Units in Winter Park, FL

+49 results
1671 Dale Ave.
25 photos
  • Pet friendly
  • On-site Parking
  • 2 bed
1671 Dale Ave.
1671 Dale Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,250+ mo
303 Sandlewood Trail
12 photos
  • Pet friendly
  • 2 bed
303 Sandlewood Trail
303 Sandlewood Trail, Winter Park, FL 32789
12-mo lease
Base rent from
$1,825+ mo
223 Sandlewood Trail
12 photos
  • Pet friendly
  • On-site Parking
  • 3 bed
223 Sandlewood Trail
223 Sandlewood Trail, Winter Park, FL 32789
12-mo lease
Base rent from
$2,950+ mo
350 CAROLINA AVENUE
38 photos
  • Pet friendly
  • On-site Parking
  • 2 bed
350 CAROLINA AVENUE
350 Carolina Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,895+ mo
Charming 3 Bedroom, 2 Bath Home in Prime Winter Park Location
15 photos
  • On-site Parking
  • 3 bed
Charming 3 Bedroom, 2 Bath Home in Prime Winter Park Location
1540 Oneco Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,500+ mo
1814 BARKER DRIVE
78 photos
  • On-site Parking
  • 5 bed
1814 BARKER DRIVE
1814 Barker Drive, Winter Park, FL 32789
12-mo lease
Base rent from
$10,000+ mo
447 N Phelps Ave - Available 7/1!! *6 Month Lease Max*
21 photos
  • Pet friendly
  • On-site Parking
  • 2–3 bed
447 N Phelps Ave - Available 7/1!! *6 Month Lease Max*
447 North Phelps Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,195+ mo
1760 LEGION DRIVE
53 photos
  • Pet friendly
  • On-site Parking
  • 4 bed
1760 LEGION DRIVE
1760 Legion Drive, Winter Park, FL 32789
12-mo lease
Base rent from
$9,700+ mo
690 Osceola Ave
4 photos
  • Pet friendly
  • On-site Parking
  • 1–3 bed
690 Osceola Ave
690 Osceola Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,795+ mo
1667 Mizell Avenue
21 photos
  • Pet friendly
  • 3 bed
1667 Mizell Avenue
1667 Mizell Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$3,995+ mo
Stylish Winter Park Condo Living – Spacious 3-Bedroom Home in a Prime Location!
26 photos
  • Pet friendly
  • 2–3 bed
Stylish Winter Park Condo Living – Spacious 3-Bedroom Home in a Prime Location!
1000 South Semoran Boulevard, Winter Park, FL 32792
12-mo lease
Base rent from
$1,750+ mo
Modern Sophistication Meets Winter Park Charm
30 photos
  • Pet friendly
  • On-site Parking
  • 4 bed
Modern Sophistication Meets Winter Park Charm
1119 South Pennsylvania Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$3,995+ mo
1603 Alabama Dr
16 photos
  • Pet friendly
  • On-site Parking
  • 2 bed
1603 Alabama Dr
1603 Alabama Drive, Winter Park, FL 32789
12-mo lease
Base rent from
$2,400+ mo
1850 WHITEHALL DRIVE
32 photos
  • On-site Parking
  • 3 bed
1850 WHITEHALL DRIVE
1850 Whitehall Drive, Winter Park, FL 32789
12-mo lease
Base rent from
$3,350+ mo
653 SYMONDS AVENUE
17 photos
  • Pet friendly
  • On-site Parking
  • 3 bed
653 SYMONDS AVENUE
653 Symonds Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$3,200+ mo
784 S PENNSYLVANIA AVENUE
29 photos
  • On-site Parking
  • 3 bed
784 S PENNSYLVANIA AVENUE
784 South Pennsylvania Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$5,500+ mo
782 S PENNSYLVANIA AVENUE
25 photos
  • On-site Parking
  • 3 bed
782 S PENNSYLVANIA AVENUE
782 South Pennsylvania Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$5,490+ mo
525 South Lakemont Avenue
4 photos
  • 1 bed
525 South Lakemont Avenue
525 South Lakemont Avenue, Winter Park, FL 32792
12-mo lease
Base rent from
$1,050+ mo
Three Bedroom Home in Winter Park
33 photos
  • Pet friendly
  • 3 bed
Three Bedroom Home in Winter Park
747 Maryland Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,500+ mo
648 W SWOOPE AVENUE
26 photos
  • Pet friendly
  • 3 bed
648 W SWOOPE AVENUE
648 West Swoope Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,700+ mo
151 N ORLANDO AVENUE
24 photos
  • 1–3 bed
151 N ORLANDO AVENUE
151 North Orlando Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,500+ mo
540 W COMSTOCK AVENUE
21 photos
  • 3 bed
540 W COMSTOCK AVENUE
540 West Comstock Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$2,900+ mo
Charming 3-Bedroom, 2-Bath Home for Rent in Winter Park!
13 photos
  • 3 bed
Charming 3-Bedroom, 2-Bath Home for Rent in Winter Park!
851 Carver Street, Winter Park, FL 32789
12-mo lease
Base rent from
$2,250+ mo
Home for Rent with Private Boat Dock on Lake Killarney!
11 photos
  • Pet friendly
  • 2 bed
Home for Rent with Private Boat Dock on Lake Killarney!
438 Lakeview Avenue, Winter Park, FL 32789
12-mo lease
Base rent from
$3,200+ mo
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