Windwood Real Estate

Welcome to Windwood, a hidden gem nestled in the picturesque landscape of Osprey and Nokomis, Florida. This charming subdivision offers a unique blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a peaceful lifestyle in the Sunshine State.

Windwood is characterized by its lush greenery, well-maintained homes, and friendly atmosphere. The community boasts a variety of architectural styles, ensuring that each residence has its own unique charm. With spacious lots and beautifully landscaped yards, residents enjoy a sense of privacy while still being part of a close-knit neighborhood.

One of the highlights of living in Windwood is its proximity to stunning beaches and recreational activities. Just a short drive away, you'll find the breathtaking shores of Nokomis Beach and the vibrant Siesta Key, perfect for sunbathing, swimming, and enjoying water sports. For nature enthusiasts, the nearby Oscar Scherer State Park offers miles of hiking and biking trails, as well as opportunities for birdwatching and picnicking.

Families will appreciate the top-rated schools in the area, along with a variety of shopping and dining options just minutes from home. Windwood is also conveniently located near major highways, making it easy to explore all that Sarasota County has to offer, from cultural attractions to world-class dining.

Discover the charm of Windwood, where community spirit and natural beauty come together to create a perfect place to call home. Whether you're looking to settle down or invest in a vacation property, Windwood is waiting to welcome you with open arms.

Newest Listings in Windwood

$535,000

4 Beds ⋅ 2 Baths ⋅ Windwood SubDv. ⋅ 33813 Zip Code

NEW PRICE — NOW OFFERED AT $535,000! Very Motivated sellers!! Making this an exceptional opportunity in desirable South Lakeland. Welcome to this spacious 4-bedroom, 2-bath residence offering over 3,100 square feet of thoughtfully designed living space. The open-concept layout creates a welcoming flow between the kitchen and expansive living area, making it ideal for everyday living and entertaining. The generously sized bedrooms provide comfort and privacy, while the spacious primary suite features a well-appointed en-suite bathroom. A versatile bonus room offers endless possibilities and can be customized to suit your lifestyle as a home office, media room, game room, fitness space, playroom, or additional living area. Outside, the side-entry garage enhances the home's curb appeal, while the spacious backyard provides ample room for outdoor gatherings, pets, recreation, or creating your own private oasis. Conveniently located near shopping, dining, parks, healthcare facilities, and major roadways, this property offers both space and convenience in a sought-after South Lakeland location. Schedule your private showing today and experience everything this remarkable property has before it's gone.

5939 Windwood Drive, Lakeland

$499,999

3 Beds ⋅ 3 Baths ⋅ Windwood SubDv. ⋅ 34275 Zip Code

Welcome to Windwood, a gated Neal Communities neighborhood. This move-in ready Applause model has been thoughtfully designed by a certified interior designer with elegant touches throughout, including crown molding, tray ceilings, premium tile floors, plush bedroom carpeting, and designer lighting. The kitchen offers exceptional style and function with quartz countertops, stainless steel appliances, white shaker cabinets, and a premium vertical set backsplash—all complemented by a timeless neutral palette. Enjoy peaceful pond and nature views from both the living room and primary suite with no homes behind you for added privacy. Natural gas connections are already in place for a dryer, range, lanai grill, and water heater, adding to the home’s everyday conveniences. Perfectly situated, this home is just minutes to I-75, 5 miles from Nokomis Beach, and only 4 miles from the shops and restaurants on Venice Island—offering the best of Florida living right at your doorstep. This model-perfect residence is the ideal blend of comfort, privacy, and location—ready for you to call home!

128 Avens Dr, Nokomis

Start Your Search