Green Oaks Rep Homes with Traditional Architectural style

Green Oaks Rep Homes with Traditional Architectural style

Welcome to Green Oaks Rep, a charming subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This delightful community is renowned for its picturesque surroundings and its inviting atmosphere, making it an ideal place for families and individuals seeking a serene yet engaging lifestyle.

Green Oaks Rep boasts an array of homes that beautifully reflect traditional architectural styles, ensuring a timeless appeal that resonates with both history and modern living. The classic designs feature elegant facades, inviting front porches, and lush landscaping, creating a warm and welcoming ambiance. Each home is thoughtfully crafted to provide comfort and style, with spacious layouts that cater to the needs of today’s homeowners.

Living in Green Oaks Rep means enjoying the best of Winter Park's unique charm. Residents can explore the nearby parks, indulge in local dining experiences, and take advantage of the vibrant arts scene that this city is famous for. With its proximity to top-rated schools and convenient access to major highways, commuting to Orlando or other surrounding areas is a breeze.

As you stroll through the tree-lined streets of Green Oaks Rep, you'll find a close-knit community where neighbors become friends, and every day feels like a retreat. Whether you’re a first-time homebuyer or looking to settle into a more spacious abode, the homes in this subdivision offer a perfect blend of classic elegance and modern convenience.

Discover the enchanting lifestyle that awaits you in Green Oaks Rep, where tradition meets community, and every home tells a story. Come experience the magic of Winter Park living!

Newest Green Oaks Rep Homes with Traditional Architectural style

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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