- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
485 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)

$725,000
1129 GOLFSIDE DR, Winter Park, FL 32792
Single Family Home
Listed by RE/MAX 200 REALTY


$450,000
1604 NOTTINGHAM DR, Winter Park, FL 32792
Single Family Home
Listed by LPT REALTY, LLC


$1,400,000
2525 VENETIAN WAY, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC


$800,000
441 N CAPEN AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,749,000
101 S NEW YORK AVE #311, Winter Park, FL 32789
Condo
Listed by KELLY PRICE & COMPANY LLC


$649,900
236 N RANGER BLVD, Winter Park, FL 32792
Single Family Home
Listed by EXP REALTY LLC


$400,000
264 BALFOUR DR, Winter Park, FL 32792
Townhouse
Listed by FANNIE HILLMAN & ASSOCIATES


$235,000
1250 S DENNING DR #230, Winter Park, FL 32789
Condo
Listed by FANNIE HILLMAN & ASSOCIATES


$1,275,000
309 PARK NORTH CT, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$1,025,000
2923 COVE TRL, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS ADVANTAGE III


$800,000
600 BRECHIN DR, Winter Park, FL 32792
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK


$1,150,000
795 W CANTON AVE, Winter Park, FL 32789
Single Family Home
Listed by WEICHERT REALTORS HALLMARK PROPERTIES


$780,000
5275 PINE LILY CIR, Winter Park, FL 32792
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY


$1,299,000
1341 LYNDALE BLVD, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC


$2,295,000
2614 PARKLAND DR, Winter Park, FL 32789
Single Family Home
Listed by JW GASTON LLC


$3,195,000
1020 MAYFIELD AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC


$719,000
1139 FAIRWAY DR, Winter Park, FL 32792
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK


$1,550,000
1661 WOODLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$420,000
3063 ASH PARK LOOP, Winter Park, FL 32792
Single Family Home
Listed by ANDERSON INVESTMENT PROPERTIES


$1,150,000
2011 SOARING OAK WAY, Winter Park, FL 32792
Single Family Home
Listed by DEGREE REALTY LLC


$559,900
7584 LODGE POLE TRL, Winter Park, FL 32792
Single Family Home
Listed by SAND DOLLAR REALTY GROUP INC


$285,000
151 N ORLANDO AVE #115, Winter Park, FL 32789
Condo
Listed by FANNIE HILLMAN & ASSOCIATES


$279,900
2309 SUN VALLEY CIR #2309, Winter Park, FL 32792
Condo
Listed by CENTURY 21 INTEGRA


$478,000
7320 FIELDCREST AVE, Winter Park, FL 32792
Single Family Home
Listed by COLDWELL BANKER REALTY
