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702 Properties Available
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- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/100 100
Active$ 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
- 1/85 85
Active$ 8,950,000
7 Beds11 Baths11,255 SqFt1120 PRESERVE POINT DR, Winter Park, FL 32789
Single Family Home
Listed by
- 1/88 88
Active$ 8,500,000
5 Beds6 Baths6,502 SqFt1112 PRESERVE POINT DR, Winter Park, FL 32789
Single Family Home
Listed by
- 1/100 100
Active$ 6,600,000
4 Beds5 Baths4,636 SqFt2661 VIA TUSCANY, Winter Park, FL 32789
Single Family Home
Listed by
- 1/51 51
Active$ 6,500,000
6 Beds6 Baths5,759 SqFt887 GEORGIA AVE, Winter Park, FL 32789
Single Family Home
Listed by
- 1/64 64
Pending$ 5,999,000
5 Beds6 Baths6,708 SqFt1240 HARDING STREET, Winter Park, FL 32789
Single Family Home
Listed by
- 1/84 84
Active$ 5,895,000
5 Beds9 Baths7,916 SqFt1400 ALABAMA DR, Winter Park, FL 32789
Single Family Home
Listed by
- 1/2 2
Active$ 5,549,000
5 Beds6 Baths5,096 SqFt698 N NEW YORK AVE, Winter Park, FL 32789
Single Family Home
Listed by
- 1/99 99
Open Sun 12PM-2PM$ 5,495,000
5 Beds7 Baths7,278 SqFt2211 AZALEA PL, Winter Park, FL 32789
Single Family Home
Listed by
- 1/99 99
Open Sun 12PM-2PM$ 5,495,000
5 Beds7 Baths7,278 SqFt2211 Azalea Pl, Winter Park, FL 32789
Single Family Home
Listed by Fortune Christie's International Real Estate
- 1/52 52
Active$ 5,450,000
5 Beds6 Baths5,164 SqFt1221 RICHMOND RD, Winter Park, FL 32789
Single Family Home
Listed by
- 1/62 62
New$ 5,300,000
5 Beds6 Baths4,738 SqFt1302 RAINTREE PL, Winter Park, FL 32789
Single Family Home
Listed by
- 1/12 12
Active$ 4,999,000
0.48 Acres503 N INTERLACHEN AVE, Winter Park, FL 32789
Vacant Land
Listed by
- 1/56 56
Active$ 4,995,000
4 Beds7 Baths6,242 SqFt1760 VIA VENETIA, Winter Park, FL 32789
Single Family Home
Listed by
- 1/48 48
Active$ 4,950,000
5 Beds7 Baths6,406 SqFt1660 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by
- 1/61 61
Active$ 4,750,000
4 Beds6 Baths3,850 SqFt1150 VIA SALERNO, Winter Park, FL 32789
Single Family Home
Listed by
- 1/12 12
Active$ 4,750,000
5 Beds6 Baths5,211 SqFt1525 GRANVILLE DR, Winter Park, FL 32789
Single Family Home
Listed by
- 1/66 66
Active$ 4,545,000
4 Beds5 Baths4,181 SqFt1161 VALENCIA AVE, Winter Park, FL 32789
Single Family Home
Listed by
- 1/46 46
Active$ 4,500,000
4 Beds6 Baths3,720 SqFt702 VIA BELLA, Winter Park, FL 32789
Single Family Home
Listed by
- 1/49 49
Active$ 4,295,000
5 Beds5 Baths4,129 SqFt1840 W FAWSETT RD, Winter Park, FL 32789
Single Family Home
Listed by
- 1/35 35
Active$ 4,250,000
3 Beds4 Baths3,413 SqFt1120 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by
- 1/4 4
Active$ 3,960,000
1.81 AcresALOMA AVE, Winter Park, FL 32789
Vacant Land
Listed by
- 1/11 11
Active$ 3,950,000
8.34 Acres2403 EUSTON RD, Winter Park, FL 32789
Vacant Land
Listed by
- 1/75 75
Active$ 3,895,000
5 Beds7 Baths4,055 SqFt1820 GLENCOE RD, Winter Park, FL 32789
Single Family Home
Listed by