Apartments for Rent in Winter Park, FL

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1-41 of 71 Homes
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$4,000 | 418 Gilbert Road, Winter Park, FL 32792
1/26

$4,000

3
Bedrooms
1,680
Square Feet
0.21
Acres

418 Gilbert Road, Winter Park, FL 32792

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$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

$2,895 | 350 Carolina Avenue, Unit 407, Winter Park, FL 32789
1/38

$2,895

2
Bedrooms
1,529
Square Feet

350 Carolina Avenue, Unit 407, Winter Park, FL 32789

$1,750 | 1000 South Semoran Boulevard, Unit 103, Winter Park, FL 32792
1/25

$1,750

3
Bedrooms
1,281
Square Feet

1000 South Semoran Boulevard, Unit 103, Winter Park, FL 32792

$1,295 | 3651 North Goldenrod Road, Unit B207, Winter Park, FL 32792
1/17
New

$1,295

2
Bedrooms
840
Square Feet

3651 North Goldenrod Road, Unit B207, Winter Park, FL 32792

$2,495 | 7628 Aloma Pines Court, Winter Park, FL 32792
1/15
New

$2,495

3
Bedrooms
1,787
Square Feet
0.07
Acres

7628 Aloma Pines Court, Winter Park, FL 32792

$2,500 | 747 Maryland Avenue, Winter Park, FL 32789
1/29

$2,500

3
Bedrooms
786
Square Feet
0.13
Acres

747 Maryland Avenue, Winter Park, FL 32789

$1,800 | 7420 Woodburn Court, Unit 25, Winter Park, FL 32792
1/16

$1,800

3
Bedrooms
1,151
Square Feet
0.99
Acres

7420 Woodburn Court, Unit 25, Winter Park, FL 32792

$2,400 | 1603 Alabama Drive, Winter Park, FL 32789
1/16
New

$2,400

2
Bedrooms
Unavailable
Square Feet

1603 Alabama Drive, Winter Park, FL 32789

$2,750 | 151 North Orlando Avenue, Unit 238, Winter Park, FL 32789
1/29

$2,750

2
Bedrooms
768
Square Feet

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

$3,600 | 1741 Goodrich Avenue, Winter Park, FL 32789
1/20

$3,600

3
Bedrooms
1,594
Square Feet
0.15
Acres

1741 Goodrich Avenue, Winter Park, FL 32789

$2,900 | 2233 Shadowland Loop, Winter Park, FL 32792
1/44

$2,900

3
Bedrooms
2,312
Square Feet
0.08
Acres

2233 Shadowland Loop, Winter Park, FL 32792

$2,800 | 2817 Bright Bird Lane, Winter Park, FL 32792
1/37

$2,800

3
Bedrooms
1,907
Square Feet
0.04
Acres

2817 Bright Bird Lane, Winter Park, FL 32792

$1,750 | 2304 Inagua Way, Unit 2304, Winter Park, FL 32792
1/15

$1,750

2
Bedrooms
854
Square Feet

2304 Inagua Way, Unit 2304, Winter Park, FL 32792

$4,500 | 1235 Verdant Glade Place, Winter Park, FL 32792
1/11

$4,500

4
Bedrooms
2,589
Square Feet
0.12
Acres

1235 Verdant Glade Place, Winter Park, FL 32792

$1,575 | 2918 Antique Oaks Circle, Unit 26, Winter Park, FL 32792
1/13

$1,575

2
Bedrooms
1,018
Square Feet

2918 Antique Oaks Circle, Unit 26, Winter Park, FL 32792

$4,100 | 2344 Woodcrest Drive, Winter Park, FL 32792
1/12

$4,100

4
Bedrooms
1,764
Square Feet
0.26
Acres

2344 Woodcrest Drive, Winter Park, FL 32792

a front view of a house with a yard and potted plants
1/21

$1,650

2
Bedrooms
774
Square Feet

7338 Swallow Run, Unit 7338, Winter Park, FL 32792

$3,200 | 640 North Park Avenue, Unit 5, Winter Park, FL 32789
1/23

$3,200

1
Bedrooms
673
Square Feet

640 North Park Avenue, Unit 5, Winter Park, FL 32789

a view of outdoor space with seating area
1/29

$5,500

3
Bedrooms
1,940
Square Feet
0.06
Acres

784 South Pennsylvania Avenue, Winter Park, FL 32789

a front view of a house with garden
1/33

$1,900

2
Bedrooms
1,037
Square Feet
Unavailable
Acres

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

a view of a building with a entryway
1/34

$3,060

3
Bedrooms
1,700
Square Feet
0.10
Acres

1415 Harmon Avenue, Winter Park, FL 32789

a front view of a house with a garden and porch
1/13

$2,250

2
Bedrooms
1,125
Square Feet
0.28
Acres

503 Kilshore Lane, Winter Park, FL 32789

a front view of a house with a yard and garage
1/11

$1,795

3
Bedrooms
970
Square Feet
Unavailable
Acres

3232 Royal Street, Winter Park, FL 32792

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

$2,495

4
Bedrooms
1,669
Square Feet
0.19
Acres

2730 Prince John Road, Winter Park, FL 32792

a front view of a house with parking
1/12

$6,000

2
Bedrooms
1,500
Square Feet
Unavailable
Acres

301 West Comstock Avenue, Winter Park, FL 32789

a front view of house with yard and trees in the background
1/59

$2,800

3
Bedrooms
1,782
Square Feet
0.05
Acres

1951 Canny Cove, Winter Park, FL 32792

$2,395 | 2242 King Johns Court, Winter Park, FL 32792
1/12

$2,395

3
Bedrooms
1,470
Square Feet
0.22
Acres

2242 King Johns Court, Winter Park, FL 32792

a front view of a house with garden
1/8

$2,995

3
Bedrooms
1,500
Square Feet
0.05
Acres

1137 South Pennsylvania Avenue, Winter Park, FL 32789

a front view of a house with a yard
1/53

$9,700

4
Bedrooms
4,392
Square Feet
0.34
Acres

1760 Legion Drive, Winter Park, FL 32789

a front view of a house with a yard
1/20

$2,200

2
Bedrooms
1,236
Square Feet

5171 Lazy Oaks Drive, Winter Park, FL 32792

$1,725 | 620 Trinidad Court, Unit 620, Winter Park, FL 32792
1/16
Virtual Tour

$1,725

2
Bedrooms
1,120
Square Feet

620 Trinidad Court, Unit 620, Winter Park, FL 32792

$3,000 | 5530 South Lake Burkett Lane, Winter Park, FL 32792
1/36

$3,000

3
Bedrooms
1,669
Square Feet
0.15
Acres

5530 South Lake Burkett Lane, Winter Park, FL 32792

$9,500 | 1760 Alabama Drive, Winter Park, FL 32789
1/48

$9,500

4
Bedrooms
2,841
Square Feet
0.20
Acres

1760 Alabama Drive, Winter Park, FL 32789

$3,900 | 1284 Verdant Glade Place, Winter Park, FL 32792
1/35

$3,900

4
Bedrooms
2,196
Square Feet
0.11
Acres

1284 Verdant Glade Place, Winter Park, FL 32792

a view of a car parked in front of a house
1/31

$4,250

4
Bedrooms
3,000
Square Feet
0.08
Acres

1119 South Pennsylvania Avenue, Winter Park, FL 32789

$1,750 | 614 St Johns Court, Unit 614, Winter Park, FL 32792
1/15

$1,750

2
Bedrooms
1,037
Square Feet

614 St Johns Court, Unit 614, Winter Park, FL 32792

$2,000 | 184 Sandlewood Trail, Unit 2, Winter Park, FL 32789
1/30

$2,000

2
Bedrooms
1,133
Square Feet

184 Sandlewood Trail, Unit 2, Winter Park, FL 32789

$3,400 | 7864 Broken Arrow Trail, Winter Park, FL 32792
1/26

$3,400

4
Bedrooms
2,219
Square Feet
0.56
Acres

7864 Broken Arrow Trail, Winter Park, FL 32792

$3,300 | 1843 Shadyhill Terrace, Winter Park, FL 32792
1/58

$3,300

4
Bedrooms
1,891
Square Feet
0.18
Acres

1843 Shadyhill Terrace, Winter Park, FL 32792

a front view of a house with a yard and garage
1/8

$1,300

1
Bedrooms
678
Square Feet

296 Lewfield Circle, Unit 296, Winter Park, FL 32792

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