Luxury Properties for sale in Winter Park, Florida

In the heart of Winter Park's Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers...

Presented by Drew Henner | Premier Sotheby's International Realty

Welcome to 1451 Cavendish Road, a beautifully renovated home in the heart of Orwin Manor, one of Winter Park's most desirable and family-friendly neighborhoods. Set on a large and...

Presented by Globalty Investment

Welcome to The Cloisters, one of Winter Park's established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in...

Presented by Drew Henner | Premier Sotheby's International Realty

One or more photo(s) has been virtually staged. Fully renovated two-bedroom, two-bath residence in the sought-after Mead Garden Condominium community. Spanning 908 square feet,...

Presented by Drew Henner | Premier Sotheby's International Realty

Luxurious waterfront estate in one of Winter Park’s most prestigious neighborhoods, offering 7,278 sf of elegant living with direct canal access to Lake Maitland. This 5-bedroom,...

Presented by Globalty Investment

An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area's private and pristine ski...

Presented by Mick Night | Premier Sotheby's International Realty

Welcome to 2607 Lafayette Avenue—a stunning custom home in one of Winter Park’s most desirable neighborhoods. This 4-bedroom, 3.5-bath residence features 2,770 SqFt of open living...

Presented by Globalty Investment