14 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$2,295,000
Single Family Home
1885 TEMPLE DR, Winter Park, FL 32789
Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed ($150k value!...
Listed by Jennifer Sloan COMPASS FLORIDA LLC
$415,000
Single Family Home
1872 BISCAYNE DR, Winter Park, FL 32789
Back on the market due to seller changing real estate companies - not due to financing or inspections. Don't miss this r...
Listed by Shirley Jones COLDWELL BANKER RESIDENTIAL RE
$2,900,000
Single Family Home
1401 GREEN COVE RD, Winter Park, FL 32789
Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park's ...
Listed by Adriana Oyarce ANCHOR REAL ESTATE
$3,895,000
Single Family Home
1751 GLENCOE RD, Winter Park, FL 32789
Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefine...
Listed by Julie Christensen COMPASS FLORIDA LLC
$3,795,000
Single Family Home
516 HENKEL CIR, Winter Park, FL 32789
This beautiful Mediterranean style home offers a rare opportunity for prime waterfront living on Lake Mizell, part of th...
Listed by Morgan Seefried KELLER WILLIAMS WINTER PARK
$510,000
Single Family Home
2381 ROXBURY RD, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Live the Winter Park dream in this freshly updated 3-bedroom, 2-bath hom...
Listed by Alex Vastardis COLDWELL BANKER REALTY
$1,675,000
Single Family Home
132 BURKS CIR, Winter Park, FL 32789
Experience refined living in this completely remodeled single story residence located in the heart of Winter Park. Enjoy...
Listed by Ivey Geisler KELLER WILLIAMS REALTY AT THE PARKS
$655,000
Townhouse
1267 MICHIGAN AVE, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroo...
Listed by Megan Cross FANNIE HILLMAN & ASSOCIATES
$1,999,000
Single Family Home
1540 PALM AVE, Winter Park, FL 32789
Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park's most desirable neigh...
Listed by John McDade FANNIE HILLMAN & ASSOCIATES
$2,150,000
Single Family Home
640 ARJAY WAY, Winter Park, FL 32789
To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique sho...
Listed by Karan Wienker COLDWELL BANKER REALTY
$560,000
Single Family Home
1875 STAUNTON AVE, Winter Park, FL 32789
Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a ...
Listed by Jill Healey KELLER WILLIAMS WINTER PARK
$3,825,000
Single Family Home
1820 GLENCOE RD, Winter Park, FL 32789
Discover the ultimate in luxury real estate in Winter Park, Florida with this Dutch West Indies–inspired custom home bui...
Listed by Laura Earl CORCORAN PREMIER REALTY
$1,201,000
Single Family Home
1807 MAGNOLIA AVE, Winter Park, FL 32789
Under Construction. Under construction with estimated completion in March 2026. New construction in the City of Winter P...
Listed by Kristen Hamilton LOMBARDO TEAM REAL ESTATE LLC
$2,175,000
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 Megan Cross FANNIE HILLMAN & ASSOCIATES