Winter Park Homes for Sale

$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

$1,350,000

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

$700,000

Virtual Tour

1592 Arbor Park Dr, Winter Park, FL 32789

2,016 SqFt

4 Beds | 3 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

$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

$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

$1,598,000

Virtual Tour

2430 Chantilly Ave, Winter Park, FL 32789

2,916 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

1230 Sunset Dr, Winter Park, FL 32789

3,250 SqFt

4 Beds | 4 Baths

PENDING

$3,265,000

Virtual Tour

1761 Legion Dr, Winter Park, FL 32789

4,924 SqFt

5 Beds | 6 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

$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

$1,574,900

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

$450,000

1011 Manchester Cir, Winter Park, FL 32792

1,699 SqFt

4 Beds | 2 Baths

PENDING

$3,999,000

Virtual Tour

1417 Williams Dr, Winter Park, FL 32789

4,891 SqFt

5 Beds | 6 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

$575,000

Virtual Tour

2641 Carvell Ct, Winter Park, FL 32792

2,126 SqFt

4 Beds | 2 Baths

ACTIVE

$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

$575,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,745 SqFt

4 Beds | 3 Baths

ACTIVE

$1,865,000

2343 Versailles Ave, Winter Park, FL 32789

3,307 SqFt

4 Beds | 4 Baths

ACTIVE

$3,890,000

Virtual Tour

620 Virginia Dr, Winter Park, FL 32789

4,677 SqFt

6 Beds | 5 Baths

ACTIVE

$474,000

2803 Banchory Rd, Winter Park, FL 32792

1,596 SqFt

4 Beds | 2 Baths

PENDING

$1,699,000

Virtual Tour

2308 Mulbry Dr, Winter Park, FL 32789

2,530 SqFt

4 Beds | 4 Baths

ACTIVE

$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

$2,495,000

2812 Mulford Ave, Winter Park, FL 32789

3,656 SqFt

5 Beds | 6 Baths

PENDING

$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

$665,000

Virtual Tour

1122 Wildmeadow Run, Winter Park, FL 32792

1,770 SqFt

4 Beds | 3 Baths

ACTIVE

$750,000

Virtual Tour

110 Longhorn Rd, Winter Park, FL 32792

2,673 SqFt

4 Beds | 3 Baths

ACTIVE

$1,775,000

Virtual Tour

890 N Phelps Ave, Winter Park, FL 32789

3,630 SqFt

4 Beds | 5 Baths

PENDING

$1,000,050

Virtual Tour

2667 Cochise Trl, Winter Park, FL 32789

2,868 SqFt

4 Beds | 3 Baths

ACTIVE

$3,199,000

Virtual Tour

361 E Kings Way, Winter Park, FL 32789

3,737 SqFt

4 Beds | 5 Baths

ACTIVE

$2,390,000

Virtual Tour

645 Pansy Ave, Winter Park, FL 32789

3,661 SqFt

4 Beds | 5 Baths

PENDING

$4,595,000

Virtual Tour

1525 Granville Dr, Winter Park, FL 32789

5,211 SqFt

5 Beds | 6 Baths

ACTIVE

$1,999,990

Virtual Tour

525 S Lakemont Ave, Winter Park, FL 32792

3,330 SqFt

4 Beds | 4 Baths

ACTIVE

$2,299,000

Virtual Tour

1840 Laurel Rd, Winter Park, FL 32789

2,868 SqFt

5 Beds | 5 Baths

ACTIVE

$1,749,000

Virtual Tour

2525 Lafayette Ave, Winter Park, FL 32789

2,715 SqFt

4 Beds | 4 Baths

ACTIVE

$4,750,000

Virtual Tour

2525 Temple Dr, Winter Park, FL 32789

4,542 SqFt

5 Beds | 5 Baths

PENDING

$550,000

Virtual Tour

5427 Peaco Pl, Winter Park, FL 32792

1,974 SqFt

5 Beds | 4 Baths

ACTIVE

$1,419,900

Virtual Tour

1546 Miller Ave, Winter Park, FL 32789

2,984 SqFt

4 Beds | 4 Baths

ACTIVE

$669,000

Virtual Tour

2833 Prince John Rd, Winter Park, FL 32792

1,605 SqFt

4 Beds | 2 Baths

ACTIVE

$1,800,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

ACTIVE

$1,250,000

Virtual Tour

230 Killarney Dr, Winter Park, FL 32789

1,260 SqFt

4 Beds | 1 Bath

ACTIVE

$920,000

Virtual Tour

1492 Via Sangro Pl, Winter Park, FL 32792

3,063 SqFt

4 Beds | 3 Baths

PENDING

$775,000

Virtual Tour

1562 Arbor Park Dr, Winter Park, FL 32789

1,899 SqFt

4 Beds | 3 Baths

ACTIVE

$414,900

Virtual Tour

1401 Aster Ct, Winter Park, FL 32792

1,653 SqFt

4 Beds | 2 Baths

ACTIVE

$1,600,000

Virtual Tour

250 Killarney, Winter Park, FL 32789

2,568 SqFt

4 Beds | 4 Baths

ACTIVE

$1,995,000

Virtual Tour

922 N Pennsylvania Ave, Winter Park, FL 32789

3,440 SqFt

4 Beds | 4 Baths

ACTIVE

$729,995

1418 Lone Feather Trl, Winter Park, FL 32792

2,197 SqFt

4 Beds | 3 Baths

ACTIVE

$4,250,000

Virtual Tour

229 Alexander Pl, Winter Park, FL 32789

4,431 SqFt

4 Beds | 6 Baths

ACTIVE

$368,000

Virtual Tour

885 Carnation Dr, Winter Park, FL 32792

1,240 SqFt

4 Beds | 2 Baths

ACTIVE

$699,000

Virtual Tour

436 W Swoope Ave, Winter Park, FL 32789

2,602 SqFt

4 Beds | 4 Baths

ACTIVE

$848,900

Virtual Tour

724 Monmouth Way, Winter Park, FL 32792

2,832 SqFt

5 Beds | 4 Baths

ACTIVE

$1,500,000

Virtual Tour

777 Halifax Ave, Winter Park, FL 32792

3,109 SqFt

5 Beds | 5 Baths

ACTIVE

$375,000

2189 Sussex Rd, Winter Park, FL 32792

1,776 SqFt

4 Beds | 3 Baths

PENDING

$370,000

Virtual Tour

4965 Orange Ave, Winter Park, FL 32792

1,444 SqFt

4 Beds | 2 Baths

PENDING

$1,590,000

708 Balmoral Rd, Winter Park, FL 32789

2,786 SqFt

4 Beds | 3 Baths

ACTIVE

$2,569,999

Virtual Tour

1754 Taylor Ave, Winter Park, FL 32789

3,670 SqFt

5 Beds | 5 Baths

ACTIVE

$4,900,000

Virtual Tour

1180 Via Lugano, Winter Park, FL 32789

4,961 SqFt

5 Beds | 6 Baths

PENDING

$2,549,000

Virtual Tour

1823 Sunset Dr, Winter Park, FL 32789

3,479 SqFt

5 Beds | 5 Baths

ACTIVE

$778,999

Virtual Tour

722 S Ranger Blvd, Winter Park, FL 32792

2,164 SqFt

4 Beds | 3 Baths

ACTIVE

$1,565,000

341 E Reading Way, Winter Park, FL 32789

3,723 SqFt

4 Beds | 4 Baths

ACTIVE

$399,800

Virtual Tour

1610 Gladiolas Dr, Winter Park, FL 32792

1,808 SqFt

4 Beds | 2 Baths

PENDING

$5,600,000

Virtual Tour

2228 Azalea Pl, Winter Park, FL 32789

5,152 SqFt

5 Beds | 6 Baths

ACTIVE

$975,000

Virtual Tour

3006 Northwood Blvd, Winter Park, FL 32789

2,075 SqFt

4 Beds | 3 Baths

ACTIVE

$599,900

Virtual Tour

4353 Steed Ter, Winter Park, FL 32792

2,275 SqFt

4 Beds | 2 Baths

ACTIVE

$450,000

Virtual Tour

1564 Lawndale Cir, Winter Park, FL 32792

1,980 SqFt

4 Beds | 3 Baths

ACTIVE

$1,300,000

1434 Via Sangro Pl, Winter Park, FL 32792

3,063 SqFt

4 Beds | 3 Baths

PENDING

$1,725,000

Virtual Tour

2914 Reef Knot Pl, Winter Park, FL 32792

4,173 SqFt

6 Beds | 6 Baths

ACTIVE

$1,262,500

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

3,024 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

2501 Lafayette Ave, Winter Park, FL 32789

2,819 SqFt

4 Beds | 4 Baths

PENDING

$5,500,000

Virtual Tour

313 Sylvan Dr, Winter Park, FL 32789

4,775 SqFt

4 Beds | 5 Baths

ACTIVE

$475,000

2008 Houndslake Dr, Winter Park, FL 32792

2,250 SqFt

4 Beds | 2 Baths

ACTIVE

$725,000

Virtual Tour

1316 Blue Stem Ln, Winter Park, FL 32792

2,196 SqFt

4 Beds | 3 Baths

ACTIVE

$2,995,000

Virtual Tour

1836 Whitehall Dr, Winter Park, FL 32789

4,168 SqFt

5 Beds | 7 Baths

ACTIVE

$435,000

Virtual Tour

8433 Commander Cv, Winter Park, FL 32792

1,903 SqFt

4 Beds | 3 Baths

ACTIVE

$1,450,000

Virtual Tour

1421 Chapman Cir, Winter Park, FL 32789

3,578 SqFt

4 Beds | 4 Baths

ACTIVE

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