67 Properties Available In 32789
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,705
Condo
851 MILES AVE #8, Winter Park, FL 32789
UNBELIEVABLE PRICE DROP! This gorgeous 2 bedroom 1 bathroom condo is ready to go, and priced for you! This unit is a sec...
Listed by LPT REALTY, LLC


$1,695,000
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


$929,900
Single Family Home
2823 WRIGHT AVE, Winter Park, FL 32789
Here's your chance to own something truly special in Winter Park! This gorgeous lakefront home sits on over HALF AN ACRE...
Listed by TAL BUSIDAN PA


$1,599,900
Single Family Home
1780 MIZELL AVE., Winter Park, FL 32789
Discover modern luxury living in this newly constructed, architect-designed residence by Gary Hancock, ideally located i...
Listed by PREMIER SOTHEBY'S INTL. REALTY


$3,295
Single Family Home
830 DOUGLAS AVE, Winter Park, FL 32789
Beautifully renovated home featuring a split floor plan & elegant woodgrain tile flooring throughout. The kitchen is fil...
Listed by PREMIER MANAGEMENT GROUP INC


$1,695
Condo
851 MILES AVE #21, Winter Park, FL 32789
Enjoy a quiet but beautiful space at Aragon Condominiums. This first-floor corner unit allows for privacy with only one ...
Listed by FLORIDA ONE REAL ESTATE LLC


$349,900
Condo
311 E MORSE BLVD #7-11, Winter Park, FL 32789
Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! <br>Welcome to Whispering Waters, a beautifully mai...
Listed by FANNIE HILLMAN & ASSOCIATES


$10,000
Single Family Home
1661 HILLCREST AVE, Winter Park, FL 32789
Owner open to 9+ month lease period. Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Ave...
Listed by ROYALTY R E BOUTIQUE INC


$3,695
Single Family Home
1641 CHESTNUT AVE, Winter Park, FL 32789
Welcome to your new home nestled along Winter Park's coveted tree-lined Chestnut Avenue. This beautiful 3 bedroom, 3 bat...
Listed by REAL PROPERTY MANAGEMENT AND REALTY


$1,600
Condo
1250 S DENNING DR #232, Winter Park, FL 32789
Less than 1 mile from Rollins College and Park Ave in the highly desirable 32789 Winter Park zip code. This 2-Bedroom, 2...
Listed by RE/MAX DOWNTOWN


$2,329,000
Single Family Home
715 VIA BELLA, Winter Park, FL 32789
Tucked away on a quiet cul-de-sac lined with multi-million-dollar estates, this Winter Park residence offers an enviable...
Listed by COMPASS FLORIDA LLC


$945,000
Single Family Home
915 GARDEN DR, Winter Park, FL 32789
Step into this beautifully maintained Mid-Century Modern home, nestled in the prestigious Winter Park community and just...
Listed by KELLER WILLIAMS CLASSIC


$2,785
Single Family Home
2843 RIDDLE DR, Winter Park, FL 32789
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with fu...
Listed by MAIN STREET RENEWAL LLC


$1,549
Condo
1500 MICHIGAN AVE #B, Winter Park, FL 32789
This charming 2-bedroom, 1-bathroom apartment offers comfortable living space in a prime Winter Park location. Situated ...
Listed by 407 PROPERTIES


$2,195
Single Family Home
1805 EDWIN BLVD, Winter Park, FL 32789
Updated 3-Bedroom, 1-Bath Winter Park single family home is now available! This charming 1951 block home has been beauti...
Listed by WMGI


$2,550
Single Family Home
955 MINNESOTA AVE, Winter Park, FL 32789
Welcome to your new home at 955 Minnesota Avenue, nestled in the heart of charming Winter Park. This beautiful 3 bedroom...
Listed by REAL PROPERTY MANAGEMENT AND REALTY


$1,895
Townhouse
200 SANDLEWOOD TRL #4, Winter Park, FL 32789
ovely, light and airy home with newer appliances, fresh paint through out and newer laminate flooring upstairs. The kitc...
Listed by FANNIE HILLMAN & ASSOCIATES


$6,995
Single Family Home
1205 MAYFIELD AVE, Winter Park, FL 32789
Great rental opportunity in Winter Park, FL! This two-story residence is located in the TEMPLE HEIGHTS neighborhood. Thi...
Listed by RE/MAX 200 REALTY


$2,000
Townhouse
235 SANDLEWOOD TRL, Winter Park, FL 32789
WINTER PARK: Sandlewood Creek Community - AVAILABLE NOW!! Welcome home to this great 3 bedroom, 3.5 bath, 3 story townho...
Listed by CFRP REALTY LLC


$3,500
Single Family Home
1288 MICHIGAN AVE, Winter Park, FL 32789
5 bedrooms, 3 bathrooms super close to Winter Park Village and conveniently located close to all Winter Park activities....
Listed by CQ ORLANDO REALTY INC


$545,000
Single Family Home
240 ORANGE TERRACE DR, Winter Park, FL 32789
JUST REDUCED, SELLER MOTIVATED! <br>Nestled in the heart of Winter Park near Lake Killarney, this beautifully updated 4-...
Listed by A+ REALTY PROFESSIONALS, INC


$2,050
Condo
1500 GAY RD #3B, Winter Park, FL 32789
Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake Killarney <br>Experience the charm and convenience of...
Listed by SPECIALIZED PROPERTY MANAGEMENT


$2,550
Single Family Home
2886 CAREW AVE, Winter Park, FL 32789
What a location! Available now for rent! Close to downtown Orlando! This charming home has 4 bedrooms, 2.5 baths, gorgeo...
Listed by THE TEAM REAL ESTATE GROUP INC


$200,000
Condo
2500 LEE RD #219, Winter Park, FL 32789
Welcome to life on Lake Killarney, one of Winter Park's most sought-after lakefront communities! This charming 2-bedroom...
Listed by SUNDIAL REAL ESTATE LLC
