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$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

$990,000
4 Beds 3 Baths Windtree Oaks SubDv. 33772 Zip Code
Welcome to this beautiful and spacious 4-bedroom, 3-bathroom, 3-car garage pool home in the desirable Seminole area. Nestled into the tranquil and highly sought-after Windtree Oaks executive community, this impressive contemporary residence offers true luxury living. As you enter, the double doors under a covered entry, you will experience an expansive open floor plan featuring soaring cathedral ceilings and spacious rooms. The Living Room welcomes you in and showcases the pool and lanai beyond. The Family Room serves as a gathering place with its wood-burning fireplace and wet bar. The chef’s Kitchen is a culinary ddream, complete with solid wood cabinetry, granite countertops, a center island, and premium stainless steel appliances. The split bedroom floor plan offers privacy and the Bedroom/Office adjacent to the master suite is perfect as an office or nursery. The primary bedroom suite is a true retreat, offering dual walk-in closets, a dressing room featuring a lighted vanity and a luxurious en suite bath featuring double sinks and a separate soaking tub. The home is designed for seamless indoor-outdoor living, with hurricane impact sliders that lead you to a picturesque backyard sanctuary. This outdoor retreat is a true showstopper, featuring a large screened enclosure, a sparkling in-ground gunite pool, a screen enclosed pavered lanai and a dedicated pool bath. A partially fenced yard and lush, mature landscaping add to the privacy and charm of this 0.37-acre lot. Have peace of mind knowing major updates have already been handled, including a brand-new roof (installed Jan 2024), hurricane impact-rated windows and sliders (2021), and an HVAC system replaced in 2018 and pavers sealed in 2026. For added convenience, the home features a large inside laundry room with a work sink a spacious 3-car garage. Additional features include a large covered outdoor lanai area, ceiling fans, a hidden front screen door, large pantry closet, wrap around sliders to the pool, office/bedroom with built-in desk & shelves, formal Dining Room, eat at bar and Breakfast Nook overlooking the pool. Location is everything, and this property is perfectly situated near top-rated schools and just a short drive to world-class Gulf beaches, parks, and dining. In the photos you can see the near proximity to the Gulf Beaches, close enough for convenience but high enough to be in a non-evacuation zone. This move-in ready home provides everything you could ever ask for to enjoy the quality and charm of this Seminole gem. Come enjoy the true Florida lifestyle!

9904 Oaks Lane, Seminole

$1,223,000
4 Beds 3 Baths Windtree Oaks SubDv. 33772 Zip Code
"Luxury Private Oasis" Welcome to one of Windtree Oaks' most impressive offerings - a meticulously updated executive residence where luxury, quality, and peace of mind come together. This exceptional home offers the rare opportunity to enjoy a truly turnkey lifestyle and peace of mind with thoughtful improvements and modern upgrades. Close to shopping, restaurants, great schools and Walsingham Park and the Pinellas trail. NO FLOOD ZONE! This home has it all. Inside, you'll find a spacious and thoughtfully updated floor plan with elegant living spaces enhanced by cathedral ceilings and plenty of natural light. Separate living room and family room with wood-burning fireplace. The heart of the home is the beautifully remodeled kitchen, showcasing elegant quartz countertops, designer tile backsplash, top-of-the line Samsung appliances including an induction cooktop with convection oven, full-sized Bespoke refrigerator and abundant storage and space for gathering and entertaining. Custom Closets by Design systems enhance the primary suite and secondary bedrooms, while remodeled bathrooms provide a spa-like experience. The spacious Primary Bedroom offers a spa-like ensuite with double vanity, freestanding soaking tub, spacious shower and heated towel rack. This home boasts an extra space off the Primary Bedroom that could be used as an office, a gym, a nursery or craft space. Recent major improvements include complete HVAC and ductwork replacement, air purification system including Remi halo and UV light, Rinnai tankless propane water heater, upgraded electrical panel and wiring, whole house Generac generator, high- impact Renewal by Andersen windows and doors, and extensive professional landscaping. The backyard is a luxurious private oasis featuring a fully rebuilt pool with sun shelf and large spa with new salt chlorination system and propane heater, new cool touch decking, and lush mature landscaping. Whether hosting guests or enjoying a quiet evening at home, this outdoor retreat is designed for year-round enjoyment. Located in the highly desirable Windtree Oaks community, this extraordinary residence combines timeless elegance with modern systems and upgrades rarely found in today's market. Every major improvement has been completed, allowing the next owner to simply move in and enjoy. This is more than a home—it's a lifestyle investment in one of Seminole's most sought-after neighborhoods.

12399 Oaks Lane, Seminole

$1,100,000
4 Beds 4 Baths Windtree Oaks SubDv. 33772 Zip Code
Discover the rare elegance of Windtree Oaks, an exclusive enclave known for its quiet sophistication, stately homes, and graceful, tree-lined streets. This magnificent four-bedroom residence blends timeless design with modern comfort, offering two full and two half baths, plus a spacious three-car garage. Step inside to find an impressive open floor plan with soaring ceilings in the living and dining areas, creating a bright and airy atmosphere ideal for both entertaining and everyday living. The main-level primary suite is a private retreat featuring dual walk-in closets, direct access to the pool, and a serene view of the lush backyard. The gourmet kitchen opens to a cozy breakfast nook with a bay window and an inviting family room—a perfect space to gather and unwind. Natural light pours in through multiple French and sliding glass doors, seamlessly connecting the interior to the outdoor oasis. Step out to your screened, pavered lanai with a heated saltwater pool and spa, surrounded by beautifully landscaped grounds and a generous covered seating area—ideal for alfresco dining or relaxing under the Florida sun. Upstairs, you’ll find three additional bedrooms offering comfort and privacy for family or guests. Perfectly situated near fine dining, boutique shopping, Walsingham Park, Heritage Village, Seminole City Center, and the Gulf beaches, this residence offers both tranquility and convenience. This is more than a home—it’s a lifestyle, a place to gather and create memories. Come see it and make it yours.

9959 Windtree Boulevard, Seminole

$1,200,000
4 Beds 4 Baths Windtree Oaks SubDv. 33772 Zip Code
This home has it all... Executive style home in the rarely available and highly sought-after Windtree Oaks neighborhood. High and dry with no flood insurance required. Once you enter this picturesque neighborhood with tree-lined streets, beautiful homes and outstanding schools, you will understand why homes are rarely for sale. This 3933 Sq Ft home has 4 large bedrooms, 4 full baths plus a den (or 5th bedroom). Situated on a large beautifully landscaped corner lot. This magnificent home is centered around the sparkling screened in pool and spa. The 2 large porches are perfect for entertaining or just relaxing with the family in your own tropical paradise. Upon entering this beautiful home, you will notice a well thought out triple split floor plan. From the foyer you will notice the high ceilings and natural light, making this home bright and airy. Just to the left is the office/den. To the right is the formal dining room. Straight ahead is the large formal living room which opens to the pool area. Just past the office/den is the expansive primary suite, featuring two large walk- in closets, plus a versatile bonus room (ideal for an office or exercise room) leading out to the pool area. The ensuite bath is like a luxurious spa retreat featuring dual sinks, granite countertops, glass enclosed walk-in shower and soaking tub. On the other side of the home are the 3 remaining bedrooms. Bedrooms 2 and 3 share a jack and jill bathroom. Both bedrooms have ample closet space. The 4th bedroom/ bathroom is very private and could be used as a mother-in-law suite. Just down the hall is the laundry room which opens into the over-sized 3 car garage. You will be impressed with the massive storage in the laundry room and over-sized garage. This fabulous home is located blocks from Walsingham Park. Just minutes away from the beautiful Gulf Beaches, and Seminole City Center.

9935 Oaks Lane, Seminole

$935,000
4 Beds 2 Baths Windtree Oaks SubDv. 33772 Zip Code
HIGH AND DRY and NO power loss (FULL HOUSE GENERATOR TOO) during Hurricane Helene PLUS MAJOR PRICE IMPROVEMENT and offering a BRAND NEW roof with Accepted offer or the 2-1 Buy Down interest rate Program! Welcome to a truly unforgettable home nestled in the sought-after Windtree Oaks neighborhood, boasting extraordinary curb appeal that sets it apart. The grandeur begins with a spacious circular driveway, beautiful double entry doors, a striking Stone facade, and an inviting walkway adorned with unique lantern sconces. Upon entering, the home greets you with an open floor plan and vaulted ceilings, creating an inviting atmosphere. The living room bathes in natural light, with sliders opening to a newly screened enclosure housing a sparkling pool surrounded by pavers and a lanai leisure area—a perfect retreat for relaxation and entertainment. The primary bedroom, situated to the right, exudes luxury, featuring a spacious walk-in closet and a custom shoe closet. The ensuite is a masterpiece, showcasing a dual sink, custom cabinet vanity, granite counters, a granite-framed soaking tub, and a glass-framed shower area. Adjacent to the primary bedroom, you'll find another versatile space or bedroom, ideal for use as an exercise room or crafting. On the left side, two additional bedrooms and a well-appointed main bath provide comfort and convenience. The adjacent laundry room adds practicality to daily living. At the heart of the home, a unique coastal light fixture illuminates a large dining room with custom maple wood,pub-height, tabletop, accent lighting, and under-counter storage—a true showstopper. An adjoining private office space features custom cabinetry, a small walk-in library closet, and ample storage. The kitchen, a culinary haven, has been tastefully renewed with white-painted cabinets, granite backsplash and counters, and new appliances. It boasts a center island, pull-out drawered pantry, breakfast bar, built-in desk, and charming eating space with views of the pool area. The family room, enhanced by a cozy propane fireplace, offers a warm ambiance on cooler nights. The expansive .38-acre lot is perfect for children or pets, featuring no rear neighbors and a newer 6 ft. vinyl fence enclosing the backyard space. Beyond aesthetics, this home is equipped with numerous features and upgrades, including a whole-house generator, two 120-gallon propane tanks, a new pool pump, water heater, flat roof, interior paint, lighting, faucets, showerheads, outdoor ceiling fans, and an outdoor retractable TV. Impact windows and Clearview removable panels for open doorways ensure safety and efficiency, as detailed in the attached wind mitigation report. Most recent update 5/24 NEW 5 ton condenser with heat pump replaced. Conveniently located near the beach (a mere 10-minute drive), shopping, restaurants, excellent schools, and the Pinellas Trail, this home truly encompasses the best of Florida living. Immerse yourself in a lifestyle of luxury, comfort, and convenience—this home has it all!

12289 Oaks Lane, Seminole

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