WINTER PARK
Winter Park, Florida, is a charming city located just a few miles north of Orlando. Known for its picturesque setting, Winter Park is characterized by tree-lined streets, beautiful lakes, and a welcoming atmosphere.
MARKET SNAPSHOT FOR WINTER PARK
(JUL 18, 2025 - AUG 17, 2025)
MARKET SNAPSHOT FOR WINTER PARK


122 Properties for Sale In Winter Park
- Newest Listings
- Price-High To Low
- Default
- Baths (Most)
- Beds (Most)
- Square Feet (Biggest)
- Price-Low To High
- 1/35 35New
$1,079,000
3 Beds3 Baths2,649 SqFt100 S VIRGINIA AVE #319, Winter Park, FL 32789
Condo
Listed by KELLY PRICE & COMPANY LLC
- 1/53 53Open 8/17 12PM-3PM
$469,000
3 Beds3 Baths2,308 SqFt1447 BROAD WING LN, Winter Park, FL 32792
Townhouse
Listed by FOWLKES REALTY CO
- 1/22 22New
$155,000
1 Bed1 Bath763 SqFt4960 TANGERINE AVE. UNIT #4960 #N/A, Winter Park, FL 32792
Condo
Listed by KELLER WILLIAMS ADVANTAGE III
- 1/27 27New
$135,000
2 Beds1 Bath881 SqFt1695 LEE RD #C206, Winter Park, FL 32789
Condo
Listed by EXP REALTY LLC
- 1/25 25New
$199,000
2 Beds2 Baths987 SqFt200 SAINT ANDREWS BLVD #1901, Winter Park, FL 32792
Condo
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/34 34New
$119,000
2 Beds3 Baths1,085 SqFt3002 GEORGE MASON AVE #3, Winter Park, FL 32792
Condo
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/24 24Price Dropped by $10K
$415,000
2 Beds2 Baths1,148 SqFt690 OSCEOLA AVE #209, Winter Park, FL 32789
Condo
Listed by LOKATION
- 1/9 9Exclusive ListingNew
$195,000
2 Beds3 Baths1,031 SqFt7444 WOODBURN CT #29, Winter Park, FL 32792
Townhouse
Listed by LPT REALTY, LLC
- 1/16 16New
$329,900
3 Beds2 Baths1,456 SqFtWinter Park, FL 32792
Townhouse
Listed by NONA LEGACY POWERED BY LA ROSA
- 1/23 23Active
$90,000
2 Beds2 Baths1,020 SqFt166 SCOTTSDALE SQ #166, Winter Park, FL 32792
Condo
Listed by YORK MILLS REALTY LLC
- 1/24 24Active
$199,000
2 Beds2 Baths987 SqFt200 SAINT ANDREWS BLVD #2206, Winter Park, FL 32792
Condo
Listed by KELLER WILLIAMS WINTER PARK
- 1/32 32Price Dropped by $30K
$100,000
2 Beds2 Baths1,030 SqFt3053 GEORGE MASON AVE #7, Winter Park, FL 32792
Condo
Listed by RE/MAX 200 REALTY
- 1/19 19Active
$190,000
1 Bed1 Bath759 SqFt680 GRENADINE CT #S, Winter Park, FL 32792
Condo
Listed by KELLER WILLIAMS WINTER PARK
- 1/2 2Active
$160,000
1 Bed1 Bath793 SqFt200 ST ANDREWS BLVD #5, Winter Park, FL 32792
Condo
Listed by PARK AVENUE REALTY LLC
- 1/35 35Active
$210,000
2 Beds1 Bath851 SqFt2500 LEE RD #219, Winter Park, FL 32789
Condo
Listed by SUNDIAL REAL ESTATE LLC
- 1/18 18Active
$137,000
1 Bed1 Bath796 SqFt1000 S SEMORAN BLVD #716, Winter Park, FL 32792
Condo
Listed by HOME WISE REALTY GROUP, INC.
- 1/50 50Active
$790,000
4 Beds4 Baths2,604 SqFt438 W SWOOPE AVE, Winter Park, FL 32789
Townhouse
Listed by KELLY PRICE & COMPANY LLC
- 1/37 37Open 8/17 12PM-2PM
$675,000
3 Beds3 Baths1,951 SqFt595 HUNTINGTON AVE #4, Winter Park, FL 32789
Townhouse
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/54 54Active
$479,000
2 Beds3 Baths1,536 SqFt130 KILLARNEY BAY CT #5-3, Winter Park, FL 32789
Condo
Listed by KELLER WILLIAMS WINTER PARK
- 1/25 25Price Dropped by $10K
$185,000
1 Bed1 Bath645 SqFt2500 LEE RD #237, Winter Park, FL 32789
Condo
Listed by MARK SPAIN REAL ESTATE
- 1/43 43Active
$180,000
1 Bed1 Bath759 SqFt614 GRENADINE CT N #614, Winter Park, FL 32792
Condo
Listed by P & C PROPERTIES
- 1/34 34Active
$620,000
3 Beds4 Baths1,937 SqFt1250 FORMOSA AVE, Winter Park, FL 32789
Townhouse
Listed by RE/MAX TOWN & COUNTRY REALTY
- 1/26 26Active
$370,000
2 Beds2 Baths1,140 SqFt150 KILLARNEY BAY CT #5, Winter Park, FL 32789
Condo
Listed by COMPASS FLORIDA LLC
- 1/28 28Price Dropped by $4K
$475,000
3 Beds3 Baths2,312 SqFt1330 MERRYDALE WAY, Winter Park, FL 32792
Townhouse
Listed by SELECTA REALTY LLC