43 Listings
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$10,950,000
4 Isle Of Sicily, Winter Park, FL 32789
9,522 SqFt
5 Beds | 8 Baths

ACTIVE

$7,900,000
Virtual Tour
1311 Via Tuscany, Winter Park, FL 32789
10,997 SqFt
7 Beds | 8 Baths

ACTIVE

$5,650,000
Virtual Tour
785 Via Lombardy, Winter Park, FL 32789
6,736 SqFt
5 Beds | 7 Baths

ACTIVE

$4,900,000
Virtual Tour
550 Palmer Ave, Winter Park, FL 32789
5,952 SqFt
5 Beds | 8 Baths

ACTIVE

$4,200,000
1740 Via Palermo, Winter Park, FL 32789
5,259 SqFt
5 Beds | 6 Baths

ACTIVE

$3,495,000
Virtual Tour
1150 Via Salerno, Winter Park, FL 32789
3,826 SqFt
4 Beds | 5 Baths

ACTIVE

$3,250,000
Virtual Tour
2413 Winter Park Rd, Winter Park, FL 32789
4,905 SqFt
5 Beds | 7 Baths

ACTIVE

$3,175,000
Virtual Tour
1745 Lake Berry Dr, Winter Park, FL 32789
3,680 SqFt
4 Beds | 4 Baths

ACTIVE

$2,950,000
Virtual Tour
1303 Alberta Dr, Winter Park, FL 32789
4,055 SqFt
4 Beds | 5 Baths

ACTIVE

$2,800,000
Virtual Tour
170 S Phelps Ave, Winter Park, FL 32789
4,288 SqFt
4 Beds | 5 Baths

ACTIVE

$2,650,000
Virtual Tour
2172 Temple Dr, Winter Park, FL 32789
3,507 SqFt
5 Beds | 4 Baths

ACTIVE

$2,199,999
2723 Norris Ave, Winter Park, FL 32789
4,000 SqFt
4 Beds | 4 Baths

ACTIVE

$1,990,000
Virtual Tour
2015 N Park Ave, Winter Park, FL 32789
3,617 SqFt
4 Beds | 5 Baths

ACTIVE

$1,980,000
Virtual Tour
2011 N Park Ave, Winter Park, FL 32789
3,502 SqFt
4 Beds | 4 Baths

ACTIVE

$1,895,000
Virtual Tour
1531 Place Picardy, Winter Park, FL 32789
3,964 SqFt
4 Beds | 4 Baths

ACTIVE

$1,790,000
Virtual Tour
1318 Morton Rd, Winter Park, FL 32789
2,579 SqFt
4 Beds | 4 Baths

ACTIVE

$1,750,000
Virtual Tour
266 Detmar Dr, Winter Park, FL 32789
3,805 SqFt
4 Beds | 5 Baths

ACTIVE

$1,700,000
Virtual Tour
281 Brewer Ave, Winter Park, FL 32789
4,029 SqFt
5 Beds | 5 Baths

ACTIVE

$1,399,000
Virtual Tour
601 Ellen Dr, Winter Park, FL 32789
2,841 SqFt
4 Beds | 5 Baths

ACTIVE

$1,295,000
2131 Loch Lomond Dr, Winter Park, FL 32792
2,855 SqFt
4 Beds | 5 Baths

ACTIVE

$1,195,000
1832 Pineview Cir, Winter Park, FL 32792
2,843 SqFt
3 Beds | 4 Baths

ACTIVE

$949,900
Virtual Tour
2680 Oglesby Ave, Winter Park, FL 32789
2,546 SqFt
4 Beds | 3 Baths

ACTIVE

$874,000
Virtual Tour
1915 S Lakemont Ave Unit 1, Winter Park, FL 32792
2,085 SqFt
3 Beds | 4 Baths

ACTIVE

$835,900
Virtual Tour
1420 Lake Florence Way, Winter Park, FL 32792
3,636 SqFt
5 Beds | 5 Baths

ACTIVE

$795,000
Virtual Tour
656 Randy Ln, Winter Park, FL 32789
2,060 SqFt
3 Beds | 2 Baths

ACTIVE

$784,990
27 Stymie Pl, Winter Park, FL 32789
2,327 SqFt
5 Beds | 3 Baths

ACTIVE

$765,000
1224 S Pennsylvania Ave Unit 4, Winter Park, FL 32789
1,957 SqFt
3 Beds | 3 Baths

ACTIVE

$764,900
Virtual Tour
1409 Miller Ave, Winter Park, FL 32789
1,813 SqFt
3 Beds | 4 Baths

ACTIVE

$749,000
Virtual Tour
5333 Cypress Reserve Pl, Winter Park, FL 32792
2,433 SqFt
4 Beds | 3 Baths

ACTIVE

$695,000
Virtual Tour
1546 Minnesota Ave, Winter Park, FL 32789
2,407 SqFt
4 Beds | 3 Baths

ACTIVE

$675,000
Virtual Tour
2337 Summerfield Rd, Winter Park, FL 32792
2,036 SqFt
5 Beds | 2 Baths

ACTIVE

$669,000
Virtual Tour
2620 Summerfield Rd, Winter Park, FL 32792
2,202 SqFt
4 Beds | 3 Baths

ACTIVE

$559,000
Virtual Tour
4033 Tenita Dr, Winter Park, FL 32792
2,022 SqFt
4 Beds | 2 Baths

ACTIVE

$549,000
Virtual Tour
943 Bungalow Ave, Winter Park, FL 32789
1,197 SqFt
3 Beds | 2 Baths

ACTIVE

$500,000
Virtual Tour
663 Callahan St, Winter Park, FL 32789
1,238 SqFt
2 Beds | 1 Bath

ACTIVE

$440,390
Virtual Tour
2009 Canny Cove, Winter Park, FL 32792
1,782 SqFt
3 Beds | 3 Baths

ACTIVE

$419,000
Virtual Tour
640 Douglas Ave, Winter Park, FL 32789
1,280 SqFt
3 Beds | 2 Baths

ACTIVE

$406,590
Virtual Tour
2029 Canny Cove, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths

ACTIVE

$403,990
Virtual Tour
1999 Canny Cove, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths

ACTIVE

$400,000
311 E Morse Blvd 6-2, Winter Park, FL 32789
1,192 SqFt
1 Bed | 1 Bath

ACTIVE

$375,000
Virtual Tour
3173 Crown Jewel Ct, Winter Park, FL 32792
1,408 SqFt
3 Beds | 3 Baths

ACTIVE
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