Longwood Villas Real Estate

Welcome to Longwood Villas, a hidden gem nestled in the picturesque community of The Meadows, Sarasota, Florida. This charming subdivision offers a delightful blend of tranquility and convenience, making it the perfect place to call home.

Longwood Villas is renowned for its beautifully landscaped grounds and serene environment. Residents enjoy the luxury of spacious villas that boast modern designs and thoughtful layouts, ideal for both relaxing and entertaining. Each home is designed to maximize natural light and provide stunning views of the lush surroundings, creating a peaceful retreat from the hustle and bustle of everyday life.

The Meadows is an active lifestyle community that offers a wealth of amenities right at your doorstep. Residents of Longwood Villas have exclusive access to a variety of recreational facilities, including scenic walking and biking trails, tennis courts, and several sparkling swimming pools. The nearby Meadows Country Club provides additional leisure options, featuring an 18-hole golf course and fine dining experiences, perfect for both casual and upscale gatherings.

Beyond the community, Longwood Villas is strategically located near the vibrant heart of Sarasota, where you’ll find an eclectic mix of shopping, dining, and cultural attractions. Whether you're exploring the beautiful beaches of Siesta Key or indulging in the arts at the Ringling Museum, adventure is always just around the corner.

Experience the best of Florida living at Longwood Villas, where comfort meets community in the enchanting surroundings of The Meadows. Discover your dream home today and embrace a lifestyle filled with warmth, beauty, and endless possibilities!

Newest Listings in Longwood Villas

$499,000

3 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code

Imagine starting your morning with lake views as a roseate spoonbill visits the shoreline. Cranes, osprey and bald eagles may also be spotted in this peaceful setting. Located in Tivoli Village near University Parkway, this updated home offers natural beauty with Sarasota’s shopping, dining and entertainment close by. Natural light fills the living areas, where a double-sided fireplace connects the living and dining rooms. The kitchen features cherry wood cabinetry, quartz countertops, stainless steel appliances and a center island with seating. A screened courtyard patio provides a place to relax, entertain and enjoy the lake view. The split floor plan offers privacy for residents and guests. The spacious primary suite features vaulted ceilings, lake and landscape views, generous closet space, and an en-suite bath with dual sinks, a soaking tub and a separate shower. The guest bedrooms offer natural light and ample closet space. Additional features include hurricane-rated windows and sliding doors, plantation shutters, and a garage with a work area and storage cabinets. Association services include lawn and landscape care, exterior painting and maintenance, roof maintenance and replacement, and exterior building insurance. NO CDD fees! Longwood Run Park is within walking distance and offers a playground, tennis, and indoor and outdoor pickleball. UTC Mall, Nathan Benderson Park, SRQ Airport and downtown Sarasota are nearby, with area beaches an easy drive away. Schedule your showing and discover this peaceful Sarasota retreat.

4848 Tivoli Avenue, Sarasota

$424,000

2 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code

Virtually Staged. **Waterfront Elegance in an Exclusive Enclave of Just 100 Homes** Tucked among mature trees and lush landscaping, this exceptional 2-bedroom, 2-bathroom residence offers a rare combination of privacy, space, and Gulf Coast sophistication. With 2,079 square feet of beautifully arranged living space, this waterfront pool home invites you to slow down and savor Florida living at its finest. Beyond the two-car garage lies a floor plan designed for both connection and quiet. A dedicated office/den provides the perfect work-from-home retreat, while the family room, anchored by a cozy fireplace, sets the stage for memorable gatherings. Formal living and dining rooms add a touch of grace, and the eat-in kitchen keeps mornings casual and convenient. Outside, glistening water views and a private pool create your own personal oasis. The interior as well as the exterior were freshly painted July 2026. A new roof was added in 2025. The setting is every bit as impressive as the home itself. Residing in one of the area's most coveted communities, you'll enjoy the serenity of tree-lined streets while remaining minutes from University Town Center — Sarasota's premier destination boasting 150-plus stores and restaurants. Culture seekers will love the short drive to downtown's vibrant arts district, home to the Sarasota Orchestra, Sarasota Ballet, and the iconic Van Wezel Performing Arts Hall. Everyday essentials are close, too. Whole Foods Market, Conservatory Park, and convenient bus access are all nearby, and families will appreciate Foundations Christian Montessori Academy just steps away. This is refined Sarasota living — schedule your private tour today.

4468 Ascot Circle N, Sarasota

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