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. This vibrant community, located in Sarasota County, offers a perfect blend of suburban charm and coastal allure. With its lush landscapes, beautiful parks, and proximity to pristine beaches, South Sarasota is a haven for families, retirees, and anyone looking to embrace a relaxed yet active lifestyle.

One of the standout features of South Sarasota is its diverse range of homes, many of which are situated in deed-restricted communities. These neighborhoods are designed to maintain the aesthetic integrity and value of the area, ensuring that residents enjoy a well-kept environment. With thoughtfully planned community features, residents can take advantage of amenities such as swimming pools, fitness centers, tennis courts, and walking trails, all while enjoying the sense of security that comes from living in a deed-restricted area.

The community spirit in South Sarasota is palpable, with regular events and activities that foster connections among neighbors. Whether you’re enjoying a sunny afternoon at one of the local parks or exploring the charming shops and restaurants nearby, there’s always something to do. Plus, with easy access to the beautiful beaches of Siesta Key and the cultural attractions of downtown Sarasota, residents are never far from adventure.

In South Sarasota, you’ll find not just a home, but a lifestyle that embraces the best of Florida living. Come and discover why this community is the perfect place to plant your roots!

Newest South Sarasota Homes with Deed Restrictions Community Features

$143,500
2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code
DON'T MISS THIS ! 2 bed/2bath ground floor condo with private patio. has been rented for the past 13 years, vacant now, Close to restaurants shopping, grocery and schools. Extra storge closet, pool and fitness center. All measurements should be verified by buyer or buyers agent

2763 Woodgate Lane Unit 104, Sarasota
$3,300,000
Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Rare opportunity to create a custom waterfront residence on approximately 0.95 acres in Sarasota. Located on Tidewood Avenue, this spacious corner lot homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 14 also available. Lots can be combined MLS#a4702292)

Tidewood Avenue, Sarasota
$159,000
1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code
Location, location! 1 bedroom, 1 bath first floor end unit condo located just 4 miles from world-renowned Siesta Key beach. Offered turnkey furnished, this condo is perfect as a second home or as an investment property. The bright, open floor plan features low-maintenance tile flooring, newer windows and sliding door, an in-unit washer and dryer, new ceiling fans and an HVAC system installed in 2020. The updated kitchen offers stainless-steel appliances, granite countertops and light cabinetry, while the renovated bathroom provides a fresh, modern finish. A private, fenced courtyard with a partially covered patio creates an inviting space for relaxing outdoors or accommodating a pet. Sienna Park amenities include a heated pool, clubhouse with fitness center, tennis and basketball courts, sand volleyball, grilling areas and a fenced dog park. The building’s roof was replaced in 2023, and the assessment has being paid off by the seller. The monthly association fee includes building insurance, water, sewer, trash and exterior maintenance. With its excellent location and successful rental history, this furnished condo offers an appealing opportunity as a primary residence, seasonal retreat or investment property. Sienna Park is convenient located near shops, restaurants & beaches, and only 4 miles to access to I-75. Click Virtual Tour Link to experience the immersive 3D tour.

3413 Clark Road Unit 114, Sarasota
$2,550,000
Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Rare opportunity to create a custom waterfront residence on approximately 0.70 acres in Sarasota. Located on Tidewood Avenue, this spacious homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 15 Available. Lots Can Be Combined MLS#A4702296)

Tidewood Avenue, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Manor SubDv. ⋅ 34231 Zip Code
Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! Offering the perfect blend of comfort, affordability and coastal lifestyle. Just minutes from Worlds Famous Siesta Key Beach. As a primary residence or a seasonal retreat, Gulf Gate Manor is know for its friendly atmosphere, mature landscaping and unbeatable proximity to Sarasota's beaches, cultural attractions, shopping, dining and more. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought after location.

2450 Terry Ln, Sarasota
$419,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
This exceptional residence is truly one of a kind and unlike any comparable property in the community. More than simply updated, this villa has been completely renovated with over $120,000 in improvements and furnishings completed in 2022. Originally intended to be the owner's forever home, no detail was overlooked. This beautifully appointed 2-bedroom, 2-bath split-bedroom villa offers a bright, open floor plan designed for comfortable living and entertaining. The stunning chef's kitchen features custom cabinetry, quartz countertops, a large center island, new stainless steel appliances, and a spacious dining area perfect for hosting family and friends. The expansive living room flows seamlessly into a 344-square-foot Florida room, providing generous additional living space for relaxing or accommodating guests. Throughout the home, you'll find elegant porcelain tile flooring, fresh interior paint, and beautifully renovated bathrooms with new vanities, sinks, toilets, and custom tile surrounds for both the tub and showers. The air-conditioned laundry room includes a new washer and dryer, utility sink, and new electric water heater. Additional major improvements include a new HVAC system, custom blackout shades, barn doors in the guest area, and all-new plumbing from the villa and laundry room to the street. Built with peace of mind in mind, the home features hurricane-impact windows in the bedrooms and bathrooms, hurricane shutters, and even upgraded flooring in the covered carport. The rear patio showcases attractive new pavers, a barbecue area, and a convenient storage shed. Best of all, this home is being offered turnkey furnished with upscale furniture, kitchen items and linens allowing you to move right in and start enjoying the Florida lifestyle. A complete list of improvements and furnishings is available in the supplements. Located in a private, vibrant 55+ community, residents enjoy access to a protected marina on Philippi Creek featuring 32 boat slips available on a first-come, first-served basis (waiting list may apply). Slips accommodate boats up to 24 feet as well as jet skis, with an annual lease of just $1,344. Community amenities include an on-site manager, clubhouse, fitness rooms, meeting room, and library. The location is exceptional—just minutes from Gulf Gate shopping center, Publix grocery, banking, restaurants, and public transportation. Detwiler's Farm Market is only steps away, downtown Sarasota is approximately 15 minutes away, and world-famous Siesta Key Beach is less than 10 minutes from your door. This remarkable residence must be seen in person to fully appreciate the quality, craftsmanship, and value it offers. Schedule your private showing today.

5468 Riverbluff Circle Unit V-40, Sarasota
$259,900
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to your slice of paradise just moments away from the world-renowned Siesta Beach! This meticulously updated first floor corner 2-bedroom, 2-bath condo offers a perfect blend of comfort, convenience, and coastal charm. Step inside to discover a thoughtfully designed open floor plan adorned with contemporary finishes and abundant natural light. The spacious living area invites you to unwind and entertain, featuring easy-to-maintain tile flooring and sliding glass doors that lead out to a private patio. The modern kitchen is a chef's delight, boasting quartz countertops, stainless steel appliances, and ample cabinetry for storage. Enjoy casual meals at the breakfast bar or gather with loved ones in the adjacent dining area, perfect for hosting dinner parties or intimate gatherings. Retreat to the tranquil primary suite, complete with laminate floor a walk-in closet, and a ensuite bath featuring a tiled walk-in shower and vanities. The secondary bedroom offers versatility and comfort, accompanied by a full bath with a tub/shower combo, ideal for guests or as a home office space. Additional highlights of this condo include in-unit laundry facilities, assigned parking, and access to a sparkling pool. With its prime location just a short drive from Siesta Key Beach, renowned for its vibrant dining, shopping, and entertainment options, this exceptional property presents a rare opportunity to embrace the quintessential Florida lifestyle. Don't miss out on the chance to make this your new home.

5797 Summer Side Lane Unit 7A, Sarasota
$249,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
CASTEL DEL MARE - one of the most popular condo complexes in Sarasota, located near the south bridge to Siesta Key yet on the mainland. Enjoy a bike ride or walk to the world-famous beach awaiting you on the other side of the bridge which spans the Intracoastal Waterway. This 2-bedrooms/2-bath unit lies on the upper floor of a 2-story building almost in the center of the complex. New carpeting for the living room and bedrooms. Back enclosed lanai has access to the yard below. Inside unit stackable washer & dryer, or for the larger loads, there are laundry facilities on the grounds. For your pleasure, try some tennis, shuffleboard, or a swim in one of the 2 pools. In the evening, stroll to the beach to watch incredible sunsets. Make this your home all-year-around, or your winter hideaway to escape the cold northern weather. As an investment, you will never have a problem renting this unit. Within a 3-mile radius shops, eateries, banks, and medical facilities abound.

1640 Stickney Point Road Unit 201, Sarasota
$3,100,000
3 Beds ⋅ 3 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code
On an elevated lot in the quiet, refined community of Kentwood Estates near Oyster Bay, this modern residence exudes Zen-like sophistication. From its contemporary architecture to its park-like half-acre grounds, 1556 Eastbrook Drive offers a uniquely compelling experience. Vaulted ceilings and insightfully placed windows create an ethereal ambiance as you enter this home. Bleached oak flooring (throughout the entire home) and abundant LED lighting create a bright, inviting environment. And, with concrete block construction, impact windows and doors, and a location well above flood zone, you’ll be secure no matter what the environment. Created for entertaining and effortless daily living, the upscale kitchen provides everything a home-chef wants, such as Thermador appliance package including custom separate built-in refrigerator and freezer, 48-inch dual fuel professional range and dishwasher; built-in drawer microwave, custom cabinetry, aluminum tambour, quartz countertops, rare quartzite backsplash, two sinks with disposals, Kohler Karbon articulating faucets and reverse osmosis drinking water system. Tucked behind the kitchen is a large utility area functioning as a butler’s pantry/work zone with John Boos countertops and wine cooler. On the other side of the kitchen is a full bath that serves as the pool bath. The main living area presents a 20-foot vaulted ceiling, architectural windows, gas fireplace, built-ins with accent lighting and a wall of sliding glass that leads to the outdoor retreat and pool. This central living area, including the open kitchen and dining space, ideally separates the guest rooms from the owners’ suite. Going from the main living area into the owners’ suite, you enter a large private area that can serve as an office/den, exercise space or quiet reflection area with its five oversized windows. The suite continues with a generous sleeping area and sliding glass doors. The adjacent spa-like bath is exquisite with floor-to-ceiling tile, designer fixtures, a multi-head shower and views of the tropical foliage outside. Walk-in closets include built-in custom cabinetry and remote control hangers. On the other side of the home are two generous guest rooms and full bath. The outdoor living area provides the epitome of Florida lifestyle. Accessed from the main living area and the owners’ suite, it offers ample covered sitting areas to accompany the outdoor kitchen with an Alfresco Grill, dining area and entertaining space with cypress ceiling and cabinetry. The heated saltwater pool includes fountains, underwater lighting, and an abundance of deck space to take in the sun and fun. The professionally landscaped half-acre lot is ideal for sports, pets, gardening or simply a park-like respite in daily life. The significantly oversized, climate-controlled garage is large enough for two full-sized vehicles and a work area, and it also includes an electric car charger. Essentially a smart home, most functions can be controlled through apps on your smartphone, as audio, security, climate, lighting and more are in your hands. Additionally, the owners replaced all three HVAC systems and invested more than $100,000 in landscaping. Optimally in the desired West of Trail area, this residence is close to Red Rock Park, The Field Club (historic private waterfront club with boating facilities), South Side Village, access to Siesta Key and everything that makes Sarasota a place to call home.

1556 Eastbrook Drive, Sarasota
$200,000
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to Summerside, a quiet, tree-canopied community tucked just minutes from the sugar-sand beaches of Siesta Key and the easy rhythm of Sarasota's Gulf Coast. This ground-level end unit is ready for some TLC, offered as-is as a blank canvas for the right buyer to renovate to their own taste. Being an end unit means no upstairs neighbor and no shared ceiling overhead, just a private, all-on-one-floor layout wrapped in mature tropical landscaping and swaying palms. For an investor looking to flip, craft a seasonal getaway, or add an income-producing rental to the portfolio, the bones, the layout, and above all the location make this one worth a close look. Inside, soaring cathedral ceilings and a skylight pull natural light across an open living and dining space that flows toward a screened lanai out back. Tile runs through the main living areas, both bedrooms are laid in wood-look plank flooring, and the home lives larger than its two-bedroom, two-bath plan suggests. The kitchen sits at the heart of it all with generous cabinetry, a pass-through breakfast bar open to the gathering space, and a sliding door to one of two private, fenced outdoor retreats. The primary suite is its own corner of calm, complete with a walk-in closet, a private bath, and sliding-glass access to the screened lanai. The second bedroom shares that indoor-outdoor connection with a slider to its own fenced patio and a full bath close by. A dedicated interior laundry room and a covered front entry with a gated courtyard round out the everyday practicality. Beyond your doorstep, Summerside offers a sparkling community pool framed by a wide paver sun deck, plenty of lounge chairs, and a shaded pavilion tucked beneath grand oak trees, the kind of low-key gathering spot that makes a neighborhood feel like home. Assigned carport parking and a friendly, established setting round out the appeal. With a little vision and some finishing work, this retreat can become exactly what you imagine, all moments from Siesta Key's world-famous shoreline and within quick reach of Sarasota's dining, shopping, and signature Gulf Coast lifestyle. Bring your vision and make it your own. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

5683 Summerside Lane Unit 25A, Sarasota
$160,000
2 Beds ⋅ 2 Baths ⋅ Tregate Manor SubDv. ⋅ 34231 Zip Code
Welcome to 2260 Stickney Point Road, Unit #324, an inviting 2-bedroom, 2-bath condominium nestled in the desirable Tregate Manor 55+ community in Sarasota. Located on the second floor, this well-maintained residence offers a bright and comfortable split-bedroom floor plan with approximately 951 square feet of living space. Enjoy your morning coffee or unwind in the evening from the screened-in lanai, where you'll overlook the beautifully landscaped gardens and sparkling community pool, creating a peaceful tropical setting. The open living and dining areas provide an ideal space for entertaining or relaxing, while the spacious primary suite features a walk-in closet and private bath. Perfectly situated just minutes from the powdery sands of Siesta Key Beach, this condo also offers convenient access to Gulf Gate's popular restaurants, shopping, entertainment, and everyday conveniences. Whether you're searching for a year-round residence, seasonal retreat, or affordable slice of paradise, this home offers the ideal Florida lifestyle.

2260 Stickney Point Road Unit 324, Sarasota
$249,900
2 Beds ⋅ 2 Baths ⋅ Summerside SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully updated second-floor, 2-bedroom, 2-bath condominium in the desirable Summerside community, where comfort, convenience, and an unbeatable Sarasota location come together. With extensive interior updates completed in 2019 and major mechanical improvements already taken care of, this move-in-ready home offers exceptional value. The remodeled kitchen features updated cabinetry, granite countertops, an undermount sink with a nickel faucet, recessed lighting, and durable tile flooring. The spacious living room has been refreshed with updated flooring, baseboards, recessed lighting, new A/C grilles, and fresh paint, creating a bright and inviting space to relax or entertain. Both bedrooms have been updated with fresh paint, modern flooring, new baseboards, interior doors with updated hardware, and new A/C grilles. The renovated bathrooms showcase tile flooring, updated plumbing fixtures, stylish vanities with updated hardware, modern lighting, tiled shower walls, and new sliding shower doors. Step through the sliding glass doors onto your private covered and screened lanai, the perfect place to enjoy your morning coffee or unwind in the Florida breeze. The unit includes one covered parking space plus one additional assigned open parking space for added convenience. Additional improvements include a new roof (2026), A/C system (2020), and water heater (2020), providing peace of mind for years to come. Residents of Summerside enjoy a community pool, low HOA fees, and an outstanding location less than 15 minutes from Siesta Key Beach and under 20 minutes from vibrant downtown Sarasota. Shopping, grocery stores, restaurants, schools, the public library, healthcare, and everyday conveniences are all just minutes away, making this an ideal full-time residence, seasonal retreat, or investment opportunity.

5677 Summer Side Lane Unit 31B, Sarasota
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