Windtree Oaks Real Estate

Windtree Oaks Real Estate

Welcome to Windtree Oaks, a charming subdivision nestled in the heart of Seminole, Florida. This delightful community offers a perfect blend of suburban tranquility and convenient access to urban amenities, making it an ideal location for families, professionals, and retirees alike.

Windtree Oaks boasts beautifully landscaped streets lined with mature oak trees, providing a picturesque backdrop for your new home. The subdivision features a variety of well-designed single-family homes, each exuding its own unique character and charm. Residents enjoy spacious yards, perfect for outdoor gatherings and creating lasting memories with loved ones.

One of the standout features of Windtree Oaks is its prime location. Situated in Pinellas County, this community is just a short drive away from the stunning beaches of the Gulf Coast, where you can soak up the sun or indulge in water sports. For those who appreciate the great outdoors, nearby parks and nature preserves offer hiking trails, picnic areas, and opportunities for birdwatching.

Families will appreciate the top-rated Seminole schools, which are known for their commitment to academic excellence and fostering a supportive learning environment. Additionally, the area is home to a variety of shopping, dining, and entertainment options, ensuring that all your needs are just moments away.

Windtree Oaks is more than just a subdivision; it’s a community where neighbors become friends and memories are made. If you’re looking for a place to call home in Seminole, Florida, Windtree Oaks is waiting for you to discover its charm and warmth. Come explore this hidden gem and experience the lifestyle you've always dreamed of!

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
Start Your Search