Winter Park, FL Homes for Sale & Real Estate

price
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1-60 of 337 Homes
$419,900 | 1427 Broad Wing Lane, Winter Park, FL 32792
1/25
New

$419,900

3
Bedrooms
2,312
Square Feet
0.11
Acres

1427 Broad Wing Lane, Winter Park, FL 32792

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$1,699,000 | 2308 Mulbry Drive, Winter Park, FL 32789
1/12
Listed By CompassNew

$1,699,000

4
Bedrooms
2,530
Square Feet
0.17
Acres

2308 Mulbry Drive, Winter Park, FL 32789

$575,000 | 2881 Temple Trail, Winter Park, FL 32789
1/58
New

$575,000

2
Bedrooms
1,704
Square Feet
0.12
Acres

2881 Temple Trail, Winter Park, FL 32789

$148,000 | 3014 Antique Oaks Circle, Unit 120, Winter Park, FL 32792
1/29
New

$148,000

1
Bedrooms
749
Square Feet

3014 Antique Oaks Circle, Unit 120, Winter Park, FL 32792

$1,625,000 | 2407 Lafayette Avenue, Winter Park, FL 32789
1/35
Open: 8/15 01:00PM - 04:00PMNew

$1,625,000

5
Bedrooms
3,133
Square Feet
0.23
Acres

2407 Lafayette Avenue, Winter Park, FL 32789

$164,900 | 3651 North Goldenrod Road, Unit A103, Winter Park, FL 32792
1/17
New

$164,900

2
Bedrooms
840
Square Feet

3651 North Goldenrod Road, Unit A103, Winter Park, FL 32792

$4,650,000 | 857 Brock Street, Winter Park, FL 32789
1/11
New

$4,650,000

5
Bedrooms
4,827
Square Feet
0.29
Acres

857 Brock Street, Winter Park, FL 32789

$179,900 | Undisclosed Address, Winter Park, FL 32792
1/3
New

$179,900

2
Bedrooms
840
Square Feet

Undisclosed Address, Winter Park, FL 32792

$249,900 | 7487 Canford Court, Unit 5, Winter Park, FL 32792
1/19
New

$249,900

2
Bedrooms
1,611
Square Feet

7487 Canford Court, Unit 5, Winter Park, FL 32792

$5,000 | 1835 Albert Lee Parkway, Winter Park, FL 32789
1/6
New

$5,000

3
Bedrooms
1,459
Square Feet
0.21
Acres

1835 Albert Lee Parkway, Winter Park, FL 32789

$415,000 | 1533 Springtime Loop, Winter Park, FL 32792
1/37
Coming Soon

$415,000

3
Bedrooms
1,192
Square Feet
0.16
Acres

1533 Springtime Loop, Winter Park, FL 32792

$285,000 | 283 Sandlewood Trail, Unit 3, Winter Park, FL 32789
1/41
Coming Soon

$285,000

2
Bedrooms
960
Square Feet

283 Sandlewood Trail, Unit 3, Winter Park, FL 32789

$3,500,000 | 1901 Loch Berry Road, Winter Park, FL 32792
1/16

$3,500,000

5
Bedrooms
4,831
Square Feet
0.31
Acres

1901 Loch Berry Road, Winter Park, FL 32792

$2,190,000 | 1420 Aloma Avenue, Winter Park, FL 32789
1/65
Virtual Tour

$2,190,000

3
Bedrooms
2,422
Square Feet
1.04
Acres

1420 Aloma Avenue, Winter Park, FL 32789

$4,600,000 | 540 North Pennsylvania Avenue, Winter Park, FL 32789
1/9
Listed By Coldwell Banker RealtyOpen: 8/16 02:00PM - 04:00PM

$4,600,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.45
Acres

540 North Pennsylvania Avenue, Winter Park, FL 32789

$1,725,000 | 1840 Bryan Avenue, Winter Park, FL 32789
1/53

$1,725,000

4
Bedrooms
3,727
Square Feet
0.29
Acres

1840 Bryan Avenue, Winter Park, FL 32789

$569,000 | 4033 Tenita Drive, Winter Park, FL 32792
1/37

$569,000

4
Bedrooms
2,022
Square Feet
0.29
Acres

4033 Tenita Drive, Winter Park, FL 32792

$180,000 | 1695 Lee Road, Unit D107, Winter Park, FL 32789

$180,000

1
Bedrooms
638
Square Feet

1695 Lee Road, Unit D107, Winter Park, FL 32789

$675,000 | 1122 Wildmeadow Run, Winter Park, FL 32792
1/37

$675,000

4
Bedrooms
1,770
Square Feet
0.11
Acres

1122 Wildmeadow Run, Winter Park, FL 32792

$354,999 | 310 Granada Drive, Winter Park, FL 32789
1/2

$354,999

3
Bedrooms
1,344
Square Feet
0.15
Acres

310 Granada Drive, Winter Park, FL 32789

$765,000 | 110 Longhorn Road, Winter Park, FL 32792
1/37

$765,000

4
Bedrooms
2,673
Square Feet
0.65
Acres

110 Longhorn Road, Winter Park, FL 32792

$229,900 | 7413 Belle River Court, Unit 3, Winter Park, FL 32792
1/11

$229,900

3
Bedrooms
1,151
Square Feet

7413 Belle River Court, Unit 3, Winter Park, FL 32792

$575,000 | 1071 Aragon Avenue, Winter Park, FL 32789
1/34

$575,000

2
Bedrooms
1,851
Square Feet
0.08
Acres

1071 Aragon Avenue, Winter Park, FL 32789

$1,775,000 | 890 North Phelps Avenue, Winter Park, FL 32789
1/69
Listed By Coldwell Banker Realty

$1,775,000

4
Bedrooms
3,630
Square Feet
0.24
Acres

890 North Phelps Avenue, Winter Park, FL 32789

$599,000 | 4026 Tenita Drive, Winter Park, FL 32792
1/11

$599,000

3
Bedrooms
2,031
Square Feet
0.25
Acres

4026 Tenita Drive, Winter Park, FL 32792

$495,000 | 5316 Halyard Court, Winter Park, FL 32792
1/28

$495,000

3
Bedrooms
1,380
Square Feet
0.25
Acres

5316 Halyard Court, Winter Park, FL 32792

$289,900 | 5210 Lazy Oaks Drive, Unit 5210, Winter Park, FL 32792
1/37

$289,900

2
Bedrooms
1,236
Square Feet

5210 Lazy Oaks Drive, Unit 5210, Winter Park, FL 32792

$399,900 | 2017 Canny Cove, Winter Park, FL 32792
1/27

$399,900

3
Bedrooms
1,907
Square Feet
0.04
Acres

2017 Canny Cove, Winter Park, FL 32792

$350,000 | 7261 Abbey Lane, Winter Park, FL 32792
1/35

$350,000

3
Bedrooms
1,268
Square Feet
0.21
Acres

7261 Abbey Lane, Winter Park, FL 32792

$1,000,050 | 2667 Cochise Trail, Winter Park, FL 32789
1/92
Listed By Coldwell Banker Realty

$1,000,050

4
Bedrooms
2,868
Square Feet
0.29
Acres

2667 Cochise Trail, Winter Park, FL 32789

$3,199,000 | 361 East Kings Way, Winter Park, FL 32789
1/17

$3,199,000

4
Bedrooms
3,737
Square Feet
0.23
Acres

361 East Kings Way, Winter Park, FL 32789

a front view of a house with garden
1/39

$635,000

2
Bedrooms
1,188
Square Feet
0.08
Acres

531 West Swoope Avenue, Winter Park, FL 32789

a front view of house with yard and green space
1/30

$499,900

3
Bedrooms
1,979
Square Feet
0.26
Acres

351 Starling Road, Winter Park, FL 32789

$154,900 | 1695 Lee Road, Unit A101, Winter Park, FL 32789
1/22

$154,900

3
Bedrooms
1,149
Square Feet

1695 Lee Road, Unit A101, Winter Park, FL 32789

$2,390,000 | 645 Pansy Avenue, Winter Park, FL 32789
1/60

$2,390,000

4
Bedrooms
3,661
Square Feet
0.17
Acres

645 Pansy Avenue, Winter Park, FL 32789

$4,750,000 | 1525 Granville Drive, Winter Park, FL 32789
1/56

$4,750,000

5
Bedrooms
5,211
Square Feet
0.34
Acres

1525 Granville Drive, Winter Park, FL 32789

$2,099,990 | 525 South Lakemont Avenue, Winter Park, FL 32792
1/58

$2,099,990

4
Bedrooms
3,330
Square Feet
0.21
Acres

525 South Lakemont Avenue, Winter Park, FL 32792

$625,000 | 1871 Bryan Avenue, Winter Park, FL 32789
1/28
Coming Soon

$625,000

3
Bedrooms
1,232
Square Feet
0.15
Acres

1871 Bryan Avenue, Winter Park, FL 32789

$115,000 | 1000 South Semoran Boulevard, Unit 302, Winter Park, FL 32792
1/15

$115,000

1
Bedrooms
796
Square Feet

1000 South Semoran Boulevard, Unit 302, Winter Park, FL 32792

$510,000 | 1061 Aragon Avenue, Unit 1061, Winter Park, FL 32789
1/7

$510,000

3
Bedrooms
1,669
Square Feet

1061 Aragon Avenue, Unit 1061, Winter Park, FL 32789

$3,895,000 | 125 South Interlachen Avenue, Unit 1, Winter Park, FL 32789
1/67
Virtual Tour

$3,895,000

3
Bedrooms
3,878
Square Feet
0.03
Acres

125 South Interlachen Avenue, Unit 1, Winter Park, FL 32789

$2,299,000 | 1840 Laurel Road, Winter Park, FL 32789
1/12

$2,299,000

5
Bedrooms
2,868
Square Feet
0.18
Acres

1840 Laurel Road, Winter Park, FL 32789

$1,749,000 | 2525 Lafayette Avenue, Winter Park, FL 32789
1/10

$1,749,000

4
Bedrooms
2,715
Square Feet
0.18
Acres

2525 Lafayette Avenue, Winter Park, FL 32789

$449,000 | 2007 Cornell Avenue, Winter Park, FL 32789
1/35
Listed By Compass

$449,000

3
Bedrooms
1,154
Square Feet
0.14
Acres

2007 Cornell Avenue, Winter Park, FL 32789

$675,000 | 433 Gilbert Road, Winter Park, FL 32792
1/36
Virtual Tour

$675,000

3
Bedrooms
1,770
Square Feet
0.21
Acres

433 Gilbert Road, Winter Park, FL 32792

$435,000 | 3740 Hawthorne Lane, Winter Park, FL 32792
1/33

$435,000

3
Bedrooms
1,645
Square Feet
0.22
Acres

3740 Hawthorne Lane, Winter Park, FL 32792

$278,000 | 2475 Tahoe Circle, Winter Park, FL 32792
1/29
Listed By Coldwell Banker Realty

$278,000

2
Bedrooms
1,295
Square Feet

2475 Tahoe Circle, Winter Park, FL 32792

$1,894,000 | 2614 Parkland Drive, Winter Park, FL 32789
1/55

$1,894,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.23
Acres

2614 Parkland Drive, Winter Park, FL 32789

a view of a back yard of the house
1/16

$650,900

5
Bedrooms
4
Bathrooms
1,974
Square Feet
0.25
Acres

5427 Peaco Place, Winter Park, FL 32792

a front view of house with yard and green space
1/29

$425,000

3
Bedrooms
1,238
Square Feet
0.26
Acres

1886 Clematis Lane, Winter Park, FL 32792

$115,000 | 1000 South Semoran Boulevard, Unit 305, Winter Park, FL 32792
1/22

$115,000

1
Bedrooms
735
Square Feet

1000 South Semoran Boulevard, Unit 305, Winter Park, FL 32792

a front view of a house with a yard and garage
1/36

$1,419,900

4
Bedrooms
2,984
Square Feet
0.16
Acres

1546 Miller Avenue, Winter Park, FL 32789

a view of a house with a backyard
1/15

$430,000

3
Bedrooms
1,483
Square Feet
0.21
Acres

5409 Albert Drive, Winter Park, FL 32792

a view of a house with a yard and potted plants
1/27

$339,000

3
Bedrooms
1,149
Square Feet
0.21
Acres

3562 Bougainvillea Drive, Winter Park, FL 32792

$795,000 | 1850 Bryan Avenue, Winter Park, FL 32789
1/23

$795,000

3
Bedrooms
1,563
Square Feet
0.17
Acres

1850 Bryan Avenue, Winter Park, FL 32789

$230,000 | 200 St Andrews Boulevard, Unit 2904, Winter Park, FL 32792
1/21

$230,000

2
Bedrooms
1,219
Square Feet

200 St Andrews Boulevard, Unit 2904, Winter Park, FL 32792

front view of a house
1/31

$259,000

3
Bedrooms
1,720
Square Feet

2433 Grand Teton Circle, Winter Park, FL 32792

a front view of house with yard and green space
1/54

$469,000

3
Bedrooms
1,737
Square Feet
0.19
Acres

2703 Tierra Circle, Winter Park, FL 32792

$684,000 | 2833 Prince John Road, Winter Park, FL 32792
1/31

$684,000

4
Bedrooms
1,605
Square Feet
0.20
Acres

2833 Prince John Road, Winter Park, FL 32792

$399,000 | 2033 Canny Cove, Winter Park, FL 32792
1/55

$399,000

3
Bedrooms
1,907
Square Feet
0.04
Acres

2033 Canny Cove, Winter Park, FL 32792

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