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Apartments under $2,000 for Rent in Winter Park, FL
1,310 Rentals
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1 BED$1,191+2 BEDS$1,334+3 BEDS$1,816+Venue At Winter Park
5 Autumn Breeze Way, Winter Park, FL 32792 -
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1 BED$1,399+2 BEDS$1,773+3 BEDS$1,928+
Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
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1 BED$1,389+2 BEDS$1,646+3 BEDS$1,740+
Atlas at Winter Park
3733 N Goldenrod Rd, Winter Park, FL 32792 -
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1 BED$1,802
Rosalia Winter Park 55+ Active Adult Commu...
3045 Aloma Ave, Winter Park, FL 32792 -
1 BED$1,245+2 BEDS$1,465+3 BEDS$1,725+
Signal Pointe
2500 Howell Branch Rd, Winter Park, FL 32792 -
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1 BED$1,250+2 BEDS$1,550+3 BEDS$1,800+
Park Apartments
7528 Park Promenade Dr, Winter Park, FL 32792 -
STUDIO$1,250+1 BED$1,480+2 BEDS$1,580+
Westmount at Winter Park
1701 Lee Rd, Winter Park, FL 32789 -
1 BED$1,236+2 BEDS$1,457+3 BEDS$1,900+
Village Park Senior
550 W Denning Dr, Winter Park, FL 32789 -
STUDIO$991+1 BED$1,191+2 BEDS$1,322+3 BEDS$1,493+
Carlton Arms of Winter Park
300 Jamestown Dr, Winter Park, FL 32792 -
STUDIO$1,600+1 BED$1,550+2 BEDS$1,500+
Hannibal Square
433 W New England Ave, Winter Park, FL 32789 -
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2 BEDS, 1 BATH$1,995
2512 Musselwhite Ave Unit 1
2512 Musselwhite Ave, Orlando, FL 32804 -
1 BED$974+2 BEDS$1,174+3 BEDS$1,395+Sumerset Apartments
1051 Lee Rd, Orlando, FL 32810 -
STUDIO$900+1 BED$1,050+2 BEDS$1,200+3 BEDS$1,600+Kingswood Apartments
1101 Lee Rd, Orlando, FL 32810 -
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1 BED, 1 BATH$1,5002500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,900151 Stefanik Rd
151 Stefanik Rd, Winter Park, FL 32792 -
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1 BED, 1 BATH$1,2952948 Antique Oaks Cir Unit 91
2948 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3752521 Caper Ln Unit 203
2521 Caper Ln, Maitland, FL 32751 -
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2 BEDS, 2 BATHS$1,9751016 Arthur Ave
1016 Arthur Ave, Orlando, FL 32804 -
STUDIO, 1 BATH$1,0954328 Edgewater Dr Unit E204
4328 Edgewater Dr, Orlando, FL 32804 -
1 BED, 1 BATH$1,5002500 Lee Rd Unit 244
2500 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,8402510 Roxbury Rd
2510 Roxbury Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$950760 Northwood Cir
760 Northwood Cir, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,695
200 St Andrews Blvd
200 St Andrews Blvd, Winter Park, FL 32792
Showing 42 of 190 results, Page 2 of 5
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 $1,365 / mo
- 1 Bedroom 709 Sq Ft $1,460 / mo
- 2 Bedrooms 1,020 Sq Ft $1,696 / mo
- 3 Bedrooms 1,273 Sq Ft $2,013 / 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
- Winter Park Woods 760 Sq Ft $1,415/mo
- Winter Park Pines 668 Sq Ft $1,420/mo
- Eastbrook 737 Sq Ft $1,438/mo
- Four Seasons 622 Sq Ft $1,450/mo
- Winter Park Pines Merrie Oaks 622 Sq Ft $1,450/mo
- Laurel Springs 742 Sq Ft $1,473/mo
- Albert Lee Ridge 743 Sq Ft $1,493/mo
- Cedarwood Village 657 Sq Ft $1,537/mo
- Villas of Casselberry 775 Sq Ft $1,561/mo
- Georgetown Estates 735 Sq Ft $1,573/mo
Getting Around Winter Park
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