Green Oaks Rep Homes with Maitland Middle Middle school

Green Oaks Rep Homes with Maitland Middle Middle school

Welcome to Green Oaks Rep, a charming subdivision nestled in the heart of Winter Park, Florida. This delightful community, located in Orange County, is a hidden gem that offers a perfect blend of suburban tranquility and urban convenience. With its lush landscapes and friendly atmosphere, Green Oaks Rep is an ideal place for families, retirees, and professionals alike.

One of the standout features of this neighborhood is its proximity to Maitland Middle School, making it an excellent choice for families with school-aged children. The school is known for its strong academic programs and dedicated staff, ensuring that your children receive a quality education just a stone's throw away from home. The community's commitment to family-friendly living is evident in its well-maintained parks and recreational facilities, which provide ample opportunities for outdoor activities and social gatherings.

The homes in Green Oaks Rep are as inviting as the community itself. With a variety of architectural styles, you'll find everything from charming single-family residences to modern townhomes, catering to diverse tastes and budgets. Each property boasts spacious layouts, lush yards, and many feature contemporary upgrades that make everyday living a joy.

Living in Green Oaks Rep means embracing a lifestyle where convenience meets comfort. The vibrant downtown Winter Park is just a short drive away, offering an array of dining, shopping, and entertainment options. Whether you're enjoying a leisurely stroll through the beautiful parks or indulging in the local culture, this subdivision provides the perfect backdrop for a fulfilling life.

Come discover why Green Oaks Rep is not just a place to live, but a place to call home!

Newest Green Oaks Rep Homes with Maitland Middle Middle school

1600 Legion Drive, Winter Park
$3,495,000
5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code
Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

1600 Legion Drive, Winter Park

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