Winter Park Homes for Sale

$639,000

508 Brechin Dr, Winter Park, FL 32792

1,783 SqFt

3 Beds | 2 Baths

ACTIVE

$1,300,000

Virtual Tour

1922 Hammerlin Ave, Winter Park, FL 32789

1,873 SqFt

3 Beds | 3 Baths

ACTIVE

$425,000

Virtual Tour

2349 Shadowland Loop, Winter Park, FL 32792

1,755 SqFt

3 Beds | 3 Baths

ACTIVE

$360,000

Virtual Tour

2122 Ridge Dr, Winter Park, FL 32792

1,664 SqFt

4 Beds | 3 Baths

ACTIVE

$6,995,000

Virtual Tour

901 Golfview Ter, Winter Park, FL 32789

5,479 SqFt

5 Beds | 6 Baths

COMING SOON

$1,649,000

Virtual Tour

1200 Woodmere Dr, Winter Park, FL 32789

2,857 SqFt

3 Beds | 3 Baths

COMING SOON

$1,350,000

Virtual Tour

1320 Orchid Ave, Winter Park, FL 32789

2,998 SqFt

4 Beds | 4 Baths

ACTIVE

$495,000

Virtual Tour

3020 Nicholson Dr, Winter Park, FL 32792

1,756 SqFt

4 Beds | 2 Baths

COMING SOON

$739,777

Virtual Tour

4039 Cool Water Ct, Winter Park, FL 32792

2,124 SqFt

4 Beds | 2 Baths

ACTIVE

$365,000

Virtual Tour

7506 Cranes Creek Ct Unit 30, Winter Park, FL 32792

1,861 SqFt

3 Beds | 3 Baths

ACTIVE

$725,000

Virtual Tour

1850 Bryan Ave, Winter Park, FL 32789

1,563 SqFt

3 Beds | 2 Baths

ACTIVE

$700,000

Virtual Tour

1592 Arbor Park Dr, Winter Park, FL 32789

2,016 SqFt

4 Beds | 3 Baths

ACTIVE

$1,100,000

2227 Howard Dr, Winter Park, FL 32789

2,196 SqFt

3 Beds | 3 Baths

ACTIVE

$479,900

Virtual Tour

5334 Lanyard Ct, Winter Park, FL 32792

1,561 SqFt

3 Beds | 2 Baths

ACTIVE

$1,900,000

Virtual Tour

1702 Arbor Park Dr, Winter Park, FL 32789

2,950 SqFt

4 Beds | 4 Baths

ACTIVE

$549,000

Virtual Tour

2211 King Richards Ct, Winter Park, FL 32792

1,845 SqFt

4 Beds | 2 Baths

ACTIVE

$295,000

1484 Viburnum Ln, Winter Park, FL 32792

1,363 SqFt

3 Beds | 2 Baths

ACTIVE

$1,050,000

Virtual Tour

393 Holt Ave, Winter Park, FL 32789

1,469 SqFt

3 Beds | 2 Baths

COMING SOON

$4,400,000

Virtual Tour

702 Via Bella, Winter Park, FL 32789

3,720 SqFt

4 Beds | 6 Baths

COMING SOON

$1,095,000

Virtual Tour

443 Broadview Ave, Winter Park, FL 32789

2,803 SqFt

4 Beds | 3 Baths

COMING SOON

$309,900

Virtual Tour

7530 Cranes Creek Ct, Winter Park, FL 32792

1,545 SqFt

3 Beds | 3 Baths

ACTIVE

$285,000

2657 Exuma Way, Winter Park, FL 32792

1,467 SqFt

3 Beds | 2 Baths

ACTIVE

$1,824,000

Virtual Tour

631 Williams Dr, Winter Park, FL 32789

2,972 SqFt

4 Beds | 4 Baths

PENDING

$1,350,000

Virtual Tour

1445 Via Sangro Pl, Winter Park, FL 32792

5,021 SqFt

6 Beds | 6 Baths

ACTIVE

$995,999

Virtual Tour

471 Holt Ave, Winter Park, FL 32789

2,528 SqFt

4 Beds | 3 Baths

ACTIVE

$1,200,000

Virtual Tour

1220 Howell Branch Rd, Winter Park, FL 32789

1,487 SqFt

3 Beds | 2 Baths

ACTIVE

$1,598,000

Virtual Tour

2430 Chantilly Ave, Winter Park, FL 32789

2,916 SqFt

4 Beds | 4 Baths

ACTIVE

$430,000

Virtual Tour

2015 Taylor Ave, Winter Park, FL 32792

1,439 SqFt

3 Beds | 2 Baths

PENDING

$1,795,000

Virtual Tour

1230 Sunset Dr, Winter Park, FL 32789

3,250 SqFt

4 Beds | 4 Baths

PENDING

$279,900

Virtual Tour

3302 Royal St, Winter Park, FL 32792

1,197 SqFt

3 Beds | 2 Baths

ACTIVE

$1,600,000

Virtual Tour

2207 Kindel Ave, Winter Park, FL 32789

2,733 SqFt

3 Beds | 3 Baths

ACTIVE

$3,265,000

Virtual Tour

1761 Legion Dr, Winter Park, FL 32789

4,924 SqFt

5 Beds | 6 Baths

ACTIVE

$415,000

Virtual Tour

2126 Albert Lee Pkwy, Winter Park, FL 32789

1,187 SqFt

3 Beds | 2 Baths

ACTIVE

$1,950,000

Virtual Tour

751 Pansy Ave, Winter Park, FL 32789

2,703 SqFt

3 Beds | 4 Baths

ACTIVE

$2,699,000

Virtual Tour

1597 Oakhurst Ave, Winter Park, FL 32789

4,410 SqFt

5 Beds | 5 Baths

PENDING

$1,350,000

Virtual Tour

1117 Wading Waters Cir, Winter Park, FL 32792

4,307 SqFt

6 Beds | 4 Baths

ACTIVE

$1,829,000

1550 Palm Ave, Winter Park, FL 32789

2,706 SqFt

4 Beds | 4 Baths

ACTIVE

$3,600,000

Virtual Tour

276 Detmar Dr, Winter Park, FL 32789

4,202 SqFt

4 Beds | 5 Baths

ACTIVE

$499,000

Virtual Tour

2231 Nairn Dr, Winter Park, FL 32792

1,088 SqFt

3 Beds | 2 Baths

ACTIVE

$1,640,000

Virtual Tour

1570 Palmer Ave, Winter Park, FL 32789

3,048 SqFt

4 Beds | 4 Baths

ACTIVE

$450,000

Virtual Tour

2181 Linden Rd, Winter Park, FL 32792

1,100 SqFt

5 Beds | 3 Baths

ACTIVE

$2,800,000

Virtual Tour

609 S Phelps Ave, Winter Park, FL 32789

4,018 SqFt

5 Beds | 5 Baths

PENDING

$660,000

Virtual Tour

1016 Aragon Ave, Winter Park, FL 32789

1,840 SqFt

4 Beds | 4 Baths

ACTIVE

$1,449,000

Virtual Tour

150 E Reading Way, Winter Park, FL 32789

2,080 SqFt

3 Beds | 3 Baths

ACTIVE

$500,000

Virtual Tour

410 Saint Dunstan Way, Winter Park, FL 32792

1,512 SqFt

3 Beds | 2 Baths

ACTIVE

$1,875,000

Virtual Tour

1661 Laurel Rd, Winter Park, FL 32789

3,127 SqFt

3 Beds | 3 Baths

PENDING

$589,900

Virtual Tour

1313 S Denning Dr, Winter Park, FL 32789

1,700 SqFt

3 Beds | 2 Baths

PENDING

$660,000

Virtual Tour

1416 Border Dr, Winter Park, FL 32789

1,243 SqFt

3 Beds | 1 Bath

ACTIVE

$359,000

Virtual Tour

7605 Aloma Pines Ct, Winter Park, FL 32792

1,872 SqFt

3 Beds | 3 Baths

ACTIVE

$689,000

Virtual Tour

900 Carver St, Winter Park, FL 32789

1,794 SqFt

3 Beds | 3 Baths

ACTIVE

$1,574,900

1526 Miller Ave, Winter Park, FL 32789

3,252 SqFt

5 Beds | 5 Baths

ACTIVE

$600,000

Virtual Tour

7525 Lodge Pole Trl, Winter Park, FL 32792

1,936 SqFt

4 Beds | 2 Baths

ACTIVE

$664,900

Virtual Tour

2333 Westminster Ct, Winter Park, FL 32789

1,877 SqFt

4 Beds | 2 Baths

ACTIVE

$1,795,000

Virtual Tour

106 S Interlachen Ave Unit 518, Winter Park, FL 32789

1,807 SqFt

3 Beds | 2 Baths

ACTIVE

$540,000

Virtual Tour

1261 Indiana Ave, Winter Park, FL 32789

1,660 SqFt

3 Beds | 3 Baths

ACTIVE

$899,000

Virtual Tour

1621 Chestnut Ave, Winter Park, FL 32789

2,022 SqFt

3 Beds | 3 Baths

ACTIVE

$429,998

Virtual Tour

2112 Eastbrook Blvd, Winter Park, FL 32792

1,470 SqFt

3 Beds | 2 Baths

ACTIVE

$635,000

Virtual Tour

565 Huntington Ave Unit 565, Winter Park, FL 32789

2,015 SqFt

3 Beds | 3 Baths

PENDING

$1,350,000

Virtual Tour

720 Pansy Ave, Winter Park, FL 32789

2,191 SqFt

3 Beds | 4 Baths

ACTIVE

$299,000

Virtual Tour

2313 Knoll St, Winter Park, FL 32792

1,235 SqFt

3 Beds | 2 Baths

PENDING

$519,900

1660 Gladiolas Dr, Winter Park, FL 32792

2,047 SqFt

3 Beds | 2 Baths

ACTIVE

$450,000

1011 Manchester Cir, Winter Park, FL 32792

1,699 SqFt

4 Beds | 2 Baths

PENDING

$409,900

2857 Clever Ln, Winter Park, FL 32792

1,782 SqFt

3 Beds | 3 Baths

ACTIVE

$799,000

Virtual Tour

1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789

1,957 SqFt

3 Beds | 3 Baths

ACTIVE

$3,999,000

Virtual Tour

1417 Williams Dr, Winter Park, FL 32789

4,891 SqFt

5 Beds | 6 Baths

PENDING

$430,000

Virtual Tour

2765 Abbey Rd, Winter Park, FL 32792

1,620 SqFt

3 Beds | 2 Baths

PENDING

$745,000

Virtual Tour

1287 Verdant Glade Pl, Winter Park, FL 32792

3,020 SqFt

4 Beds | 4 Baths

ACTIVE

$419,000

Virtual Tour

1842 Puritan Ave, Winter Park, FL 32792

1,836 SqFt

4 Beds | 2 Baths

ACTIVE

$860,000

Virtual Tour

120 Longbranch Rd, Winter Park, FL 32792

3,284 SqFt

5 Beds | 4 Baths

ACTIVE

$660,000

Virtual Tour

1256 Melissa Ct, Winter Park, FL 32789

1,690 SqFt

3 Beds | 3 Baths

ACTIVE

$299,000

2168 Ridge Dr, Winter Park, FL 32792

1,208 SqFt

3 Beds | 1 Bath

ACTIVE

$575,000

Virtual Tour

2641 Carvell Ct, Winter Park, FL 32792

2,126 SqFt

4 Beds | 2 Baths

ACTIVE

$439,000

Virtual Tour

7640 Village Green Dr, Winter Park, FL 32792

1,631 SqFt

3 Beds | 2 Baths

PENDING

$765,000

Virtual Tour

1246 Verdant Glade Pl, Winter Park, FL 32792

2,137 SqFt

4 Beds | 4 Baths

PENDING

$520,000

Virtual Tour

1905 Bonanza Ct, Winter Park, FL 32792

1,774 SqFt

4 Beds | 2 Baths

PENDING

$499,000

2183 Crandon Ave, Winter Park, FL 32789

1,200 SqFt

4 Beds | 2 Baths

ACTIVE

$770,000

Virtual Tour

2286 Marsh Sedge Ln, Winter Park, FL 32792

2,192 SqFt

4 Beds | 3 Baths

ACTIVE

$2,750,000

Virtual Tour

948 Poinciana Ln, Winter Park, FL 32789

3,676 SqFt

4 Beds | 5 Baths

PENDING

$2,700,000

Virtual Tour

648 Worthington Dr, Winter Park, FL 32789

3,588 SqFt

5 Beds | 5 Baths

ACTIVE

$425,000

Virtual Tour

1955 Eland Ave, Winter Park, FL 32789

1,494 SqFt

3 Beds | 2 Baths

ACTIVE

$575,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,745 SqFt

4 Beds | 3 Baths

ACTIVE

$425,000

7384 Grand Ave, Winter Park, FL 32792

1,162 SqFt

3 Beds | 2 Baths

ACTIVE

$1,865,000

2343 Versailles Ave, Winter Park, FL 32789

3,307 SqFt

4 Beds | 4 Baths

ACTIVE

$499,000

Virtual Tour

1652 Berkshire Ave, Winter Park, FL 32789

1,498 SqFt

3 Beds | 2 Baths

ACTIVE

$3,890,000

Virtual Tour

620 Virginia Dr, Winter Park, FL 32789

4,677 SqFt

6 Beds | 5 Baths

ACTIVE

$299,900

Virtual Tour

1915 Carrigan Ave, Winter Park, FL 32792

1,520 SqFt

3 Beds | 1 Bath

PENDING

$400,000

Virtual Tour

5588 Garden Grove Cir, Winter Park, FL 32792

1,310 SqFt

3 Beds | 2 Baths

ACTIVE

$474,000

2803 Banchory Rd, Winter Park, FL 32792

1,596 SqFt

4 Beds | 2 Baths

PENDING

$419,900

1427 Broad Wing Ln, Winter Park, FL 32792

2,312 SqFt

3 Beds | 3 Baths

PENDING

$1,699,000

Virtual Tour

2308 Mulbry Dr, Winter Park, FL 32789

2,530 SqFt

4 Beds | 4 Baths

ACTIVE

$305,000

2370 Barbados Dr, Winter Park, FL 32792

1,467 SqFt

3 Beds | 2 Baths

PENDING

$1,625,000

2407 Lafayette Ave, Winter Park, FL 32789

3,133 SqFt

5 Beds | 5 Baths

ACTIVE

$4,650,000

Virtual Tour

857 Brock St, Winter Park, FL 32789

4,827 SqFt

5 Beds | 6 Baths

ACTIVE

$249,900

Virtual Tour

7487 Canford Ct Unit 5, Winter Park, FL 32792

1,611 SqFt

4 Beds | 3 Baths

PENDING

$415,000

1533 Springtime Loop, Winter Park, FL 32792

1,192 SqFt

3 Beds | 2 Baths

PENDING

$2,495,000

2812 Mulford Ave, Winter Park, FL 32789

3,656 SqFt

5 Beds | 6 Baths

PENDING

$1,949,500

1420 Aloma Ave, Winter Park, FL 32789

2,422 SqFt

3 Beds | 4 Baths

ACTIVE

$1,725,000

Virtual Tour

1840 Bryan Ave, Winter Park, FL 32789

3,727 SqFt

4 Beds | 4 Baths

ACTIVE

$569,000

4033 Tenita Dr, Winter Park, FL 32792

2,022 SqFt

4 Beds | 2 Baths

PENDING

$349,900

Virtual Tour

3328 Hamlet Loop, Winter Park, FL 32792

1,397 SqFt

3 Beds | 2 Baths

PENDING

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