Winter Park, FL Homes for Sale

$2,999,999

2652 Lake Howell Ln, Winter Park, FL 32792

3,898 SqFt

5 Beds | 4 Baths

ACTIVE

$2,995,000

Virtual Tour

884 Audubon Ln, Winter Park, FL 32789

2,995 SqFt

4 Beds | 4 Baths

ACTIVE

$2,995,000

1400 Place Picardy, Winter Park, FL 32789

4,411 SqFt

5 Beds | 6 Baths

ACTIVE

$2,650,000

Virtual Tour

1010 N Pennsylvania Ave, Winter Park, FL 32789

4,074 SqFt

4 Beds | 5 Baths

ACTIVE

$2,495,000

2412 Chantilly Ave, Winter Park, FL 32789

4,500 SqFt

5 Beds | 7 Baths

ACTIVE

$2,399,000

Virtual Tour

2522 Lafayette Ave, Winter Park, FL 32789

3,399 SqFt

4 Beds | 4 Baths

ACTIVE

$2,190,000

Virtual Tour

2234 Via Luna, Winter Park, FL 32789

3,554 SqFt

6 Beds | 4 Baths

ACTIVE

$2,000,000

2260 Mulbry Dr, Winter Park, FL 32789

3,246 SqFt

5 Beds | 4 Baths

ACTIVE

$1,999,999

Virtual Tour

1970 Laurel Rd, Winter Park, FL 32789

3,440 SqFt

4 Beds | 4 Baths

ACTIVE

$1,999,993

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$1,977,000

Virtual Tour

1340 Chestnut Ave, Winter Park, FL 32789

4,182 SqFt

6 Beds | 6 Baths

ACTIVE

$1,899,900

Virtual Tour

1764 Elizabeths Walk, Winter Park, FL 32789

3,989 SqFt

4 Beds | 4 Baths

ACTIVE

$1,800,000

Virtual Tour

1781 Goodrich Ave, Winter Park, FL 32789

2,701 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

279 Rippling Ln, Winter Park, FL 32789

3,472 SqFt

4 Beds | 3 Baths

ACTIVE

$1,775,000

Virtual Tour

508 W Swoope Ave, Winter Park, FL 32789

4,133 SqFt

4 Beds | 4 Baths

ACTIVE

$1,674,999

Virtual Tour

1429 Chapman Cir, Winter Park, FL 32789

3,116 SqFt

4 Beds | 4 Baths

ACTIVE

$1,599,999

Virtual Tour

1716 Palmer Ave, Winter Park, FL 32789

3,270 SqFt

4 Beds | 3 Baths

ACTIVE

$1,500,000

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

2,958 SqFt

4 Beds | 4 Baths

ACTIVE

$1,495,000

Virtual Tour

1371 Lyndale Blvd, Winter Park, FL 32789

2,739 SqFt

4 Beds | 3 Baths

ACTIVE

$1,470,000

Virtual Tour

840 W Comstock Ave, Winter Park, FL 32789

2,350 SqFt

4 Beds | 4 Baths

ACTIVE

$1,450,000

Virtual Tour

777 Halifax Ave, Winter Park, FL 32792

3,161 SqFt

5 Beds | 5 Baths

ACTIVE

$1,395,000

Virtual Tour

433 Carolina Ave, Winter Park, FL 32789

2,700 SqFt

5 Beds | 4 Baths

ACTIVE

$1,350,000

Virtual Tour

858 Douglas Ave, Winter Park, FL 32789

2,334 SqFt

4 Beds | 4 Baths

ACTIVE

$1,250,000

Virtual Tour

1778 Mondrian Cir, Winter Park, FL 32789

2,377 SqFt

3 Beds | 4 Baths

ACTIVE

$1,239,900

Virtual Tour

370 E Lake Sue Ave, Winter Park, FL 32789

2,462 SqFt

3 Beds | 3 Baths

ACTIVE

$1,180,000

Virtual Tour

1975 Biscayne Dr, Winter Park, FL 32789

3,270 SqFt

5 Beds | 4 Baths

ACTIVE

$1,149,000

Virtual Tour

1840 Biscayne Dr, Winter Park, FL 32789

2,641 SqFt

5 Beds | 3 Baths

ACTIVE

$1,100,000

2330 Westminster Ct, Winter Park, FL 32789

3,296 SqFt

5 Beds | 3 Baths

ACTIVE

$995,000

870 Carver St, Winter Park, FL 32789

1,844 SqFt

3 Beds | 4 Baths

ACTIVE

$990,000

Virtual Tour

1484 Via Sangro Pl, Winter Park, FL 32792

3,063 SqFt

4 Beds | 3 Baths

ACTIVE

$975,000

Virtual Tour

1760 Mondrian Cir, Winter Park, FL 32789

2,245 SqFt

3 Beds | 4 Baths

ACTIVE

$950,000

Virtual Tour

830 W Canton Ave, Winter Park, FL 32789

1,965 SqFt

3 Beds | 3 Baths

ACTIVE

$899,500

Virtual Tour

1907 S Lakemont Ave, Winter Park, FL 32792

2,063 SqFt

3 Beds | 4 Baths

ACTIVE

$899,500

Virtual Tour

1905 S Lakemont Ave, Winter Park, FL 32792

2,066 SqFt

3 Beds | 4 Baths

ACTIVE

$899,000

Virtual Tour

1919 S Lakemont Ave, Winter Park, FL 32792

2,085 SqFt

3 Beds | 4 Baths

ACTIVE

$899,000

Virtual Tour

1917 S Lakemont Ave, Winter Park, FL 32792

2,051 SqFt

3 Beds | 4 Baths

ACTIVE

$889,000

Virtual Tour

411 Sylvan Dr, Winter Park, FL 32789

2,270 SqFt

3 Beds | 2 Baths

ACTIVE

$879,000

Virtual Tour

1915 S Lakemont Ave, Winter Park, FL 32792

2,104 SqFt

3 Beds | 4 Baths

ACTIVE

$875,000

Virtual Tour

1223 Formosa Ave, Winter Park, FL 32789

3,834 SqFt

4 Beds | 3 Baths

ACTIVE

$849,000

Virtual Tour

744 London Rd, Winter Park, FL 32792

2,804 SqFt

5 Beds | 3 Baths

ACTIVE

$819,900

Virtual Tour

648 Brechin Dr, Winter Park, FL 32792

1,820 SqFt

3 Beds | 3 Baths

ACTIVE

$799,000

Virtual Tour

1375 Suffolk Rd, Winter Park, FL 32789

2,548 SqFt

4 Beds | 3 Baths

ACTIVE

$775,000

Virtual Tour

1818 Mondrian Cir, Winter Park, FL 32789

2,265 SqFt

3 Beds | 4 Baths

ACTIVE

$729,900

Virtual Tour

648 Worthington Dr, Winter Park, FL 32789

2,139 SqFt

3 Beds | 2 Baths

ACTIVE

$725,000

Virtual Tour

432 W Swoope Ave, Winter Park, FL 32789

2,317 SqFt

4 Beds | 4 Baths

ACTIVE

$699,495

Virtual Tour

1860 Linden Rd, Winter Park, FL 32792

1,820 SqFt

4 Beds | 2 Baths

ACTIVE

$699,000

1037 Fairway Dr, Winter Park, FL 32792

2,145 SqFt

3 Beds | 3 Baths

ACTIVE

$660,000

Virtual Tour

1333 Orchid Ave, Winter Park, FL 32789

1,631 SqFt

4 Beds | 3 Baths

ACTIVE

$659,000

Virtual Tour

336 Saint Dunstan Way, Winter Park, FL 32792

1,715 SqFt

3 Beds | 2 Baths

ACTIVE

$650,000

1401 Lone Feather Trl, Winter Park, FL 32792

1,770 SqFt

3 Beds | 3 Baths

ACTIVE

$649,000

Virtual Tour

631 Callahan St, Winter Park, FL 32789

1,751 SqFt

3 Beds | 2 Baths

ACTIVE

$640,000

Virtual Tour

344 Starling Rd, Winter Park, FL 32789

1,345 SqFt

3 Beds | 3 Baths

ACTIVE

$640,000

Virtual Tour

8073 Pleasant Pine Cir, Winter Park, FL 32792

2,319 SqFt

4 Beds | 3 Baths

ACTIVE

$639,000

Virtual Tour

1392 Indiana Ave, Winter Park, FL 32789

1,936 SqFt

3 Beds | 3 Baths

ACTIVE

$629,999

Virtual Tour

5101 Orange Ave, Winter Park, FL 32792

1,922 SqFt

6 Beds | 2 Baths

ACTIVE

$629,000

Virtual Tour

2310 Cady Way, Winter Park, FL 32792

1,856 SqFt

3 Beds | 2 Baths

ACTIVE

$625,000

7884 Broken Arrow Trl, Winter Park, FL 32792

1,906 SqFt

4 Beds | 2 Baths

ACTIVE

$615,000

Virtual Tour

1238 Formosa Ave, Winter Park, FL 32789

1,893 SqFt

3 Beds | 4 Baths

ACTIVE

$615,000

Virtual Tour

274 N Ranger Blvd, Winter Park, FL 32792

1,420 SqFt

3 Beds | 2 Baths

ACTIVE

$580,000

Virtual Tour

2774 Bright Bird Ln, Winter Park, FL 32792

1,907 SqFt

3 Beds | 3 Baths

ACTIVE

$559,900

Virtual Tour

3084 Heartleaf Pl, Winter Park, FL 32792

2,439 SqFt

4 Beds | 2 Baths

ACTIVE

$549,000

Virtual Tour

1955 Dundee Dr, Winter Park, FL 32792

1,144 SqFt

3 Beds | 2 Baths

ACTIVE

$544,000

Virtual Tour

4026 Tenita Dr, Winter Park, FL 32792

2,122 SqFt

4 Beds | 2 Baths

ACTIVE

$525,000

Virtual Tour

690 Osceola Ave Unit 405, Winter Park, FL 32789

850 SqFt

1 Bed | 2 Baths

ACTIVE

$525,000

Virtual Tour

1608 Bomi Cir, Winter Park, FL 32792

1,807 SqFt

3 Beds | 2 Baths

ACTIVE

$520,000

Virtual Tour

311 E Morse Blvd 7-2, Winter Park, FL 32789

900 SqFt

1 Bed | 1 Bath

ACTIVE

$485,000

Virtual Tour

1354 Tierra Cir, Winter Park, FL 32792

1,827 SqFt

4 Beds | 2 Baths

ACTIVE

$480,000

1621 Puritan Ave, Winter Park, FL 32792

1,765 SqFt

4 Beds | 2 Baths

ACTIVE

$480,000

Virtual Tour

1061 Lundy Ct, Winter Park, FL 32792

1,346 SqFt

3 Beds | 2 Baths

ACTIVE

$474,900

Virtual Tour

2229 Shadowland Loop, Winter Park, FL 32792

1,964 SqFt

3 Beds | 3 Baths

ACTIVE

$465,000

Virtual Tour

1860 Gladiolas Dr, Winter Park, FL 32792

1,653 SqFt

4 Beds | 2 Baths

ACTIVE

$440,000

1496 Broad Wing Ln, Winter Park, FL 32792

1,755 SqFt

3 Beds | 3 Baths

ACTIVE

$439,900

Virtual Tour

2252 Shadowland Loop, Winter Park, FL 32792

1,755 SqFt

3 Beds | 3 Baths

ACTIVE

$439,000

Virtual Tour

1820 Blaine Ter, Winter Park, FL 32792

1,725 SqFt

3 Beds | 3 Baths

ACTIVE

$431,000

2111 Staunton Ave, Winter Park, FL 32789

1,292 SqFt

3 Beds | 1 Bath

ACTIVE

$424,999

Virtual Tour

5210 Poinsetta Ave, Winter Park, FL 32792

1,476 SqFt

3 Beds | 2 Baths

ACTIVE

$420,000

Virtual Tour

1025 Early Ave, Winter Park, FL 32789

1,333 SqFt

3 Beds | 2 Baths

ACTIVE

$415,000

5144 Orange Ave, Winter Park, FL 32792

1,274 SqFt

3 Beds | 2 Baths

ACTIVE

$407,700

Virtual Tour

924 Beard Ave, Winter Park, FL 32789

1,518 SqFt

3 Beds | 2 Baths

ACTIVE

$400,000

Virtual Tour

5102 Lake Howell Rd, Winter Park, FL 32792

1,452 SqFt

3 Beds | 2 Baths

ACTIVE

$399,999

Virtual Tour

690 Osceola Ave Unit 209, Winter Park, FL 32789

1,148 SqFt

2 Beds | 2 Baths

ACTIVE

$399,900

5418 S Bracken Ct, Winter Park, FL 32792

1,301 SqFt

3 Beds | 2 Baths

ACTIVE

$399,000

Virtual Tour

5427 Albert Dr, Winter Park, FL 32792

1,306 SqFt

3 Beds | 2 Baths

ACTIVE

$395,000

Virtual Tour

700 Melrose Ave J 1 Ave J1, Winter Park, FL 32789

1,074 SqFt

2 Beds | 2 Baths

ACTIVE

$360,000

Virtual Tour

1880 Viburnum Ln, Winter Park, FL 32792

1,152 SqFt

3 Beds | 2 Baths

ACTIVE

$359,900

Virtual Tour

3196 Crown Jewel Ct, Winter Park, FL 32792

1,406 SqFt

3 Beds | 3 Baths

ACTIVE

$359,000

Virtual Tour

992 Carnation Dr, Winter Park, FL 32792

1,000 SqFt

3 Beds | 2 Baths

ACTIVE

$335,000

Virtual Tour

1921 Dartmouth Ave, Winter Park, FL 32789

987 SqFt

3 Beds | 2 Baths

ACTIVE

$319,900

2384 Sun Valley Cir, Winter Park, FL 32792

1,311 SqFt

3 Beds | 2 Baths

ACTIVE

$296,000

Virtual Tour

1811 Winter Green Blvd, Winter Park, FL 32792

1,187 SqFt

3 Beds | 2 Baths

ACTIVE

$289,900

Virtual Tour

5466 Bracken Ct, Winter Park, FL 32792

1,332 SqFt

3 Beds | 3 Baths

ACTIVE

$284,900

7484 Canford Ct Unit 8, Winter Park, FL 32792

1,698 SqFt

3 Beds | 3 Baths

ACTIVE

$265,000

Virtual Tour

7794 Country Pl Unit 7794, Winter Park, FL 32792

1,068 SqFt

2 Beds | 2 Baths

ACTIVE

$265,000

Virtual Tour

7475 Canford Ct Unit 21, Winter Park, FL 32792

1,611 SqFt

2 Beds | 3 Baths

ACTIVE

$260,500

Virtual Tour

7474 Canford Ct Unit 13, Winter Park, FL 32792

1,611 SqFt

2 Beds | 3 Baths

ACTIVE

$254,800

Virtual Tour

200 Saint Andrews Blvd Unit 2502, Winter Park, FL 32792

1,165 SqFt

3 Beds | 2 Baths

ACTIVE

$247,400

Virtual Tour

4786 Tangerine Ave Unit 4786, Winter Park, FL 32792

1,281 SqFt

2 Beds | 2 Baths

ACTIVE

$245,000

Virtual Tour

851 Miles Ave Unit 15, Winter Park, FL 32789

808 SqFt

2 Beds | 1 Bath

ACTIVE

$239,900

Virtual Tour

700 Melrose Ave F, Winter Park, FL 32789

730 SqFt

1 Bed | 1 Bath

ACTIVE

$233,000

618 Saint Johns Ct, Winter Park, FL 32792

1,037 SqFt

2 Beds | 2 Baths

ACTIVE

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