224 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)
$2,100
Single Family Home
2011 CORNELL AVE, Winter Park, FL 32789
Charming 3-Bedroom Home for Rent in Winter Park <br> <br>This beautiful 3-bedroom, 1-bathroom home has been completely r...
Listed by Andres Ospina Rivera LPT REALTY, LLC
$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
$4,750,000
Single Family Home
1150 VIA SALERNO, Winter Park, FL 32789
In the heart of Winter Park's coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist ...
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC
$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
$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
$5,000
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! Discover timeless eleganc...
Listed by Robert Kirkwood, IV MAVREALTY
$3,295
Single Family Home
1807 N PARK AVE, Winter Park, FL 32789
Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open l...
Listed by Jason Hamilton THE REALTY MEDICS
$1,299
Single Family Home
1436 MINNESOTA AVE, Winter Park, FL 32789
Updated 2 bedroom and 1 bath apartment located in the heart of the industrial district of Winter Park 32789. Close to Ad...
Listed by Ruth Harris COLDWELL BANKER RESIDENTIAL RE
$3,150
Single Family Home
1730 ONECO AVENUE, Winter Park, FL 32789
Just completed full interior home renovation and ready to lease for first time on the Flowered Streets of Winter Park. ...
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY
$2,295,000
Condo
660 OSCEOLA AVE #101, Winter Park, FL 32789
Under contract-accepting backup offers. Imagine waking, relaxing, and entertaining with serene lakefront views in this e...
Listed by Richard Traynor FLORIDA ONE REAL ESTATE LLC
$5,675,000
Single Family Home
1860 SUMMERLAND AVE, Winter Park, FL 32789
Tucked away on a quiet and beautiful Lake Maitland lot in the highly desirable Green Oaks neighborhood, this stunning Fr...
Listed by Jennifer Sloan COMPASS FLORIDA LLC
$575,000
Single Family Home
1010 ARAGON AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to this charming 3 bedroom, 2 bathroom home in desirable Winter Park, Fl...
Listed by Devin Loh COLDWELL BANKER RESIDENTIAL RE
$3,100
Single Family Home
2805 NORTHWOOD BLVD, Winter Park, FL 32789
This lovely updated three bedroom two bath home is waiting for you! This mid-century modern home has hand Scraped wood ...
Listed by Dan Francoforte LIVE OAK EQUITIES
$549,000
Single Family Home
3025 NORTHWOOD BLVD, Winter Park, FL 32789
Under contract-accepting backup offers. Mid-Century Modern Charm in the City of Winter Park! Enjoy living in one of the ...
Listed by Alie Gattis MAINFRAME REAL ESTATE