Windtree Oaks Real Estate

Windtree Oaks Real Estate

Welcome to Windtree Oaks, a picturesque subdivision nestled in the heart of Seminole, Florida, within the vibrant Pinellas County. This charming community offers a perfect blend of tranquility and convenience, making it an ideal place to call home.

Windtree Oaks is renowned for its lush, tree-lined streets and beautifully landscaped properties, creating an inviting atmosphere that residents cherish. The neighborhood is characterized by its well-maintained homes, many of which boast spacious yards and modern amenities, catering to families, retirees, and everyone in between. With a variety of architectural styles, you’ll find the perfect home that suits your taste and lifestyle.

One of the highlights of living in Windtree Oaks is its proximity to some of the best recreational options that Florida has to offer. Residents can enjoy easy access to beautiful beaches, scenic parks, and a plethora of outdoor activities, including hiking, biking, and fishing. The nearby Seminole City Center provides a vibrant shopping and dining experience, ensuring that everything you need is just a short drive away.

Families will appreciate the highly-rated schools in the area, along with a strong sense of community that fosters connections among neighbors. Whether you’re hosting a barbecue in your backyard or joining in on community events, Windtree Oaks offers a warm and welcoming environment that makes it easy to feel at home.

Discover the charm and convenience of Windtree Oaks—where your dream home awaits in the sunny heart of Seminole, Florida!

Newest Listings in Windtree Oaks

$1,200,000
4 Beds ⋅ 3 Baths ⋅ Windtree Oaks SubDv. ⋅ 33772 Zip Code
RARE OPPORTUNITY in highly desirable Windtree Oaks! Homes in this sought-after Seminole community rarely become available, making this spacious 4-bedroom, 3-full-bath pool home with over 2,600 square feet and a 3-car attached garage a truly special find. Enjoy an exceptional location just minutes from the beautiful Gulf beaches, with the added benefit of no flood insurance required. This well-maintained home offers the space, comfort, and updates today’s buyers are looking for, including a newer roof, exterior paint, replacement windows and doors, spray-in insulation, updated HVAC, and a new water heater. Step outside and enjoy the Florida lifestyle in the expansive caged pool area, complete with an outdoor kitchen featuring a built-in bar-b-que, creating the perfect setting for entertaining family and friends or relaxing poolside. The pool also features a new filter installed in July 2026. Additional improvements include new well pumps for irrigation, updated irrigation electrical lines, heads and controller, plus professionally cleaned HVAC ducts and fireplace. The home also features a propane tank through Suburban Propane with a full lock-out/tag-out setup as of 2026, offering the potential to add a pool heater in the future. Opportunities in Windtree Oaks don’t come along often—don’t miss your chance to own this exceptional Seminole home and enjoy the best of Florida living!

9991 Windtree Boulevard, Seminole
$1,449,000
4 Beds ⋅ 4 Baths ⋅ Windtree Oaks SubDv. ⋅ 33772 Zip Code
Some homes are simply bought and sold. This one has been treasured. Offered for the very first time in its history, 12383 Windtree Blvd is the home Windtree Oaks families have hoped would come available for a generation. Lovingly built in 1986 and held with pride by a single owner for nearly forty years, it has never once been on the market, a rare, one-of-one opportunity in one of Seminole's most coveted and storied enclaves. The provenance is exceptional. This residence was custom-crafted by respected builder Joseph Heidenreich Jr. of Neighborhood Homes of West Florida, personalized from the original developer's own plan, and cared for by the very same family ever since. You feel that legacy the moment you arrive, in the towering oaks, the hand-chosen details, and the quality of a true custom home. Windtree Oaks itself is something you rarely find. Established in the mid-1980s as an intimate community of custom homes on large, oak-shaded lots, it was designed for families who intended to stay, and they have. Homes here are passed down, not listed; they change hands so seldom that an offering like this may not come again for years. There are no new builds and no substitutes, only a tight-knit, tree-lined neighborhood where pride of ownership shows on every street. Inside, the home lives like a true family estate: 3,348 square feet of light-filled living, four bedrooms, three-and-a-half baths, and a floor plan made for both everyday life and effortless entertaining. Best of all is the rare main-floor primary suite, a private downstairs retreat few homes of this era provide, joined by a versatile upstairs loft, a dedicated den or office, and a soaring two-story great room warmed by a wood-burning masonry fireplace. Generously scaled secondary bedrooms give everyone a room of their own, and abundant storage keeps family life beautifully organized. At its heart, a freshly reimagined kitchen dazzles with new cabinetry, quartz countertops, a pot filler, a built-in spice pantry, and a built-in wet bar. Rich hardwood, tile, and plush carpet flow underfoot, and the enduring craftsmanship shows in every room. Systems have been faithfully maintained and updated, including a newer roof, updated HVAC, and whole-house propane serving the range, pool heater, and gas grill, while a new fence and fresh landscaping frame the grounds in privacy. Outside awaits your own private escape: a screened and caged pool and spa framed by an elegant marble-tile patio, made for year-round Florida living. The 0.41-acre homesite offers room to roam beneath grand oaks, plus a sport-court slab, a former basketball court, ready for play or a garden. A side-entry, two-car garage adds classic curb appeal and everyday ease. You are moments from Walsingham Park and the Pinellas Trail, minutes from the Gulf's award-winning beaches, and close to Seminole City Center's shopping and dining. Zoned for sought-after schools, in a non-evacuation location, and homesteaded, this is an address you settle into for the long run. Pristine, meticulously cared for, and never before available, 12383 Windtree Blvd is far more than a house. It is a legacy home in a legacy neighborhood, ready for its next chapter. Homes like this simply do not come to market in Windtree Oaks. Come experience the warmth, the quality, and the rare sense of belonging, and claim a truly once-in-a-generation home to call your own.

12383 Windtree Boulevard, Seminole
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