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Our website features the best Winter Park real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Hot Winter Park Properties

2080 Sharon Road, Winter Park image
2080 Sharon Road, Winter Park $3,350,000

Fantastic new home that will take your breath away. Central location, heart of the Via's and steps from the Racquet Club. Completed in 2022 by design build firm Z Prope...

  • 4 Beds
  • 4.5 Baths
  • Tuscania SubDv.
  • 32789 Zip Code
1120 Palmer Ave, Winter Park image
1120 Palmer Ave, Winter Park $1,695,000

Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features i...

  • 3 Beds
  • 4 Baths
  • N/A SubDv.
  • 32789 Zip Code
690 Osceola Avenue Unit 504, Winter Park image
690 Osceola Avenue Unit 504, Winter Park — #505 $1,375,000

Welcome to this esteemed Winter Park Serene Lakeside Living condo within walking distance of Park Avenue!! Upon entering, you're immediately embraced by stunning VIEWS of...

  • 3 Beds
  • 3 Baths
  • Lake Virginia Condo SubDv.
  • 32789 Zip Code
2524 Sweetwater Trail, Winter Park image
2524 Sweetwater Trail, Winter Park $629,900

Nestled in the beautiful city of Winter Park, this delightful 3 bedroom, 2 bathroom POOL home is Florida living at its finest. Boasting a spacious layout, lush landscapin...

  • 3 Beds
  • 2 Baths
  • Dommerich Hills Fourth Add SubDv.
  • 32789 Zip Code
1741 Glencoe Road, Winter Park image
1741 Glencoe Road, Winter Park $2,749,000

A thoughtfully reimagined Winter Park custom home with transitional style & Mediterranean architectural influences awaits. Built by renowned Bates Driscoll Homes & design...

  • 4 Beds
  • 4.5 Baths
  • Forest Hills SubDv.
  • 32789 Zip Code
1320 Bessmor Road, Winter Park image
1320 Bessmor Road, Winter Park $1,349,000

This custom 5-bedroom, 3-bath home just steps from Winter Park's exclusive Vias neighborhood features interior architectural accents throughout, including hardwood floors...

  • 5 Beds
  • 3 Baths
  • Winter Park Village SubDv.
  • 32789 Zip Code
350 N Phelps Avenue, Winter Park image
350 N Phelps Avenue, Winter Park $849,900

Welcome to this gorgeous remodeled home with a huge fenced in backyard in highly sought after Winter Park! This open concept, split-plan home boasts four bedrooms, three ...

  • 4 Beds
  • 3 Baths
  • Sylvan Heights SubDv.
  • 32789 Zip Code
674 W Morse Boulevard, Winter Park image
674 W Morse Boulevard, Winter Park $3,950,000

This stunning DETACHED ELEVATOR CITY home, meticulously crafted by the renowned Phil Kean Design Group, presents itself as an opulent haven in the heart of Downtown Winte...

  • 4 Beds
  • 4.5 Baths
  • Morse & Pennsylvania Twnhms SubDv.
  • 32789 Zip Code
1319 Orchid Avenue, Winter Park image
1319 Orchid Avenue, Winter Park $560,000

One or more photo(s) has been virtually staged. Drawing inspiration from the sophistication of the mid-century modern era, 1319 Orchid Ave is more than just a home; it's ...

  • 3 Beds
  • 2 Baths
  • Blk C Pt Rep 02 SubDv.
  • 32789 Zip Code
2619 Winter Park Road, Winter Park image
2619 Winter Park Road, Winter Park $675,000 ▼

Look no further, bring your own builder and build your dream home on this a quiet Cul-De-Sac in Winter Park! Over 1/3 acre homesite on private street and walking distanc...

  • 4 Beds
  • 4 Baths
  • Parklando #3 SubDv.
  • 32789 Zip Code
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