Winter Park Homes for Sale

$11,900,000

Virtual Tour

1120 Preserve Point Dr, Winter Park, FL 32789

11,255 SqFt

7 Beds | 11 Baths

ACTIVE

$6,500,000

Virtual Tour

1400 Alabama Dr, Winter Park, FL 32789

7,916 SqFt

5 Beds | 9 Baths

ACTIVE

$5,200,000

Virtual Tour

1660 Palmer Ave, Winter Park, FL 32789

6,406 SqFt

5 Beds | 7 Baths

ACTIVE

$5,000,000

Virtual Tour

2228 Azalea Pl, Winter Park, FL 32789

5,072 SqFt

5 Beds | 6 Baths

ACTIVE

$4,750,000

2161 Sharon Rd, Winter Park, FL 32789

6,338 SqFt

5 Beds | 7 Baths

ACTIVE

$4,600,000

Virtual Tour

2118 Lake Dr, Winter Park, FL 32789

6,000 SqFt

6 Beds | 6 Baths

PENDING

$4,599,000

985 Lincoln Cir, Winter Park, FL 32789

3,660 SqFt

5 Beds | 7 Baths

PENDING

$4,500,000

Virtual Tour

702 Via Bella, Winter Park, FL 32789

3,720 SqFt

5 Beds | 6 Baths

ACTIVE

$4,500,000

Virtual Tour

421 Lakewood Dr, Winter Park, FL 32789

5,847 SqFt

5 Beds | 9 Baths

ACTIVE

$4,395,000

1840 W Fawsett Rd, Winter Park, FL 32789

4,129 SqFt

5 Beds | 5 Baths

ACTIVE

$4,200,000

Virtual Tour

571 Lake Front Blvd, Winter Park, FL 32789

5,500 SqFt

7 Beds | 5 Baths

PENDING

$4,100,000

Virtual Tour

1782 Pine Ave, Winter Park, FL 32789

4,782 SqFt

5 Beds | 7 Baths

ACTIVE

$3,980,000

Virtual Tour

141 S Phelps Ave, Winter Park, FL 32789

5,878 SqFt

6 Beds | 6 Baths

ACTIVE

$3,850,000

Virtual Tour

861 Bonita Dr, Winter Park, FL 32789

6,939 SqFt

6 Beds | 8 Baths

ACTIVE

$3,750,000

Virtual Tour

2171 Forrest Rd, Winter Park, FL 32789

4,565 SqFt

5 Beds | 6 Baths

ACTIVE

$3,295,000

Virtual Tour

532 Worthington Dr, Winter Park, FL 32789

3,974 SqFt

5 Beds | 6 Baths

ACTIVE

$3,288,000

Virtual Tour

731 Williams Dr, Winter Park, FL 32789

4,260 SqFt

5 Beds | 6 Baths

ACTIVE

$3,250,000

Virtual Tour

266 Chase Ave, Winter Park, FL 32789

4,088 SqFt

5 Beds | 6 Baths

PENDING

$3,249,000

Virtual Tour

1730 Winchester Dr, Winter Park, FL 32789

4,080 SqFt

5 Beds | 6 Baths

ACTIVE

$3,200,000

Virtual Tour

1891 Lake Spier Dr, Winter Park, FL 32789

3,932 SqFt

5 Beds | 4 Baths

ACTIVE

$2,949,999

2652 Lake Howell Ln, Winter Park, FL 32792

3,898 SqFt

5 Beds | 4 Baths

ACTIVE

$2,900,000

Virtual Tour

1860 Via Contessa, Winter Park, FL 32789

7,000 SqFt

8 Beds | 6 Baths

ACTIVE

$2,825,000

Virtual Tour

1400 Place Picardy, Winter Park, FL 32789

4,338 SqFt

5 Beds | 6 Baths

ACTIVE

$2,795,000

Virtual Tour

1630 Lasbury Ave, Winter Park, FL 32789

4,912 SqFt

5 Beds | 5 Baths

ACTIVE

$2,749,000

1690 Palm Ave, Winter Park, FL 32789

3,967 SqFt

5 Beds | 6 Baths

ACTIVE

$2,500,000

Virtual Tour

450 Lakewood Dr, Winter Park, FL 32789

4,676 SqFt

5 Beds | 6 Baths

ACTIVE

$2,499,900

Virtual Tour

7849 Georgeann St, Winter Park, FL 32792

4,860 SqFt

6 Beds | 8 Baths

PENDING

$2,490,000

Virtual Tour

1795 Greenwich Ave, Winter Park, FL 32789

3,852 SqFt

5 Beds | 6 Baths

ACTIVE

$2,389,000

Virtual Tour

2412 Chantilly Ave, Winter Park, FL 32789

4,506 SqFt

5 Beds | 7 Baths

ACTIVE

$2,254,000

Virtual Tour

141 Oakwood Way, Winter Park, FL 32789

3,909 SqFt

5 Beds | 4 Baths

ACTIVE

$2,199,000

Virtual Tour

1394 Stewart St, Winter Park, FL 32789

3,907 SqFt

5 Beds | 5 Baths

ACTIVE

$2,160,000

Virtual Tour

2234 Via Luna, Winter Park, FL 32789

3,554 SqFt

6 Beds | 4 Baths

ACTIVE

$2,150,000

Virtual Tour

1560 Woodland Ave, Winter Park, FL 32789

3,851 SqFt

5 Beds | 5 Baths

ACTIVE

$2,119,000

Virtual Tour

785 N Phelps Ave, Winter Park, FL 32789

2,964 SqFt

5 Beds | 5 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

1299 Harding Street, Winter Park, FL 32789

3,784 SqFt

6 Beds | 5 Baths

ACTIVE

$1,999,993

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$1,996,000

Virtual Tour

4469 Old Bear Run, Winter Park, FL 32792

4,288 SqFt

5 Beds | 5 Baths

ACTIVE

$1,888,000

Virtual Tour

2407 Lafayette Ave, Winter Park, FL 32789

3,133 SqFt

5 Beds | 5 Baths

ACTIVE

$1,799,000

Virtual Tour

1742 Barcelona Way, Winter Park, FL 32789

3,626 SqFt

5 Beds | 8 Baths

ACTIVE

$1,770,000

Virtual Tour

1470 Place Picardy, Winter Park, FL 32789

4,227 SqFt

5 Beds | 6 Baths

PENDING

$1,600,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

PENDING

$1,599,900

1417 Miller Ave, Winter Park, FL 32789

3,312 SqFt

5 Beds | 4 Baths

ACTIVE

$1,590,000

Virtual Tour

8041 Lake Waunatta Dr, Winter Park, FL 32792

5,329 SqFt

5 Beds | 5 Baths

ACTIVE

$1,450,000

Virtual Tour

2105 Fosgate Dr, Winter Park, FL 32789

3,068 SqFt

5 Beds | 4 Baths

ACTIVE

$1,385,000

Virtual Tour

1370 Alberta Dr, Winter Park, FL 32789

3,483 SqFt

5 Beds | 6 Baths

PENDING

$1,360,000

Virtual Tour

1269 Wading Waters Cir, Winter Park, FL 32792

4,468 SqFt

6 Beds | 4 Baths

PENDING

$1,299,000

Virtual Tour

7440 Aloma Ave, Winter Park, FL 32792

4,435 SqFt

5 Beds | 5 Baths

ACTIVE

$1,295,000

Virtual Tour

433 Carolina Ave, Winter Park, FL 32789

2,700 SqFt

5 Beds | 4 Baths

ACTIVE

$1,290,000

Virtual Tour

1201 Wading Waters Cir, Winter Park, FL 32792

4,266 SqFt

5 Beds | 5 Baths

PENDING

$1,275,000

Virtual Tour

N 726/720 Pennsylvania Ave, Winter Park, FL 32789

2,284 SqFt

6 Beds | 4 Baths

ACTIVE

$1,275,000

Virtual Tour

N 726 And 720 Pennsylvania Ave, Winter Park, FL 32789

2,284 SqFt

6 Beds | 4 Baths

ACTIVE

$1,245,000

Virtual Tour

7706 Waunatta Ct, Winter Park, FL 32792

3,858 SqFt

5 Beds | 3 Baths

ACTIVE

$1,165,000

Virtual Tour

2832 Bear Island Pointe, Winter Park, FL 32792

3,983 SqFt

5 Beds | 5 Baths

PENDING

$1,150,000

2011 Soaring Oak Way, Winter Park, FL 32792

4,307 SqFt

5 Beds | 5 Baths

ACTIVE

$1,000,000

Virtual Tour

3011 Temple Trl, Winter Park, FL 32789

2,406 SqFt

5 Beds | 3 Baths

ACTIVE

$999,000

2330 Westminster Ct, Winter Park, FL 32789

3,296 SqFt

5 Beds | 3 Baths

ACTIVE

$997,000

Virtual Tour

1840 Biscayne Dr, Winter Park, FL 32789

2,641 SqFt

5 Beds | 3 Baths

ACTIVE

$950,000

Virtual Tour

5325 Cypress Reserve Pl, Winter Park, FL 32792

3,598 SqFt

5 Beds | 4 Baths

ACTIVE

$875,000

1832 Magnolia Ave, Winter Park, FL 32789

2,910 SqFt

5 Beds | 4 Baths

PENDING

$850,000

Virtual Tour

730 W Swoope Ave, Winter Park, FL 32789

2,132 SqFt

5 Beds | 3 Baths

ACTIVE

$829,000

1795 Walker Ave, Winter Park, FL 32789

1,813 SqFt

5 Beds | 3 Baths

PENDING

$799,000

Virtual Tour

5618 Winterbrook Way, Winter Park, FL 32792

2,866 SqFt

5 Beds | 4 Baths

ACTIVE

$780,000

Virtual Tour

5275 Pine Lily Cir, Winter Park, FL 32792

3,152 SqFt

5 Beds | 4 Baths

ACTIVE

$749,000

Virtual Tour

2907 Summerfield Rd, Winter Park, FL 32792

2,532 SqFt

5 Beds | 2 Baths

PENDING

$564,000

Virtual Tour

4029 Cool Water Ct, Winter Park, FL 32792

2,733 SqFt

5 Beds | 3 Baths

ACTIVE

$559,500

Virtual Tour

5073 Lake Howell Rd, Winter Park, FL 32792

2,272 SqFt

5 Beds | 2 Baths

ACTIVE

$549,000

Virtual Tour

4041 Yacht Ct, Winter Park, FL 32792

2,153 SqFt

5 Beds | 3 Baths

PENDING

$489,900

Virtual Tour

7448 Grand Ct, Winter Park, FL 32792

2,158 SqFt

5 Beds | 3 Baths

PENDING

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