Apartments for Rent in Winter Park, FL

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1-60 of 70 Homes
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$1,850 | 419 Warrenton Road, Unit 419, Winter Park, FL 32792
1/15
New

$1,850

2
Bedrooms
1,043
Square Feet
5.03
Acres

419 Warrenton Road, Unit 419, Winter Park, FL 32792

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$3,400 | 7903 Pleasant Pine Circle, Winter Park, FL 32792
1/12
New

$3,400

4
Bedrooms
2,319
Square Feet
0.19
Acres

7903 Pleasant Pine Circle, Winter Park, FL 32792

$5,000 | 616 Ellendale Drive, Winter Park, FL 32792
1/23
New

$5,000

4
Bedrooms
1,405
Square Feet
0.20
Acres

616 Ellendale Drive, Winter Park, FL 32792

$6,300 | 1136 South Pennsylvania Avenue, Winter Park, FL 32789
1/44
New

$6,300

3
Bedrooms
2,434
Square Feet
0.12
Acres

1136 South Pennsylvania Avenue, Winter Park, FL 32789

$3,150 | 1409 Michigan Avenue, Winter Park, FL 32789
1/18

$3,150

3
Bedrooms
1,803
Square Feet
0.13
Acres

1409 Michigan Avenue, Winter Park, FL 32789

$2,800 | 912 Carvell Drive, Winter Park, FL 32792
1/20

$2,800

3
Bedrooms
1,614
Square Feet
0.26
Acres

912 Carvell Drive, Winter Park, FL 32792

$6,450 | 835 West Canton Avenue, Winter Park, FL 32789
1/32

$6,450

3
Bedrooms
2,415
Square Feet
0.17
Acres

835 West Canton Avenue, Winter Park, FL 32789

$3,950 | Undisclosed Address, Winter Park, FL 32792
1/40

$3,950

4
Bedrooms
1,660
Square Feet
0.18
Acres

Undisclosed Address, Winter Park, FL 32792

$4,000 | 1815 Barker Drive, Winter Park, FL 32789
1/88

$4,000

4
Bedrooms
1,548
Square Feet
0.29
Acres

1815 Barker Drive, Winter Park, FL 32789

$2,000 | 5101 North Orange Avenue, Unit B, Winter Park, FL 32792
1/11

$2,000

3
Bedrooms
922
Square Feet
Unavailable
Acres

5101 North Orange Avenue, Unit B, Winter Park, FL 32792

$2,600 | 7514 Laurel Springs Drive, Winter Park, FL 32792
1/37

$2,600

4
Bedrooms
1,677
Square Feet
0.19
Acres

7514 Laurel Springs Drive, Winter Park, FL 32792

$1,250 | 3035 George Mason Avenue, Unit D20, Winter Park, FL 32792
1/22

$1,250

1
Bedrooms
549
Square Feet

3035 George Mason Avenue, Unit D20, Winter Park, FL 32792

$7,500 | 1368 Hibiscus Avenue, Winter Park, FL 32789
1/45

$7,500

4
Bedrooms
2,394
Square Feet
0.24
Acres

1368 Hibiscus Avenue, Winter Park, FL 32789

$1,495 | 1434 Minnesota Avenue, Winter Park, FL 32789
1/11
Listed By Compass

$1,495

2
Bedrooms
1,000
Square Feet
Unavailable
Acres

1434 Minnesota Avenue, Winter Park, FL 32789

$3,150 | 2401 Albert Lee Parkway, Winter Park, FL 32789
1/24

$3,150

3
Bedrooms
1,450
Square Feet
0.34
Acres

2401 Albert Lee Parkway, Winter Park, FL 32789

$9,900 | 1442 Palm Avenue, Winter Park, FL 32789
1/32

$9,900

5
Bedrooms
2,735
Square Feet
0.26
Acres

1442 Palm Avenue, Winter Park, FL 32789

$2,350 | 700 Melrose Avenue, Unit A5, Winter Park, FL 32789
1/21

$2,350

2
Bedrooms
1,074
Square Feet

700 Melrose Avenue, Unit A5, Winter Park, FL 32789

a front view of house with yard
1/11

$2,950

4
Bedrooms
2,003
Square Feet
0.13
Acres

8104 Pleasant Pine Circle, Winter Park, FL 32792

a front view of a house with a yard and garage
1/24
Listed By Coldwell Banker Realty

$8,295

4
Bedrooms
3,295
Square Feet
0.20
Acres

2234 Howard Drive, Winter Park, FL 32789

a front view of house with yard and green space
1/27

$4,400

3
Bedrooms
1,554
Square Feet
0.19
Acres

648 Fitzwalter Drive, Winter Park, FL 32792

a view of a house with a yard
1/16

$2,099

2
Bedrooms
954
Square Feet
0.17
Acres

1261 Richmond Road, Winter Park, FL 32789

a front view of a house with a garden and yard
1/47

$2,650

3
Bedrooms
1,647
Square Feet
0.19
Acres

4059 Waterview Loop, Winter Park, FL 32792

$2,750 | 1627 North Orange Avenue, Winter Park, FL 32789
1/32

$2,750

3
Bedrooms
1,302
Square Feet
0.13
Acres

1627 North Orange Avenue, Winter Park, FL 32789

$3,500 | 5354 Lanyard Court, Winter Park, FL 32792
1/30

$3,500

5
Bedrooms
2,300
Square Feet
0.30
Acres

5354 Lanyard Court, Winter Park, FL 32792

a front view of a house with a yard and garage
1/15

$2,300

3
Bedrooms
1,200
Square Feet
0.23
Acres

1340 Paradise Lane, Winter Park, FL 32792

$1,600 | 1695 Lee Road, Unit C103, Winter Park, FL 32789
1/14

$1,600

2
Bedrooms
881
Square Feet

1695 Lee Road, Unit C103, Winter Park, FL 32789

$2,300 | 151 North Orlando Avenue, Unit 207, Winter Park, FL 32789
1/26

$2,300

2
Bedrooms
710
Square Feet

151 North Orlando Avenue, Unit 207, Winter Park, FL 32789

a front view of a house with a yard and a garage
1/25

$1,750

2
Bedrooms
1,031
Square Feet
0.01
Acres

3374 Cedar Springs Place, Unit 155, Winter Park, FL 32792

a view of a house with a backyard and a tree
1/43

$4,500

3
Bedrooms
1,345
Square Feet
0.25
Acres

344 Starling Road, Winter Park, FL 32789

a view of a patio with table and chairs and potted plants
1/20

$2,100

2
Bedrooms
800
Square Feet

151 North Orlando Avenue, Unit 203, Winter Park, FL 32789

$3,200 | 1830 Staunton Avenue, Winter Park, FL 32789
1/14
Listed By Coldwell Banker Realty

$3,200

3
Bedrooms
1,774
Square Feet
0.15
Acres

1830 Staunton Avenue, Winter Park, FL 32789

a front view of a house with a garden and trees
1/19

$1,995

3
Bedrooms
1,266
Square Feet
0.13
Acres

3050 Autumn Court, Winter Park, FL 32792

$1,997 | Undisclosed Address, Winter Park, FL 32792
1/18

$1,997

1
Bedrooms
650
Square Feet
Unavailable
Acres

Undisclosed Address, Winter Park, FL 32792

$1,200 | 1000 South Semoran Boulevard, Unit 715, Winter Park, FL 32792
1/11

$1,200

1
Bedrooms
735
Square Feet

1000 South Semoran Boulevard, Unit 715, Winter Park, FL 32792

a front view of a house with garden
1/32

$2,325

3
Bedrooms
1,628
Square Feet
0.05
Acres

Undisclosed Address, Winter Park, FL 32792

$9,500 | 660 Osceola Avenue, Unit 101, Winter Park, FL 32789
1/27

$9,500

3
Bedrooms
2,714
Square Feet

660 Osceola Avenue, Unit 101, Winter Park, FL 32789

a view of a house with a yard porch and sitting area
1/34
Listed By Coldwell Banker Realty

$3,100

4
Bedrooms
1,978
Square Feet
0.20
Acres

2251 Nairn Drive, Winter Park, FL 32792

$1,500 | Undisclosed Address, Winter Park, FL 32789
1/15

$1,500

2
Bedrooms
881
Square Feet

Undisclosed Address, Winter Park, FL 32789

a view of a garden from a lake
1/55

$2,695

2
Bedrooms
1,428
Square Feet

630 Killarney Bay Court, Unit 3, Winter Park, FL 32789

$2,450 | 150 Killarney Bay Court, Unit 55, Winter Park, FL 32789
1/24

$2,450

2
Bedrooms
1,140
Square Feet

150 Killarney Bay Court, Unit 55, Winter Park, FL 32789

a front view of a house with a garden
1/25

$2,500

3
Bedrooms
1,852
Square Feet
0.34
Acres

521 Ohio Street, Winter Park, FL 32789

a front view of a house with a yard
1/27

$1,900

3
Bedrooms
1,151
Square Feet
0.01
Acres

3220 Oak Lawn Place, Unit 210, Winter Park, FL 32792

$2,300 | 301 South Capen Avenue, Winter Park, FL 32789
1/26

$2,300

3
Bedrooms
1,158
Square Feet
0.16
Acres

301 South Capen Avenue, Winter Park, FL 32789

$2,200 | 5212 North Indiana Avenue, Winter Park, FL 32792
1/32

$2,200

3
Bedrooms
975
Square Feet
0.16
Acres

5212 North Indiana Avenue, Winter Park, FL 32792

a house view with a backyard space
1/21

$2,450

4
Bedrooms
1,701
Square Feet
0.19
Acres

887 Eastbrook Boulevard, Winter Park, FL 32792

$2,100 | 2657 Exuma Way, Winter Park, FL 32792
1/25

$2,100

3
Bedrooms
1,467
Square Feet
0.09
Acres

2657 Exuma Way, Winter Park, FL 32792

$1,650 | 1695 Lee Road, Unit A101, Winter Park, FL 32789
1/24

$1,650

3
Bedrooms
1,149
Square Feet

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

$2,295 | 5117 Lake Howell Road, Winter Park, FL 32792
1/15
Virtual Tour

$2,295

3
Bedrooms
1,300
Square Feet
0.38
Acres

5117 Lake Howell Road, Winter Park, FL 32792

a view of a house with a yard
1/21

$1,500

2
Bedrooms
881
Square Feet

1695 Lee Road, Unit B204, Winter Park, FL 32789

a view of a house with backyard and a tree
1/13

$1,445

2
Bedrooms
756
Square Feet

7302 Swallow Run, Unit 7302, Winter Park, FL 32792

$1,650 | 3045 Aaron Burr Avenue, Unit 12D, Winter Park, FL 32792
1/17

$1,650

2
Bedrooms
1,062
Square Feet

3045 Aaron Burr Avenue, Unit 12D, Winter Park, FL 32792

$2,600 | 151 North Orlando Avenue, Unit 238, Winter Park, FL 32789
1/29

$2,600

2
Bedrooms
768
Square Feet

151 North Orlando Avenue, Unit 238, Winter Park, FL 32789

$2,295 | 2730 Prince John Road, Winter Park, FL 32792
1/15

$2,295

4
Bedrooms
1,669
Square Feet
0.19
Acres

2730 Prince John Road, Winter Park, FL 32792

$1,800 | 652 St Johns Court, Unit 652, Winter Park, FL 32792
1/33

$1,800

2
Bedrooms
1,037
Square Feet
Unavailable
Acres

652 St Johns Court, Unit 652, Winter Park, FL 32792

$3,200 | 7864 Broken Arrow Trail, Winter Park, FL 32792
1/26

$3,200

4
Bedrooms
2,219
Square Feet
0.56
Acres

7864 Broken Arrow Trail, Winter Park, FL 32792

$2,750 | 1351 Merrydale Way, Winter Park, FL 32792
1/46

$2,750

3
Bedrooms
1,755
Square Feet
0.06
Acres

1351 Merrydale Way, Winter Park, FL 32792

$1,500 | 7340 Swallow Run, Unit 7340, Winter Park, FL 32792
1/16

$1,500

2
Bedrooms
802
Square Feet

7340 Swallow Run, Unit 7340, Winter Park, FL 32792

a front view of a house with a yard and garage
1/16

$1,600

2
Bedrooms
964
Square Feet
Unavailable
Acres

3254 Howell Branch Road, Winter Park, FL 32792

a front view of a house with a yard and garage
1/39

$2,600

3
Bedrooms
1,837
Square Feet

2530 Passamonte Drive, Unit 10E, Winter Park, FL 32792

a front view of a house with garden
1/24

$3,200

2
Bedrooms
1,250
Square Feet
0.17
Acres

438 Lakeview Avenue, Winter Park, FL 32789

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