112+ Pool Homes for Sale in Winter Park

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

Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-...

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

Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberla...

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

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design...

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

Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of so...

One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award...

Under contract-accepting backup offers. Welcome home to this one-of-a-kind custom-designed and built...

The Point House on lake Killarney. Rarely available oasis, this spectacular lake front residence is...

Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural pro...