260 Listings
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$2,950,000
Virtual Tour
700 Jackson Ave, Winter Park, FL 32789
10,174 SqFt
-- Beds | -- Baths

ACTIVE

$357,000
3041 Dikewood Ct, Winter Park, FL 32792
1,366 SqFt
4 Beds | 2 Baths

ACTIVE

$839,000
Virtual Tour
2168 Marsh Sedge Ln, Winter Park, FL 32792
2,192 SqFt
4 Beds | 3 Baths

ACTIVE

$450,000
Virtual Tour
2812 Bright Bird Ln, Winter Park, FL 32792
1,907 SqFt
3 Beds | 3 Baths

ACTIVE

$2,490,000
Virtual Tour
1795 Greenwich Ave, Winter Park, FL 32789
3,852 SqFt
5 Beds | 6 Baths

ACTIVE

$214,900
Virtual Tour
2348 Sun Valley Cir, Winter Park, FL 32792
1,173 SqFt
2 Beds | 2 Baths

PENDING

$699,000
Virtual Tour
624 Dunraven Dr, Winter Park, FL 32792
1,762 SqFt
3 Beds | 2 Baths

ACTIVE

$2,249,999
Virtual Tour
2614 Parkland Dr, Winter Park, FL 32789
3,307 SqFt
4 Beds | 4 Baths

ACTIVE

$719,000
Virtual Tour
1139 Fairway Dr, Winter Park, FL 32792
2,385 SqFt
4 Beds | 2 Baths

PENDING

$699,000
Virtual Tour
640 Killarney Bay Ct Unit 4, Winter Park, FL 32789
1,718 SqFt
2 Beds | 3 Baths

ACTIVE

$3,750,000
Virtual Tour
2171 Forrest Rd, Winter Park, FL 32789
4,565 SqFt
5 Beds | 6 Baths

ACTIVE

$2,550,000
1700 Palm Ave, Winter Park, FL 32789
3,770 SqFt
4 Beds | 5 Baths

ACTIVE

$674,900
Virtual Tour
2817 Prince John Rd, Winter Park, FL 32792
2,183 SqFt
4 Beds | 4 Baths

ACTIVE

$1,495,000
Virtual Tour
1661 Woodland Ave, Winter Park, FL 32789
3,215 SqFt
3 Beds | 4 Baths

ACTIVE

$535,000
Virtual Tour
2227 Coventry Dr, Winter Park, FL 32792
2,076 SqFt
4 Beds | 3 Baths

ACTIVE

$525,000
Virtual Tour
1157 Valley Creek Run, Winter Park, FL 32792
2,171 SqFt
4 Beds | 2 Baths

ACTIVE

$1,080,000
Virtual Tour
100 S Interlachen Ave Unit 304, Winter Park, FL 32789
2,286 SqFt
4 Beds | 4 Baths

ACTIVE

$575,000
Virtual Tour
1821 Goodrich Ave, Winter Park, FL 32789
1,000 SqFt
2 Beds | 1 Bath

ACTIVE

$639,000
Virtual Tour
100 S Interlachen Ave 107f, Winter Park, FL 32789
901 SqFt
2 Beds | 1 Bath

ACTIVE

$640,000
Virtual Tour
2855 Lion Heart Rd, Winter Park, FL 32792
1,727 SqFt
3 Beds | 2 Baths

ACTIVE

$474,500
Virtual Tour
1628 Little Wren Ln, Winter Park, FL 32792
2,076 SqFt
3 Beds | 3 Baths

PENDING

$225,000
Virtual Tour
2500 Lee Rd Unit 208, Winter Park, FL 32789
956 SqFt
2 Beds | 2 Baths

ACTIVE

$244,900
Virtual Tour
3254 Oak Lake Pl Unit 137, Winter Park, FL 32792
1,031 SqFt
2 Beds | 3 Baths

ACTIVE

$90,000
Virtual Tour
337 Scottsdale Sq Unit 337, Winter Park, FL 32792
785 SqFt
1 Bed | 1 Bath

ACTIVE

$555,000
Virtual Tour
7584 Lodge Pole Trl, Winter Park, FL 32792
1,906 SqFt
3 Beds | 2 Baths

ACTIVE

$1,999,999
Virtual Tour
1299 Harding Street, Winter Park, FL 32789
3,784 SqFt
6 Beds | 5 Baths

ACTIVE

$274,900
Virtual Tour
2309 Sun Valley Cir Unit 2309, Winter Park, FL 32792
1,669 SqFt
2 Beds | 2 Baths

ACTIVE

$600,000
Virtual Tour
3019 Northwood Blvd, Winter Park, FL 32789
1,662 SqFt
3 Beds | 2 Baths

PENDING

$559,000
Virtual Tour
3131 Lowndes Dr, Winter Park, FL 32792
2,126 SqFt
4 Beds | 2 Baths

ACTIVE

$79,000
Virtual Tour
7341 Daniel Webster Dr Unit 4, Winter Park, FL 32792
581 SqFt
1 Bed | 1 Bath

ACTIVE

$400,000
Virtual Tour
1566 Lawndale Cir, Winter Park, FL 32792
1,592 SqFt
3 Beds | 2 Baths

ACTIVE

$249,900
Virtual Tour
255 Sandlewood Trl, Winter Park, FL 32789
960 SqFt
2 Beds | 3 Baths

PENDING

$359,000
Virtual Tour
156 Oak Grove Rd, Winter Park, FL 32789
1,456 SqFt
3 Beds | 3 Baths

ACTIVE

$485,900
Virtual Tour
4887 Seminole Ave, Winter Park, FL 32792
2,256 SqFt
4 Beds | 3 Baths

PENDING

$635,000
Virtual Tour
843 W Swoope Ave, Winter Park, FL 32789
1,232 SqFt
3 Beds | 2 Baths

ACTIVE

$550,000
Virtual Tour
2007 Strathaven Road, Winter Park, FL 32792
1,699 SqFt
4 Beds | 2 Baths

ACTIVE

$385,000
Virtual Tour
5144 Orange Ave, Winter Park, FL 32792
1,274 SqFt
3 Beds | 2 Baths

ACTIVE

$415,000
Virtual Tour
5144 Goldenrod Place Rd, Winter Park, FL 32792
1,467 SqFt
3 Beds | 2 Baths

PENDING

$189,900
Virtual Tour
200 Saint Andrews Blvd Unit 1603, Winter Park, FL 32792
1,127 SqFt
2 Beds | 2 Baths

PENDING

$550,000
Virtual Tour
1430 Hyde Park Dr, Winter Park, FL 32792
1,947 SqFt
2 Beds | 2 Baths

ACTIVE

$64,900
Virtual Tour
194 Scottsdale Sq Unit 194, Winter Park, FL 32792
1,085 SqFt
2 Beds | 2 Baths

ACTIVE

$649,000
532 Darcey Dr, Winter Park, FL 32792
1,409 SqFt
3 Beds | 2 Baths

ACTIVE

$525,000
Virtual Tour
7619 Georgeann St, Winter Park, FL 32792
2,053 SqFt
4 Beds | 2 Baths

ACTIVE

$1,590,000
Virtual Tour
8041 Lake Waunatta Dr, Winter Park, FL 32792
5,329 SqFt
5 Beds | 5 Baths

ACTIVE

$410,000
Virtual Tour
1041 Manchester Cir, Winter Park, FL 32792
1,678 SqFt
4 Beds | 2 Baths

ACTIVE

$1,385,000
Virtual Tour
1370 Alberta Dr, Winter Park, FL 32789
3,483 SqFt
5 Beds | 6 Baths

PENDING

$2,499,900
Virtual Tour
7849 Georgeann St, Winter Park, FL 32792
4,860 SqFt
6 Beds | 8 Baths

PENDING

$1,245,000
Virtual Tour
7706 Waunatta Ct, Winter Park, FL 32792
3,858 SqFt
5 Beds | 3 Baths

ACTIVE

$1,550,000
Virtual Tour
2408 Lafayette Ave, Winter Park, FL 32789
2,838 SqFt
4 Beds | 4 Baths

ACTIVE

$161,000
302 Lewfield Cir Unit 302, Winter Park, FL 32792
678 SqFt
1 Bed | 1 Bath

ACTIVE

$175,000
Virtual Tour
3208 Oak Lawn Pl Unit 218, Winter Park, FL 32792
1,031 SqFt
2 Beds | 3 Baths

ACTIVE

$2,100,000
Virtual Tour
4469 Old Bear Run, Winter Park, FL 32792
4,288 SqFt
5 Beds | 5 Baths

ACTIVE

$689,000
690 S Lakemont Ave, Winter Park, FL 32792
1,897 SqFt
4 Beds | 3 Baths

ACTIVE

$585,000
Virtual Tour
2310 Cady Way, Winter Park, FL 32792
1,856 SqFt
3 Beds | 2 Baths

ACTIVE

$424,900
Virtual Tour
7602 Glenmoor Ln, Winter Park, FL 32792
1,687 SqFt
3 Beds | 2 Baths

ACTIVE

$169,900
7352 Swallow Run Unit 7352, Winter Park, FL 32792
802 SqFt
2 Beds | 2 Baths

ACTIVE

$549,000
Virtual Tour
426 S Lakemont Ave, Winter Park, FL 32792
1,656 SqFt
3 Beds | 2 Baths

ACTIVE

$745,000
101 S Interlachen Ave Unit 104, Winter Park, FL 32789
949 SqFt
2 Beds | 2 Baths

ACTIVE

$479,000
Virtual Tour
2829 Aloma Ave, Winter Park, FL 32792
1,821 SqFt
4 Beds | 2 Baths

ACTIVE

$489,000
Virtual Tour
1564 Cavendish Rd, Winter Park, FL 32789
1,140 SqFt
3 Beds | 1 Bath

ACTIVE

$485,000
Virtual Tour
1807 Yorkshire Dr, Winter Park, FL 32792
1,672 SqFt
4 Beds | 2 Baths

PENDING

$438,500
Virtual Tour
3420 Arnel Dr, Winter Park, FL 32792
1,998 SqFt
4 Beds | 2 Baths

PENDING

$415,000
Virtual Tour
5600 Revelwood Loop, Winter Park, FL 32792
1,598 SqFt
4 Beds | 2 Baths

ACTIVE

$399,900
4421 Steed Ter, Winter Park, FL 32792
1,788 SqFt
4 Beds | 3 Baths

ACTIVE

$1,395,000
1701 Palmer Ave, Winter Park, FL 32789
2,841 SqFt
4 Beds | 3 Baths

ACTIVE

$1,645,000
Virtual Tour
7841 Georgeann St, Winter Park, FL 32792
4,000 SqFt
4 Beds | 4 Baths

ACTIVE

$529,900
Virtual Tour
2607 Verde Ln, Winter Park, FL 32792
1,953 SqFt
4 Beds | 2 Baths

ACTIVE

$399,900
311 E Morse Blvd 6-7, Winter Park, FL 32789
884 SqFt
1 Bed | 1 Bath

ACTIVE

$105,000
Virtual Tour
3057 Aaron Burr Ave Unit 1, Winter Park, FL 32792
1,066 SqFt
2 Beds | 2 Baths

ACTIVE

$483,700
Virtual Tour
1776 E Cheryl Dr, Winter Park, FL 32792
2,014 SqFt
4 Beds | 2 Baths

ACTIVE

$219,000
Virtual Tour
7468 Swallow Run Unit 38, Winter Park, FL 32792
1,578 SqFt
2 Beds | 3 Baths

PENDING

$175,000
Virtual Tour
200 Saint Andrews Blvd Unit 2804, Winter Park, FL 32792
1,060 SqFt
2 Beds | 2 Baths

ACTIVE UNDER CONTRACT

$1,299,000
Virtual Tour
2536 Brookshire Ave, Winter Park, FL 32792
3,140 SqFt
4 Beds | 4 Baths

ACTIVE

$97,000
Virtual Tour
3071 George Mason Ave Unit 5, Winter Park, FL 32792
549 SqFt
-- Beds | 1 Bath

ACTIVE

$834,900
705 Baffie Ave, Winter Park, FL 32789
2,563 SqFt
4 Beds | 3 Baths

PENDING

$565,000
Virtual Tour
230 S Ranger Blvd, Winter Park, FL 32792
2,309 SqFt
3 Beds | 2 Baths

PENDING

$739,000
Virtual Tour
607 Dunblane Dr, Winter Park, FL 32792
2,046 SqFt
4 Beds | 3 Baths

ACTIVE

$89,000
Virtual Tour
7309 Daniel Webster Dr D, Winter Park, FL 32792
590 SqFt
1 Bed | 1 Bath

PENDING

$450,000
Virtual Tour
535 N Interlachen Ave Unit 107, Winter Park, FL 32789
1,088 SqFt
2 Beds | 2 Baths

ACTIVE

$469,900
Virtual Tour
2037 Canny Cove, Winter Park, FL 32792
1,801 SqFt
3 Beds | 3 Baths

ACTIVE

$395,000
Virtual Tour
1021 Mare Bello Dr, Winter Park, FL 32792
1,730 SqFt
3 Beds | 3 Baths

ACTIVE

$2,795,000
Virtual Tour
1630 Lasbury Ave, Winter Park, FL 32789
4,912 SqFt
5 Beds | 5 Baths

ACTIVE

$389,000
Virtual Tour
2805 Bongart Rd, Winter Park, FL 32792
1,409 SqFt
3 Beds | 2 Baths

PENDING

$825,000
Virtual Tour
2418 Whitehall Cir, Winter Park, FL 32792
2,134 SqFt
3 Beds | 2 Baths

ACTIVE

$735,000
Virtual Tour
1312 Golfside Dr, Winter Park, FL 32792
1,867 SqFt
3 Beds | 2 Baths

PENDING

$195,000
Virtual Tour
2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792
1,018 SqFt
2 Beds | 2 Baths

ACTIVE

$1,299,000
1213 Richmond Rd, Winter Park, FL 32789
3,204 SqFt
4 Beds | 3 Baths

ACTIVE

$564,000
Virtual Tour
4029 Cool Water Ct, Winter Park, FL 32792
2,733 SqFt
5 Beds | 3 Baths

ACTIVE

$389,900
Virtual Tour
1109 Denton Rd, Winter Park, FL 32792
1,236 SqFt
3 Beds | 2 Baths

ACTIVE

$559,500
Virtual Tour
5073 Lake Howell Rd, Winter Park, FL 32792
2,272 SqFt
5 Beds | 2 Baths

ACTIVE

$284,900
2539 Antilles Dr, Winter Park, FL 32792
1,140 SqFt
3 Beds | 2 Baths

PENDING

$95,000
Virtual Tour
7461 Daniel Webster Dr Unit 13, Winter Park, FL 32792
782 SqFt
1 Bed | 1 Bath

ACTIVE

$4,395,000
Virtual Tour
229 Alexander Pl, Winter Park, FL 32789
4,431 SqFt
4 Beds | 6 Baths

ACTIVE

$409,900
Virtual Tour
1975 Staunton Ave, Winter Park, FL 32789
1,200 SqFt
3 Beds | 2 Baths

ACTIVE

$699,000
Virtual Tour
1321 Medinah Ct, Winter Park, FL 32792
2,446 SqFt
4 Beds | 2 Baths

PENDING

$465,000
Virtual Tour
1522 Bantam Way, Winter Park, FL 32792
2,076 SqFt
3 Beds | 3 Baths

ACTIVE

$6,500,000
Virtual Tour
1400 Alabama Dr, Winter Park, FL 32789
7,916 SqFt
5 Beds | 9 Baths

ACTIVE

$1,425,000
Virtual Tour
1750 Winchester Dr, Winter Park, FL 32789
2,637 SqFt
4 Beds | 4 Baths

ACTIVE