Woodmere Terrace Rep Homes for Sale

Woodmere Terrace Rep Homes for Sale

Welcome to Woodmere Terrace Rep, a delightful subdivision nestled in the heart of Winter Park, Florida, in beautiful Orange County. This charming community is known for its picturesque tree-lined streets and welcoming atmosphere, making it an ideal place for families, retirees, and everyone in between.

Woodmere Terrace Rep offers a diverse selection of homes for sale, catering to a variety of tastes and budgets. Whether you’re searching for a cozy single-family residence or a more spacious property, you’ll find a range of options that reflect the unique character of this vibrant neighborhood. Many homes boast modern amenities, open floor plans, and beautifully landscaped yards, perfect for enjoying Florida’s sunny weather.

One of the standout features of Woodmere Terrace Rep is its prime location. Residents enjoy easy access to Winter Park’s array of attractions, including exquisite shopping, fine dining, and lush parks. The renowned Park Avenue, with its boutique shops and outdoor cafes, is just a short drive away. For outdoor enthusiasts, the nearby lakes and trails provide endless opportunities for recreation and relaxation.

Families will appreciate the quality of education available in the area, with top-rated schools and community programs that foster a strong sense of belonging. The friendly neighborhood vibe encourages social connections, making it easy to meet new friends and build lasting relationships.

If you’re looking to find your dream home in a vibrant community with a rich blend of culture and leisure, Woodmere Terrace Rep is the perfect place to call home. Explore the homes for sale today, and take the first step toward your new life in this enchanting Winter Park neighborhood!

Newest Woodmere Terrace Rep Homes for Sale

$4,900,000
5 Beds 6 Baths Woodmere Terrace Rep SubDv.
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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