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Cheap Apartments for Rent in Winter Park, FL

209 Rentals Available
Apartments Under $900 Apartments Under $1,000 Apartments Under $1,100 Apartments Under $1,200 Apartments Under $1,300 Apartments Under $1,400

Apartments Under $900

  • a living room with a table with a plate on it
    52
    Today

    8100 Claire Ann Drive, Orlando, FL 32825
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing

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Apartments Under $1,000

  • the view of a living room with a desk and a couch
    444
    Today

    3997 Rosewood Way, Orlando, FL 32808
    1 BED $950+

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  • a living room with a couch and a coffee table
    258
    Today

    3330 W. Colonial Dr, Orlando, FL 32808
    STUDIO $995
    1 BED Ask for Pricing
    2 BEDS $1,295

Apartments Under $1,100

  • a living room with a fireplace and a table with chairs
    557
    Today

    5200 N Orange Blossom Trail, Orlando, FL 32810
    Income Restricted
    1 BED $1,072
    2 BEDS $1,280
    3 BEDS $1,486

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  • A modern living room with a dining table and chairs.
    904
    Today

    5175 Cinderlane Parkway, Orlando, FL 32808
    1 BED $1,080+
    2 BEDS $1,220+

Apartments Under $1,200

  • a living room with couches and chairs and a table
    805
    Today

    562 Chapel Trace Drive, Orlando, FL 32807
    Income Restricted
    1 BED $1,111
    2 BEDS $1,321
    3 BEDS $1,519

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  • a living room with a white couch and a television
    92
    Today

    8890 Donnybrook Drive, Orlando, FL 32825
    Income Restricted
    1 BED $1,112
    2 BEDS $1,336
    3 BEDS $1,544
  • A living room with a grey couch, a chair and a coffee table.
    56
    Today

    986 Rollingwood Loop, Casselberry, FL 32707
    STUDIO $1,149
    1 BED $1,209
    2 BEDS $1,309
  • a living room with a couch and a table
    175
    Today

    604 Laurel Cove Court, Orlando, FL 32825
    1 BED $1,176+
    2 BEDS $1,306+
    3 BEDS $1,828+
  • a small kitchen with a stove and a sink
    50
    Today

    6031 Old Cheney Hwy, Orlando, FL 32807
    1 BED $1,180
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Apartments Under $1,300

  • a small kitchen with wooden cabinets and a white dishwasher
    110
    Today

    2353 Winter Woods Blvd, Winter Park, FL 32792
    1 BED Ask for Pricing
    2 BEDS $1,206
    3 BEDS Ask for Pricing

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  • A living room with a grey sofa and a coffee table.
    35
    Today

    264 Springs Colony Cir, Altamonte Springs, FL 32714
    1 BED $1,208+
    2 BEDS $1,408+
    3 BEDS $1,824+
  • a living room with a couch and a tv
    147
    Today

    1001 Shoreview Drive, Orlando, FL 32807
    STUDIO $1,225+
    1 BED $1,240+
    2 BEDS $1,450+
  • a living room with couches and chairs and a pool
    235
    Today

    3207 Rosebud Lane, Winter Park, FL 32792
    1 BED $1,293+
    2 BEDS $1,468+
    3 BEDS $1,938+
  • an open living room and dining room with a table and chairs
    79
    Today

    2490 S Conway Road, Orlando, FL 32812
    1 BED $1,293+
    2 BEDS $1,447+
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  • a living room with a couch and a ceiling fan
    55
    Today

    7950 Shoals Drive, Orlando, FL 32817
    1 BED $1,295+
    2 BEDS $1,545+
  • a kitchen with wooden cabinets and a stove and a sink
    18
    Today

    349 Scottsdale Square, WINTER PARK, FL 32792
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing

Apartments Under $1,400

  • A living room with a blue couch and a wooden cabinet.
    10
    Today

    693 South Wymore Road, Altamonte Springs, FL 32714
    1 BED $1,300+
    2 BEDS $1,400+

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  • A living room with a white couch and a painting on the wall.
    95
    Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    1 BED $1,375+
    2 BEDS $1,735+
    3 BEDS $2,075+
  • a living room with couches and a fireplace
    59
    Today

    2300 Econ Circle, Orlando, FL 32817
    1 BED $1,413+
    2 BEDS $1,628+

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  • a large living room with couches and a tv
    30
    Today

    601 Trelago Way, Maitland, FL 32751
    STUDIO $1,494+
    1 BED $1,770+
    2 BEDS $2,158+
  • a living room with a couch and a television
    222
    Today

    2201 Weston Point Drive, Orlando, FL 32810
    Income Restricted
    3 BEDS $1,529
    4 BEDS $1,697
  • a living room with a couch and a table
    54
    Today

    7325 Goldenpointe Blvd, Orlando, FL 32807
    1 BED Ask for Pricing
    2 BEDS $1,542+
    3 BEDS $1,816+
  • a living room with a blue couch and a table
    13
    Today

    2200 Flagler Promenade Way, Maitland, FL 32751
    1 BED $1,717+
    2 BEDS $2,063+
    3 BEDS $2,455+
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  • the living room of a home with a desk and a tv
    Today

    2606 Elizabeth Avenue, Orlando, FL 32804
    4 BEDS $3,200
1-24-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

How many cheap rentals are available in Winter Park, FL on RentCafe?

There are 4 cheap rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 18 Nov 2025.

What is the average size of a cheap apartment in Winter Park, FL?

The average Winter Park, FL cheap apartment size is 1,078 sq. ft.

What are the advantages of renting a cheap apartment in Winter Park, FL?

Cheap apartments in Winter Park, FL are usually less expensive, smaller, and easier to maintain. They also come with lower utility costs.

What are the downsides of renting a cheap apartment in Winter Park, FL?

A cheap apartment in Winter Park, FL offers little storage space and fewer amenities compared to other apartments.

Look for cheap apartments near me

Finding the right apartment as far as size and location go is one aspect of apartment searching, but making sure that it provides all that you need within a reasonable price is another. On RentCafe, you can search for cheap apartments near you and ensure that you find one that suites your needs. Worried the neighborhood or city you are looking to move to is known to have higher rents? You can browse our listings and find the cheap apartments in any location, whether you are looking at a specific neighborhood, ZIP code, or city.

The perfect apartment for you is out there, either near you or anywhere in the U.S. that you are looking to move to. So, let's find the one that satisfies your wants and needs, but that also comes at an affordable price.

Looking for a cheap apartment for rent in Winter Park, FL? With RentCafe, finding an affordable apartment in Winter Park, FL has never been easier. We feature 209 low-priced rentals directly from property managers, with rents lower than the Winter Park, FL average. What is a cheap rent in Winter Park, FL? The average apartment rent in Winter Park is $1,708 per month so any rental south of $1,366 would be considered cheap here. On RentCafe, Winter Park, FL rents go as low as $950/mo.

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