Longwood Villas Real Estate

Longwood Villas Real Estate

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

Longwood Villas features a collection of beautifully designed homes, each exuding charm and character. The well-maintained properties are surrounded by lush landscapes, creating a peaceful retreat for residents. With a range of floor plans, there’s a perfect fit for everyone, whether you’re a first-time homebuyer, a retiree, or looking for a vacation retreat.

Living in Longwood Villas means embracing an active lifestyle. The Meadows community boasts an array of recreational facilities, including golf courses, tennis courts, and miles of scenic walking and biking trails. Residents can enjoy the beauty of nature while engaging in outdoor activities, making it easy to stay active and socialize with neighbors.

Convenience is at your fingertips, as Longwood Villas is located just minutes from the vibrant shopping, dining, and cultural experiences that Sarasota has to offer. From the stunning beaches of Siesta Key to the renowned art galleries and theaters downtown, there’s always something to explore.

Whether you’re sipping coffee on your private patio or exploring the nearby parks, life in Longwood Villas is about enjoying the little moments. Discover your dream home in this idyllic community, where comfort and lifestyle seamlessly merge in the heart of The Meadows. Welcome to your new beginning at Longwood Villas!

Newest Listings in Longwood Villas

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

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

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, Sarasota

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

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, Sarasota

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Bill Kilpatrick

Bill Kilpatrick is a licensed Florida Realtor® and real estate broker with more than 20 years of experience serving buyers, sellers, and investors throughout Lakeland, Tampa Bay, Winter Haven, and the greater Central Florida area. Since becoming licensed in 2002, he has built a reputation for strong negotiation skills, market expertise, and delivering exceptional service to hundreds of families across Florida. As the Managing Broker for the Keller Williams Realty Tampa Central office and the Keller Williams Realty Smart One office, Bill oversees more than 400 real estate agents and helps support offices that collectively generate billions of dollars in annual real estate sales volume. Bill also leads The Bill Kilpatrick Team at Keller Williams Realty, where his team has helped more than 800 families buy and sell homes throughout Central Florida. His experience spans luxury homes, residential sales, relocation, investment properties, and strategic pricing and marketing. Before real estate, Bill managed his family’s convenience store and gas station business, where he developed the customer service and leadership foundation that still drives his business today. Outside of real estate, Bill enjoys spending time with his wife Tiffany, his son Sebastian, and stepchildren Elle and Chase. He also enjoys boating, fishing, tennis, and snow skiing.

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