Winter Park Homes for Sale

$560,000

Virtual Tour

2067 Poinciana Rd, Winter Park, FL 32792

2,352 SqFt

4 Beds | 2 Baths

ACTIVE

$1,699,900

Virtual Tour

2613 Lafayette Ave, Winter Park, FL 32789

2,661 SqFt

4 Beds | 4 Baths

ACTIVE

$2,195,000

Virtual Tour

304 Santiago Dr, Winter Park, FL 32789

4,213 SqFt

5 Beds | 5 Baths

ACTIVE

$479,900

2020 LeAnne Ct, Winter Park, FL 32792

2,088 SqFt

4 Beds | 3 Baths

ACTIVE

$675,000

Virtual Tour

2322 Woodcrest Dr, Winter Park, FL 32792

1,650 SqFt

4 Beds | 2 Baths

ACTIVE

$900,000

Virtual Tour

2052 Wood Thrush Ln, Winter Park, FL 32792

2,807 SqFt

4 Beds | 3 Baths

ACTIVE

$2,125,000

918 Enclave Pl, Winter Park, FL 32792

3,713 SqFt

5 Beds | 5 Baths

ACTIVE

$850,000

Virtual Tour

870 N Phelps Ave, Winter Park, FL 32789

2,301 SqFt

4 Beds | 3 Baths

ACTIVE

$1,995,000

2007 Edwin Blvd, Winter Park, FL 32792

3,314 SqFt

4 Beds | 4 Baths

ACTIVE

$1,950,000

513 Dunraven Dr, Winter Park, FL 32792

3,560 SqFt

5 Beds | 5 Baths

ACTIVE

$724,900

Virtual Tour

266 N Ranger Blvd, Winter Park, FL 32792

1,692 SqFt

4 Beds | 3 Baths

ACTIVE

$410,500

Virtual Tour

7786 Fox Knoll Pl, Winter Park, FL 32792

1,301 SqFt

4 Beds | 2 Baths

ACTIVE

$780,000

Virtual Tour

739 Roughbeard Rd, Winter Park, FL 32792

2,194 SqFt

5 Beds | 3 Baths

ACTIVE

$2,089,000

Virtual Tour

1951 Winter Park Rd, Winter Park, FL 32789

3,479 SqFt

4 Beds | 4 Baths

ACTIVE

$2,990,000

Virtual Tour

532 Langholm Dr, Winter Park, FL 32789

4,050 SqFt

5 Beds | 5 Baths

ACTIVE

$1,890,000

Virtual Tour

2614 Parkland Dr, Winter Park, FL 32789

3,307 SqFt

4 Beds | 4 Baths

ACTIVE

$1,599,000

Virtual Tour

533 Country Club Dr, Winter Park, FL 32789

2,942 SqFt

4 Beds | 4 Baths

ACTIVE

$599,000

Virtual Tour

4260 Bear Gully Rd, Winter Park, FL 32792

2,322 SqFt

4 Beds | 4 Baths

ACTIVE

$3,695,999

Virtual Tour

1742 Temple Dr, Winter Park, FL 32789

3,658 SqFt

4 Beds | 5 Baths

ACTIVE

$2,095,000

Virtual Tour

555 E Lake Sue Ave, Winter Park, FL 32789

3,776 SqFt

4 Beds | 4 Baths

ACTIVE

$1,095,000

1517 Harmon Ave, Winter Park, FL 32789

2,135 SqFt

4 Beds | 4 Baths

ACTIVE

$2,190,000

Virtual Tour

1803 Barker Dr, Winter Park, FL 32789

3,463 SqFt

4 Beds | 3 Baths

ACTIVE

$899,900

Virtual Tour

2572 Fifeshire Dr, Winter Park, FL 32792

2,578 SqFt

4 Beds | 3 Baths

ACTIVE

$3,495,000

Virtual Tour

662 Granville Dr, Winter Park, FL 32789

4,478 SqFt

5 Beds | 6 Baths

ACTIVE

$5,500,000

Virtual Tour

1166 Palmer Ave, Winter Park, FL 32789

5,181 SqFt

5 Beds | 7 Baths

ACTIVE

$675,000

Virtual Tour

2215 Woodcrest Dr, Winter Park, FL 32792

1,688 SqFt

4 Beds | 2 Baths

ACTIVE

$530,000

Virtual Tour

167 Jergo Rd, Winter Park, FL 32792

925 SqFt

4 Beds | 4 Baths

ACTIVE

$427,000

1386 Clematis Ln, Winter Park, FL 32792

1,714 SqFt

4 Beds | 3 Baths

ACTIVE

$439,900

Virtual Tour

3209 Heartwood Ave, Winter Park, FL 32792

1,627 SqFt

4 Beds | 2 Baths

ACTIVE

$2,195,000

Virtual Tour

1271 Palmer Ave, Winter Park, FL 32789

2,850 SqFt

4 Beds | 5 Baths

ACTIVE

$3,195,000

2119 Howard Dr, Winter Park, FL 32789

4,139 SqFt

5 Beds | 6 Baths

ACTIVE

$895,000

Virtual Tour

618 Blairshire Cir, Winter Park, FL 32792

1,876 SqFt

4 Beds | 3 Baths

ACTIVE

$440,000

Virtual Tour

2301 Conifer Ave, Winter Park, FL 32792

2,189 SqFt

4 Beds | 2 Baths

ACTIVE

$3,950,000

Virtual Tour

540 N Pennsylvania Ave, Winter Park, FL 32789

1,652 SqFt

4 Beds | 2 Baths

ACTIVE

$769,000

Virtual Tour

2410 Sherbrooke Rd, Winter Park, FL 32792

2,141 SqFt

4 Beds | 3 Baths

ACTIVE

$4,325,000

250 W Reading Way, Winter Park, FL 32789

4,853 SqFt

5 Beds | 5 Baths

ACTIVE

$1,925,000

Virtual Tour

2260 Mulbry Dr, Winter Park, FL 32789

3,246 SqFt

5 Beds | 4 Baths

ACTIVE

$5,195,900

825 Palmer Ave, Winter Park, FL 32789

5,122 SqFt

5 Beds | 7 Baths

ACTIVE

$2,725,000

Virtual Tour

1773 Walnut Ave, Winter Park, FL 32789

3,784 SqFt

5 Beds | 5 Baths

ACTIVE

$3,750,000

2622 Lake Howell Ln, Winter Park, FL 32792

3,377 SqFt

4 Beds | 3 Baths

ACTIVE

$1,550,000

Virtual Tour

1257 Wading Waters Cir, Winter Park, FL 32792

5,239 SqFt

6 Beds | 5 Baths

ACTIVE

$675,000

Virtual Tour

2260 Coldstream Dr, Winter Park, FL 32792

1,509 SqFt

4 Beds | 2 Baths

ACTIVE

$6,195,000

Virtual Tour

698 N New York Ave, Winter Park, FL 32789

5,096 SqFt

5 Beds | 6 Baths

ACTIVE

$5,999,990

Virtual Tour

2661 Via Tuscany, Winter Park, FL 32789

3,880 SqFt

4 Beds | 5 Baths

ACTIVE

$6,995,000

Virtual Tour

901 Golfview Ter, Winter Park, FL 32789

5,479 SqFt

5 Beds | 6 Baths

ACTIVE

$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

ACTIVE

$739,777

Virtual Tour

4039 Cool Water Ct, Winter Park, FL 32792

2,267 SqFt

4 Beds | 2 Baths

ACTIVE

$529,000

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

ACTIVE

$999,000

Virtual Tour

443 Broadview Ave, Winter Park, FL 32789

2,803 SqFt

4 Beds | 3 Baths

ACTIVE

$3,395,000

Virtual Tour

160 W Rockwood Way, Winter Park, FL 32789

4,015 SqFt

5 Beds | 6 Baths

ACTIVE

$1,299,000

Virtual Tour

1445 Via Sangro Pl, Winter Park, FL 32792

5,021 SqFt

6 Beds | 6 Baths

ACTIVE

$950,000

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

$3,265,000

Virtual Tour

1761 Legion Dr, Winter Park, FL 32789

4,949 SqFt

5 Beds | 6 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

$1,495,000

Virtual Tour

1570 Palmer Ave, Winter Park, FL 32789

3,048 SqFt

4 Beds | 4 Baths

ACTIVE

$419,990

Virtual Tour

2181 Linden Rd, Winter Park, FL 32792

1,442 SqFt

5 Beds | 3 Baths

ACTIVE

$660,000

Virtual Tour

1016 Aragon Ave, Winter Park, FL 32789

1,840 SqFt

4 Beds | 4 Baths

ACTIVE

$575,000

Virtual Tour

7525 Lodge Pole Trl, Winter Park, FL 32792

1,936 SqFt

4 Beds | 2 Baths

ACTIVE

$650,000

Virtual Tour

943 Fairway Dr, Winter Park, FL 32792

2,067 SqFt

4 Beds | 3 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

$525,000

Virtual Tour

2641 Carvell Ct, Winter Park, FL 32792

2,126 SqFt

4 Beds | 2 Baths

ACTIVE

$520,000

Virtual Tour

1905 Bonanza Ct, Winter Park, FL 32792

1,774 SqFt

4 Beds | 2 Baths

ACTIVE

$489,000

2183 Crandon Ave, Winter Park, FL 32789

1,200 SqFt

4 Beds | 2 Baths

ACTIVE

$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

$1,699,000

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

$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

$4,350,000

Virtual Tour

857 Brock St, Winter Park, FL 32789

4,827 SqFt

5 Beds | 6 Baths

ACTIVE

$1,725,000

Virtual Tour

1840 Bryan Ave, Winter Park, FL 32789

3,727 SqFt

4 Beds | 4 Baths

ACTIVE

$660,000

Virtual Tour

1122 Wildmeadow Run, Winter Park, FL 32792

1,770 SqFt

4 Beds | 3 Baths

ACTIVE

$985,000

Virtual Tour

2667 Cochise Trl, Winter Park, FL 32789

2,868 SqFt

4 Beds | 3 Baths

ACTIVE

$2,299,000

Virtual Tour

1840 Laurel Rd, Winter Park, FL 32789

2,868 SqFt

5 Beds | 5 Baths

ACTIVE

$550,000

Virtual Tour

5427 Peaco Pl, Winter Park, FL 32792

1,974 SqFt

5 Beds | 4 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

$775,000

Virtual Tour

1562 Arbor Park Dr, Winter Park, FL 32789

1,899 SqFt

4 Beds | 3 Baths

ACTIVE

$399,999

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

$1,875,000

Virtual Tour

922 N Pennsylvania Ave, Winter Park, FL 32789

3,440 SqFt

4 Beds | 4 Baths

ACTIVE

$699,500

1418 Lone Feather Trl, Winter Park, FL 32792

2,197 SqFt

4 Beds | 3 Baths

ACTIVE

$368,000

Virtual Tour

885 Carnation Dr, Winter Park, FL 32792

1,240 SqFt

4 Beds | 2 Baths

ACTIVE

$798,000

Virtual Tour

724 Monmouth Way, Winter Park, FL 32792

2,832 SqFt

5 Beds | 4 Baths

ACTIVE

$1,449,000

Virtual Tour

777 Halifax Ave, Winter Park, FL 32792

3,109 SqFt

5 Beds | 5 Baths

ACTIVE

$2,549,000

Virtual Tour

1823 Sunset Dr, Winter Park, FL 32789

3,479 SqFt

5 Beds | 5 Baths

ACTIVE

$5,600,000

Virtual Tour

2228 Azalea Pl, Winter Park, FL 32789

5,152 SqFt

5 Beds | 6 Baths

ACTIVE

$925,000

Virtual Tour

3006 Northwood Blvd, Winter Park, FL 32789

2,075 SqFt

4 Beds | 3 Baths

ACTIVE

$450,000

Virtual Tour

1564 Lawndale Cir, Winter Park, FL 32792

1,980 SqFt

4 Beds | 3 Baths

ACTIVE

$1,250,000

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

3,024 SqFt

4 Beds | 4 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

$455,000

Virtual Tour

8433 Commander Cv, Winter Park, FL 32792

1,903 SqFt

4 Beds | 3 Baths

ACTIVE

$2,050,000

Virtual Tour

240 N Phelps Ave, Winter Park, FL 32789

2,889 SqFt

5 Beds | 5 Baths

ACTIVE

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