-
- My Homes
- My Tours
- My Favorites
- My Searches
- Sign In
- Register
490 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$749,000
Single Family Home
346 ELKHORN CT, Winter Park, FL 32792
Welcome to your next chapter in Winter Park Pines, tucked within the most sought-after school district in all of Orlando...
Listed by 407 PROPERTIES
$629,777
Single Family Home
3102 HEARTLEAF PL, Winter Park, FL 32792
Tucked away on the tree-lined streets of the Lost Creek community, this contemporary two-story residence offers a rare b...
Listed by RE/MAX CENTRAL REALTY
$535,000
Single Family Home
1819 SHADYHILL TER, Winter Park, FL 32792
Welcome to your own private retreat, perfectly situated at the end of a quiet cul-de-sac on one of the most scenic lots ...
Listed by KELLER WILLIAMS WINTER PARK
$450,000
Townhouse
1471 BROAD WING LN, Winter Park, FL 32792
Step into comfort and style in this beautifully maintained townhome, built in 2020 and thoughtfully designed for modern ...
Listed by EXP REALTY LLC
$285,000
Condo
1920 WOODCREST DR #15, Winter Park, FL 32792
Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and q...
Listed by COLDWELL BANKER RESIDENTIAL RE
$2,995
Single Family Home
3300 BENNINGTON CT, Winter Park, FL 32792
Winter Park Rental Home in Bennington Estates. Home offers 4 Bedrooms, 2 Baths, Split plan, Large Eat-in Kitchen w/Isla...
Listed by RE/MAX TOWN & COUNTRY REALTY
$2,250
Mobile Home
7034 EASTER ST, Winter Park, FL 32792
Location!! This completely renovated home is now available for rent and can be yours! With 3 bedrooms and 1 bathroom, th...
Listed by ELIZUNDIA LUXURY REALTY LLC
$1,895
Townhouse
152 SANDLEWOOD TRL #6, Winter Park, FL 32789
Lovely, light and airy home with newer appliances, fresh paint throughout. This end unit townhome has a spacious kitchen...
Listed by FANNIE HILLMAN & ASSOCIATES
$949,000
Single Family Home
1840 BISCAYNE DR, Winter Park, FL 32789
Biscayne Bay, a recent Parade of Homes winner, is one of the latest custom builds by the trusted team at Konkol Custom H...
Listed by CORCORAN PREMIER REALTY
$469,000
Townhouse
2405 FIRSTLIGHT WAY, Winter Park, FL 32792
Experience refined living in the sought-after gated community of Hawks Crest. This elegant 3-bedroom, 2.5-bathroom home ...
Listed by EXP REALTY LLC
$6,200
Single Family Home
960 GEORGIA AVE, Winter Park, FL 32789
Quintessential Winter Park Stunner. This well appointed home is situated on a half acre corner lot just two blocks away ...
Listed by CORCORAN PREMIER REALTY
$1,550
Condo
1000 S SEMORAN BLVD #703, Winter Park, FL 32792
Spacious one-bedroom condominium in Golfside Villas! This move in ready first-floor unit includes a large living room, D...
Listed by CENTURY 21 CARIOTI
$425,000
Single Family Home
3425 FERNDELL DR, Winter Park, FL 32792
Fully Renovated Gem in Winter Park! <br>Welcome to your dream home in one of Central Florida's most sought-after neighbo...
Listed by LOKATION
$390,000
Single Family Home
1516 PINEWOOD DR, Winter Park, FL 32789
PINEWOOD SUB N/9 LOT 12 BLK A <br> <br> <br>Well-maintained, modest 2-1 home in College Park with carport, deck, and por...
Listed by LIST NOW REALTY, LLC
$4,500
Single Family Home
1289 HEAVENLY CV, Winter Park, FL 32792
Welcome to this move in ready 4-bedroom, 3-bath, 3-car garage pool home located in the exclusive gated community of Eden...
Listed by COLDWELL BANKER RESIDENTIAL RE
$3,400,000
Single Family Home
473 FLETCHER PL, Winter Park, FL 32789
Experience the perfect blend of luxury, lifestyle, and location in this completely custom 2017 Lundev build, just one mi...
Listed by COMPASS FLORIDA LLC
$1,750,000
Single Family Home
1270 ARLINGTON PL, Winter Park, FL 32789
Modern Elegance in the Heart of Winter Park! <br> <br>Located just a half-mile from the renowned shops and dining of Par...
Listed by RE/MAX 200 REALTY
$689,900
Single Family Home
3759 KINSLEY PL, Winter Park, FL 32792
EXPECT TO BE IMPRESSED! Tucked away in a quaint and quiet Winter Park neighborhood, this beautifully maintained two-stor...
Listed by COMPASS FLORIDA LLC
$307,000
Single Family Home
638 WARRENTON RD, Winter Park, FL 32792
Welcome to this charming 2-Bedroom, 2-Bathroom duplex located in desirable Winter Park. This duplex offers a range of am...
Listed by SUN PROPERTIES, INC.
$3,850
Condo
640 N PARK AVE #3, Winter Park, FL 32789
Iconic, Art-Deco Park Aire Condominiums in Winter Park. This first floor property has been fully renovated with elegant,...
Listed by FANNIE HILLMAN & ASSOCIATES
$1,650
Condo
3045 AARON BURR AVE #12D, Winter Park, FL 32792
condo located at The Colonies in Winter Park. Close to UCF, Full Sail University and centrally located to shopping malls...
Listed by LPT REALTY, LLC
$170,000
Condo
1695 LEE RD #D116, Winter Park, FL 32789
Location, location, location!! And priced to sell!! This 3 bedroom 2 bathroom corner unit condo is conveniently locate...
Listed by LA ROSA REALTY KISSIMMEE
$775,000
Single Family Home
620 DARCEY DR, Winter Park, FL 32792
New roof scheduled for replacement at end of July 2025. Charming brick Winter Park home in the desirable Brookshire Heig...
Listed by PREMIER SOTHEBY'S INTL. REALTY
$670,777
Single Family Home
3115 HEARTLEAF PL, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to your dream home in Winter Park, FL! This stunning 4-bedroom, ...
Listed by EXP REALTY LLC