Longwood Villas Real Estate

Longwood Villas Real Estate

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

Longwood Villas boasts beautifully designed homes that cater to a variety of lifestyles. Each villa is thoughtfully crafted with modern finishes and spacious layouts, ensuring comfort and style for residents. Lush landscaping and serene water views enhance the community’s appeal, creating a picturesque environment that residents are proud to call home.

One of the standout features of Longwood Villas is its prime location within The Meadows. This vibrant community offers an array of recreational activities, including walking trails, golf courses, and tennis courts, perfect for outdoor enthusiasts. Residents can enjoy the stunning Florida sunshine while exploring the scenic surroundings or engaging in friendly competition with neighbors.

Additionally, Longwood Villas is conveniently situated near a variety of shopping, dining, and entertainment options. The nearby University Town Center provides a diverse selection of shops and restaurants, ensuring that you have everything you need just a short drive away. Plus, the beautiful beaches of Sarasota are within easy reach, allowing for endless days of sun and surf.

Whether you're looking to downsize, retire, or start a new chapter in your life, Longwood Villas offers a welcoming community that feels like home. Discover the charm and convenience of this delightful subdivision today!

Newest Listings in Longwood Villas

4848 Tivoli Avenue, Sarasota
$485,000
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 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, Sarasota
4468 Ascot Circle N, 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
4461 Ascot Circle N, Sarasota
$295,000
3 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code
Virtually Staged. This standalone one-story home was ready to close, so it has already been professionally inspected and repaired by local licensed vendors. Now, the home is back on the market and ready for its new owner. If you want to handle homeowner’s insurance, roof replacement and repairs, exterior pressure washing and painting, and grounds maintenance all in one payment, this is the place for you. 4461 Ascot Circle North is a great buying opportunity. What makes it special is its preserve lot and its 3 bedrooms and 2 bathrooms. When you walk in, the high ceilings and peaceful preserve view create a great first impression. The enclosed lanai with wide sliding doors is perfect for watching birds or relaxing outdoors. The main living area features bamboo laminate flooring and high ceilings. The kitchen offers plenty of granite counter space for meal prep and a breakfast bar for quick snacks. There’s room for a dining table by the tall arched window, which lets in lots of natural light. The living area is spacious and comfortable, and the lanai adds extra space for dining, reading, or relaxing. The bedrooms are set apart for privacy, with the primary bedroom and bathroom in a quiet part of the house. The primary closet is large and has built-in shelving. The second bedroom is separate from the primary, and the third bedroom sits in between. The third bedroom, with its large arched window, works well as an office, craft room, or extra bedroom. The attached two-car garage provides extra storage space. One standout feature of this one-story block home is the quarterly HOA payment, which covers many "Peace of Mind" items: annual homeowners insurance, roof repair and replacement, grounds maintenance, pressure washing and exterior painting, and private road upkeep. Mature trees surround the home. You’re just minutes from I-75, UTC Mall, restaurants, the airport, Lakewood Ranch, Waterside, the beaches, and downtown Sarasota. Nature trails wind around the lakes, letting you enjoy the community’s beauty. Come see it for yourself!

4461 Ascot Circle N, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!