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Apartments for Rent in Winter Springs, FL under $2000

159 Rentals Available
Apartments for Rent in Winter Springs, FL under $2000. 159 Rentals Available
  • a large living room with blue chairs and a table
    Today

    1 Laurel Oaks Dr, Winter Springs, FL 32708
    1 BED $1,150+
    2 BEDS $1,484+
    3 BEDS $1,777+
  • a living room with couches and a coffee table
    Today

    990 English Town Lane, Winter Springs, FL 32708
    1 BED $1,600+
    2 BEDS $1,820+
  • a living room with carpet and a ceiling fan
    Today

    1151 Mapimi Court, Winter Springs, FL 32708
    2 BEDS $1,905
  • a living room with couches a table and a television
    Today

    170 Gardenridge Court, Winter Springs, FL 32708
    Income Restricted
    1 BED $1,078
    2 BEDS $1,273
    3 BEDS $1,329+

  • More Rentals Near Winter Springs, FL

  • a living room with blue and white furniture and a fireplace
    Today

    1450 Sunshadow Dr., Casselberry, FL 32707
    1 BED $1,247+
    2 BEDS $1,452+
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  • 986 Rollingwood Loop Studio-2 Beds Apartment for Rent
    Today

    986 Rollingwood Loop, Casselberry, FL 32707
    STUDIO $1,049
    1 BED $1,139
    2 BEDS $1,239
  • first month and receive a free app for your condominiums
    Today

    907 Tidewater Lane, Longwood, FL 32750
    Income Restricted
    1 BED $1,205
    2 BEDS $1,769
    3 BEDS $1,999+
  • a living room with a couch and a table
    Today

    375 Summer Cypress Cove, Longwood, FL 32750
    1 BED $1,700+
  • a living room with a fireplace and a television
    Today

    3851 Grandpine Way, Orlando, FL 32707
    1 BED $1,638+
    2 BEDS $1,977+
  • a living room with couches and a table and a television
    Today

    450 Fontana Circle, Oviedo, FL 32765
    Income Restricted
    1 BED $1,149
    2 BEDS $1,449
    3 BEDS $1,449+
  • a kitchen with a sink and a refrigerator
    Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    1 BED $1,300+
    2 BEDS $1,605+
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  • a living room with a red couch and a television
    Today

    2780 Mystic Lake Drive, Oviedo, FL 32765
    Income Restricted
    1 BED $995
    2 BEDS $1,192
    3 BEDS $1,377
  • the lobby of a hotel with seating and a television
    Today

    940 City Plaza Way Suite 130, Oviedo, FL 32765
    1 BED $1,588+
    2 BEDS Ask for pricing
  • a living room with couches and a table
    Today

    5200 Loma Vista Circle, Oviedo, FL 32765
    Income Restricted
    1 BED $1,399+
    2 BEDS $1,699+
    3 BEDS $1,771+
  • a living room with a blue couch and a coffee table
    Today

    234 East Mitchell Hammock Road, Oviedo, FL 32765
    1 BED $1,740+
  • a symbol of a cross in the middle of a circle
    Today

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

    370 Center Lake Lane, Oviedo, FL 32765
    1 BED $1,835+
  • a living room with couches and chairs
    Today

    2880 AVILA Cross Circle, Oviedo, FL 32765
    1 BED $1,860+
  • a living room with couches and chairs and a fireplace
    Today

    134 Callan Way, Oviedo, FL 32765
    Income Restricted
    3 BEDS $1,490
  • a living room with couches and chairs and a television
    Today

    7800 Spirit Lane, Winter Park, FL 32792
    Income Restricted
    3 BEDS $1,507
  • a living room with green walls and white furniture
    Today

    500 Fox Quarry Ln., Sanford, FL 32773
    1 BED $912
    2 BEDS $1,090
    3 BEDS $1,258
  • a living room with blue walls and furniture and a dining room
    Today

    167 Linlake Cove, Oviedo, FL 32765
    Income Restricted
    1 BED $1,051
    2 BEDS $1,249
    3 BEDS $1,435
  • a living room with a couch and a ceiling fan
    Today

    7950 Shoals Drive, Orlando, FL 32817
    1 BED $1,350
    2 BEDS $1,545
  • 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
  • a living room with couches and a coffee table
    Today

    2000 Rosecliff Circle, Sanford, FL 32773
    3 BEDS Ask for pricing
4-21-city
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Getting around in Winter Springs, FL

2 /100
Car-Dependent
25 /100
Somewhat Bikeable
Walk Score®: 2, Bike Score®: 25

Frequently asked questions

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

Prices and availability in Winter Springs, FL were last updated on 11 Apr 2026.

What are the best apartments in Winter Springs, FL?

The best apartments in Winter Springs, FL are: The Avenues at Winter Springs, The Eli Winter Springs, 20 2ND ST, 692 N Endeavour Dr and 916 Cypresswood Court Winter Springs, FL 32708.

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

In Winter Springs, 26% of the residents are renting compared to 74% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 11% of Winter Springs's rentals, 58% are small-scale complexes with under 50 units, and 28% are single-family rentals.

Renting apartments in Winter Springs, FL under $2,000

Searching for apartments for rent in Winter Springs, FL under $2,000 is not an easy task, but luckily you have come to the right place. Whether you are a student on a budget, a young professional on the move, or simply a frugal person, RentCafe can help you find what you are looking for. Just make sure you know what you consider non-negotiable and what you can compromise on. Your new home is just a few clicks away. In Winter Springs, FL, where the average rent is $1,930 per month, there are 159 units available for less than $2,000. Click on any of these units to see pictures, floor plans, amenities and more. After you have picked your favorite, you can contact the property to check availability. Considering that you are trying to spend as little as possible, looking at 1 bedroom apartments and studio apartments might be a good idea.

We’ll help you find the cheapest rental near you

Finding a nice cheap apartment is by no means impossible. You just have to be patient. Your “apartments near me under $2,000” search can bear fruit sooner than you think if you look carefully and check our site often. You never know when discount deals and special offers might pop up. Keep in mind that you are not the only one looking for an affordable apartment in Winter Springs, FL. Choose “Save Search” to receive the latest apartments available directly to your inbox. This way, you will be able to stay one step ahead of the competition. With the cheapest apartments in Winter Springs, FL going for $912 per month, there are great deals waiting to be discovered. Feeling lucky? Expand your search to 2 bedroom apartments and 3 bedroom apartments as well for more space.

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