South Sarasota Homes with Maintenance Amenities

South Sarasota Homes with Maintenance Amenities

Welcome to South Sarasota, a vibrant and picturesque community nestled in the heart of Florida's stunning Gulf Coast. Known for its warm climate, beautiful beaches, and rich cultural scene, South Sarasota offers residents a perfect blend of relaxation and recreation. With lush parks, scenic waterfronts, and a myriad of dining and shopping options, this charming city is ideal for families, retirees, and everyone in between.

One of the standout features of South Sarasota is its diverse real estate market, particularly the homes equipped with maintenance amenities. These properties are designed with convenience in mind, allowing homeowners to enjoy a carefree lifestyle without the burdens of routine upkeep. Imagine waking up to the gentle sounds of nature, knowing that lawn care, pool maintenance, and exterior repairs are all taken care of for you. This hassle-free living is perfect for those who want to spend more time enjoying the beautiful surroundings and less time worrying about home maintenance.

In South Sarasota, you’ll find a variety of homes that cater to different tastes and budgets, from charming single-family residences to modern townhouses. Many developments also feature community amenities such as swimming pools, fitness centers, and clubhouses, fostering a sense of community among residents.

Whether you are drawn to the area's stunning natural beauty or its vibrant social scene, South Sarasota promises a fulfilling lifestyle. Explore the possibilities of owning a home with maintenance amenities in this delightful city, and embrace the ease and enjoyment that comes with it!

Newest South Sarasota Homes with Maintenance Amenities

1720 Kestral Park Way S Unit 49, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Landings Carriagehouse SubDv. ⋅ 34231 Zip Code
Welcome to The Landings, one of Sarasota’s most sought-after gated communities west of the trail, where mature landscaping, winding tree-lined roads, and a true sense of privacy create a lifestyle that feels both peaceful and connected. Perfectly positioned along the only seawall-lined section of the lake, this maintenance-free Carriage House villa offers a rare combination of space, natural light, waterfront tranquility, and thoughtful upgrades in one of Sarasota’s most desirable locations. Offering 1,816 square feet of living space, this beautifully maintained residence features 3 bedrooms plus a flexible office/den, ideal for working from home, accommodating guests, or creating a private retreat. From the moment you step inside, soaring ceilings, expansive windows, and abundant natural light create an immediate sense of openness and comfort. Designed for effortless everyday living and entertaining, the spacious layout flows seamlessly between indoor and outdoor spaces, with multiple private patios and a glass-enclosed sunroom that is fully climate controlled with its own dedicated zoned system, allowing you to enjoy peaceful lake views year-round in total comfort. The interior blends timeless style with modern functionality, featuring quartz and granite countertops, rich wood cabinetry, luxury vinyl flooring, and stainless steel appliances. The primary suite offers a spacious and relaxing retreat with dual closets, an oversized vanity area, and an elegant ensuite bath finished with marble flooring and a walk-in shower. Additional upgrades and features include an Aerus air scrubber and purification system, hurricane-rated impact windows and sliding glass doors, a barrel tile roof replaced in 2022, and generous storage throughout. The detached extended one-car garage adds everyday convenience with an epoxy-coated floor, integrated laundry area, and additional storage space. Beyond the home itself, The Landings offers a lifestyle few communities can match. Residents enjoy scenic lakes, neighborhood parks, over 4 miles of walking and nature trails, a boardwalk, gazebo, and direct access to Roberts Bay with a private fishing pier and kayak launch. Optional membership to The Landings Racquet Club provides access to 8 Har-Tru tennis courts, pickleball, a fitness center, heated pool, spa, pro shop, library, clinics, lessons, tournaments, and year-round social events. Ideally located between the Siesta Key bridges, just minutes from Siesta Key Beach, top-rated schools, shopping, dining, and downtown Sarasota, this is more than a home—it’s an opportunity to experience the best of Sarasota living in a community residents truly love to call home.

1720 Kestral Park Way S Unit 49, Sarasota
8227 Varenna Drive, Sarasota
$685,000
3 Beds ⋅ 2 Baths ⋅ Esplanade By Siesta Key SubDv. ⋅ 34231 Zip Code
Expansive lake views and beautifully maintained interiors distinguish this end-unit villa in Esplanade by Siesta Key. Built in 2014, the single-story residence offers three bedrooms, two baths, a den, and an attached two-car garage. Eight-foot doors, plantation shutters, and ceramic tile flooring throughout complement the open layout. Tray ceilings add architectural detail to the den, dining room, living room, and primary bedroom. The kitchen features granite countertops, stainless steel appliances, and breakfast-bar seating that connects naturally to the great room, creating an inviting setting for everyday living and entertaining. The den provides flexible space for a home office or quiet retreat, while a separate laundry room with a built-in utility sink and cherry cabinetry adds storage and convenience. A new HVAC system installed in 2025 and an exterior freshly painted that same year further enhance the home’s appeal. An extended screened paver lanai makes the most of the broad lake outlook, offering a welcoming setting for morning coffee, outdoor dining, and unwinding beside the water. Esplanade by Siesta Key’s gated setting offers residents a clubhouse, fitness center, resort-style pool and spa, tennis and bocce courts, and a dog park. Nearby Siesta Key beaches, local dining, and shopping complete the opportunity to enjoy Sarasota’s coastal lifestyle.

8227 Varenna Drive, Sarasota
1423 Landings Place Unit 59, Sarasota
$670,000
3 Beds ⋅ 3 Baths ⋅ Landings Treehouse SubDv. ⋅ 34231 Zip Code
Virtually Staged. Step inside this beautifully renovated treehouse in the desired Landings Community. Enter under a majestic oak tree at the front door. Elegant walnut wood flooring throughout, stunning grass cloth focal wall, neutral paint throughout and tongue and groove woodwork on the vaulted living room ceiling. The mature landscaping Treehouse community is nature at its finest. Expansive wrap around porch allows you to enjoy the views and entertain year round.The kitchen is a chef's delight with custom wood cabinetry, granite countertops, center island and high end appliances. Wolf induction cooktop, SubZero refrigerator and Bosch dishwasher. On the second level is the upgraded master ensuite and custom designed master closet. A guest suite is currently used as an office and opens with double pocket doors to overlook the mail living space- a well thought our option for anyone working from home.The laundry has been relocated to the second floor.. The third bedroom has a walk-in closet and a private balcony. The guest bathroom has a spa tub. The attention to detail and luxury is a must see in this treehouse.2 new AC units were installed in 2023. Move in ready. Large dogs welcome. Membership to the Landings Racquet Club is optional.

1423 Landings Place Unit 59, 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
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
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
$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
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
$225,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
*NEW IMPROVED PRICE* 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! ALSO AVAILALE FOR IMMEDIATE YEARLY RENTAL.

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
$159,000
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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