition as easy as the setting itself. Step outside and the lake view becomes your daily backdrop, whether you're sipping coffee on the patio or simply enjoying the quiet. And when you're ready to be social, the Landings Racquet Club is right there with eight har tru tennis courts, a heated pool and spa, an exercise room, and a calendar full of activities that make it easy to meet people and build real friendships. The Landings also offers a nature trail leading to a fishing pier and gazebo, complete with kayak storage for those who like their weekends a little wetter. Tucked into a gated neighborhood west of the trail, this community keeps you close to the revitalized Landings Shopping Center, Siesta Key, and downtown Sarasota, so everything you need is always just around the corner.

5239 Heron Way Unit 102, Sarasota
1519 Pelican Point Drive Unit 288, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to your fully furnished, TURNKEY water view condo. Simply move-in and take in the tranquil Little Sarasota Bay and marvel at the dolphins, manatees, birds, and other wildlife. This remodeled 2 bed/2 bath condo features soaring cathedral ceilings, clerestory windows, generous open floor plan and luxury vinyl flooring throughout. This bright and peaceful second-floor unit is centrally located within the 75-acre, botanic garden-like setting of Pelican Cove. 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 nearby. Siesta Key and downtown Sarasota are in very close proximity as well.

1519 Pelican Point Drive Unit 288, 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
5826 Driftwood Place, Sarasota
$279,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Welcome to an exceptional opportunity to own a beautifully updated villa in one of Sarasota's most desirable location West of Trail in Baywood Colony. Offering an outstanding combination of location, value, and peace of mind, this may be the best-priced villa available in this sought-after area. This well-maintained residence has been thoughtfully updated with many of the big-ticket items already taken care of. The home has never flooded and features hurricane impact windows installed in 2025, a new HVAC system from 2025, and a new water heater installed in 2026. The kitchen was renovated in 2023, the electrical panel was updated in 2021, and the sewer lines were updated in 2018. The property also features a durable rubber membrane roof, plenty of storage and a quaint brick paved patio for grilling out and sunbathing! Inside, the villa offers a comfortable Florida lifestyle with an inviting layout and modernized finishes, making it easy to move right in and enjoy. With so many important improvements already completed, you can spend less time worrying about major maintenance and more time enjoying everything Sarasota has to offer. Located in Baywood Colony, this home puts you in the heart of the highly desirable West-of-Trail area, close to Phillippi Estate Park, shopping, dining, downtown Sarasota, and the world-famous beaches of Siesta Key.

5826 Driftwood Place, 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
1780 Phillippi Shores Drive Unit A3-5, Sarasota
$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
1608 Stickney Point Road Unit 8-107, 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
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