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2 Bedroom Apartments for Rent in Winter Park, FL

160 Rentals Available
2 Bedroom Apartments for Rent in Winter Park, FL. 160 Rentals Available
  • a living room with a couch and a table
    Today

    940 W. Canton Avenue, Winter Park, FL 32789
    2 BEDS $2,821+
  • an open living room and dining room with a table and chairs
    Today

    Units 1,2,3,4, Winter Park, FL 32792
    2 BEDS $3,300
  • a kitchen with white cabinets and granite counter tops and a stainless steel refrigerator
    Today

    2353 Winter Woods Blvd, Winter Park, FL 32792
    2 BEDS Ask for Pricing
  • a living room with a couch and a table
    Today

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

  • More Rentals Near Winter Park, FL

  • a living room with a couch and a table
    Today

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    2 BEDS $2,455+
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  • a living room with furniture and a ceiling fan
    Today

    3045 Aloma Avenue, Winter Park, FL 32792
    2 BEDS $2,363+
  • a living room with a gray couch and a blue chair
    Today

    4460 Lower Park Road, Orlando, FL 32814
    2 BEDS $2,509+
  • a living room with couches and chairs and a tv
    Today

    741 Clay Street, Winter Park, FL 32789
    2 BEDS $2,235+
  • a living room and kitchen with white furniture and blue pillows
    Today

    430 East Packwood Ave, Maitland, FL 32751
    2 BEDS Ask for Pricing
  • a living room with a couch and a table
    Today

    3250 Bishop Park Dr, Winter Park, FL 32792
    2 BEDS $1,480+
  • an open kitchen and living room with a table and chairs
    Today

    1874 Harmon Avenue, Winter Park, FL 32789
    2 BEDS $2,372+
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  • an open kitchen and living room with a table and chairs
    Today

    190 Independence Lane, Maitland, FL 32751
    2 BEDS $2,020+
  • a living room with a couch and a table and a sliding glass
    Today

    3250 Whisper Lake Lane, Winter Park, FL 32792
    2 BEDS $1,625
  • a living room with couches and chairs and a television
    Today

    4688 New Broad Street, Orlando, FL 32814
    2 BEDS $2,135+
  • a living room with couches and chairs and a tv on the wall
    Today

    525 Sybelia Pkwy, Maitland, FL 32751
    Income Restricted
    2 BEDS $1,286
  • an aerial view of a courtyard in a building with trees and plants
    Today

    2680 North Orange, Orlando, FL 32804
    2 BEDS $2,670+
  • the living room and dining room of a home with a table and chairs
    Today

    541 Oak Reserve Lane, Winter Park, FL 32792
    2 BEDS $1,600
  • a living room with a couch and a table
    Today

    2650 Dade Ave, Orlando, FL 32804
    2 BEDS $2,261+
  • a living room and kitchen with a couch and a table
    Today

    955 N Orlando Ave, Maitland, FL 32751
    2 BEDS $2,124+
  • a living room with a couch and a ceiling fan
    Today

    4220 New Broad Street, Orlando, FL 32814
    2 BEDS $1,786+
  • a kitchen with white appliances and a sink and stove
    Today

    5800 Auvers Blvd, Orlando, FL 32807
    2 BEDS $1,629+
  • a living room with a couch and a coffee table and a tv
    Today

    4000 Maguire Blvd, Orlando, FL 32803
    2 BEDS $1,995+
  • a kitchen and living room with a large island and a table with chairs
    Today

    9264 Moss Preserve Pkwy., Orlando, FL 32832
    2 BEDS $2,110+
  • a kitchen with a sink and a refrigerator
    Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    2 BEDS $1,605+
  • a living room with a couch and a ceiling fan
    Today

    3935 Sutton Place Blvd, Winter Park, FL 32792
    2 BEDS $1,721+
4-21-city
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Winter Park, FL rent trends

Rental prices in Winter Park, FL have decreased by 1.66% over the past year. The average rent moved from $1,738 to $1,709.

Check out the average rent prices in Winter Park by neighborhood.

The average price of rental apartments nationwide is $1,741, while the monthly rent in Winter Park, FL is $1,709, on average.

Average rent in Winter Park, FL

$1,709/mo Winter Park, FL average rental price, January 2026
Image Average Rent

The monthly rate for Winter Park, FL apartments is on average $1,709.

    What's the typical rent budget in Winter Park, FL?

    Approximately 1% of apartments in Winter Park, FL charge rents around ≤ $1000. A share of 28% of Winter Park’s rental apartments have monthly rents between $1,001-$1,500. In the rent range of $1,501-$2,000 there are 61% apartment units. 3% of the city’s apartments are in the price range of $2,001-$2,500. About 7% of apartment rentals in Winter Park are in the $2,501-$3,000 range.

    The largest share of rentals in Winter Park, FL (61%) fall between $1,501-$2,000 per month. This suggests that most people succesfully find suitable apartments within this price.

    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

    What is the price of a 2 bedroom apartment in Winter Park, FL?

    How many 2 bedroom apartments for rent are available in Winter Park, FL on RentCafe?

    There are 2 2 bedroom rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 24 Feb 2026.

    What is the average size of a 2 bedroom apartment in Winter Park, FL?

    The average Winter Park, FL 2 bedroom apartment size is 853 sq. ft.

    What are the advantages of renting a 2 bedroom apartment in Winter Park, FL?

    2 bedroom apartments offer more space compared to 1 bedroom or studio apartments. They are more suitable for 2 persons.

    What are the downsides of renting a 2 bedroom apartment in Winter Park, FL?

    A 2 bedroom apartment is usually slightly more expensive than a 1 bedroom apartment.