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Cheap Apartments for Rent in Winter Park, FL
1,818 Rentals
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1 BED, 1 BATH$1,7504661 Anson Ln Unit #A
4661 Anson Ln, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,750200 St Andrews Blvd Unit 2302
200 St Andrews Blvd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,750? Beautiful and move-in ready condo!
1695 Lee Rd, Winter Park, FL 32789 -
1 BED$1,760+2 BEDS$1,764+The Q at Maitland
430 E Packwood Ave, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New1 BED$1,796+2 BEDS$2,120+3 BEDS$2,614+Base Rent$1,766 - $3,259Required Monthly Fees$30Total Monthly Price$1,796 - $3,289Audubon Park
990 Warehouse Rd, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New1 BED$1,892+2 BEDS$2,482+Base Rent$1,777 - $2,691Required Monthly Fees$115Utilities & EssentialsVariesTotal Monthly Price$1,892 - $2,806Rosalia Winter Park 55+ Active Adult Community
3045 Aloma Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,780400 Banyon Tree Cir Unit 102
400 Banyon Tree Cir, Maitland, FL 32751 -
3 BEDS, 2 BATHS$1,780Banyon Unit 400 Banyon Tree Circle
400 Banyon Tree Cir, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,799Base Rent$1,799Required Monthly FeesNoneTotal Monthly Price$1,799151 N Orlando Ave Unit 101
151 N Orlando Ave, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,800205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,8001233 Virginia Dr
1233 Virginia Dr, Orlando, FL 32803 -
Exceptional Value|1 BED$1,810+2 BEDS$2,310+3 BEDS$3,154+Azul Baldwin Park
4460 Lower Park Rd, Orlando, FL 32814 -
Rent Special|1 BED$1,841+2 BEDS$2,577+Paseo at Winter Park Village
940 W Canton Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,8491140 S Orlando Ave Unit E2
1140 S Orlando Ave, Maitland, FL 32751 -
1 BED, 1 BATH$1,849Lake Maitland Living | Mid-Century Charm
1140 Orlando Ave, Maitland, FL 32751 -
DiscountsTotal Monthly Price Total Monthly Price New1 BED, 1 BATH$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,8501140 S Orlando Ave Unit Exeter E2
1140 S Orlando Ave, Maitland, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 2.5 BATHS$1,850Base Rent$1,850Required Monthly FeesNoneTotal Monthly Price$1,8502924 Antique Oaks Cir Unit 48
2924 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,850200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,850612 Trinidad Ct Unit 612
612 Trinidad Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,875
514 Carver Blvd
514 Carver Blvd, Orlando, FL 32810 -
1 BED$1,891+2 BEDS$3,226+3 BEDS$3,134+Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 2.5 BATHS$1,895307 Sandlewood Trail
307 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 2.5 BATHS$1,895295 Sandlewood Trail
295 Sandlewood Trail, Winter Park, FL 32789 -
2 BEDS, 1 BATH$1,895
1104 Hardy Ave
1104 Hardy Ave, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New2 BEDS, 1 BATH$1,900Base Rent$1,900Required Monthly FeesNoneTotal Monthly Price$1,900940 W Fairbanks Ave
940 W Fairbanks Ave, Orlando, FL 32804 -
1 BED, 1 BATH$1,9252510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$1,950Base Rent$1,950Required Monthly FeesNoneTotal Monthly Price$1,9501613 Winter Green Blvd
1613 Winter Green Blvd, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,9505169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792 -
3 BEDS, 2.5 BATHS$1,9501162 Carmel Cir Unit 100
1162 Carmel Cir, Casselberry, FL 32707 -
2 BEDS, 1 BATH$1,9501423 Oneco Ave
1423 Oneco Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,9502510 Boyd Ave
2510 Boyd Ave, Orlando, FL 32803 -
STUDIO$1,964+1 BED$2,336+2 BEDS$2,601+4 BEDS$3,749+Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814 -
1 BED, 1 BATH$1,9751550 Lake Baldwin Ln Unit C
1550 Lake Baldwin Ln, Orlando, FL 32814 -
Price Drop. $935 OffTotal Monthly Price Total Monthly Price New1 BED$2,046+2 BEDS$2,465+3 BEDS$4,006+Base Rent$1,989 - $5,236Required Monthly Fees$57Utilities & EssentialsVariesTotal Monthly Price$2,046 - $5,293Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
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3 BEDS, 2.5 BATHS$1,995210 N East St
210 N East St, MAITLAND, FL 32751 -
3 BEDS, 1 BATH$1,995Adorable Mid Century Modern Bungalow in Winter Park!
1924 Azalea Ave, Winter Park, FL 32792 -
1 BED$1,999+2 BEDS$2,718+3 BEDS$3,719+Perla Gem Lake
100 Boucle Jeanne Cir, Maitland, FL 32751 -
3 BEDS, 1 BATH$2,0002011 Cornell Ave
2011 Cornell Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,0003050 Autumn Ct
3050 Autumn Ct, Winter Park, FL 32792 -
Rent Special|STUDIO$2,175+1 BED$2,081+2 BEDS$2,990+3 BEDS$4,356+Gables Baldwin Park
2050 Jake St, Orlando, FL 32814
Showing 42 of 249 results, Page 4 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 537 Sq Ft $1,367 / mo
- 1 Bedroom 706 Sq Ft $1,457 / mo
- 2 Bedrooms 1,020 Sq Ft $1,743 / mo
- 3 Bedrooms 1,273 Sq Ft $2,036 / mo
- 4 Bedrooms 1,506 Sq Ft $1,775 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Laurel Springs 735 Sq Ft $1,376/mo
- Winter Park Woods 757 Sq Ft $1,398/mo
- Winter Park Pines 702 Sq Ft $1,454/mo
- Eastbrook 752 Sq Ft $1,471/mo
- Cedarwood Village 661 Sq Ft $1,479/mo
- Lake Howell 751 Sq Ft $1,542/mo
- Windward Square 784 Sq Ft $1,569/mo
- Bel-Aire Pines 811 Sq Ft $1,573/mo
- Villas of Casselberry 781 Sq Ft $1,595/mo
- Georgetown Estates 739 Sq Ft $1,608/mo
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