2 BEDS, 2 BATHS
$1,700
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Cheap Apartments for Rent in Winter Park, FL
2,062 Rentals
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1 BED, 1 BATH$1,700628 Trinidad Ct
628 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,725
3007 George Mason Ave Unit H
3007 George Mason Ave, Winter Park, FL 32792 -
STUDIO$1,897+1 BED$1,731+2 BEDS$2,393+3 BEDS$2,767+Aurora on the Trail
825 McCullough Ave, Orlando, FL 32803 -
1 Month Free|1 BED$1,733+2 BEDS$2,436+3 BEDS$2,841+Bainbridge Winter Park
1400 Morgan Stanley Ave, Winter Park, FL 32789 -
1 Month Free|STUDIO$1,788+1 BED$1,739+2 BEDS$2,026+The Ivy Residences at Health Village Apart...
2650 Dade Ave, Orlando, FL 32804 -
|STUDIO$1,750+1 BED$1,800+2 BEDS$2,395+
The Majestic at Downtown Baldwin Park
4828 New Broad St, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,750174 Scottsdale Square Unit 174
174 Scottsdale Square, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,7503229 Oak Lawn Pl
3229 Oak Lawn Pl, Winter Park, FL 32792 -
1 BED, 1 BATH$1,750
1136 Fern Ave
1136 Fern Ave, Orlando, FL 32814 -
Price Drop. $541 Off|STUDIO$1,754+1 BED$2,158+2 BEDS$2,615+3 BEDS$3,321+Juno Winter Park
1305 Morgan Stanley Ave, Winter Park, FL 32789 -
STUDIO$1,765+1 BED$1,905+2 BEDS$2,225+Seven41 Winter Park
741 Clay St, Winter Park, FL 32789 -
1 BED$1,780+2 BEDS$2,094+3 BEDS$2,817+4 BEDS$3,992+Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814 -
Good Value|1 BED$1,781+2 BEDS$2,402+3 BEDS$3,475+Azul Baldwin Park
4460 Lower Park Rd, Orlando, FL 32814 -
1 BED$1,790+2 BEDS$2,150+3 BEDS$2,620+Infinity off Baldwin Park Apartments
4000 Maguire Blvd, Orlando, FL 32803 -
2 BEDS, 2.5 BATHS$1,7957461 Swallow Run Unit 46
7461 Swallow Run, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,7957449 Wynnewood Square Unit 182
7449 Wynnewood Square, Winter Park, FL 32792 -
1 BED$1,795+2 BEDS$2,558+3 BEDS$2,729+Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
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2 BEDS, 2.5 BATHS$1,8003353 Royal St
3353 Royal St, Winter Park, FL 32792 -
1 BED, 1 BATH$1,8005108 Sunrise Blvd
5108 Sunrise Blvd, Orlando, FL 32803 -
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3 BEDS, 2 BATHS$1,84531 Deacon Jones Blvd
31 Deacon Jones Blvd, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,850233 Lewfield Cir Unit 233
233 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS$1,899The Fisher
2001 Glenridge Way, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,900Beautiful 2/2 Towhhouse Feel Condo x Rent... Unit 604
604 Montego Bay Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,950
5741 Marble Ct.
5741 Marble Ct., Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,950
7528 University Garden Dr
7528 University Garden Dr, Winter Park, FL 32792 -
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2 BEDS, 1 BATH$2,0002614 Betty St
2614 Betty St, Orlando, FL 32803 -
3 BEDS, 2 BATHS$2,0001695 Lee Rd Unit E215
1695 Lee Rd, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$2,0001008 Malone Dr
1008 Malone Dr, Orlando, FL 32810 -
2 BEDS, 1 BATH$2,0252512 Musselwhite Ave Unit #1
2512 Musselwhite Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$2,045Quaint 2/1 home with plenty of yard, deck ...
581 E Horatio Ave, Maitland, FL 32751 -
Price Drop. $330 Off|1 BED$2,047+2 BEDS$2,449+Paseo at Winter Park Village
940 W Canton Ave, Winter Park, FL 32789 -
Price Drop. $536 Off1 BED$2,081+2 BEDS$2,812+3 BEDS$3,011+Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
Good ValueSTUDIO$2,082+1 BED$2,190+2 BEDS$2,905+3 BEDS$4,849+
Gables Baldwin Park
2050 Jake St, Orlando, FL 32814 -
1 BED$2,097+2 BEDS$2,532+3 BEDS$3,763+Perla Gem Lake
100 Boucle Jeanne Cir, Maitland, FL 32751 -
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2 BEDS, 1 BATH$2,1992410 Formosa Ave
2410 Formosa Ave, Orlando, FL 32804 -
2 BEDS, 1 BATH$2,20012 W Hazel St
12 W Hazel St, Orlando, FL 32804 -
2 BEDS, 2 BATHS$2,2002404 Gallery View Dr Unit 1
2404 Gallery View Dr, Winter Park, FL 32792
Showing 42 of 269 results, Page 4 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 538 Sq Ft $1,398 / mo
- 1 Bedroom 707 Sq Ft $1,491 / mo
- 2 Bedrooms 1,019 Sq Ft $1,785 / mo
- 3 Bedrooms 1,271 Sq Ft $2,054 / 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 768 Sq Ft $1,444/mo
- Winter Park Pines 723 Sq Ft $1,475/mo
- Cedarwood Village 670 Sq Ft $1,504/mo
- Four Seasons 637 Sq Ft $1,522/mo
- Winter Park Pines Merrie Oaks 637 Sq Ft $1,522/mo
- Eastbrook 748 Sq Ft $1,580/mo
- Lake Howell 735 Sq Ft $1,620/mo
- Winter Park Estates 685 Sq Ft $1,648/mo
- Windward Square 781 Sq Ft $1,657/mo
- Laurel Springs 737 Sq Ft $1,736/mo
Getting Around Winter Park
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About Our Deals
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Note: Based on community-supplied data and independent market research. Subject to change without notice.