12383 WINDTREE BOULEVARD
About This Property
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.
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What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
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Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Aug 26, 2026 | Listed by CORCORAN DWELLINGS | $1,449,000 | |
| Listed by CORCORAN DWELLINGS | |||
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017