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Apartments for Rent in Winter Park, FL under $1500

52 Rentals Available
Apartments for Rent in Winter Park, FL under $1500. 52 Rentals Available
  • a kitchen with black appliances and a white counter top
    Today

    1512 Indiana Avenue, Winter Park, FL 32789
    1 BED $1,500
  • a living room with a couch and a table
    Today

    550 N. Denning Drive, Winter Park, FL 32789
    Income Restricted
    1 BED $1,138
    2 BEDS $1,339

  • More Rentals Near Winter Park, FL

  • a living room with a couch and a table
    Today

    3250 Bishop Park Dr, Winter Park, FL 32792
    1 BED $1,320+
    2 BEDS $1,480+
  • a living room with a couch and a table and a sliding glass
    Today

    3250 Whisper Lake Lane, Winter Park, FL 32792
    1 BED $1,450+
  • a living room with couches and chairs and a tv on the wall
    Today

    525 Sybelia Pkwy, Maitland, FL 32751
    Income Restricted
    1 BED $1,091
    2 BEDS $1,286
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  • the living room and dining room of a home with a table and chairs
    Today

    541 Oak Reserve Lane, Winter Park, FL 32792
    1 BED $1,450
  • a kitchen with white appliances and a sink and stove
    Today

    5800 Auvers Blvd, Orlando, FL 32807
    1 BED $1,420+
  • a kitchen with a sink and a refrigerator
    Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    1 BED $1,300+
  • a living room with a couch and a ceiling fan
    Today

    3935 Sutton Place Blvd, Winter Park, FL 32792
    1 BED $1,440+
    2 BEDS Ask for Pricing
  • a living room with a couch and a tv
    Today

    1001 Shoreview Drive, Orlando, FL 32807
    STUDIO Ask for Pricing
    1 BED $1,270+
    2 BEDS Ask for Pricing
  • a small kitchen with a stove and a sink
    Today

    6031 Old Cheney Hwy, Orlando, FL 32807
    1 BED $1,180
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  • a kitchen with a stove and a refrigerator
    Today

    6031 Old Cheney Highway, Orlando, FL 32807
    1 BED $1,180
  • a living room with a couch and a table
    Today

    3440 N Goldenrod Rd, Winter Park, FL 32792
    1 BED $1,492+
  • a living room with couches and chairs and a television
    Today

    5560 Solidago Drive, Winter Park, FL 32792
    Income Restricted
    1 BED $1,084
    2 BEDS $1,281
    3 BEDS $1,472
  • a pool table in the shape of a car in a living room
    Today

    365 Garden Edge Point, Fern Park, FL 32730
    Income Restricted
    1 BED $1,060
    2 BEDS $1,257
  • the living room and dining room of an apartment with a blue couch and glass table
    Today

    3207 Rosebud Lane, Winter Park, FL 32792
    1 BED $1,218+
    2 BEDS $1,469+
  • a living room with a couch and a ceiling fan
    Today

    7950 Shoals Drive, Orlando, FL 32817
    1 BED $1,350
  • a living room with couches and chairs and a fireplace
    Today

    899 N Orange Ave, Orlando, FL 32801
    1 BED $1,437+
  • a living room with couches and chairs and a fireplace
    Today

    315 W. Concord Street, Orlando, FL 32801
    Income Restricted
    1 BED $812
    2 BEDS $933
    3 BEDS $1,400
  • a living room with couches and chairs and a fireplace
    Today

    315 W. Concord Street, Orlando, FL 32801
    Income Restricted
    1 BED $975+
    2 BEDS $1,377
  • a large living room with a fireplace and a table and chairs
    Today

    7451 Gatehouse Circle, Orlando, FL 32807
    Income Restricted
    2 BEDS $1,190
    3 BEDS Ask for Pricing
  • a symbol of a cross in the middle of a circle
    Today

    Unit A, Altamonte Springs, FL 32714
    1 BED $1,100
  • a living room and dining room with a couch and a table
    Today

    230 Country Walk PL, #101, Altamonte Springs, FL 32701
    1 BED $1,236
  • a living room with a couch and a television
    Today

    2201 Weston Point Drive, Orlando, FL 32810
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • a living room with a couch and a table
    Today

    7325 Goldenpointe Blvd, Orlando, FL 32807
    1 BED $1,372+
2-23-city
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Getting around in Winter Park, FL

25 /100
Car-Dependent
32 /100
Some Transit
31 /100
Somewhat Bikeable
Walk Score®: 25, Transit Score®: 32, Bike Score®: 31

Frequently asked questions

When were prices and availability in Winter Park, FL last updated?

Prices and availability in Winter Park, FL were last updated on 22 Feb 2026.

What are the best apartments in Winter Park, FL?

The best apartments in Winter Park, FL are: Paseo at Winter Park Village, 1055 S Kentucky Ave, Indiana Ave. Triplex, San Jose Apartments and Village Park Senior Living.

What type of rental buildings are in Winter Park, FL?

In Winter Park 34% of the housing is rented out compared to 66% of homes are owned, according to the most recent Census Bureau estimates. 28% of Winter Park's apartments are found in large buildings of 50 units or more, 49% are located in smaller apartment complexes with less than 50 units, and 23% are single-family rentals.

Renting apartments in Winter Park, FL under $1,500

Are you looking for a smart space where you can easily combine comfort with convenience? You will surely find the property that perfectly fits your needs with this variety of options. RentCafe offers you 52 apartments for rent in Winter Park, FL from 25 modern buildings, so you’ll certainly find something suitable for you. If you want to live alone or with your partner, you might want to look for a studio or browse through our selection of 1 bedroom apartments. If you need more space but you don’t want to spend more than necessary on a monthly rent, check out our 2 bedroom or 3 bedroom apartments for less than $1,500, and make the most out of your budget.

Finding the best rental near you

Winter Park, FL is an amazing place to call home, with several rentals under $1,500 for you to choose from. There are many options and filters you can apply to your search to make the process easier and to find your next apartment faster and more efficiently. Asking yourself ‘are there any cheap apartments near me’? With our helpful filters, you can easily find the home of your dreams that also fits within your budget. With rent prices as low as $812 in Winter Park, FL, you can find affordable and appealing apartments that match your requirements. Sort your search by ‘Rent’ ascending to see the cheapest ones at the top of the list. As soon as you find your perfect apartment, make sure to contact the property to check for availability or apply online directly on RentCafe.

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!