- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
578 Properties Available
- Price-High To Low
- Newest Listings
- Default
- Price-Low To High
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 3DActive
$ 2,800,000
4 Beds5 Baths4,074 SqFt1010 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by BHHS FLORIDA REALTY
- 1/49 49Pending
$ 2,800,000
4 Beds3 Baths2,653 SqFt1211 VIA ESTRELLA, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/50 50Pending
$ 2,800,000
5 Beds5 Baths3,911 SqFt1620 ONECO AVE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/65 65Pending
$ 2,795,000
5 Beds7 Baths4,487 SqFt1450 MIZELL AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/28 28Price Dropped by $200K
$ 2,695,000
4 Beds5 Baths5,159 SqFt147 S INTERLACHEN AVE #400, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/63 63Active
$ 2,495,000
5 Beds7 Baths4,500 SqFt2412 CHANTILLY AVE, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC
- 1/55 55Active
$ 2,399,000
4 Beds4 Baths3,399 SqFt2522 LAFAYETTE AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/48 48Pending
$ 2,395,000
3 Beds3 Baths2,632 SqFt660 OSCEOLA AVE #104, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/49 49Active
$ 2,190,000
6 Beds4 Baths3,554 SqFt2234 VIA LUNA, Winter Park, FL 32789
Single Family Home
Listed by LOKATION
- 1/4 4New
$ 2,000,000
5 Beds4 Baths3,246 SqFt2260 MULBRY DR, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK
- 1/89 89Active
$ 1,999,993
6 Beds4 Baths3,853 SqFt1451 LYNDALE BLVD, Winter Park, FL 32789
Single Family Home
Listed by REALTY ONE GROUP MVP
- 1/37 37Pending
$ 1,995,000
4 Beds4 Baths3,101 SqFt1660 ONECO AVENUE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/33 33Price Dropped by $273K
$ 1,977,000
6 Beds6 Baths4,182 SqFt1340 CHESTNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by WRA BUSINESS & REAL ESTATE
- 1/87 87Price Dropped by $49K
$ 1,950,000
4 Beds4 Baths3,989 SqFt1764 ELIZABETHS WALK, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA, LLC
- 1/49 49Active
$ 1,950,000
4 Beds4 Baths2,701 SqFt1781 GOODRICH AVE, Winter Park, FL 32789
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO
- 1/60 60Active
$ 1,895,000
4 Beds5 Baths3,282 SqFt2612 PARKLAND DR, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE
- 3DPending
$ 1,875,000
3 Beds3 Baths2,505 SqFt1244 VIA SALERNO, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/55 55Active
$ 1,795,000
4 Beds3 Baths3,472 SqFt279 RIPPLING LN, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 3DActive
$ 1,795,000
4 Beds4 Baths4,133 SqFt508 W SWOOPE AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER REALTY
- 3DActive
$ 1,750,000
4 Beds5 Baths3,478 SqFt1350 LYNDALE BLVD, Winter Park, FL 32789
Single Family Home
Listed by HOMEVEST REALTY
- 1/33 33Active
$ 1,699,000
4 Beds4 Baths3,116 SqFt1429 CHAPMAN CIR, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/42 42Active
$ 1,695,000
3 Beds4 Baths3,174 SqFt101 S NEW YORK AVE. #302, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/29 29Pending
$ 1,695,000
4 Beds4 Baths4,287 SqFt1321 LAKEVIEW DR, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/61 61Active
$ 1,695,000
4 Beds4 Baths3,777 SqFt1650 LAKEHURST AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC