Deals & Discount Filters
Two Bedroom Apartments under $3,000 for Rent in Winter Park, FL
750 Rentals
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2 BEDS$1,748Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
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2 BEDS$2,377
Rosalia Winter Park 55+ Active Adult Commu...
3045 Aloma Ave, Winter Park, FL 32792 -
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2 BEDS$1,174Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
2 BEDS$1,200Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
2 BEDS, 1.5 BATHS$1,7952667 Rook Cv Unit 2667 Rook Cove
2667 Rook Cv, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
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2 BEDS, 2 BATHS$1,850
1016 Arthur Ave
1016 Arthur Ave, Orlando, FL 32804 -
2 BEDS, 2 BATHS$1,6252917 Antique Oaks Cir Unit 17
2917 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,8957337 Cedar Creek Ct
7337 Cedar Creek Ct, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,6501695 Lee Rd Unit B114
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,100
2492 Barbados Dr
2492 Barbados Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900
151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,450
7229 Swallow Run
7229 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,195631 Warrenton Rd
631 Warrenton Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,5001000 S Semoran Blvd Unit 115
1000 S Semoran Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,600
1250 S Denning Dr Unit 232
1250 S Denning Dr, Winter Park, FL 32789 -
2 BEDS, 1.5 BATHS$1,600
316 Scottsdale Square Unit 316
316 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$2,300
2011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,500851 Miles Ave Unit 8
851 Miles Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$2,150263 Blossom Ln
263 Blossom Ln, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,600
640 N Park Ave Unit 26
640 N Park Ave, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,595
851 Miles Ave Unit 21
851 Miles Ave, Winter Park, FL 32789
Showing 42 of 149 results, Page 2 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 $1,379 / mo
- 1 Bedroom 708 Sq Ft $1,454 / mo
- 2 Bedrooms 1,020 Sq Ft $1,712 / mo
- 3 Bedrooms 1,273 Sq Ft $2,006 / mo
- 4 Bedrooms 1,506 Sq Ft $1,536 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 764 Sq Ft $1,351/mo
- Four Seasons 599 Sq Ft $1,361/mo
- Winter Park Pines Merrie Oaks 599 Sq Ft $1,361/mo
- Eastbrook 733 Sq Ft $1,405/mo
- Winter Park Pines 693 Sq Ft $1,438/mo
- Cedarwood Village 646 Sq Ft $1,477/mo
- Laurel Springs 743 Sq Ft $1,480/mo
- Lake Howell 732 Sq Ft $1,543/mo
- Albert Lee Ridge 743 Sq Ft $1,545/mo
- Georgetown Estates 738 Sq Ft $1,573/mo
Getting Around Winter Park
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About Our Deals
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Rent Specials
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Note: Based on community-supplied data and independent market research. Subject to change without notice.