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5909 Oxford Moor Boulevard, Windermere
$1,980,000
4 Beds ⋅ 6 Baths ⋅ Oxford Moor 47/30 SubDv. ⋅ 34786 Zip Code
Back on the market through no fault of the home - Buyer's financing issue creates a rare second chance for this one-of-a- kind Windermere estate. Welcome to 5909 Oxford Moor Blvd—a beautifully designed, single-story Spanish-style estate on a .56-acre lot with mature landscaping, circular driveway, and tile roof. The courtyard layout includes a two-car and one-car garage. Inside, enjoy 4 bedrooms, 4 full baths, 2 half baths, and an office with hidden access to the luxurious primary suite featuring dual walk-in closets, dual water closets, a linen closet, wet bar with fridge, seating area, and spa-style bath with walk-in shower and soaking tub. The chef’s kitchen boasts Bosch refrigerator and dishwasher, Dacor cooktop, microwave, double ovens, warming drawer, Thermador coffee machine, pot filler, two sinks, two disposals, and a hidden walk-in pantry. A wine pantry offers fridge, ice maker, storage, and wine rack. The home features cathedral ceilings, engineered hardwood, porcelain tile, Denon-controlled surround sound, Hunter Douglas motorized shades, plantation shutters, crown molding, cove and coffered ceilings, and built-ins throughout. A fully furnished media room includes a projector, wet bar, fridge, microwave, and half bath, with sliding glass doors to the screened pool and spa. The backyard offers a full summer kitchen, outdoor gas fireplace, and elegant entertaining space. French doors lead from the living areas to the screened lanai, enhancing indoor-outdoor living. Ideally located near top-rated schools, major theme parks, shopping, and dining, this one-of-a-kind estate combines quality, comfort, and convenience—all on one level. A truly timeless forever home with unmatched craftsmanship.

5909 Oxford Moor Boulevard, Windermere

5825 Oxford Moor Boulevard, Windermere
$1,330,000
4 Beds ⋅ 4 Baths ⋅ Oxford Moor 47/30 SubDv. ⋅ 34786 Zip Code
Completely Remodeled 2022 | Single Story |Gated Windermere Community | Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level that's genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic. The kitchen provides a large island, full stone backsplash, Bosch appliances with induction cooktop and double ovens, and a dedicated coffee bar. The split floorplan separates the primary suite from the secondary bedrooms, each generously sized, while the living areas flow directly to the covered lanai and saltwater pool. The primary suite includes a sitting area, expanded closet, and a fully renovated bath. A large private office comfortably fits dual workstations. Outdoor living space includes the saltwater pool running on updated equipment and automation, surrounded by a spacious fenced yard framed by mature landscaping and fruit trees that actually produce. Oxford Moor is one of Windermere's quieter gated communities comprised of 85 Estate Homes. Top-rated schools including Windermere Elementary, Bridgewater Middle, Windermere High school, and less than 1 mile from Windermere Prep, convenient SR 429 access, and a short drive to Walt Disney World round out the location.

5825 Oxford Moor Boulevard, Windermere

5746 Oxford Moor Boulevard, Windermere
$1,275,000
4 Beds ⋅ 3 Baths ⋅ Oxford Moor 47/30 SubDv. ⋅ 34786 Zip Code
Picture your morning here. Coffee on the covered lanai, the pond fountain catching the early light, and an expansive lawn rolling toward the water, with over half an acre between you and the rest of the world. This is 5746 Oxford Moor Blvd, a nearly 3,800-square-foot Mediterranean-style executive home set on one of the finest pond-view lots in gated Oxford Moor. Behind the tile roof and manicured facade, the scale of the home reveals itself: 12-foot tray ceilings in the great room, family room, and dining room, crown molding throughout, and finishes chosen to impress. Four bedrooms sit on the main floor. Upstairs, a generous bonus room adapts to the way you live, at home as a media lounge, gym, or second living space, and beside it sits a dedicated wine room with its own cooling system, independent of the home's two HVAC units. For the wine connoisseur, it is a refined setting for an established collection, with ample room to let it grow. At the heart of the home, the gourmet kitchen makes a statement. Rich solid cherry cabinetry, exotic granite, a five-burner cooktop, a new double wall oven, and an oversized island with seating create a space as striking as it is functional, all open to a great room anchored by a built-in entertainment center and electric fireplace. Entertaining comes easy. Host a dinner party in the formal dining room, then carry the evening out to the lanai, where travertine pavers surround a heated saltwater pool and spa, resurfaced in 2025 with new tile and color-changing LED lights, all overlooking the pond and its lighted fountain. The summer kitchen is built for it, with a Viking grill, sink, warming drawer, mini fridge, and TV under cover. As the sun sets, professionally installed LED landscape lighting comes on automatically, casting a warm glow across the grounds well into the evening. When the day winds down, retreat to a 25-foot owner's suite tucked on its own wing, with a sitting area and bay windows framing the water and a spa-style bath featuring a garden tub, separate shower, and dual vanities. A three-way split floor plan keeps the remaining bedrooms private, and a dedicated first-floor office means working from home is a pleasure, not a compromise. The home has been cared for and thoughtfully updated. The pool and spa were resurfaced in 2025, a new pool cage screen went in during 2024, and a new 5-ton AC was installed the same year. A ChargePoint EV charger was added in 2026, the kitchen gained a new double wall oven in 2025 and a new refrigerator in 2024, a septic riser and new filter were installed in late 2024, and the roof was soft washed in 2026. An oversized side-entry three-car garage, whole-house water softener, central vacuum, and dedicated irrigation well round out the package. Then there is Windermere itself, one of Central Florida's most coveted communities, known for its canopy of mature oaks, chain-of-lakes lifestyle, and quiet, tree-lined streets. Inside Oxford Moor, an automatic gated entrance, tennis court, and playground surround a central pond that gives the neighborhood its calm, established feel. A-rated Windermere High and the prestigious Windermere Prep are within walking distance, and Disney, Universal, and Restaurant Row are all about 15 minutes away. Homes of this caliber in Oxford Moor are rarely available. Come see it in person and imagine the life waiting for you.

5746 Oxford Moor Boulevard, Windermere

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