117 Listings
Sort

$17,486,000
1220 N Park Ave, Winter Park, FL 32789
12,475 SqFt
7 Beds | 7 Baths

ACTIVE

$8,500,000
Virtual Tour
1190 N Park Ave, Winter Park, FL 32789
19,619 SqFt
8 Beds | 10 Baths

ACTIVE

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

ACTIVE

$4,950,000
Virtual Tour
227 Genius Dr, Winter Park, FL 32789
7,568 SqFt
5 Beds | 7 Baths

PENDING

$3,995,000
Virtual Tour
1290 Park Ave, Winter Park, FL 32789
3,823 SqFt
4 Beds | 5 Baths

ACTIVE

$3,250,000
Virtual Tour
1824 Harland Park Dr, Winter Park, FL 32789
4,522 SqFt
6 Beds | 5 Baths

ACTIVE

$2,999,990
Virtual Tour
1420 Holts Grove Cir, Winter Park, FL 32789
4,014 SqFt
4 Beds | 7 Baths

ACTIVE

$2,900,000
Virtual Tour
1064 Howell Branch Rd, Winter Park, FL 32789
6,452 SqFt
5 Beds | 5 Baths

PENDING

$2,500,000
Virtual Tour
1428 Holts Grove Cir, Winter Park, FL 32789
4,191 SqFt
5 Beds | 5 Baths

ACTIVE

$2,250,000
Virtual Tour
2522 Lafayette Ave, Winter Park, FL 32789
3,500 SqFt
4 Beds | 4 Baths

ACTIVE

$2,175,000
870 Georgia Ave, Winter Park, FL 32789
2,709 SqFt
3 Beds | 3 Baths

ACTIVE

$2,175,000
870 Georgia Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

ACTIVE

$1,995,000
Virtual Tour
1017 Via Tuscany Oaks Way, Winter Park, FL 32789
4,230 SqFt
5 Beds | 6 Baths

PENDING

$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

$1,850,000
Virtual Tour
1318 Morton Rd, Winter Park, FL 32789
2,579 SqFt
4 Beds | 4 Baths

ACTIVE

$1,849,500
Virtual Tour
1844 W Fairbanks Ave, Winter Park, FL 32789
3,258 SqFt
-- Beds | -- Baths

ACTIVE

$1,825,000
Virtual Tour
266 Detmar Dr, Winter Park, FL 32789
3,805 SqFt
4 Beds | 5 Baths

ACTIVE

$1,800,000
Virtual Tour
2726 Lake Howell Ln, Winter Park, FL 32792
1,552 SqFt
3 Beds | 2 Baths

ACTIVE

$1,750,000
Virtual Tour
1166 Oaks Blvd, Winter Park, FL 32789
2,812 SqFt
4 Beds | 4 Baths

ACTIVE

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

ACTIVE

$1,699,000
Virtual Tour
2325 Chantilly Ave, Winter Park, FL 32789
4,014 SqFt
5 Beds | 6 Baths

ACTIVE

$1,695,000
Virtual Tour
1120 Palmer Ave, Winter Park, FL 32789
3,341 SqFt
3 Beds | 4 Baths

PENDING

$1,625,000
Virtual Tour
234 Detmar Dr, Winter Park, FL 32789
3,609 SqFt
4 Beds | 5 Baths

ACTIVE

$1,500,000
Virtual Tour
4464 Tuscany Island Ct, Winter Park, FL 32792
4,625 SqFt
4 Beds | 5 Baths

ACTIVE

$1,397,000
Virtual Tour
1209 Sharon Pl, Winter Park, FL 32789
2,079 SqFt
4 Beds | 3 Baths

ACTIVE

$1,397,000
Virtual Tour
1209 Sharon Pl, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

ACTIVE

$1,200,000
Virtual Tour
1368 Hibiscus Ave, Winter Park, FL 32789
2,394 SqFt
4 Beds | 3 Baths

PENDING

$1,150,000
Virtual Tour
1572 Sunset Dr, Winter Park, FL 32789
2,626 SqFt
4 Beds | 4 Baths

PENDING

$1,125,000
1400 Lyndale Blvd, Winter Park, FL 32789
2,829 SqFt
4 Beds | 3 Baths

PENDING

$1,099,000
Virtual Tour
2726 Lake Howell Ln, Winter Park, FL 32792
-- SqFt
-- Beds | -- Baths

ACTIVE

$995,000
1117 Kenwood Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

ACTIVE

$990,000
Virtual Tour
100 S Virginia Ave Unit 316, Winter Park, FL 32789
2,599 SqFt
3 Beds | 3 Baths

ACTIVE

$899,999
Virtual Tour
2119 Blossom Ln, Winter Park, FL 32789
2,529 SqFt
4 Beds | 2 Baths

PENDING

$899,000
1541 Highland Rd, Winter Park, FL 32789
2,330 SqFt
3 Beds | 2 Baths

PENDING

$899,000
1541 Highland Rd, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

PENDING

$899,000
Virtual Tour
5332 Cypress Reserve Pl, Winter Park, FL 32792
3,241 SqFt
5 Beds | 4 Baths

ACTIVE

$885,000
Virtual Tour
367 Fitzhugh Rd, Winter Park, FL 32792
2,234 SqFt
4 Beds | 3 Baths

PENDING

$849,900
Virtual Tour
903 Bungalow Ave Unit 903, Winter Park, FL 32789
1,954 SqFt
3 Beds | 3 Baths

ACTIVE

$840,000
Virtual Tour
1420 Lake Florence Way, Winter Park, FL 32792
3,636 SqFt
5 Beds | 5 Baths

ACTIVE

$799,900
1420 Aloma Ave, Winter Park, FL 32789
2,350 SqFt
2 Beds | 3 Baths

PENDING

$789,990
25 Stymie Pl, Winter Park, FL 32789
2,327 SqFt
5 Beds | 3 Baths

ACTIVE

$789,900
1224 S Pennsylvania Ave Unit 4, Winter Park, FL 32789
1,957 SqFt
3 Beds | 3 Baths

ACTIVE

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

ACTIVE

$740,000
Virtual Tour
7909 Pleasant Pine Cir, Winter Park, FL 32792
3,496 SqFt
5 Beds | 4 Baths

ACTIVE

$699,000
Virtual Tour
1822 Temple Dr, Winter Park, FL 32789
2,079 SqFt
3 Beds | 3 Baths

ACTIVE

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

ACTIVE

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

ACTIVE

$664,900
Virtual Tour
1530 Sugarwood Cir, Winter Park, FL 32792
3,011 SqFt
5 Beds | 3 Baths

PENDING

$655,000
1300 Blue Stem Ln, Winter Park, FL 32792
2,577 SqFt
4 Beds | 4 Baths

PENDING

$650,000
Virtual Tour
782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
2,354 SqFt
3 Beds | 3 Baths

PENDING

$649,000
200 Carolina Ave Unit 402, Winter Park, FL 32789
1,350 SqFt
3 Beds | 2 Baths

ACTIVE

$625,000
Virtual Tour
1252 Verdant Glade Pl, Winter Park, FL 32792
2,196 SqFt
4 Beds | 3 Baths

ACTIVE

$620,000
Virtual Tour
5609 Winterbrook Way, Winter Park, FL 32792
2,164 SqFt
4 Beds | 3 Baths

PENDING

$599,999
Virtual Tour
915 N Kentucky Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

PENDING

$599,900
4038 Tenita Dr, Winter Park, FL 32792
2,082 SqFt
3 Beds | 2 Baths

PENDING

$589,900
Virtual Tour
1331 Suffolk Rd, Winter Park, FL 32789
1,508 SqFt
3 Beds | 2 Baths

PENDING

$575,000
Virtual Tour
1038 Fairway Dr, Winter Park, FL 32792
2,294 SqFt
4 Beds | 2 Baths

PENDING

$569,900
Virtual Tour
2627 Verona Trl, Winter Park, FL 32789
2,305 SqFt
4 Beds | 3 Baths

PENDING

$564,000
Virtual Tour
1122 Azalea Ln, Winter Park, FL 32789
2,431 SqFt
3 Beds | 4 Baths

ACTIVE

$560,000
Virtual Tour
1164 Dodd Rd, Winter Park, FL 32792
2,840 SqFt
5 Beds | 4 Baths

PENDING

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

ACTIVE

$539,500
Virtual Tour
1552 Golfside Dr, Winter Park, FL 32792
1,749 SqFt
3 Beds | 2 Baths

PENDING

$535,000
Virtual Tour
2747 Prince John Rd, Winter Park, FL 32792
1,608 SqFt
3 Beds | 2 Baths

ACTIVE

$515,000
Virtual Tour
2008 Natalen Rd, Winter Park, FL 32792
1,754 SqFt
3 Beds | 2 Baths

PENDING

$500,000
Virtual Tour
2040 Jewell Ave, Winter Park, FL 32789
1,200 SqFt
-- Beds | -- Baths

ACTIVE

$499,999
Virtual Tour
1820 Viburnum Lane, Winter Park, FL 32792
2,906 SqFt
5 Beds | 3 Baths

PENDING

$475,000
Virtual Tour
1816 Azalea Ave, Winter Park, FL 32789
1,584 SqFt
3 Beds | 2 Baths

ACTIVE

$475,000
418 Gilbert Rd, Winter Park, FL 32792
1,880 SqFt
4 Beds | 3 Baths

ACTIVE

$474,900
Virtual Tour
312 Fountain Ln, Winter Park, FL 32789
1,337 SqFt
3 Beds | 2 Baths

ACTIVE

$460,000
Virtual Tour
4444 Steed Ter, Winter Park, FL 32792
1,928 SqFt
4 Beds | 2 Baths

PENDING

$458,000
Virtual Tour
3431 Australian Cir, Winter Park, FL 32792
2,300 SqFt
3 Beds | 2 Baths

PENDING

$450,000
1945 Bering Ave, Winter Park, FL 32789
1,576 SqFt
3 Beds | 2 Baths

PENDING

$450,000
Virtual Tour
1473 Berkshire Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

ACTIVE

$450,000
2811 Woodside Ave, Winter Park, FL 32789
1,703 SqFt
3 Beds | 2 Baths

ACTIVE

$449,000
Virtual Tour
1116 Valley Creek Run, Winter Park, FL 32792
2,028 SqFt
3 Beds | 2 Baths

PENDING

$445,000
Virtual Tour
2126 Woodcrest Dr, Winter Park, FL 32792
1,741 SqFt
3 Beds | 2 Baths

PENDING

$440,000
Virtual Tour
2107 Edwin Blvd, Winter Park, FL 32792
1,491 SqFt
4 Beds | 2 Baths

ACTIVE

$437,000
Virtual Tour
3901 Woodglade Cove, Winter Park, FL 32792
2,213 SqFt
4 Beds | 3 Baths

PENDING

$425,000
Virtual Tour
1941 Natalen Rd, Winter Park, FL 32792
1,547 SqFt
3 Beds | 2 Baths

ACTIVE

$422,790
Virtual Tour
1878 Erudite Way, Winter Park, FL 32792
1,782 SqFt
3 Beds | 3 Baths

PENDING

$415,000
Virtual Tour
1694 Eastbrook Blvd, Winter Park, FL 32792
1,314 SqFt
3 Beds | 2 Baths

PENDING

$412,190
Virtual Tour
2957 Clever Ln, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths

PENDING

$401,990
Virtual Tour
2965 Clever Ln, Winter Park, FL 32792
1,782 SqFt
3 Beds | 3 Baths

PENDING

$400,000
Virtual Tour
1944 Houndslake Dr, Winter Park, FL 32792
1,938 SqFt
3 Beds | 2 Baths

ACTIVE

$399,900
Virtual Tour
1810 Alice Ave, Winter Park, FL 32792
1,136 SqFt
2 Beds | 2 Baths

ACTIVE

$399,000
Virtual Tour
311 E Morse Blvd 7-3, Winter Park, FL 32789
540 SqFt
1 Bed | 1 Bath

ACTIVE

$390,000
677 Depugh St, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

PENDING

$390,000
677 Depugh St, Winter Park, FL 32789
1,358 SqFt
3 Beds | 1 Bath

PENDING

$389,999
Virtual Tour
2180 Linden Rd, Winter Park, FL 32792
1,100 SqFt
3 Beds | 2 Baths

PENDING

$389,900
Virtual Tour
1420 Gladiolas Dr, Winter Park, FL 32792
2,031 SqFt
3 Beds | 2 Baths

PENDING

$381,990
Virtual Tour
2961 Clever Ln, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths

PENDING

$380,000
Virtual Tour
5080 Lake Howell Rd, Winter Park, FL 32792
1,430 SqFt
3 Beds | 2 Baths

ACTIVE

$380,000
Virtual Tour
5405 Justine Way, Winter Park, FL 32792
1,247 SqFt
3 Beds | 2 Baths

PENDING

$378,000
Virtual Tour
1879 Viburnum Ln, Winter Park, FL 32792
1,227 SqFt
3 Beds | 2 Baths

PENDING

$375,000
Virtual Tour
2417 Lafayette Ave, Winter Park, FL 32789
829 SqFt
2 Beds | 1 Bath

PENDING

$375,000
Virtual Tour
2417 Lafayette Ave, Winter Park, FL 32789
-- SqFt
-- Beds | -- Baths

PENDING

$374,000
4965 N Palm Ave, Winter Park, FL 32792
1,124 SqFt
-- Beds | -- Baths

PENDING