242 Properties Available
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$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


$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


$1,325,000
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


$1,825,000
Single Family Home
446 ALBERTA DR, Winter Park, FL 32789
Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits ...
Listed by CHARLES RUTENBERG REALTY ORLANDO


$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


$1,595,000
Single Family Home
1733 HARMON AVE, Winter Park, FL 32789
Experience the charm and elegance of Winter Park living in this beautifully designed 5-bedroom, 4.5-bath home offering 3...
Listed by SOUTH REALTY, INC


$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


$355,000
Condo
700 MELROSE AVE #C22, Winter Park, FL 32789
CLICK ON VIRTUAL TOUR to get an overview of the complex. <br>Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH uni...
Listed by FANNIE HILLMAN & ASSOCIATES


$1,495,000
Single Family Home
1420 PALMER AVE, Winter Park, FL 32789
Luxurious Retreat in the Heart of Winter Park's Premier Neighborhood – Minutes from Park Ave! <br>Discover timeless eleg...
Listed by KELLER WILLIAMS WINTER PARK


$549,000
Single Family Home
240 CAMBRIDGE BLVD, Winter Park, FL 32789
3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake ...
Listed by REAL BROKER, LLC


$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


$207,900
Condo
2500 LEE RD #134, Winter Park, FL 32789
Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney,...
Listed by COMPASS FLORIDA LLC


$2,895,000
Single Family Home
940 LINCOLN CIR, Winter Park, FL 32789
This newly adjusted price represents extraordinary value for one of Winter Park's most coveted addresses. Located in the...
Listed by KELLY PRICE & COMPANY LLC


$245,000
Condo
151 N ORLANDO AVE #204, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-ba...
Listed by MAINFRAME REAL ESTATE


$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
