Longwood Villas Homes for Sale

Longwood Villas Homes for Sale

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

Longwood Villas is characterized by its beautifully manicured landscapes and a warm, welcoming atmosphere. The community boasts a variety of well-designed homes that cater to diverse lifestyles, whether you’re a young professional, a growing family, or looking to retire in style. Each residence is thoughtfully crafted, featuring modern amenities and spacious layouts that invite comfort and relaxation.

Residents of Longwood Villas enjoy a plethora of recreational opportunities, including access to scenic walking trails, sparkling lakes, and lush green spaces that encourage outdoor activities. The community is also home to a vibrant social scene, with friendly neighbors and regular events that foster a strong sense of belonging.

For those seeking homes for sale in Longwood Villas, you’ll find a delightful selection of properties that suit various tastes and budgets. Whether you prefer a cozy villa with a charming garden or a spacious home with stunning views, you’ll discover options that perfectly match your vision of a dream home.

With its prime location in The Meadows, residents are just minutes away from world-class dining, shopping, and entertainment options, as well as the stunning beaches that Sarasota is famous for. Embrace the lifestyle you’ve always desired in Longwood Villas, where comfort, community, and convenience come together harmoniously. Your dream home awaits!

Newest Longwood Villas Homes for Sale

4848 Tivoli Avenue, Sarasota
$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 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. If you're after maintenance free living this place could be ideal. It's on a preserve lot and has 3 bedrooms and 2 bathrooms. As you walk in the high ceilings and the peaceful preserve view make a very good first impression. The enclosed lanai with the wide sliding doors is a great place to watch the birds or just sit and enjoy the outdoors. The main living area has the usual rich wood look laminate flooring and high ceilings. The kitchen has a good amount of granite counter space for meal preparation and a breakfast bar for a quick bite. There's space for a dining table by the tall arched window which is very light indeed. The living area is quite spacious and allows for comfortable seating. The lanai provides further space for dining, reading or just relaxing. The bedrooms are well separated for privacy with the primary bedroom and bathroom in a very quiet part of the house. The primary closet is quite large and has built in shelving. The second bedroom is separate from the primary and the third bedroom is in between. The 3rd bedroom (with the big arched window) is a very good office, craft room or extra bedroom. The attached 2 car garage has lots of extra storage space. The one thing that sets this one story block home apart is the quarterly HOA payment which covers a whole host of "Peace of Mind" items: annual homeowners insurance, roof repair & replacement, grounds maintenance, pressure washing and painting the exterior of the house, and maintenance of the private roads. Mature trees all around the home. You're just minutes from I-75, UTC Mall, restaurants, the airport, Lakewood Ranch, Waterside, the beaches and downtown Sarasota. There are nature trails all around the lakes to take advantage of the beauty of the community. Come take a look!

4461 Ascot Circle N, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!