244 Properties Available
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$2,999,000
Single Family Home
1891 LAKE SPIER DR, Winter Park, FL 32789
Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blend...
Listed by LPT REALTY, LLC
$4,600
Single Family Home
336 BLUE HERON DR, Winter Park, FL 32789
AVAILABLE NOW!!! Charming Waterfront home in Winter Park's established community featuring 3 bedrooms, 2 full bathrooms ...
Listed by LPT REALTY, LLC
$850,000
Single Family Home
730 W SWOOPE AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Experience the Charm of Winter Park in This Renovated Corner Home <br>We...
Listed by LPT REALTY, LLC
$1,385,000
Single Family Home
2105 FOSGATE DR, Winter Park, FL 32789
This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to b...
Listed by LPT REALTY, LLC
$699,000
Single Family Home
1891 BRYAN AVE, Winter Park, FL 32789
Rare find in Winter Park! This charming one-story pool home offers three bedrooms, two full baths, high ceilings, and an...
Listed by CORCORAN PREMIER REALTY
$3,599,999
Single Family Home
1761 LEGION DR, Winter Park, FL 32789
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was complet...
Listed by SCANLON REALTY GROUP LLC
$2,399,000
Single Family Home
922 N PENNSYLVANIA AVE, Winter Park, FL 32789
Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally si...
Listed by FANNIE HILLMAN & ASSOCIATES
$950,000
Single Family Home
1018 TURNER RD, Winter Park, FL 32789
Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Pa...
Listed by WEMERT GROUP REALTY LLC
$1,180,000
Single Family Home
2607 LAFAYETTE AVE, Winter Park, FL 32789
Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park's most desirable neig...
Listed by FORTUNE INTERNATIONAL REALTY
$1,888,000
Single Family Home
2407 LAFAYETTE AVE, Winter Park, FL 32789
Discover this exceptional custom-designed modern pool home, ideally situated on a quiet street in Winter Park. This spac...
Listed by FANNIE HILLMAN & ASSOCIATES
$369,000
Single Family Home
657 OVERSPIN DR, Winter Park, FL 32789
One or more photo(s) has been virtually staged. **Seller is motivated and encourages all serious offers—bring your buyer...
Listed by RE/MAX 200 REALTY
$2,900,000
Single Family Home
1401 GREEN COVE RD, Winter Park, FL 32789
This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open inte...
Listed by BUCKEYE REALTY LLC
$2,725,000
Single Family Home
1400 PLACE PICARDY, Winter Park, FL 32789
1440 Place Picardy, Winter Park, FL <br>Custom-Built Elegance with Timeless Finishes <br> <br>A custom-built residence c...
Listed by CORCORAN PREMIER REALTY
$675,000
Single Family Home
1399 ALOMA AVE, Winter Park, FL 32789
Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on...
Listed by FLORIDA HOMES REALTY & MTG
$800,000
Single Family Home
441 N CAPEN AVE, Winter Park, FL 32789
Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This mode...
Listed by COLDWELL BANKER RESIDENTIAL RE
$829,000
Condo
1276 S PENNSYLVANIA AVE #12, Winter Park, FL 32789
Nestled within the tranquil confines of the Virginia Heights neighborhood lies a truly exceptional property that blends ...
Listed by COMPASS FLORIDA LLC
$2,070,000
Single Family Home
2234 VIA LUNA, Winter Park, FL 32789
One or more photo(s) has been virtually staged. NEW IMPROVED PRICING! Newly Renovated Partially Furnished Home in the Be...
Listed by LOKATION
$2,875,000
Single Family Home
1860 VIA CONTESSA, Winter Park, FL 32789
Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted ...
Listed by SIERRA REALTY GROUP LLC
$700,000
Single Family Home
2190 TEMPLE DR, Winter Park, FL 32789
BEAUTIFUL BREEZES AND EXCEPTIONAL VIEWS IN THIS STUNNING MOVE IN READY HOME LOVINGLY MAINTAINED! This immaculate home of...
Listed by MAINFRAME REAL ESTATE
$889,000
Single Family Home
1217 KENWOOD AVE, Winter Park, FL 32789
The inviting bungalow at 1217 Kenwood Ave is located just a few houses off famed Park Avenue and steps from the Winter P...
Listed by LEHMANN REALTY INC.
$2,650
Single Family Home
1513 HARMON AVE, Winter Park, FL 32789
Lawn and Security System included with this fantastic 2/2 plus office Orwin Manor home. Home features hardwood flooring ...
Listed by CORCORAN PREMIER REALTY
$2,000
Condo
1695 LEE RD #E215, Winter Park, FL 32789
Spacious and conveniently located, this charming condo, offers comfortable living in a prime location! Featuring an open...
Listed by LA ROSA REALTY CENTRAL FLORIDA
$365,000
Townhouse
1117 PARK GREEN PL, Winter Park, FL 32789
Charming One-Story Townhome in Prime Winter Park Location! <br>Welcome to this adorable detached 3-bedroom, 2-bath townh...
Listed by RE/MAX TOWN & COUNTRY REALTY
$6,200
Single Family Home
1791 SPRUCE AVE, Winter Park, FL 32789
Welcome to this stunning, fully renovated 3-bedroom, 2-bath residence nestled in the highly sought-after Winter Park com...
Listed by KELLER WILLIAMS WINTER PARK