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266 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- Pending
$ 1,395,000
4 Beds4 Baths2,516 SqFt1771 WINCHESTER DR, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/28 28Pending
$ 649,000
3 Beds2 Baths1,545 SqFt721 GLENRIDGE WAY, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/45 45Active
$ 379,000
2 Beds1 Bath1,000 SqFt151 N ORLANDO AVE #229, Winter Park, FL 32789
Condo
Listed by EXP REALTY LLC
- 1/32 32Active
$ 4,500,000
4 Beds5 Baths3,181 SqFt1336 COLLEGE PT, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/19 19Active
$ 2,095
2 Beds3 Baths980 SqFt311 SANDLEWOOD TRL #4, Winter Park, FL 32789
Townhouse
Listed by REAL PROPERTY MANAGEMENT AND REALTY
- 1/32 32Pending
$ 799,000
3 Beds3 Baths2,331 SqFtWinter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/17 17Active
$ 2,600
2 Beds1 Bath1,474 SqFt1101 S PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by AUTHENTIC REAL ESTATE TEAM
- 1/32 32Active
$ 179,900
2 Beds1 Bath881 SqFt1695 LEE RD #E103, Winter Park, FL 32789
Condo
Listed by ROBERT SLACK LLC
- 1/87 87Active
$ 2,500,000
5 Beds6 Baths4,676 SqFt450 LAKEWOOD DR, Winter Park, FL 32789
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO
- Active
$ 975,000
3 Beds1 Bath1,045 SqFt674 W COMSTOCK AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK
- 3DActive
$ 749,900
2 Beds2 Baths970 SqFt535 N INTERLACHEN AVE #106, Winter Park, FL 32789
Condo
Listed by KELLER WILLIAMS WINTER PARK
- 1/18 18Active
$ 749,000
3 Beds2 Baths1,527 SqFt2812 MULFORD AVE, Winter Park, FL 32789
Single Family Home
Listed by SYNCHRONICITY REAL ESTATE SOLUTIONS
- 1/48 48Active
$ 5,700,000
5 Beds7 Baths6,406 SqFt1660 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/28 28Pending
$ 2,495,000
5 Beds4 Baths4,168 SqFt140 CORTLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by FLAT FEE MLS REALTY
- 1/43 43Price Dropped by $100K
$ 2,399,900
4 Beds6 Baths3,694 SqFt301 RIPPLING LN, Winter Park, FL 32789
Single Family Home
Listed by XCLUSIVE HOMES LLC
- 1/49 49Active
$ 1,275,000
6 Beds4 Baths2,284 SqFt726 and 720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Multi-Family
Listed by RE/MAX TOWN & COUNTRY REALTY
- 1/49 49Active
$ 1,275,000
6 Beds4 Baths2,284 SqFt726/720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY
- 1/30 30Active
$ 750,000
3 Beds2 Baths1,167 SqFt726 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY
- 1/26 26Active
$ 550,000
3 Beds2 Baths1,115 SqFt720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY
- 1/24 24Price Dropped by $10K
$ 539,990
3 Beds3 Baths1,920 SqFt423 OLOLU DR, Winter Park, FL 32789
Single Family Home
Listed by AAA GLOBAL VENTURES PA
- 1/25 25Pending
$ 399,900
2 Beds1 Bath1,132 SqFt767 BAFFIE AVE, Winter Park, FL 32789
Single Family Home
Listed by GECKO REALTY, INC
- 1/50 50Active
$ 1,350,000
4 Beds4 Baths3,000 SqFt181 N PHELPS AVE, Winter Park, FL 32789
Single Family Home
Listed by ORLANDO BROTHERS REAL ESTATE LLC
- 1/26 26Pending
$ 80,000
2 Beds2 Baths1,020 SqFt185 SCOTTSDALE SQ #185, Winter Park, FL 32789
Condo
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/4 4Active
$ 1,675,000
4 Beds5 Baths2,812 SqFt607 ELLEN DR, Winter Park, FL 32789
Single Family Home
Listed by COMMUNITY REALTY ASSOCIATES