- Register
- Sign In
198 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$2,575
Condo
1500 GAY RD #18, Winter Park, FL 32789
Absolutely gorgeous completely renovated 2-bedroom, 2-bath condo is located in the exclusive Chateaux du Lac community i...
Listed by HOMETRUST REALTY GROUP
$724,900
Single Family Home
2418 EUSTON RD, Winter Park, FL 32789
Discover this beautifully updated two-story home in the desirable 32789 ZIP code! This move-in-ready single-family resid...
Listed by TOLARIS REALTY GROUP LLC
$537,000
Single Family Home
2891 NAPLES DR, Winter Park, FL 32789
One or more photo(s) has been virtually staged. What!!! Under $540,000 in 32789??!! Yup!! Welcome to this charming ranch...
Listed by REAL PROPERTY INTERNATIONAL
$890,000
Single Family Home
2128 SYCAMORE DR, Winter Park, FL 32789
**MUST SEE! ** Don’t miss this fantastic investment opportunity or put the final touches on this beautiful 3-bedroom, 2-...
Listed by EXP REALTY LLC
$1,190,000
Single Family Home
1571 ONECO AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Stunning, custom-built home in the Winter Park Tree Streets. This beautifully de...
Listed by KELLY PRICE & COMPANY LLC
$384,400
Condo
740 #3 KILLARNEY BAY CT #7-3, Winter Park, FL 32789
Largest unit at Killarney Bay, set up as a town home -bedrooms upstairs town house with large screened in area back pooc...
Listed by MICHAEL O'SHAUGHNESSY, INC.
$899,000
Single Family Home
648 CALLAHAN ST, Winter Park, FL 32789
Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom...
Listed by MILLENIUM REALTY GROUP
$539,000
Single Family Home
2821 CHANTILLY AVE, Winter Park, FL 32789
Welcome to 2821 Chantilly Avenue Winter Park FL 32789! A unique opportunity to own this .75 acre lot and the ONLY home...
Listed by FANNIE HILLMAN & ASSOCIATES
$5,400,000
Single Family Home
2228 AZALEA PL, Winter Park, FL 32789
Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and ...
Listed by COMPASS FLORIDA LLC
$2,399,000
Single Family Home
2522 LAFAYETTE AVE, Winter Park, FL 32789
This exquisite, custom-designed residence blends impeccable architectural details with unparalleled craftsmanship. With ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$700,000
Single Family Home
678 DEPUGH ST, Winter Park, FL 32789
This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’...
Listed by KELLER WILLIAMS WINTER PARK
$9,995,000
Single Family Home
2040 VENETIAN WAY, Winter Park, FL 32789
Majestic lakefront estate fully renovated in 2021 located in the beautiful Winter Park, Florida. <br> <br>Nestled on spr...
Listed by COLDWELL BANKER RESIDENTIAL RE
$1,875,000
Single Family Home
1244 VIA SALERNO, Winter Park, FL 32789
Under contract-accepting backup offers. Stunning Mid-Century Modern Home in the Prestigious Via’s of Winter Park. <br> ...
Listed by KELLY PRICE & COMPANY LLC
$1,500
Condo
1695 LEE RD #D113, Winter Park, FL 32789
**Rent Special for Thanksgiving Day!** move in now with only $1300 deposit and start paying December 1st APPLY TODAY! pl...
Listed by AGENT TRUST REALTY CORPORATION
$795,000
Townhouse
1818 MONDRIAN CIR, Winter Park, FL 32789
Introducing an exceptional opportunity at The Mondrian Winter Park, a stunning waterfront community featuring 30 contemp...
Listed by COLDWELL BANKER RESIDENTIAL RE
$530,000
Single Family Home
1810 HOLLYWOOD AVE, Winter Park, FL 32789
Under contract-accepting backup offers. HUGE PRICE ADJUSTMENT...NEARLY $100K!! Owner Is Highly Motivated and Ready To W...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$435,000
Single Family Home
920 GLORIOSA AVE, Winter Park, FL 32789
This charming 3 bed 2 bath Winter Park home is about 1685 total square feet with a large covered patio to view the bount...
Listed by CHARLES RUTENBERG REALTY ORLANDO
$475,000
Single Family Home
1401 DEVON RD, Winter Park, FL 32789
Welcome to this charming home in the highly sought after Orwin Manner. Situated on one of the <br>most desirable street...
Listed by SAND DOLLAR REALTY GROUP INC
$3,892,000
Single Family Home
1391 RICHMOND RD, Winter Park, FL 32789
Welcome to 1391 Richmond Road—a true work of art and a surreal living experience now on the market. The most discerning ...
Listed by STOCKWORTH REALTY GROUP
$5,695,000
Single Family Home
210 CHELTON CIR, Winter Park, FL 32789
This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Micha...
Listed by CORCORAN PREMIER REALTY
$489,000
Townhouse
1102 AZALEA LN, Winter Park, FL 32789
LOCATION, LOCATION, LOCATION! Tucked in a peaceful enclave of Winter Park, this distinctive 2-bedroom, 2.5-bathroom town...
Listed by SERHANT
$250,000
Condo
1250 S DENNING DR #205, Winter Park, FL 32789
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Remodeled 2nd story, end unit, 2...
Listed by KELLER WILLIAMS HERITAGE REALTY
$1,849
Condo
151 N ORLANDO AVE #229, Winter Park, FL 32789
Discover a beautifully remodeled 2-bedroom, 1-bath top-floor condo in the heart of Winter Park, now available for rent! ...
Listed by EXP REALTY LLC
$345,000
Single Family Home
1225 FORMOSA AVE, Winter Park, FL 32789
Under contract-accepting backup offers. HUGE PRICE REDUCTION! Welcome to this charming beautiful well maintained single ...
Listed by LIFESTYLE INTERNATIONAL REALTY