Winter Park, FL homes for sale & real estate

Winter Park, FL Homes for Sale

RARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS – FULLY FURNISHED AND IN THE HEART OF WINTER PARK! Discover the perfect blend of comfort, style, and unbeatable location! This beautifully maintained 2-bedroom, 2-bath corner unit sits on the top floor of the desirable Villages of Winterset, offering expansive views and abundant natural light throughout. Enjoy the convenience of two elevators, a private storage unit on the same floor, and on-site laundry just steps from your door. Your assigned covered parking keeps your car cool and protected, and the secured mid-rise building features key access, a call box for guests, and a welcoming lobby lounge. Step outside and you’re just

Winter Park, FL Homes for Sale

One or more photo(s) has been virtually staged. Charming, Fully Updated Home in Coveted Orwin Manor! Tucked perfectly between the charm of College Park and the luxury of Park Avenue, this beautifully renovated Orwin Manor home feels like something out of a storybook. Picture quiet, tree-lined streets, friendly neighbors who wave from their porches, and the perfect blend of old Orlando character and modern comfort. Step inside and you’ll immediately notice how much care has gone into every detail. The home has been completely reimagined with all the big-ticket updates already done for you — NEW roof, NEW A/C, NEW plumbing, and NEW electrical — giving you peace of mind fo

Winter Park, FL Homes for Sale

A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. This is a two bedroom and one bath in the front with a one bedroom one bath mother-in-law suite in the back, off of the laundry room with its own entrance as well. Main house has a large foyer and living room. Kitchen has beautiful cabinets and granite counter tops. Septic system was just replaced in September. Currently rented for $2,000 per month. Lease ends February 28, 2026. Close to everything.

Winter Park, FL Homes for Sale

Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’