Homes for Sale in Winter Park, FL

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1-41 of 335 Homes
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$735,000 | 738 South Pennsylvania Avenue, Winter Park, FL 32789
1/58
Listed By CompassNew

$735,000

3
Bedrooms
1,739
Square Feet
0.22
Acres
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a front view of a house
1/10
Listed By Compass

$1,250,000

4
Bedrooms
2,525
Square Feet
0.15
Acres
a front view of a house with a yard and garage
1/8
Listed By Compass

$1,360,000

5
Bedrooms
3,735
Square Feet
0.19
Acres
a view of backyard with a tub
1/37
Listed By Compass

$1,185,999

6
Bedrooms
4
Bathrooms
2,282
Square Feet
0.09
Acres
a view of a white house with a yard and potted plants
1/37
Listed By Compass

$2,750,000

5
Bedrooms
4,917
Square Feet
0.34
Acres
$460,000 | 950 Hanover Avenue, Winter Park, FL 32789
1/28
Listed By Compass

$460,000

3
Bedrooms
1,606
Square Feet
0.18
Acres
$549,000 | 7641 Village Green Drive, Winter Park, FL 32792
1/29
Listed By Compass

$549,000

3
Bedrooms
1,602
Square Feet
0.29
Acres
an aerial view of multiple house
1/29
Listed By Compass

$925,000

2
Bedrooms
1,086
Square Feet
0.12
Acres
a house view with a garden space
1/9
Listed By Compass

$944,890

4
Bedrooms
2,662
Square Feet
0.15
Acres
$315,000 | 150 Killarney Bay Court, Unit 5, Winter Park, FL 32789
1/26
Listed By Compass

$315,000

2
Bedrooms
1,140
Square Feet
$2,225,000 | 1885 Temple Drive, Winter Park, FL 32789
1/53
Listed By CompassVirtual Tour

$2,225,000

5
Bedrooms
3,691
Square Feet
0.24
Acres
$1,099,000 | 1768 Mondrian Circle, Winter Park, FL 32789
1/26
Listed By Compass

$1,099,000

3
Bedrooms
2,193
Square Feet
0.04
Acres
$245,000 | 700 Melrose Avenue, Unit K25, Winter Park, FL 32789
1/24
New

$245,000

1
Bedrooms
787
Square Feet
$475,000 | 3641 Oak Vista Lane, Winter Park, FL 32792
1/41
Virtual TourNew

$475,000

3
Bedrooms
1,645
Square Feet
0.24
Acres
$470,000 | 1511 Gladiolas Drive, Winter Park, FL 32792
1/45
New

$470,000

4
Bedrooms
1,594
Square Feet
0.22
Acres
$5,000 | 1835 Albert Lee Parkway, Winter Park, FL 32789
1/6

$5,000

3
Bedrooms
1,459
Square Feet
0.21
Acres
$495,000 | 5340 North Lake Burkett Lane, Winter Park, FL 32792
1/29

$495,000

3
Bedrooms
1,746
Square Feet
0.16
Acres
$1,250,000 | 1600 Alabama Drive, Unit 402, Winter Park, FL 32789
1/38
Virtual TourNew

$1,250,000

2
Bedrooms
1,574
Square Feet
$745,000 | 408 Holt Avenue, Winter Park, FL 32789
1/34

$745,000

2
Bedrooms
3
Bathrooms
1,440
Square Feet
0.11
Acres
$119,900 | Ridgewood Avenue, Winter Park, FL 32789
1/6
New

$119,900

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.04
Acres
$399,900 | 1662 Tremont Lane, Winter Park, FL 32792
1/56

$399,900

3
Bedrooms
1,534
Square Feet
0.12
Acres

1662 Tremont Lane, Winter Park, FL 32792

$2,199,900 | 525 South Lakemont Avenue, Winter Park, FL 32792
1/76
New

$2,199,900

4
Bedrooms
3,330
Square Feet
0.21
Acres
$4,200,000 | 141 West Lake Sue Avenue, Winter Park, FL 32789
1/5

$4,200,000

5
Bedrooms
5,500
Square Feet
0.51
Acres
$519,000 | 1944 Natalen Road, Winter Park, FL 32792
1/27

$519,000

3
Bedrooms
1,380
Square Feet
0.22
Acres
$235,900 | 700 Melrose Avenue, Unit F 21, Winter Park, FL 32789
1/26

$235,900

1
Bedrooms
787
Square Feet
$405,000 | 5503 Albert Drive, Winter Park, FL 32792
1/57

$405,000

3
Bedrooms
1,366
Square Feet
0.21
Acres
$390,000 | 2512 Eastbrook Boulevard, Winter Park, FL 32792
1/42

$390,000

4
Bedrooms
1,607
Square Feet
0.20
Acres
$1,795,000 | 641 Northwood Circle, Winter Park, FL 32789
1/36
New

$1,795,000

3
Bedrooms
2,756
Square Feet
0.18
Acres
$340,000 | 2676 Barbados Drive, Winter Park, FL 32792
1/29

$340,000

3
Bedrooms
1,743
Square Feet
0.09
Acres
$185,000 | 4798 Tangerine Avenue, Unit 4798, Winter Park, FL 32792
1/35

$185,000

2
Bedrooms
1,058
Square Feet
$500,000 | 2054 Eastbrook Boulevard, Winter Park, FL 32792
1/2

$500,000

4
Bedrooms
2,031
Square Feet
0.20
Acres
$695,000 | 715 South Ranger Boulevard, Winter Park, FL 32792
1/48

$695,000

4
Bedrooms
2,312
Square Feet
0.23
Acres
$675,000 | 840 West Canton Avenue, Winter Park, FL 32789
1/24

$675,000

3
Bedrooms
1,370
Square Feet
0.12
Acres
$739,000 | 300 Carolina Avenue, Unit 301, Winter Park, FL 32789
1/32

$739,000

2
Bedrooms
1,305
Square Feet
$1,100,000 | 241 West Lake Sue Avenue, Winter Park, FL 32789
1/60

$1,100,000

3
Bedrooms
2,304
Square Feet
0.28
Acres
$735,000 | 2831 Mulford Avenue, Winter Park, FL 32789
1/22

$735,000

4
Bedrooms
1,647
Square Feet
0.17
Acres
$275,000 | 311 East Morse Boulevard, Unit 612, Winter Park, FL 32789
1/20

$275,000

1
Bedrooms
570
Square Feet
$3,500,000 | 2240 Venetian Way, Winter Park, FL 32789
1/27

$3,500,000

4
Bedrooms
4,036
Square Feet
0.31
Acres
$2,695,000 | 413 West Morse Boulevard, Winter Park, FL 32789
1/26

$2,695,000

3
Bedrooms
3,048
Square Feet
0.04
Acres
$550,000 | 2974 Chantilly Avenue, Winter Park, FL 32789
1/26
Open: 6/14 12:00PM - 02:00PM

$550,000

3
Bedrooms
1,433
Square Feet
0.23
Acres
$560,000 | 1250 Formosa Avenue, Winter Park, FL 32789
1/37

$560,000

3
Bedrooms
1,937
Square Feet
0.05
Acres
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