Luxury homes for sale in Winter Park, Florida

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of...

Presented by William George | Premier Sotheby's International Realty

Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend of elegance and modern sophistication. A remote-operated gated entrance opens...

Presented by Mick Night | Premier Sotheby's International Realty

Gorgeous Warm and Welcoming, this five-bedroom, 5.5-bath custom home is full of modern elegance with over 4,400 square feet of designed living space. As you enter the foyer, you...

Presented by Jo-Ann Lamar | Premier Sotheby's International Realty

One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award-winning design in this architectural gem by Phil Kean. Originally the...

Presented by Julie Bombardo | Premier Sotheby's International Realty

Elegant 5-Bedroom Estate in the Heart of Winter Park. Nestled on a picturesque double lot in the highly sought-after Via's, this stunning 5-bedroom, 4 full bath, 2 half bath...

Presented by Mick Night | Premier Sotheby's International Realty

Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the...

Presented by Mick Night | Premier Sotheby's International Realty

Step into this stunning one-story Spanish Mediterranean home, beautifully renovated in 2006 by renowned E2 Homes. Offering four bedrooms and three baths, this thoughtfully...

Presented by Mick Night | Premier Sotheby's International Realty

Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in...

Presented by Alison Mosley | Premier Sotheby's International Realty

In Winter Park's premier gated community, this stunning modern residence epitomizes contemporary elegance. Boasting over 1,700 square feet of meticulously designed,...

Presented by Harif Hazera | Premier Sotheby's International Realty