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
(MAR 04, 2025 - APR 03, 2025)
MARKET SNAPSHOT FOR WINTER PARK


136 Properties for Sale In Winter Park
- Newest Listings
- Price-High To Low
- Default
- Baths (Most)
- Beds (Most)
- Square Feet (Biggest)
- Price-Low To High
- 3DActive
$265,000
2 Beds3 Baths1,295 SqFt2394 SUN VALLEY CIR #2394, Winter Park, FL 32792
Condo
Listed by EXP REALTY LLC
- 1/14 14Active
$112,000
2 Beds2 Baths1,020 SqFt318 SCOTTSDALE SQ #318, Winter Park, FL 32792
Condo
Listed by RE/MAX ASSURED
- 1/15 15Active
$265,000
2 Beds2 Baths1,393 SqFt7482 CANFORD CT #9, Winter Park, FL 32792
Condo
Listed by LUXE HUNTER REAL ESTATE
- 1/25 25Open Sun 1PM-3PM
$299,000
2 Beds2 Baths1,074 SqFt700 MELROSE AVE #A 22, Winter Park, FL 32789
Condo
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/63 63Exclusive ListingActive
$479,900
3 Beds3 Baths1,907 SqFt2719 BRIGHT BIRD LN, Winter Park, FL 32792
Townhouse
Listed by LPT REALTY
- 1/23 23Active
$144,900
1 Bed1 Bath638 SqFt1695 LEE RD #A209, Winter Park, FL 32789
Condo
Listed by FUSILIER REALTY GROUP
- 1/27 27Active
$225,000
2 Beds2 Baths1,059 SqFt4944 TANGERINE AVE #4944, Winter Park, FL 32792
Condo
Listed by WATSON REALTY CORP
- 1/31 31Active
$469,000
3 Beds3 Baths1,964 SqFt2229 SHADOWLAND LOOP, Winter Park, FL 32792
Townhouse
Listed by KELLER WILLIAMS WINTER PARK
- 1/18 18Active
$225,000
2 Beds2 Baths1,105 SqFt2924 ANTIQUE OAKS CIR #46, Winter Park, FL 32792
Condo
Listed by FLORIDA REALTY INVESTMENTS
- 1/9 9Active
$140,000
3 Beds2 Baths1,250 SqFt334 SCOTTSDALE SQ #334, Winter Park, FL 32792
Condo
Listed by CHARLES RUTENBERG REALTY ORLANDO
- 1/44 44Price Dropped by $12K
$387,699
2 Beds2 Baths1,148 SqFt690 OSCEOLA AVE #209, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/12 12Active
$115,000
1 Bed1 Bath785 SqFt293 SCOTTSDALE SQ #293, Winter Park, FL 32792
Condo
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/19 19Price Dropped by $3K
$140,000
2 Beds1 Bath881 SqFt1695 LEE RD #B211, Winter Park, FL 32789
Condo
Listed by RE/MAX ASSURED
- 1/30 30Price Dropped by $2K
$220,000
2 Beds2 Baths1,037 SqFt669 GRENADINE CT #S, Winter Park, FL 32792
Condo
Listed by RE/MAX EXCLUSIVE COLLECTION
- 1/20 20Price Dropped by $5K
$225,000
3 Beds3 Baths1,161 SqFt7403 GLEN OAKS WAY #82, Winter Park, FL 32792
Condo
Listed by OUTLET REALTY
- 1/12 12Price Dropped by $10K
$210,000
2 Beds2 Baths1,049 SqFt1000 S SEMORAN BLVD #814, Winter Park, FL 32792
Condo
Listed by EXP REALTY LLC
- 1/23 23Price Dropped by $2K
$235,000
2 Beds2 Baths1,026 SqFt1500 GAY RD #7A, Winter Park, FL 32789
Condo
Listed by PRISTINE FLORIDA PROPERTIES LLC
- 1/39 39Price Dropped by $10K
$99,000
2 Beds2 Baths1,042 SqFt3054 GEORGE MASON AVE #6, Winter Park, FL 32792
Condo
Listed by REALTY HUB
- 1/35 35Price Dropped by $5K
$620,000
3 Beds3 Baths1,936 SqFt1392 INDIANA AVE, Winter Park, FL 32789
Townhouse
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/15 15Active
$169,000
3 Beds2 Baths1,300 SqFt108 SCOTTSDALE SQ #108, Winter Park, FL 32792
Condo
Listed by PREMIUM PROPERTIES REAL ESTATE
- 1/26 26Active
$495,000
3 Beds3 Baths1,907 SqFt2774 BRIGHT BIRD LN, Winter Park, FL 32792
Townhouse
Listed by FLORIDA CONNEXION PROPERTIES
- 1/7 7Active
$227,462
2 Beds2 Baths1,105 SqFt2923 ANTIQUE OAKS CIR #37, Winter Park, FL 32792
Condo
Listed by FLATFEE.COM
- 1/16 16Price Dropped by $4K
$134,900
2 Beds2 Baths1,267 SqFt7340 DANIEL WEBSTER DR #6, Winter Park, FL 32792
Condo
Listed by KELLER WILLIAMS SUBURBAN TAMPA
- 1/12 12Active
$350,000
2 Beds3 Baths1,133 SqFt184 SANDLEWOOD TRL #2, Winter Park, FL 32789
Condo
Listed by SAVVY AVENUE, LLC