Woodmere Terrace Rep Homes for Sale

Woodmere Terrace Rep Homes for Sale

Welcome to Woodmere Terrace Rep, a charming subdivision nestled in the heart of Winter Park, Florida, within the picturesque Orange County. This delightful community offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and professionals alike.

Woodmere Terrace Rep is characterized by its tree-lined streets, well-maintained homes, and a strong sense of community. The neighborhood features a variety of architectural styles, providing a diverse selection of homes for sale that cater to different tastes and budgets. Whether you're seeking a cozy single-family home or a spacious property with ample outdoor space, Woodmere Terrace Rep has something for everyone.

Residents of this charming subdivision enjoy easy access to Winter Park's vibrant downtown area, where you can explore boutique shops, dine at exquisite restaurants, and take in the cultural offerings, including art galleries and theaters. For outdoor enthusiasts, nearby parks and lakes provide the perfect backdrop for leisurely strolls, picnics, and recreational activities.

In addition to its prime location, Woodmere Terrace Rep is served by highly-rated schools, making it an excellent choice for families with children. With a close-knit community atmosphere and a variety of amenities nearby, this subdivision is not just a place to live, but a place to thrive.

If you’re searching for your dream home in Winter Park, look no further than Woodmere Terrace Rep. Explore the current homes for sale and discover the perfect setting for your next chapter. Your ideal home awaits in this enchanting neighborhood!

Newest Woodmere Terrace Rep Homes for Sale

$4,900,000
5 Beds 6 Baths Woodmere Terrace Rep SubDv. 32789 Zip Code
A pristine location in the Vias of Winter Park, this refined Santa Barbara-inspired Mediterranean estate rests on nearly half an acre — a rare double lot. A 2006 custom build by Maroon Fine Homes and renovated in 2024 by Greg Hardwick, this estate blends timeless architecture with comfortable sophistication and functionality. A stone’s throw to the celebrated shops and dining of Park Avenue, Rollins College, Winter Park Golf Course, and the serene beauty of Kraft Azalea Gardens, the location is simply unrivaled. This extraordinary residence spans nearly 5,000 sf with a flowing floor plan designed for entertaining and everyday living. Solid wood artisan arched doors anchor the inviting foyer with porcelain marble tile, volume ceilings, and a sleek iron circular staircase as a focal point. An open dining and intimate living room layout are flanked by windows and clear view doors, which bring in natural light. The spaces share a unique temperature-controlled wine cellar finished with seamless glass and ambient lighting, adding a dramatic touch for the discerning enthusiast. The main level centers around a spacious kitchen that enjoys a dedicated eat-in space and counter seating, with a family room that overlooks the expansive backyard. A dedicated wet bar and first-floor bonus room make this home ideal for hosting at any scale. The outdoor living rivals a 5-star resort, recently reimagined in 2026 by Signature Landscaping. An immense new pool with a sun shelf anchors the outdoor living experience, surrounded by a lush turf courtyard, sport court, and a covered lanai with generous pavered decking and a summer kitchen. A cozy gas fire pit with casual seating invites you to take in the evening breezes. Privacy abounds with mature Japanese blueberry trees and Podocarpus hedges. A dedicated side yard dog run completes this outdoor haven. The main floor is home to the first-floor primary suite, with privacy doors separating this section of the home. It is a true retreat unto itself, offering a sunlit sitting area with doors leading to the backyard, a beautifully appointed bath, a dedicated home office, and two custom-fitted walk-in closets, one of which includes a secondary laundry area. The spa-inspired bathroom has it all, featuring a generous shower with a soaking tub within the enclosure for the ultimate relaxation experience. A first-floor guest suite, thoughtfully designed with a split-plan layout, provides privacy for visitors, while three additional ensuite bedrooms and a bonus landing are located upstairs. The oversized three-car side-loading garage is air-conditioned and features upgraded flooring, while a generous circular drive and mature front hedge offer a gracious arrival experience and an added layer of privacy. A rare convergence of premier location, architectural distinction, and meticulous renovation — this is Winter Park luxury living at its finest.

1180 Via Lugano, Winter Park

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