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Cheap Apartments for Rent in Winter Park, FL
1,920 Rentals
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3 BEDS, 2 BATHS$2,400 -
3 BEDS, 3 BATHS$2,4007542 Cranes Creek Ct
7542 Cranes Creek Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,4251232 Sasoon Ave
1232 Sasoon Ave, Orlando, FL 32803 -
3 BEDS, 1.5 BATHS$2,4351622 Arbor Park Dr
1622 Arbor Park Dr, Winter Park, FL 32789 -
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1 BED, 2 BATHS$2,500540 Central Ave
540 Central Ave, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,500Beautiful Home in Winter Park, Florida!
7508 Glenmoor Ln, Winter Park, FL 32792 -
4 BEDS, 3 BATHS$2,5252029 Taylor Ave
2029 Taylor Ave, Winter Park, FL 32792 -
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2 BEDS, 2 BATHS$2,550110 Killarney Bay Ct Unit 1
110 Killarney Bay Ct, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,550Beautiful 2 bedroom, 2 bath Condo located in Winter Park
110 Killarney Bay Ct, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,550316 Lake Fair Ln
316 Lake Fair Ln, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New4 BEDS, 2 BATHS$2,575Base Rent$2,575Required Monthly FeesNoneTotal Monthly Price$2,5755015 Santee St
5015 Santee St, Orlando, FL 32804 -
3 BEDS, 2.5 BATHS$2,6002530 Passamonte Dr Unit 10E
2530 Passamonte Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$2,6002887 Clever Ln
2887 Clever Ln, Winter Park, FL 32792 -
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3 BEDS, 2 BATHS$2,6491947 Summerfield Rd
1947 Summerfield Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,650814 Malone Dr
814 Malone Dr, Orlando, FL 32810 -
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3 BEDS, 2 BATHS$2,693
2007 Cornell Ave Unit SI ID1032296P
2007 Cornell Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,734
662 Callahan St Unit SI ID1308311P
662 Callahan St, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,8201868 Lake Spier Dr
1868 Lake Spier Dr, Winter Park, FL 32789 -
3 BEDS, 3 BATHS$2,8502372 Shadowland Lp
2372 Shadowland Lp, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,890102 W King St Unit SI ID1029870P
102 W King St, Orlando, FL 32804 -
3 BEDS, 1 BATH$2,900540 W Comstock Ave
540 W Comstock Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$2,9002433 Firstlight Wy
2433 Firstlight Wy, Winter Park, FL 32792 -
1 BED, 1 BATH$2,9052710 Amherst Ave Unit SI ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
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5 BEDS, 3 BATHS$3,0402900 N Mills Ave
2900 N Mills Ave, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New3 BEDS, 2.5 BATHS$3,150Base Rent$3,150Required Monthly FeesNoneTotal Monthly Price$3,1501351 Merrydale Way
1351 Merrydale Way, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$3,2001830 Staunton Ave
1830 Staunton Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,2002428 Lotafun Ave
2428 Lotafun Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$3,200
653 Symonds Ave
653 Symonds Ave, Winter Park, FL 32789 -
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Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$3,350Base Rent$3,350Required Monthly FeesNoneTotal Monthly Price$3,3501886 Demetree Dr
1886 Demetree Dr, Winter Park, FL 32789 -
2 BEDS, 1 BATH$3,400438 Lakeview Ave
438 Lakeview Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$3,475Fabulous pool home in Winter Park!
1850 Whitehall Dr, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$3,5002120 Deloraine Trail
2120 Deloraine Trail, Maitland, FL 32751 -
4 BEDS, 2 BATHS$3,5002115 Sycamore Dr
2115 Sycamore Dr, Winter Park, FL 32789
Showing 42 of 234 results, Page 5 of 6
Winter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 535 Sq Ft $1,406 / mo
- 1 Bedroom 706 Sq Ft $1,462 / mo
- 2 Bedrooms 1,021 Sq Ft $1,758 / mo
- 3 Bedrooms 1,273 Sq Ft $2,031 / mo
- 4 Bedrooms 1,506 Sq Ft $1,940 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Lake Howell 747 Sq Ft $1,522/mo
- Fairview 757 Sq Ft $1,827/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.