342+ Luxury Homes for Sale in Winter Park

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Me...

CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaki...

Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and priv...

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitla...

*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, ...

Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend ...

Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s ...

New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it ...

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the pictures...

Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4...

Oak trees line the brick street as you arrive at this exquisite Hollywood Regency style home. Situa...

Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home ...