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Cheap Apartments for Rent in Winter Park, FL
1,832 Rentals
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Good Value|1 BED$1,690+2 BEDS$2,342+3 BEDS$2,611+400 North
400 N Orlando Ave, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,690Cozy 2 bed 2 bath in Winter Park
211 Stefanik Rd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,6951160 Calle Del Norte Unit A
1160 Calle Del Norte, Casselberry, FL 32707 -
3 BEDS, 2 BATHS$1,6951695 Lee Rd Unit C216
1695 Lee Rd, Winter Park, FL 32789 -
Rent Special|1 BED$1,697+2 BEDS$2,188+3 BEDS$3,154+Azul Baldwin Park
4460 Lower Park Rd, Orlando, FL 32814 -
2 BEDS, 1.5 BATHS$1,6992523 Alexa Ct
2523 Alexa Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,7001016 Arthur Ave
1016 Arthur Ave, Orlando, FL 32804 -
STUDIO, 1 BATH$1,7001420 Lake Baldwin Ln
1420 Lake Baldwin Ln, Orlando, FL 32814 -
2 BEDS, 2 BATHS$1,700Excellent location Unit 4968
4968 Tangerine Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,7362710 Amherst Ave Unit ID1018188P
2710 Amherst Ave, Orlando, FL 32804 -
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Good Value|STUDIO$1,750+1 BED$1,800+2 BEDS$2,150+The Majestic at Downtown Baldwin Park
4828 New Broad St, Orlando, FL 32814 -
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2 BEDS, 2 BATHS$1,750Stunning All Upgraded 2/2 Condo x Rent @ Winter Park Village next to Full Sail ! Unit 633
633 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750650 Trinidad Ct
650 Trinidad Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
Townhouse in Winter Park 2/2
609 Montego Bay Ct, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,750
4858 Tangerine Ave Unit #4858
4858 Tangerine Ave, Winter Park, FL 32792 -
Price Drop. $877 Off1 BED$1,769+2 BEDS$2,307+3 BEDS$3,786+Baldwin Harbor
1771-1887 Jake St, Orlando, FL 32814 -
1 BED$1,776+2 BEDS$2,635+3 BEDS$2,883+Village at Baldwin Park
2055 Lake Baldwin Ln, Orlando, FL 32814 -
1 BED$1,777+2 BEDS$2,276+3 BEDS$2,981+Infinity off Baldwin Park
4000 Maguire Blvd, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,795627 Grenadine Ct Unit S
627 Grenadine Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,795Beautiful 3 bedroom, 2 bath home located in Winter Park
918 Gloriosa Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,7953514 Bougainvillea Dr
3514 Bougainvillea Dr, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,795
419 Westminster St
419 Westminster St, Orlando, FL 32803 -
2 BEDS, 2 BATHS$1,799
FOR RENT! Beautiful 2/2 Winter Park Pool View Condo in front of Full Sail! Unit 12
2911 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED$1,802+2 BEDS$2,367+Rosalia Winter Park 55+ Active Adult Community
3045 Aloma Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,827102 W King St Unit ID1029870P
102 W King St, Orlando, FL 32804 -
1 BED$1,847+2 BEDS$2,053+Maitland City Centre
160-190 Independence Ln, Maitland, FL 32751 -
2 BEDS, 2 BATHS$1,8502918 Antique Oaks Cir Unit #31
2918 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 -
3 BEDS, 2 BATHS$1,850685 Grenadine Ct
685 Grenadine Ct, Winter Park, FL 32792 -
3 BEDS, 2 BATHS$1,850Well maintained townhome in Winter Park
2349 Inagua Way, Winter Park, FL 32792 -
2 BEDS, 1.5 BATHS$1,850200 St Andrews Blvd Unit 2903
200 St Andrews Blvd, Winter Park, FL 32792 -
3 BEDS, 1 BATH$1,850
REMODELED 3 BEDROOM / 1 BATH / CARPORT (WINTER PARK!)
931 Cypress Ave, Winter Park, FL 32789 -
3 BEDS, 2.5 BATHS$1,8957473 Belle River Ct
7473 Belle River Ct, Winter Park, FL 32792 -
STUDIO$1,914+1 BED$1,979+2 BEDS$2,454+Enders Place at Baldwin Park
4220 New Broad St, Orlando, FL 32814 -
Rent Special|1 BED$1,942+2 BEDS$2,576+3 BEDS$3,489+Paseo at Winter Park Village
940 W Canton Ave, Winter Park, FL 32789 -
3 BEDS, 2 BATHS$1,945514 Carver Blvd
514 Carver Blvd, Orlando, FL 32810 -
2 BEDS, 2 BATHS$1,950205 Lewfield Cir Unit 205
205 Lewfield Cir, Winter Park, FL 32792 -
2 BEDS, 2.5 BATHS$1,9755169 Lazy Oaks Dr
5169 Lazy Oaks Dr, Winter Park, FL 32792
Showing 42 of 282 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 537 Sq Ft $1,394 / mo
- 1 Bedroom 707 Sq Ft $1,459 / mo
- 2 Bedrooms 1,020 Sq Ft $1,729 / mo
- 3 Bedrooms 1,273 Sq Ft $2,006 / mo
- 4 Bedrooms 1,506 Sq Ft $1,544 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 594 Sq Ft $1,258/mo
- Winter Park Pines Merrie Oaks 594 Sq Ft $1,258/mo
- Winter Park Pines 700 Sq Ft $1,414/mo
- Winter Park Woods 764 Sq Ft $1,424/mo
- Laurel Springs 737 Sq Ft $1,432/mo
- Eastbrook 726 Sq Ft $1,454/mo
- Lake Howell 746 Sq Ft $1,541/mo
- Winter Park Estates 678 Sq Ft $1,551/mo
- Cedarwood Village 668 Sq Ft $1,575/mo
- Villas of Casselberry 733 Sq Ft $1,580/mo
Getting Around Winter Park
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About Our Deals
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Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
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.