2 BEDS, 2 BATHS
$1,995
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Cheap Apartments for Rent in Winter Park, FL
1,750 Rentals
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2 BEDS, 2 BATHS$1,9952806 Plaza Terrace Dr Unit 2806
2806 Plaza Terrace Dr, Orlando, FL 32803 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,000Base Rent$2,000Required Monthly FeesNoneTotal Monthly Price$2,0001250 S Denning Dr Unit 127
1250 S Denning Dr, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,000Base Rent$2,000Required Monthly FeesNoneTotal Monthly Price$2,0002810 Sandwell Dr
2810 Sandwell Dr, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,0002404 Gallery View Dr
2404 Gallery View Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,0152711 Aloma Ave
2711 Aloma Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,0452512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
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2 BEDS, 1 BATH$2,0991261 Richmond Rd
1261 Richmond Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$2,100955 Aragon Ave Unit Apt A
955 Aragon Ave, Winter Park, FL 32789 -
Rent SpecialTotal Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,100Base Rent$2,100Required Monthly FeesNoneTotal Monthly Price$2,100955 Aragon Ave Unit Apt A
955 Aragon Ave, Winter Park, FL 32789 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,100Base Rent$2,100Required Monthly FeesNoneTotal Monthly Price$2,1002383 Sun Valley Cir Unit Winter Park
2383 Sun Valley Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,1002657 Exuma Way
2657 Exuma Way, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,100151 N Orlando Ave Unit 203
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,100MOVE IN SPECIAL: Receive $500 off your second month’s rent!
3036 Patel Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,1001618 Indiana Ave
1618 Indiana Ave, Winter Park, FL 32789 -
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2 BEDS, 2.5 BATHS$2,1492648 Galliano Cir
2648 Galliano Cir, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,150Three bedroom 2 Bath in Winter Park
727 Halifax Ave, Winter Park, FL 32792 -
Price Drop. $653 OffTotal Monthly Price Total Monthly Price New1 BED$2,231+2 BEDS$3,182+3 BEDS$3,328+Base Rent$2,174 - $3,862Required Monthly Fees$57Utilities & EssentialsVariesTotal Monthly Price$2,231 - $3,919Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
3 BEDS, 2 BATHS$2,1903 Bed/2 Bath Home in Corrine Terrace - Great Location, Walk to Baldwin Park!
5425 Genoa Ln, Orlando, FL 32807 -
1 BED$2,193+2 BEDS$3,035+3 BEDS$3,498+Paseo at Winter Park Village
940 W Canton Ave, Winter Park, FL 32789 -
4 BEDS, 2 BATHS$2,1952730 Prince John Rd
2730 Prince John Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$2,195937 Aragon Ave
937 Aragon Ave, Winter Park, FL 32789 -
3 BEDS, 1.5 BATHS$2,2005212 N Indiana Ave
5212 N Indiana Ave, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,2003086 Bluebrook Dr
3086 Bluebrook Dr, Winter Park, FL 32792 -
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2 BEDS, 2.5 BATHS$2,2502561 Galliano Cir
2561 Galliano Cir, Winter Park, FL 32792 -
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3 BEDS, 1.5 BATHS$2,27531 Bel Air St
31 Bel Air St, Eatonville, FL 32751 -
Total Monthly Price Total Monthly Price New2 BEDS, 2 BATHS$2,275Base Rent$2,275Required Monthly FeesNoneTotal Monthly Price$2,2752912 Plaza Terrace Dr
2912 Plaza Terrace Dr, Orlando, FL 32803 -
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3 BEDS, 2 BATHS$2,290520 Seneca Trail
520 Seneca Trail, Maitland, FL 32751 -
3 BEDS, 2 BATHS$2,2953340 Alena Ct
3340 Alena Ct, Winter Park, FL 32792 -
3 BEDS, 1 BATH$2,2955117 Lake Howell Rd
5117 Lake Howell Rd, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,2991413 Carlson Dr
1413 Carlson Dr, Orlando, FL 32804 -
2 BEDS, 1 BATH$2,300151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,3001340 Paradise Ln
1340 Paradise Ln, Winter Park, FL 32792 -
2 BEDS, 1 BATH$2,300
151 N Orlando Ave Unit 207
151 N Orlando Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,300Winter Park Home For Rent
2267 Coventry Dr, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$2,300Winter Park 3 bedroom steps to shopping, dining.
301 S Capen Ave, Winter Park, FL 32789 -
Rent Special|Total Monthly Price Total Monthly Price NewSTUDIO$2,374+1 BED$2,624+2 BEDS$3,198+3 BEDS$4,390+Base Rent$2,326 - $4,342Required Monthly Fees$48Utilities & EssentialsVariesTotal Monthly Price$2,374 - $4,390Gables Baldwin Park
2050 Jake St, Orlando, FL 32814
Showing 42 of 280 results, Page 5 of 7
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 $1,423 / mo
- 1 Bedroom 706 Sq Ft $1,479 / mo
- 2 Bedrooms 1,021 Sq Ft $1,780 / mo
- 3 Bedrooms 1,273 Sq Ft $1,992 / 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
- Winter Park Pines 711 Sq Ft $1,401/mo
- Eastbrook 743 Sq Ft $1,412/mo
- Winter Park Woods 761 Sq Ft $1,414/mo
- Cedarwood Village 681 Sq Ft $1,417/mo
- Carlton Arms 730 Sq Ft $1,423/mo
- Four Seasons 668 Sq Ft $1,460/mo
- Albert Lee Ridge 743 Sq Ft $1,478/mo
- Lake Howell 733 Sq Ft $1,503/mo
- Villas of Casselberry 738 Sq Ft $1,513/mo
- Winter Park Estates 714 Sq Ft $1,541/mo
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About Our Deals
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Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.