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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 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 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+
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  • 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
  • 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
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  • a small kitchen with a stove and a sink
    Today

    6031 Old Cheney Hwy, Orlando, FL 32807
    1 BED $1,180
  • 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 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 10 Apr 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 residents are renting compared to 66% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 28% of Winter Park's rentals, 49% are small-scale complexes with under 50 units, and 23% are single-family rentals.

Apartments in Winter Park, FL under $1,500

Balancing snug and cheap is no joke when it comes to renting a place to live. “Are there any apartments near me under $1,500?” is a great question to start from. Knowing your budget means you’re one step ahead and on the right track. We’ve taken care of the rest and found 52 apartments for rent in Winter Park, FL on which you’ll spend less than $1,500. A small, cheap rental means you’ll have to budget your living space as well. The great news is that keeping it simple pays off in more than one way. The cost of utilities is likely to run low, and you get the added benefit of not having to spend too much time cleaning up the whole place. Smaller apartments are more likely to be closer to the city center, so there are potential cuts to your transportation costs too. And here’s one more very special secret to add to your book-of-perks: you’re less likely to overshop when you know your space is limited.

Rentals near you under $1,500

Our goal is to help you find cheap apartments that live up to your dreams without crushing your budget. It may be a long shot to go looking for 3 bedroom apartments or even 2 bedroom for less than $1,500. The average rental size in Winter Park, FL is 895 Sqft, but the $1,500 limit will probably narrow your search to places with a smaller square footage. Go through our listings and be on the look-out for a hassle-free studio or a 1 bedroom apartment. We trust you’ll turn it into a cozy home which is also budget-friendly to the core.

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