721 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/100 100Active
$ 12,500,000
6 Beds10 Baths10,172 SqFt570 Manor Rd, Maitland, Winter Park, FL 32751
Single Family Home
Listed by Fortune Christie's International Real Estate
- 1/88 88Open Tue 11AM-2PM
$ 8,500,000
5 Beds6 Baths6,502 SqFt1112 PRESERVE POINT DR, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/100 100Active
$ 8,500,000
4 Beds5 Baths4,564 SqFt2661 VIA TUSCANY, Winter Park, FL 32789
Single Family Home
Listed by PV LUXURY GROUP PA
- 1/51 51Active
$ 6,500,000
6 Beds6 Baths5,759 SqFt887 GEORGIA AVE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
- 1/96 96Active
$ 6,200,000
5 Beds9 Baths7,916 SqFt1400 ALABAMA DR, Winter Park, FL 32789
Single Family Home
Listed by THE AGENCY ORLANDO
- 1/19 19Active
$ 5,950,000
5 Beds6 Baths4,448 SqFt1181 VIA CAPRI, Winter Park, FL 32789
Single Family Home
Listed by PHIL KEAN REAL ESTATE LLC
- 1/99 99Price Dropped by $230K
$ 5,950,000
5 Beds7 Baths7,278 SqFt2211 AZALEA PL, Winter Park, FL 32789
Single Family Home
Listed by FORTUNE INTERNATIONAL REALTY
- 1/99 99Price Dropped by $230K
$ 5,950,000
5 Beds7 Baths7,278 SqFt2211 Azalea Pl, Winter Park, FL 32789
Single Family Home
Listed by Fortune Christie's International Real Estate
- 1/41 41Active
$ 5,800,000
5 Beds6 Baths5,164 SqFt1221 RICHMOND RD, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK
- 1/2 2Active
$ 5,549,000
5 Beds6 Baths5,096 SqFt698 N NEW YORK AVE, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/12 12Active
$ 4,999,000
0.48 Acres503 N INTERLACHEN AVE, Winter Park, FL 32789
Vacant Land
Listed by KELLY PRICE & COMPANY LLC
- 1/56 56Active
$ 4,995,000
4 Beds7 Baths6,242 SqFt1760 VIA VENETIA, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/48 48Price Dropped by $250K
$ 4,950,000
5 Beds7 Baths6,406 SqFt1660 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/38 38Pending
$ 4,795,000
4 Beds5 Baths4,319 SqFt765 VIA LUGANO, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/61 61Active
$ 4,750,000
4 Beds6 Baths3,850 SqFt1150 VIA SALERNO, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/64 64New
$ 4,650,000
4 Beds5 Baths4,181 SqFt1161 VALENCIA AVE, Winter Park, FL 32789
Single Family Home
Listed by THE REAL ESTATE COLLECTION LLC
- 1/62 62Pending
$ 4,650,000
5 Beds7 Baths6,338 SqFt2161 SHARON RD, Winter Park, FL 32789
Single Family Home
Listed by LA ROSA REALTY HORIZONS LLC
- 1/49 49Active
$ 4,395,000
5 Beds5 Baths4,129 SqFt1840 W FAWSETT RD, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
- 1/35 35Active
$ 4,250,000
3 Beds4 Baths3,413 SqFt1120 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by PHIL KEAN REAL ESTATE LLC
- 1/49 49Active
$ 3,975,000
4 Beds6 Baths4,683 SqFt1581 FOREST AVE, Winter Park, FL 32789
Single Family Home
Listed by BHHS FLORIDA REALTY
- 1/4 4Active
$ 3,960,000
1.81 AcresALOMA AVE, Winter Park, FL 32789
Vacant Land
Listed by RUTH PRITCHARD RYAN
- 1/11 11Active
$ 3,950,000
8.34 Acres2403 EUSTON RD, Winter Park, FL 32789
Vacant Land
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/58 58Open Sun 2PM-4PM
$ 3,899,000
4 Beds5 Baths3,658 SqFt1742 TEMPLE DR, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/75 75Active
$ 3,895,000
5 Beds7 Baths4,055 SqFt1820 GLENCOE RD, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY