Apartments & Houses for Rent in Winter Park, FL | Compass

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1-40 of 46 Homes

New

$1,800

200 Sandlewood Trail, Unit 4
Winter Park, FL 32789

2

Beds

2.5

Baths

1,133

Sq. Ft.

New

$1,395

161 Scottsdale Square, Unit 161
Winter Park, FL 32792

1

Bed

1

Bath

756

Sq. Ft.

$2,495

2441 Fifeshire Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,371

Sq. Ft.

$2,500

1921 Gunn Road
Winter Park, FL 32792

3

Beds

2

Baths

1,437

Sq. Ft.

$1,840

2512 Roxbury Road
Winter Park, FL 32789

2

Beds

1

Bath

1,150

Sq. Ft.

$1,650

1009 Garden Drive
Winter Park, FL 32789

2

Beds

1

Bath

702

Sq. Ft.

$1,299

7453 Daniel Webster Drive, Unit A8C
Winter Park, FL 32792

2

Beds

2

Baths

1,063

Sq. Ft.

$1,600

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

1

Bed

1

Bath

749

Sq. Ft.

$1,550

1695 Lee Road, Unit D213
Winter Park, FL 32789

2

Beds

1

Bath

881

Sq. Ft.

$3,850

701 Antonette Avenue
Winter Park, FL 32789

2

Beds

2

Baths

2,479

Sq. Ft.

$4,200

1908 Strathaven Road
Winter Park, FL 32792

4

Beds

2

Baths

1,793

Sq. Ft.

$2,050

703 Antonette Avenue
Winter Park, FL 32789

1

Bed

1

Bath

1,000

Sq. Ft.

$5,995

1879 Sunset Drive
Winter Park, FL 32789

5

Beds

4

Baths

2,743

Sq. Ft.

$1,650

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

2

Beds

2

Baths

1,049

Sq. Ft.

$1,850

3004 George Mason Avenue, Unit 5
Winter Park, FL 32792

2

Beds

2.5

Baths

1,079

Sq. Ft.

$2,599

850 North Phelps Avenue
Winter Park, FL 32789

2

Beds

2

Baths

1,408

Sq. Ft.

$6,850

501 West Canton Avenue
Winter Park, FL 32789

3

Beds

2.5

Baths

2,372

Sq. Ft.

$2,300

1482 Hyde Park Drive
Winter Park, FL 32792

4

Beds

2.5

Baths

2,006

Sq. Ft.

$10,000

991 Palmer Avenue
Winter Park, FL 32789

5

Beds

5

Baths

4,200

Sq. Ft.

$1,250

7417 Daniel Webster Drive, Unit B
Winter Park, FL 32792

0

Beds

1

Bath

546

Sq. Ft.

$1,399

3044 Antique Oaks Circle, Unit 178
Winter Park, FL 32792

1

Bed

1

Bath

749

Sq. Ft.

$1,800

174 Scottsdale Square, Unit 174
Winter Park, FL 32792

2

Beds

1.5

Baths

1,085

Sq. Ft.

$2,000

5524 Albert Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,232

Sq. Ft.

$2,349

2821 Eastern Parkway
Winter Park, FL 32789

3

Beds

1

Bath

1,149

Sq. Ft.

$1,400

2929 Antique Oaks Circle, Unit 53
Winter Park, FL 32792

1

Bed

1

Bath

749

Sq. Ft.

$1,995

2349 Inagua Way
Winter Park, FL 32792

3

Beds

2

Baths

1,284

Sq. Ft.

$3,200

1607 Little Wren Lane
Winter Park, FL 32792

3

Beds

2.5

Baths

2,308

Sq. Ft.

$2,900

251 Glenridge Way
Winter Park, FL 32789

3

Beds

2

Baths

1,364

Sq. Ft.

$1,495

1436 Minnesota Avenue
Winter Park, FL 32789

2

Beds

1

Bath

900

Sq. Ft.

$1,893

2000 Village Lane
Winter Park, FL 32792

2

Beds

1.5

Baths

1,087

Sq. Ft.

$2,695

3610 Hawthorne Lane
Winter Park, FL 32792

4

Beds

2

Baths

1,647

Sq. Ft.

$2,800

1409 Sunset Drive
Winter Park, FL 32789

2

Beds

1.5

Baths

1,111

Sq. Ft.

$2,495

1013 Bradford Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,508

Sq. Ft.

$2,149

1034 Dunraven Drive
Winter Park, FL 32792

3

Beds

2

Baths

1,297

Sq. Ft.

$4,500

25 Stymie Place
Winter Park, FL 32789

5

Beds

3

Baths

2,327

Sq. Ft.

$2,750

1041 Aragon Avenue
Winter Park, FL 32789

2

Beds

2.5

Baths

1,641

Sq. Ft.

$2,550

3112 Crown Jewel Court
Winter Park, FL 32792

3

Beds

2.5

Baths

1,408

Sq. Ft.

$1,999

151 North Orlando Avenue, Unit 229
Winter Park, FL 32789

2

Beds

1

Bath

710

Sq. Ft.

$3,995

1302 Michigan Avenue
Winter Park, FL 32789

3

Beds

2.5

Baths

1,880

Sq. Ft.

$1,675

1000 South Semoran Boulevard, Unit 110
Winter Park, FL 32792

2

Beds

2

Baths

1,049

Sq. Ft.

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