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Condos under $2,000 for Rent in Winter Park, FL
1,116 Rentals
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STUDIO$1,320+1 BED$1,426+2 BEDS$1,829+The Taylor at Winter Park
2000 Village Ln, Winter Park, FL 32792 -
1 BED$1,255+2 BEDS$1,555+3 BEDS$1,915+
Central Place At Winter Park
7000 University Blvd, Winter Park, FL 32792 -
STUDIO$1,424+1 BED$1,446+2 BEDS$1,647+
Liv at Winter Park Apartment Homes
4755 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED$1,477+2 BEDS$1,681+
Calibre Bend Apartments
3924 Calibre Bend Ln, Winter Park, FL 32792 -
STUDIO$1,200+1 BED$1,265+2 BEDS$1,595+3 BEDS$1,705+Winter Park Woods
7200 Aloma Ave, Winter Park, FL 32792 -
1 BED$903+2 BEDS$1,089+3 BEDS$1,261+San Jose Apartments
2353 Winter Woods Blvd, Winter Park, FL 32792 -
1 BED$1,211+2 BEDS$1,391+
Sovereignty at Winter Park Apartments
7745 Brandywood Cir, Winter Park, FL 32792 -
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1 BED$1,286+2 BEDS$1,419+3 BEDS$1,698+
The Avenues of Baldwin Park
5800 Auvers Blvd, Orlando, FL 32807 -
STUDIO$1,110+1 BED$1,140+2 BEDS$1,525+3 BEDS$1,825+
District On Baldwin Park
5590 Baldwin Park St, Orlando, FL 32807 -
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1 BED$1,540+2 BEDS$1,792+
Stonecastle Apartment Homes
2015 New Stonecastle Ter, Winter Park, FL 32792 -
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1 BED$1,194+2 BEDS$1,396+3 BEDS$1,715+
Venue At Winter Park
5 Autumn Breeze Way, Winter Park, FL 32792 -
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STUDIO$1,650+1 BED$1,775+2 BEDS$1,500+
Hannibal Square
433 W New England Ave, Winter Park, FL 32789 -
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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$1,032+1 BED$1,067+2 BEDS$1,246+3 BEDS$1,261+
Carlton Arms of Winter Park
300 Jamestown Dr, Winter Park, FL 32792 -
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1 BED$1,074+2 BEDS$1,274+3 BEDS$1,495+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 -
STUDIO$1,179+1 BED$1,349+2 BEDS$1,599+Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,358+2 BEDS$1,620+Alvista Winter Park
3935 Sutton Place Blvd, Winter Park, FL 32792 -
2 BEDS$1,849
The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
1 BED$1,410+2 BEDS$1,690+
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792 -
1 BED$1,574+2 BEDS$1,689+
The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
1 BED$1,599
The Juliette
1225 Moselle Ave, Orlando, FL 32807 -
1 BED$1,753
Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814
Showing 42 of 125 results, Page 3 of 3
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Clear All FiltersWinter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 538 Sq Ft $1,419 / mo
- 1 Bedroom 707 Sq Ft $1,519 / mo
- 2 Bedrooms 1,019 Sq Ft $1,785 / mo
- 3 Bedrooms 1,271 Sq Ft $2,045 / mo
- 4 Bedrooms 1,506 Sq Ft $1,521 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Winter Park Woods 767 Sq Ft $1,406/mo
- Winter Park Pines 722 Sq Ft $1,425/mo
- Cedarwood Village 672 Sq Ft $1,504/mo
- Four Seasons 651 Sq Ft $1,527/mo
- Winter Park Pines Merrie Oaks 651 Sq Ft $1,527/mo
- Eastbrook 740 Sq Ft $1,559/mo
- Lake Howell 733 Sq Ft $1,635/mo
- Winter Park Estates 682 Sq Ft $1,646/mo
- Windward Square 781 Sq Ft $1,657/mo
- Laurel Springs 731 Sq Ft $1,739/mo
Getting Around Winter Park
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Note: Based on community-supplied data and independent market research. Subject to change without notice.