Longwood Villas Real Estate

Longwood Villas Real Estate

Welcome to Longwood Villas, a hidden gem nestled within the picturesque community of The Meadows in Sarasota, Florida. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for those seeking a serene lifestyle without sacrificing access to urban amenities.

Longwood Villas is renowned for its beautifully landscaped grounds and meticulously maintained properties, creating an inviting atmosphere for residents and visitors alike. The community features a variety of well-designed villas, each exuding a unique charm while providing modern comforts. Whether you’re a first-time homebuyer, a retiree, or looking for a seasonal getaway, Longwood Villas offers a diverse selection of homes to suit your needs.

One of the standout features of this subdivision is its prime location. Residents enjoy easy access to an array of recreational activities, including golf courses, nature trails, and lush parks. The Meadows is known for its vibrant community spirit, with social clubs and events that foster connections among neighbors. Additionally, you’ll find an abundance of shopping, dining, and entertainment options just a short drive away, ensuring that everything you need is within reach.

For those who appreciate the great outdoors, the stunning beaches of Sarasota are just a quick trip away, providing endless opportunities for sun-soaked days and breathtaking sunsets. Longwood Villas is not just a place to live; it’s a lifestyle choice that embraces the best of Florida living. Come discover the charm and community spirit of Longwood Villas—where your dream home awaits!

Newest Listings in Longwood Villas

4848 Tivoli Avenue, The Meadows
$499,000
3 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv.
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 Longwood Run 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 solid 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, new hot water heater, 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, The Meadows

4468 Ascot Circle N, The Meadows
$424,000
2 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv.
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, The Meadows

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