South Sarasota Homes with Deed Restrictions Community Features

South Sarasota Homes with Deed Restrictions 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 welcoming atmosphere, South Sarasota offers a perfect blend of relaxation and recreation. This charming city is characterized by its lush greenery, serene waterways, and proximity to some of the state’s most beautiful beaches, making it an ideal destination for both families and retirees alike.

One of the standout features of South Sarasota is its Homes with Deed Restrictions communities. These thoughtfully designed neighborhoods provide residents with a sense of pride and community, ensuring that the aesthetics and upkeep of homes are maintained to high standards. This commitment to quality living not only enhances property values but also fosters a cohesive environment where neighbors become friends.

Residents can enjoy a variety of amenities within these communities, including well-kept parks, walking trails, and recreational facilities. Whether you’re looking to take a leisurely stroll, enjoy an afternoon picnic, or engage in community events, there’s something for everyone. Additionally, the deed restrictions help to preserve the beauty of the area, ensuring that South Sarasota remains a picturesque place to call home.

With its friendly community, stunning natural surroundings, and a commitment to maintaining a high quality of life, South Sarasota is more than just a place to live – it’s a lifestyle. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest South Sarasota Homes with Deed Restrictions Community Features

1634 Stickney Point Road Unit 34-202, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, Sarasota
5122 Kestral Park S, Sarasota
$1,450,000
4 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Discover an exceptional opportunity in the Landings, one of Sarasota's most sought-after communities, ideally situated West of the Trail. Custom-built and lovingly maintained by the original owner, this spacious residence offers over 3,700 square feet of gracious living space, featuring four bedrooms and two-and-a-half baths. Thoughtfully designed for both everyday comfort and effortless entertaining, the home presents a wonderful opportunity to personalize and create a space uniquely your own. At the heart of the home, a generously sized kitchen with abundant storage opens seamlessly to an inviting family room, complete with a wood-burning fireplace. The expansive primary suite offers a private retreat, featuring two walk-in closets, walk-in shower, jacuzzi tub, and personal sauna. Outside, a circular driveway welcomes you home, complemented by a discreet side-entry garage. A screened porch provides the perfect setting for al fresco dining or quiet relaxation, overlooking the natural beauty and privacy of the preserve. With ample room to add a pool, the outdoor space offers endless possibilities for creating your own oasis. A rare opportunity to make your mark on a beautifully maintained, custom-built home in an established Sarasota community, where privacy, convenience, and timeless potential all come together.

5122 Kestral Park S, Sarasota
7214 Cloister Drive Unit 7214, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Club Of Sarasota SubDv. ⋅ 34231 Zip Code
Spacious, serene, and full of potential, this two-bedroom, two-bath condo is tucked away on a cul-de-sac with convenient access to Siesta Key Beach, dining, and shopping. Inside, vaulted ceilings and expansive double sliders create an open feel, connecting the living space to a screened porch that overlooks open greenspace. You’ll appreciate the in-unit laundry and an exceptionally large attic for tons of storage spanning much of the home, complete with a pull-down ladder and lighting—remarkable for a condo of this size! Clean and well cared for, the home offers a great opportunity to personalize and make it your own. Recent updates include HOA replacement of the roof and skylight in 2025, PGT hurricane-rated front windows in 2023, a water heater replaced in 2023, and newer HVAC installed in 2023. A spacious condo with desirable features and room to add your own changes—come see the possibilities!

7214 Cloister Drive Unit 7214, Sarasota
1614 Stickney Point Road Unit 1614-1, Sarasota
$330,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Enjoy the best of the Sarasota lifestyle at Castel Del Mare, a beautifully maintained waterfront community ideally located just before the Stickney Point Bridge to Siesta Key. This charming 2-bedroom, 1.5-bath condominium is offered fully furnished and features a new A/C system, making it truly move-in ready. Set on approximately eight acres along Little Sarasota Bay, Castel Del Mare offers an exceptional array of amenities, including two swimming pools—one overlooking the bay—tennis, shuffleboard, a waterfront boardwalk, bayside gazebo and clubhouse. Enjoy peaceful waterfront surroundings while being just minutes from the world-famous beaches of Siesta Key, as well as nearby restaurants, shopping and entertainment. Whether you’re looking for a full-time residence, seasonal retreat or investment opportunity, this furnished condo offers an outstanding combination of location, lifestyle and convenience.

1614 Stickney Point Road Unit 1614-1, Sarasota
1703 Starling Drive Unit 1703, Sarasota
$645,000
3 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Eagles Point Villa | The Landings, West of the Trail Tucked behind The Landings’ 24 hour manned gatehouse in the coveted area West of the Trail, this Eagles Point villa offers the kind of easy, lock and leave living that makes Sarasota feel like a permanent vacation. A private gated courtyard welcomes you into a light and bright home with southern exposure and serene preserve views. The main level is designed for the way people actually live: an open living and dining area with volume ceilings flows out to a screened lanai with soaring 24 foot ceilings and wonderful privacy. A pass through connects to the eat in kitchen, complete with granite counters, stainless appliances and a walk in pantry, along with a separate laundry room and a powder room for guests. The first floor primary suite is a true retreat, featuring an updated en suite bath and a custom walk in closet. Upstairs, a skylit loft overlooks the living area below, ready to become an office, den or reading nook. Two additional bedrooms and a full bath complete the level, offering plenty of room for family, guests or a creative studio. Designer lighting and fans add a polished finish, while storage is abundant throughout. The two car garage with built in storage is a rare find in The Landings. Very good news for anyone who owns more beach chairs than they care to admit. Membership in The Landings Racquet Club brings lighted Har-Tru tennis courts, pickleball, a heated pool, fitness center and a lively social calendar. Stroll to the Intracoastal to watch the boats drift by, then enjoy nearby shopping and dining, with Sarasota Memorial Hospital and Siesta Key’s famed Crescent Beach just minutes away. The residence is staged to showcase its possibilities and is offered unfurnished, a blank canvas ready for your own style.

1703 Starling Drive Unit 1703, Sarasota
2913 Captiva Gardens Drive Unit 2, Sarasota
$219,000
2 Beds ⋅ 2 Baths ⋅ Captiva Gardens SubDv. ⋅ 34231 Zip Code
Garden views, two separate living areas, and a short drive to Siesta Key Beach set this 2-bedroom, 2-bath single-story villa in Captiva Gardens apart, a small, landscaped community in Central Sarasota tucked between US-41 and Beneva Road. With 1,206 heated square feet (1,638 total), an attached 1-car garage, and an HOA that handles nearly every exterior chore, it's an easy, low-maintenance way to own in one of Sarasota's most convenient pockets. The ground-level entry opens to a spacious living room with room for a full sofa arrangement and a dining set, while a separate family room gives you a second space for a home office, a reading room, or a TV den that stays out of the main flow. The well laid out kitchen comes with a range, refrigerator, and dishwasher already in place. The primary bedroom and the second bedroom each have built-in closets, and with two full baths, nobody is waiting on a shared bathroom. Ceiling fans keep air moving through the main rooms, and the floors pair carpet in the softer spaces with easy-care ceramic tile where it counts. The enclosed lanai is the spot for morning coffee or an evening wind-down, looking out over mature landscaping and garden views kept green by the community's irrigation system. The attached 1-car garage holds the laundry hookups along with parking and storage, so there's no shared laundry room and no hauling groceries across a lot. Block and stucco construction, a shingle roof, and central air and heat round out the essentials. Captiva Gardens is built around low-maintenance living. The HOA covers cable TV, the community pool, insurance, exterior, grounds, and repair maintenance, pest control, sewer, trash, and water, which takes a long list of monthly bills and weekend projects off your plate. Residents also have use of the clubhouse for gatherings and the community pool, and a lake adds a peaceful backdrop to the grounds. Pets are permitted within association weight limits (16 to 35 lbs), and the community is not age-restricted. Location is a big part of the appeal. Siesta Key Beach, repeatedly ranked the No. 1 beach in the U.S. by Tripadvisor and famous for its powder-soft, 99% quartz sand that stays cool underfoot, is just minutes away for sunset swims and the long-running Sunday drum circle. Closer still, Gulf Gate Village packs more than 150 locally owned shops, restaurants, bakeries, and bars into a walkable district, with grocery stores, everyday services, and the Gulf Gate Library nearby. Downtown Sarasota's dining, theater, and bayfront are a quick drive north on US-41, and Sarasota-Bradenton International Airport is roughly 11 miles away. The home is not currently tenant occupied and is available for cash, conventional, FHA, or VA financing. A single-story Sarasota villa at $219,000 with this much covered by the HOA and the beach this close is worth seeing in person. Schedule your private showing today.

2913 Captiva Gardens Drive Unit 2, Sarasota
2320 Aquabluff Place Unit V274, Sarasota
$248,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
One or more photo(s) was virtually staged. This vibrant 55+ maintenance-free coastal living (4.4 miles from Siesta Key Beach) awaits in the highly sought-after waterfront community of Strathmore Riverside Villas! This immaculate 1,120 sq. ft. villa boasts modern structural peace of mind, featuring impact glass windows, a new roof, and updated HVAC. An absolute dream for boaters and anglers alike, the community showcases a Private Marina, fishing pier with a cleaning station and a newly updated concrete seawall.. Two boat spots available accommodate up to a (24ft x 8ft) watercraft (available on a first-come, first-served basis, wait list-2 currently available) for just $1,400 annually, offering direct, single-bridge navigable access down Phillippi Creek (15 min to ICW )straight to the Intracoastal Waterway (1.4 miles/15 min). The comprehensive $725/mo condo fee bundles premium value, covering your water, sewer, trash, internet, master building insurance, grounds maintenance, on-site manager, and fully funded escrow reserves. Steps away, enjoy a lavish waterfront clubhouse complete with a fitness center, billiards, card rooms, saunas, and a sprawling geothermally heated outdoor pool. Two pets are welcome (dogs restricted to 15? shoulder height).

2320 Aquabluff Place Unit V274, Sarasota
3524 Green View Court Unit 49, Sarasota
$220,000
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
Discover vibrant, worry-free 55+ living in Sarasota’s sought-after Village in the Pines. This beautifully updated, partially furnished (list provided) two-bedroom, two-bathroom villa has been meticulously maintained and offers true peace of mind, with a brand-new A/C, newer roof, custom landscaping, and updated washer/dryer, refrigerator, and stove. Inside, an open layout showcases pristine vinyl plank flooring, quartz countertops, sleek shaker cabinetry, and stylish lighting. It flows seamlessly out to a sunny spacious lanai a perfect spot to relax and watch local birds and wildlife over peaceful green space. Life here is friendly and active. Low-maintenance condo fees cover water, sewer, trash, cable, highspeed internet, pest control, and exterior maintenance, and residents enjoy a sparkling heated pool and clubhouse. Siesta Key Beach, top-rated dining, shopping, and easy highway access are all just minutes away.

3524 Green View Court Unit 49, Sarasota
2610 Regatta Drive, Sarasota
$384,900
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
5800 Hollywood Boulevard Unit 125, Sarasota
$135,000
1 Beds ⋅ 1 Baths ⋅ Baywood Colony Gdn Apts SubDv. ⋅ 34231 Zip Code
LOCATION – LOCATION – LOCATION - This one bedroom and one bath condo has been fully updated with new Luxury Vinyl Plank flooring, Granite Counter Tops, New appliances and renewed kitchen cabinets. A new A/C unit was installed in 2021. The bathroom has been fully updated with a walk-in shower, new vanity, and lighting. The Condo Association installed a new roof in 2024 and Hurricane Impact Windows in 2017. The monthly Condo Fee is $741 which includes Cable TV and Trash Collection. There is a private storage unit right outside the front door and a laundry room located in a separate building. Baywood Colony is a highly sought after neighborhood for those seeking a great location West of the Tamiami Trail. This location is close to all area beaches. Adjacent to the development is the Phillippi Estate Park with walking trails, kayaking, fishing and picnic pavilions. Every Wednesday from 9 a.m. to 1 p.m. during the months of October to April there is a Market with fresh produce, prepared foods and live music in the Park. Arlington Park, which is part of the Sarasota County Park System, is located close by and has a lap pool and indoor pickle-ball courts. This condo location is just minutes from downtown and close to nearby restaurants and multiple retail stores.

5800 Hollywood Boulevard Unit 125, Sarasota
1708 Glenhouse Drive Unit 314, Sarasota
$340,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Own your little piece of paradise at Pelican Cove. Enjoy the convenience of ground-floor living in this spacious 2-bedroom, 2-bath condo, with one of the community's many pools just steps from your lanai, perfect for relaxing or taking a refreshing dip anytime. This residence is located just a short stroll to the Glenhouse pool and tennis courts, in this picturesque canopy-tree community on the shores of Sarasota Bay. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Come and see it today!

1708 Glenhouse Drive Unit 314, Sarasota
1640 Stickney Point Road Unit 40-101, Sarasota
$319,000
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, 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, Sarasota
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