Longwood Villas Homes for Sale

Longwood Villas Homes for Sale

Welcome to Longwood Villas, a charming subdivision nestled in the heart of The Meadows, Sarasota, FL. This community offers a unique blend of tranquility and convenience, making it an ideal place to call home.

Longwood Villas is known for its well-maintained properties and lush landscaping, creating a picturesque setting for residents to enjoy. The neighborhood features a variety of home styles, including single-family homes and townhouses, providing options to suit different preferences and lifestyles.

If you are looking for homes for sale in Longwood Villas, you are in luck. True to its reputation, this subdivision offers a range of properties on the market, from cozy starter homes to spacious family residences. Whether you are a first-time homebuyer or looking to upgrade to a larger space, Longwood Villas has something for everyone.

Living in Longwood Villas means having easy access to all that Sarasota has to offer, including beautiful beaches, top-rated schools, shopping, dining, and entertainment options. The Meadows community itself boasts amenities such as golf courses, tennis courts, walking trails, and more, ensuring that residents can lead an active and fulfilling lifestyle.

Come and discover the charm of Longwood Villas – where quality homes, a welcoming community, and a convenient location come together to create the perfect place to live in Sarasota, FL.

Newest Longwood Villas Homes for Sale

$435,000
2 Beds ⋅ 2 Baths ⋅ A4703420 MLS
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
$300,000
3 Beds ⋅ 2 Baths ⋅ TB8523658 MLS
Virtually Staged. Looking for maintenance-free living? This home is it! Situated on a preserve lot, this 3-bedroom, 2-bath home is full of charm. Volume ceilings greet you upon entering and immediately reveal the peaceful preserve view. The enclosed lanai, with its broad sliding doors, offers birdwatching and a chance to enjoy nature at its best. Rich wood luxury laminate flooring and high ceilings accent the main living area. Your family’s cooking enthusiast will love the expansive granite counters for meal prep and the high breakfast bar for serving quick meals. In the main living area, there is plenty of room for a dining table by the tall arched window, which lets in natural light. The main living area is spacious enough to stretch out on sumptuous lounges. The enclosed lanai provides an additional space for dining, reading, or relaxing. The bedrooms are split, with the Primary bed and bath situated in the quietest corner of the home. The Primary closet is spacious and outfitted with shelves, providing ample storage. The 2nd bedroom is split from the Primary, with the 3rd bedroom in the middle. If you need an office space or craft room, the 3rd bedroom is perfect for this setup, with its large arched window, making it ideal for a flex bedroom, office, or craft area. An attached two-car garage containing storage for those extra items completes the home. The home was built as a standalone residence, nestled among mature foliage. This property is just minutes away from I-75, UTC Mall, great restaurants, the airport, all the amenities of Lakewood Ranch and Waterside, great beaches, and downtown Sarasota. Nature trails around the lakes allow residents to enjoy all the beauty and nature this community has to offer. A MUST SEE!

4461 Ascot Circle N, The Meadows
$289,000
2 Beds ⋅ 2 Baths ⋅ A4693816 MLS
PRICE IMPROVEMENT !!!!! Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely Preserve and this home is located on a Cul-De-Sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.

4779 Tivoli Place, The Meadows
$274,900
2 Beds ⋅ 2 Baths ⋅ A4662740 MLS
Exceptional Value! Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience. Step inside this home peacefully knowing the major concerns have been upgraded a NEWER ROOF, A/C 2023, WATER HEATER 2023, EXTERIOR PAINT IN 2023 AND NEW BACKFLOW METER IN 2026. Ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!

4481 Ascot Circle N, The Meadows
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