South Sarasota Homes with Special Community Restrictions Community Features

South Sarasota Homes with Special Community Restrictions Community Features

Welcome to South Sarasota, Florida—an enchanting enclave nestled within Sarasota County, where sun-soaked days and vibrant community life come together in perfect harmony. Known for its stunning beaches, lush landscapes, and a rich tapestry of cultural experiences, South Sarasota is a hidden gem that captures the hearts of residents and visitors alike.

In South Sarasota, you’ll find a diverse range of homes, many of which are part of special community restrictions that enhance the quality of living. These thoughtfully designed communities often feature amenities such as clubhouses, swimming pools, and meticulously maintained common areas, ensuring that residents enjoy a lifestyle defined by comfort and convenience. With a strong emphasis on community engagement, these neighborhoods often host social events and activities, fostering a warm and welcoming atmosphere.

The area boasts an array of outdoor recreational opportunities, from picturesque parks to scenic trails, perfect for walking, jogging, or simply soaking in the natural beauty. Families will appreciate the proximity to top-rated schools, while retirees can relish the laid-back lifestyle that South Sarasota offers, complete with access to premier golf courses and tranquil waterfront views.

With its unique blend of community spirit and natural beauty, South Sarasota is more than just a place to live—it's a lifestyle. Whether you're searching for a charming single-family home or a modern condo, the real estate options here are as diverse as the residents themselves. Come discover the warmth and charm of South Sarasota, where your dream home awaits in a community that truly feels like family.

Newest South Sarasota Homes with Special Community Restrictions Community Features

$585,000
3 Beds ⋅ 2 Baths ⋅ Forest Oaks SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this beautifully maintained 3BD, 2BA saltwater POOL home ideally situated on a quiet cul-de-sac in the highly desirable Forest Oaks community. Offering 1,634 square feet of living space, this inviting residence combines comfort, privacy, and the best of Florida living in one of Sarasota’s most sought-after locations. Nestled in a peaceful neighborhood with mature landscaping and minimal through traffic, this home offers a wonderful sense of privacy while remaining just minutes from Sarasota’s premier attractions. The thoughtfully designed split-bedroom floor plan provides an ideal balance of togetherness and personal space. At the heart of the home, the updated kitchen features tall soft-close cabinetry, granite countertops, newer appliances, and a natural gas stove, making it perfect for both everyday living and entertaining. The adjacent living and dining areas flow effortlessly to the covered lanai and screened saltwater pool, creating a seamless indoor-outdoor lifestyle that Florida homeowners love. The spacious primary suite serves as a private retreat, offering direct access to the lanai and pool area. The en-suite bathroom features a walk-in shower, ample vanity space and a walk-in closet with built-in organizers, providing convenient storage and everyday functionality. Two additional guest bedrooms and a well-appointed second bathroom are thoughtfully located on the opposite side of the home, ensuring comfort and privacy for family and visitors. Step outside to enjoy the beautiful saltwater pool, creating a private retreat to relax, unwind, and enjoy Florida’s year-round sunshine. The screened lanai offers a comfortable setting for morning coffee, outdoor dining, or entertaining family and friends. Updates provide added value and peace of mind, including a FULL ROOF replacement in 2018, NEW A/C (2024), and NEW WATER HEATER (2024). Hurricane preparedness is enhanced with ELECTRIC SHUTTERS on the front entry and lanai, along with manually operated shutters for the windows. NO CARPET, TILE FLOORING throughout the entire home. The home is connected to NATURAL GAS, NOT IN THE FLOOD ZONE (home located in an X Flood Zone), meaning flood insurance is typically not required by lenders. HOA fees are only $400 annually, NO CDD Location is truly exceptional. Just a short drive away you’ll find the world-famous beaches of Siesta Key Beach, upscale shopping and dining at St. Armands Circle, waterfront restaurants and marina activities at Marina Jack, as well as downtown Sarasota’s vibrant arts, dining, and cultural scene. Nearby parks, golf courses, medical facilities, and top-rated schools further enhance this outstanding location. Whether you’re looking for a year-round residence, winter getaway, or investment opportunity, this exceptional home offers the perfect combination of location, comfort, and lifestyle. Schedule your private showing today and discover everything this wonderful Forest Oaks property has to offer.

5425 Matthew Court, Sarasota
$288,310
2 Beds ⋅ 2 Baths ⋅ Village In The Pines SubDv. ⋅ 34231 Zip Code
Virtually Staged. Great location near Siesta Beach, Gulf Gate, shopping and restaurants! Come see this spacious corner lot Condominium/ 1/2 Duplex, located in Village In The Pines NORTH- a private hidden community of 2 cul-de-sac streets w/ community pool and a total of 42 extra large duplex/condominiums/villas, all with actual attached garages, which is a very rare commodity. One of the top 3 lowest PSF listings in Gulf Gate over 55. This 2250 sq ft villa is a 2 bd/2ba split floor plan featuring all tile, except one carpeted spare bdrm and neutral paint throughout. The spacious entry features a beautiful solid brass Waterford crystal ceiling light and a large double 5 shelf closet. Remodeled kitchen w/ tray ceiling, beautiful solid Glendale oak wood cabinets w/ 12 extra large drawers, 12 double cabinets and 1 single + neutral light Silestone counter tops & 2018 all stainless hardware & appliances, stainless sink & faucet, digital 3 rack solid surface oven & stove combo w/pull out storage drawer, digital micro +fan combo. Kitchen sliders open onto a fenced pavered patio that could be extended to the length of the unit. The dining room features a Hinkley solid brass chandelier w/ 2 matching side wall decor only sconces, french doors open to a 2026 remodeled outdoor atrium w/ shell drained floor, a perfect place for private sunbathing or plants or table. Living room has 2 vertical windows and steps down to the connecting Florida room w/ large picture windows & stained glass look light and fan combo. Master bedroom features terracotta ceramic tile, stainless steel fan, 2 vertical windows, room for king bed & large furniture, PROFESSIONAL DREAM WALK IN CLOSET w/ 18 shelves 8 lrg drawers,22 feet of single & double hung; next to walk in is a large 5 shelf closet + en-suite bathroom w/ safety bars & handles, tiled step in shower & bench, 3 light fixtures, extra long solid wood vanity w/ marble top & lots of drawers. Other side of unit has large spare bedroom w/ 2 long vertical windows, cross wall closet & light beige carpet. Spare bath has sliding door shower/tub combo, lrg solid wood vanity w/ drawers, upscale chrome fixtures & window. Hall has 5 shelf linen closet & brass Waterford crystal ceiling light, same light in laundry room w/ washer, dryer & full wall closet + A/C handler. The door opens into 2 car garage w/ 2 lrg peg boards, lrg work bench, laundry sink tub, 28 gal water heater, moisture barrier reinforced ceiling, digital coded opener & 2 car driveway. This home highlights additional upgrades of new inside solid wood doors throughout with Baldwin brass handles & hinges, upgraded security system, 2023 new roof under warranty and 2020 repiped and replumbed entire interior. Gated community heated pool is 5 driveways east on same side of street, includes Cabana w/ bath, shower + changing facilities. Community is 55+, pet free & 1 of the lowest HOA fees available. Check with HOA for ins information. Located right behind Beneva Village shopping center w/ over 40 different retail, fast food, hardware, restaurants, grocery, gym, banks, etc. Bus stop just outside front gate connects to Sarasota Westfield Mall to go anywhere. Ready to move right in & enjoy the Florida lifestyle you've been waiting for. Won't last!

3501 N Village Court Unit 220, Sarasota
$139,000
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Living the Easy Life is RIGHT HERE at 254 Southwinds Dr, in desirable South Winds Mobile Home Park Co-Op! Just a few ( 5 ) minutes to Siesta Key! The amenities in this charming 55t community include a Clubhouse and Cpmmunity Pool, with plenty of activies to enjoy!! South Winds Mobile Home Park Co-Op has an on site office and manager. HOA fee also includes Lawn Care, Cable TV, Water - YES all this and more for a low monthly HOA fee of $195. This sweet mobile home is a 2 bedroom, 2 bath with central AC just 3 years old, an eat in kitchen, plus a living room/dining room combo. Being sold furnished. OF course the residents here are so happy and friendly - with everything this lovingly cared for Co-Op community offers - it is truly a model of how Mobile Home Parks should look and be managed!

254 Southwinds Drive, Sarasota
$375,000
2 Beds ⋅ 2 Baths ⋅ Key Point Village SubDv. ⋅ 34231 Zip Code
Significant price improvement! Step into modern luxury with this beautifully renovated 2-bedroom, 1.5-bath townhouse, just moments from Siesta Key. Transformed in 2023, the home features sleek luxury vinyl flooring, updated baseboards, fresh doors, and a show-stopping kitchen with raised ceilings, updated cabinetry, and brand-new appliances. Both bathrooms are elegantly upgraded, and recessed lighting enhances every space. Enjoy serene outdoor living with a screened lanai on both levels and a new Trex deck. The new A/C system and ceiling fans ensure year-round comfort, while the in-unit washer and dryer add convenience upstairs. Nestled in an exclusive 15-unit complex with a sparkling pool and assigned parking, this home offers a tranquil yet vibrant lifestyle. Perfect as a seasonal rental, second home, or personal retreat, you'll love the location west of the trail—walking distance to Siesta Key, shopping, and dining, with the exciting Siesta Promenade nearby. Plus, boat storage is just minutes away for your coastal adventures. Don’t miss your chance to own a slice of Sarasota paradise!

1752 Stickney Point Road Unit 102, Sarasota
$229,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
In Strathmore Riverside, a well-maintained and socially active 55-plus community, this beautifully updated two-bedroom, two-bath corner villa offers space, comfort and exceptional value. The open floor plan is enhanced by attractive wood flooring throughout, while the thoughtfully designed layout includes a welcoming main living area, separate family room and an enclosed Florida room. ideal bonus space for year-round living or a seasonal retreat. The corner location provides added privacy and abundant natural light. Major 2025 improvements, including a new roof, new air-conditioning system and new water heater add meaningful value for the next owner. The home also features covered parking and is surrounded by beautifully landscaped grounds, enhancing curb appeal and the overall setting. Residents enjoy a resort-style lifestyle with a heated community pool, clubhouse, exercise room, billiards room and a wide variety of clubs and organized activities. Boat dock availability is an added benefit for boating enthusiasts on a first-come, first-served basis (buyers to verify availability, waitlist and fees with the association), and the community is pet-friendly, permitting two small animals.

2603 Riverbluff Parkway Unit V141, Sarasota
$957,000
3 Beds ⋅ 3 Baths ⋅ Esplanade By Siesta Key SubDv. ⋅ 34231 Zip Code
NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package

2414 Vaccaro Drive, Sarasota
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