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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 22 Feb 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 housing is rented out compared to 74% of homes are owned, according to the most recent Census Bureau estimates. 11% of Winter Springs's apartments are found in large buildings of 50 units or more, 58% are located in smaller apartment complexes with less than 50 units, and 28% are single-family rentals.

Search for apartments in Winter Springs, FL under $2,000

There’s more than one way to spend $2,000 on rent in Winter Springs, FL, so the first step is to start thinking about what you really want from your new home. Be mindful of what makes you tick. Look for 2 bedroom apartments for rent for less than $2,000 if you want to share your living space and don’t mind being further away from the city center. Search for 3 bedroom apartments if you’re moving in with family or planning to share part of your life and living expenses with more friends. If city bustle is what you live for, you might want to search for a studio or 1 bedroom apartment closer to the city center.

The perfect $2,000 rental near you

Don’t dismiss the idea of a studio just because it sounds small and featureless: studios come in many shapes and sizes, and it only takes a few strikes of creativity to go from drab to lively. If an all-in-one-room apartment spells total lack of privacy for you, have a look at the 1 bedroom apartments for rent in Winter Springs, FL. Customize your search by using more RentCafe filters. Decide what amenities you can’t live without and focus your search on the apartments that offer them. Are you bringing in a pet? Narrow your options to pet-friendly apartments for rent. Want more windows so that natural light floods your home? Hardwood floors or plush carpet in the living area? There are 25 apartments for rent below $2,000 in Winter Springs, FL for every taste. Decide what you need, stay focused, and you’re bound to find your perfect apartment in no time.

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