5 BEDS, 3 BATHS
$3,550
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Houses for Rent in Winter Park, FL
132 Rentals
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2 BEDS, 2.5 BATHS$1,545Cozy 2 Bedroom 2.5 Bath Two Story Condo
7449 Wynnewood Square, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,647
Winter Park 2 Bedroom Upgraded Condo
7328 Forest Hill Ct, Winter Park, FL 32792 -
5 BEDS, 4 BATHS$5,350
Winter Park Pool Home on half acre lot, st...
960 Georgia Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,550
**Goldenrod Villas of Winter Park- 3/2 Vil...
7750 Country Pl, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,840
Fully Furnished 2/2 Condo!
7429 Daniel Webster Dr, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,895
Townhome in Winter Park
200 Sandlewood Trail, Winter Park, FL 32789 -
4 BEDS, 2.5 BATHS$4,900
2952 De Brocy Way
2952 De Brocy Way, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$2,380
645 Huntington Ave
645 Huntington Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$5,150
2031 Temple Dr
2031 Temple Dr, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,881
3392 Bougainvillea Dr
3392 Bougainvillea Dr, Winter Park, FL 32792 -
4 BEDS, 2 BATHS$3,500
1690 Dale Ave
1690 Dale Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,785
5334 Lake Howell Rd
5334 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,875
644 N Knowles Ave
644 N Knowles Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,250
1096 Azalea Ln
1096 Azalea Ln, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,600
1280 Gladiolas Dr
1280 Gladiolas Dr, Winter Park, FL 32792 -
4 BEDS, 5 BATHS$6,245
1205 Mayfield Ave
1205 Mayfield Ave, Winter Park, FL 32789 -
5 BEDS, 4 BATHS$6,995
1181 Woodmere Dr
1181 Woodmere Dr, Winter Park, FL 32789 -
4 BEDS, 2.25 BATHS$4,500
731 Northwood Cir
731 Northwood Cir, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,100
1701 Winter Green Blvd
1701 Winter Green Blvd, Winter Park, FL 32792 -
8 BEDS, 6 BATHS$17,550
1860 Vía Contessa
1860 Vía Contessa, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,150
1919 Azalea Ave
1919 Azalea Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,499
1500 Michigan Ave
1500 Michigan Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,795
2502 Fifeshire Dr
2502 Fifeshire Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,995
7473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,795
3136 Patel Dr
3136 Patel Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,750
6805 Bonavista Ct
6805 Bonavista Ct, Winter Park, FL 32792 -
6 BEDS, 4 BATHS$6,500
Baldwin Park home 3 car garage with 600 sq...
2037 Shaw Ln, Orlando, FL 32814 -
3 BEDS, 2 BATHS$2,499
1432 Lantry Ct
1432 Lantry Ct, Orlando, FL 32804 -
2 BEDS, 1 BATH$1,995
Charming 2-Bedroom Home within 3 miles of ...
581 E Horatio Ave, Maitland, FL 32751 -
4 BEDS, 2 BATHS$3,750
1235 Ayrshire St
1235 Ayrshire St, Orlando, FL 32803 -
3 BEDS, 3.5 BATHS$3,500
3-story, 3/3.5, updated, townhome in the h...
2011 Meeting Pl, Orlando, FL 32814 -
4 BEDS, 2 BATHS$3,099
Charming 4/2 Colonial Town North Home with...
1704 Weltin St, Orlando, FL 32803 -
2 BEDS, 1 BATH$1,450
2nd story, 2/1, updated unit on the Winter...
2406 Branch Way, Maitland, FL 32751 -
1 BED, 1 BATH$720
Room for rent. private bedroom with shared...
1224 Moselle Ave, Orlando, FL 32807 -
4 BEDS, 2 BATHS$2,199
4 Bed 2 Bath Home Near Baldwin & Winter Park
5210 Sunrise Blvd, Orlando, FL 32803 -
2 BEDS, 1.5 BATHS$1,725
5537 Decatur St
5537 Decatur St, Orlando, FL 32807 -
2 BEDS, 1 BATH$2,400
2410 Chelsea St
2410 Chelsea St, Orlando, FL 32803 -
4 BEDS, 2 BATHS$2,895
530 Ventris Ct
530 Ventris Ct, Maitland, FL 32751 -
4 BEDS, 4.25 BATHS$25,000
281 Shell Point E
281 Shell Point E, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,490
5309 Andrus Ave
5309 Andrus Ave, Orlando, FL 32810
Showing 42 of 132 results, Page 3 of 4
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 539 Sq Ft $1,400 / mo
- 1 Bedroom 709 Sq Ft $1,467 / mo
- 2 Bedrooms 1,020 Sq Ft $1,701 / mo
- 3 Bedrooms 1,273 Sq Ft $2,030 / mo
- 4 Bedrooms 1,506 Sq Ft $1,535 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Whisperwood 741 Sq Ft $1,395/mo
- Four Seasons 622 Sq Ft $1,412/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,412/mo
- Winter Park Pines 739 Sq Ft $1,414/mo
- Winter Park Woods 761 Sq Ft $1,416/mo
- Eastbrook 737 Sq Ft $1,464/mo
- Laurel Springs 746 Sq Ft $1,482/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 652 Sq Ft $1,526/mo
- Glenmoor 708 Sq Ft $1,552/mo
Getting Around Winter Park
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