South Sarasota Homes with Deed Restrictions Community Extras

South Sarasota Homes with Deed Restrictions Community Extras

Welcome to South Sarasota, a vibrant gem nestled in the heart of Florida’s picturesque Sarasota County. Known for its beautiful landscapes, thriving cultural scene, and sunny weather, South Sarasota offers an idyllic lifestyle that attracts residents from all walks of life. With its proximity to stunning Gulf Coast beaches, lush parks, and a variety of dining and shopping options, this community is perfect for those seeking both relaxation and adventure.

One of the standout features of South Sarasota is its charming homes with deed restrictions. These thoughtfully designed communities not only enhance the aesthetic appeal of the neighborhood but also foster a sense of pride and ownership among residents. With deed restrictions in place, homeowners can enjoy the peace of mind that comes from knowing their community is well-maintained and that property values are protected.

In South Sarasota, you'll find a diverse array of housing options, from cozy single-family homes to spacious villas, all set against a backdrop of swaying palm trees and vibrant gardens. Many of these communities offer fantastic amenities such as clubhouse facilities, swimming pools, and fitness centers, perfect for socializing and staying active.

Living in South Sarasota means embracing a lifestyle filled with outdoor activities, cultural experiences, and a strong sense of community. Whether you’re exploring the local art galleries, enjoying a day at the beach, or taking part in neighborhood events, you’ll find that South Sarasota is more than just a place to live—it's a place to thrive. Come discover your perfect home in this enchanting Floridian paradise!

Newest South Sarasota Homes with Deed Restrictions Community Extras

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
3416 Wilkinson Woods Drive Unit 63, Sarasota
$335,000
3 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
Beautifully updated 3-bedroom, 2-bath villa in the desirable Wilkinson Woods community, offering a spacious, comfortable floor plan in an incredibly convenient Sarasota location! Step inside and you’ll immediately appreciate the attention to detail, including crown molding, abundant natural light, and an updated kitchen designed for both style and everyday functionality. The kitchen features attractive finishes and thoughtfully designed pull-out storage, making cabinets and pantry items easy to access. The spacious living and dining areas flow nicely for entertaining, while the enclosed sunroom provides additional flexible living space with the floor professionally raised to create a level transition with the rest of the home. The large dining room mirror conveys and adds an attractive finishing touch to the space. Additional improvements include impact-resistant windows throughout the home, with the exception of the double French doors in the office, which are not impact glass. The HVAC system was installed in 2021 or newer and features a UV light installed in 2026. The water heater was replaced in August 2024, followed by the addition of a hot water circulation system in October 2024. The washer and dryer also convey. Storage is another standout feature, with a new attic access ladder and illuminated attic storage space above the garage. An invisible pet fence provides another convenient feature for pet owners. Wilkinson Woods offers a relaxed Sarasota lifestyle with community amenities including a clubhouse, swimming pool, tennis courts, and reclaimed-water irrigation. Association fees include cable TV, community pool access, common area insurance, exterior maintenance, grounds maintenance, and recreational facilities. The association has indicated that roof replacement is anticipated as part of a future community-wide roof project; timing and details should be independently verified with the association. Located in the heart of Sarasota, this home provides convenient access to shopping, restaurants, grocery stores, medical facilities, downtown Sarasota, Siesta Key and its world-famous beaches, Gulf Gate, cultural attractions, and Sarasota-Bradenton International Airport. If you’ve been looking for an updated Sarasota villa with generous living space, extensive improvements, community amenities, and easy access to everything the area has to offer, 3416 Wilkinson Woods Drive is one you’ll want to see!

3416 Wilkinson Woods Drive Unit 63, 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
84 Southwinds Drive, Sarasota
$264,900
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Welcome home to this absolutely immaculate double-wide in desirable Southwinds Mobile Home Park! Affordable living with monthly HOA dues of only $195 a month make this attractive immediately! Beautifully maintained, this inviting home offers a warm coastal feel from the moment you step inside. Don’t wait on this one—it’s a beauty and you'll love the tasteful furniture and decor! The spacious floorplan features 2 bedrooms plus a versatile den that could easily serve as a 3rd bedroom, home office, or guest space. Enjoy both formal living and dining areas, a comfortable Florida Room, and a spacious kitchen with a separate dinette. Sliding glass doors from the dinette bring in plenty of natural light and overlook the front of the home. Additional features include a covered carport, storage shed, and convenient inside laundry closet with washer and dryer included. Many improvements by Sellers including the following: Shingle Roof 2026*Shed Door 2025*Microwave 2023*Air Conditioner 2023*Washer 2020*Flooring upgraded 2019*FL Room Roof 2019*10 x 8 Shed for storage & much more! Situated toward the back of the community, the home enjoys a quieter location while still being just a short distance from the clubhouse and community amenities. The community pool is always a great place to meet up with your friends in the park, as well as pickleball and shuffleboard too! And ... the location is hard to beat! World-renowned Siesta Key and its beautiful beaches are just minutes away, along with the popular Gulf Gate shops and restaurants. Legacy Trail, Costco, fitness centers, shopping, and an abundance of dining options are all nearby. Cultural downtown Sarasota is approximately 15 minutes away, offering boutique shopping, restaurants, theaters, the opera, Marie Selby Botanical Gardens, and so much more. Southwinds is a welcoming 55+ co-op community known for its friendly atmosphere and wonderful sense of community. Come enjoy the Florida lifestyle and become part of this special neighborhood. This one truly stands out—schedule your showing today!

84 Southwinds Drive, Sarasota
5697 Ashton Lake Drive Unit 6, Sarasota
$236,000
2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code
Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. This much sought after 2-bedroom 2 bath, ground floor unit overlooking the vast expanse of Sunnyside Lake with very pleasant view. The screened lanai faces east and could be your observation deck as the Florida Wildlife entertains you. Unit is bright and airy. Updated in 2021 with vinyl floor, kitchen cabinets granite counter, updated bathrooms, and new stainless-steel kitchen appliances that will be installed the first week in October. Ashton Lakes is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, a shuffleboard, clubhouse, 2 heated pools, the large one with a lap lane, grilling stations and other amenities. Close to I-75 and rte.41, hospitals, schools, restaurants, shopping etc. We are also connected to Merchants Mart shopping center by a foot bridge, shops such as ACE, CVS, Restaurants, beauty salon, liquor store and the famous Detwiller's Farm Market. Roof 2009. Come be a part of this friendly community...

5697 Ashton Lake Drive Unit 6, Sarasota
4887 Peregrine Point Circle E, Sarasota
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. What if home felt like your own private Sarasota retreat, surrounded by nature, minutes from the water, and close to everything you love? Welcome to 4887 Peregrine Point Circle, a beautiful 3-bedroom home tucked inside The Landings, one of Sarasota’s distinctive gated West of Trail communities. Set on a large corner lot, this home offers 2 full baths, 1 half bath, a spacious den or office, generous living areas and a 3-car garage. Step outside and the backyard becomes your own Florida retreat, complete with a heated PebbleTec saltwater pool and covered screened lanai made for relaxed afternoons, outdoor dining and easy entertaining. Inside, skylights and Pella hurricane-impact windows fill the split-bedroom floor plan with natural light. Restored Saltillo tile, hardwood floors, graceful archways, decorative columns and crown molding bring warmth and character throughout. At the heart of the home, the open kitchen makes gathering easy with custom solid wood cabinetry, an oversized island, wet bar and walk-in pantry. Multiple living spaces open naturally to the lanai and pool, creating the indoor-outdoor connection Sarasota living is known for. Thoughtful updates include a new roof and skylights in 2021, HVAC system and all-new ductwork in 2023, renovated primary bath in 2023, new pool cage in 2024, new pool heat pump in 2025, restored Saltillo tile, sprinkler system in 2019, plus fresh interior and exterior paint in 2026. Beyond the home, The Landings offers a setting that is hard to duplicate, with winding tree-lined streets, lush tropical landscaping, shaded walking and biking trails, access to Roberts Bay and an extraordinary 78-acre contiguous mangrove preserve. Residents can launch a kayak or paddleboard from the waterfront, while optional membership to The Landings Racquet Club adds tennis, swimming and additional recreational and social amenities. With 24-hour gated security, shopping, dining and coffee just outside the gates, plus Siesta Key and downtown Sarasota only minutes away, this is a rare opportunity to enjoy space, privacy, nature and the Sarasota lifestyle in one special place. Come experience 4887 Peregrine Point Circle for yourself and schedule your private showing today.

4887 Peregrine Point Circle E, 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
5531 Cannes Circle Unit 403, Sarasota
$699,900
2 Beds ⋅ 2 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Welcome to this fully updated Coastal Modern 2 bedroom + DEN , 2 bath dream WATERFRONT condo in sought-after gated Phillippi Landings! You’ll enjoy gorgeous sunsets from your private screened-in balcony overlooking Phillippi Creek, the Intracoastal Waterway and a glimpse of the Gulf of Mexico just beyond. Starting with the kitchen, you’ll be impressed by the quartz waterfall countertop, sleek appliances, crisp stylish cabinets, and a custom pantry with pull-out shelves. The primary bedroom enjoys beautiful waterfront views and a luxurious en-suite bathroom featuring a soaking tub, walk-in shower and dual sinks. The layout is designed for both entertaining and relaxation, secluding the guest bedroom and bathroom from the main living spaces offering privacy and separation for visitors. The den offers flexibility for adding more room for guests or as your home office. The open layout features engineered hardwood floors, crown molding, and updated designer lighting. Expansive windows frame spectacular, elevated water views right from the main living area and bedroom areas. Superbly located, you are just minutes from Sarasota’s vibrant cultural hub, world-famous Siesta Key Beach, and an array of premier dining and shopping destinations. Enjoy the heated community pool, fitness center, and dog park. Plus, an on-site kayak launch, kayak storage, and a scenic walkway. As well as a dedicated side-gate entrance to the neighboring Phillippi Harbor marina for boating enthusiasts. Make this gem your home today!

5531 Cannes Circle Unit 403, Sarasota
1637 Brookhouse Court Unit 244, Sarasota
$396,500
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Don’t miss this spacious, TURNKEY FURNISHED unit in Pelican Cove – Sarasota’s premier 75-acre, gated community along Little Sarasota Bay. Your updated 3-bedroom home is light and bright with vaulted ceilings, three balconies and water views. With a convertible 3rd bedroom with sleeper sofa, you have plenty of space for family and friends. The main balcony sliders can be opened to enjoy the sights and sounds from this lushly landscaped property. The interior has 20” tile throughout the unit. The updated eat-in kitchen has white cabinets, solid surface countertops and sliding glass doors to the 2nd balcony where you can enjoy your morning coffee. The primary bedroom has water views and sliding glass doors to the balcony. There are dual closets in the primary bedroom– one is a cedar lined walk-in. Both bathrooms have been refreshed with new vanities and granite countertops. A large laundry room is located off the balcony. Lots of closet space and attic storage is a plus. One of the communities six pools is just around the corner. Award-winning Pelican Cove has 3 Clubhouses that host year-round activities. There is a fitness room, studio space for art, photography and woodworking. The large auditorium is used for concerts, lectures and art shows. Miles of scenic pathways lead to tennis and pickleball courts and the community-friendly dog park. Pelican Cove Yacht Basin has access to Midnight Pass and the Gulf with no fixed bridges. The marina includes an 86-boat slip marina with the ability to lease slips on a first-come-first serve basis along with canoe and kayak launch facilities-including over 100 storage racks. Visit the fishing docks or spend time at the waterside gazebo. With over 35 social clubs, you can be as busy as you want. Best of all, Pelican Cove is close to Siesta Key beaches. Great shopping and restaurants are just minutes away. Feel close to everything while living in the Sarasota’s hidden gem.

1637 Brookhouse Court Unit 244, 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
7113 Bright Creek Drive Unit 100, Sarasota
$310,000
2 Beds ⋅ 2 Baths ⋅ Woodside South SubDv. ⋅ 34231 Zip Code
STUNNING & UPDATED VILLA IN HIGHLY DESIRABLE WOODSIDE SOUTH! GULF GATE AREA! This beautifully maintained 2-bedroom, 2-bathroom villa offers a desirable split-bedroom floor plan, open living space, screened lanai, attached garage, guest parking, and an interior laundry/utility room with plenty of storage. Numerous updates include new ductwork (2021), roof (2021), hot water tank (2021), new kitchen disposal and interior plumbing re-pipe (2022), HVAC (2017). Enjoy the peaceful backyard view from your screened lanai, surrounded by the beautiful, mature landscaping Woodside South is known for. The community pool and clubhouse are just steps away from your back lanai, making it easy to enjoy the amenities right outside your door. Community amenities include a pool and clubhouse. Located in the Gulf Gate area, you’re just minutes from world-famous Siesta Key, restaurants, shopping, and the Legacy Trail. Maintenance fees include clubhouse and pool, exterior grounds and maintenance, roof maintenance, cable TV, trash, water, landscaping, pest control, and escrow reserves. With an excellent location, extensive updates, and a beautiful setting, this value-priced villa is a wonderful opportunity to enjoy the Sarasota lifestyle!

7113 Bright Creek Drive Unit 100, Sarasota
4802 Kestral Park Circle Unit 22, Sarasota
$510,000
2 Beds ⋅ 2 Baths ⋅ Landings Carriagehouse SubDv. ⋅ 34231 Zip Code
Fresh interior paint, updated lighting, and additional improvements, this corner Carriagehouse II residence in The Landings is refreshed and ready for you. Enjoy low-maintenance condominium living with generous indoor-outdoor space, including a full-width enclosed and air-conditioned sunroom and a spacious screened lanai overlooking mature landscaping. The community roof was replaced in 2026, and PGT WinGuard impact-resistant windows and sliding doors provide valuable storm protection and energy efficiency. Inside, the residence features an updated kitchen with pass-through access to the living area, freshly painted bathrooms, and an inviting living with a built in book case and a wood-burning fireplace. An additional pass through from the kitchen to an office as well. A one-car garage and nearby guest parking add convenience, while the corner location provides additional natural light. There is a washer dryer hook up in both the primary bedroom and an additional hook up in the garage as well. The Landings is a gated community featuring lush greenbelts, scenic lakes, a nature boardwalk leading to the Intracoastal Waterway, community pool, spa, and clubhouse. Optional membership to The Landings Racquet Club provides access to additional recreational amenities. Conveniently located near Siesta Key, Southside Village, downtown Sarasota, shopping, dining, and cultural attractions, this residence combines a desirable Sarasota location with thoughtful updates and low-maintenance living. Freshly updated and ready for its next owner.

4802 Kestral Park Circle Unit 22, Sarasota
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