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2 Bedroom Apartments for Rent in Winter Park, FL

144 Rentals Available
  • A living room with a stone fireplace and a television above it.
    Today

    550 N. Denning Drive, Winter Park, FL 32789
    Income Restricted
    2 BEDS $1,437+
  • A living room with a white couch and blue chairs.
    11
    Today

    940 W. Canton Avenue, Winter Park, FL 32789
    2 BEDS $2,655+
  • a small kitchen with wooden cabinets and a white dishwasher
    110
    Today

    2353 Winter Woods Blvd, Winter Park, FL 32792
    2 BEDS $1,206
  • an open living room and dining room with a table and chairs
    Today

    Units 1,2,3,4, Winter Park, FL 32792
    2 BEDS $1,995
  • a living room with a couch and a chair
    Today

    981 Aragon Ave., Winter Park, FL 32789
    2 BEDS $2,300
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  • A living room with a white sofa and a wooden coffee table.
    5
    Today

    1701 Lee Road, Winter Park, FL 32789
    2 BEDS $1,516+

  • More Rentals Near Winter Park, FL

  • an open kitchen and living room with a table and chairs
    12
    6 days ago

    190 Independence Lane, Maitland, FL 32751
    2 BEDS $2,192+
  • a living room with a gray couch and a blue chair
    151
    Today

    4460 Lower Park Road, Orlando, FL 32814
    2 BEDS $2,072+
  • a living room and kitchen with a couch and a table
    49
    Today

    955 N Orlando Ave, Maitland, FL 32751
    2 BEDS $2,014+
  • A living room with blue chairs and a fireplace.
    121
    Today

    3250 Whisper Lake Lane, Winter Park, FL 32792
    2 BEDS $1,499+
  • the living room and dining room of a home with a table and chairs
    114
    Today

    541 Oak Reserve Lane, Winter Park, FL 32792
    2 BEDS $1,675
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  • A living room with a grey sofa and a white coffee table.
    Today

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    2 BEDS $2,759+
  • A kitchen with white cabinets and a black stove top oven.
    Today

    3851 Ethan Lane, Orlando, FL 32814
    2 BEDS $3,500
  • A kitchen with wooden cabinets and a stainless steel refrigerator.
    37
    Today

    3040 Aloma Avenue, WINTER PARK, FL 32792
    2 BEDS $1,400+
  • A living room with a black leather couch and a television.
    Today

    206 Quayside Circle, Maitland, FL 32751
    2 BEDS $4,200
  • a living room with couches and chairs and a tv
    13
    Today

    741 Clay Street, Winter Park, FL 32789
    2 BEDS $2,185+
  • a living room with a couch and a table
    77
    Today

    3250 Bishop Park Dr, Winter Park, FL 32792
    2 BEDS $1,649+
  • A living room with a large rug and a tall floor lamp.
    Today

    2050 Jake Street, Orlando, FL 32814
    2 BEDS $2,840
  • an open kitchen and living room with a table and chairs
    14
    Today

    1874 Harmon Avenue, Winter Park, FL 32789
    2 BEDS $2,246+
  • a kitchen with wooden cabinets and a stove and a sink
    18
    Today

    349 Scottsdale Square, WINTER PARK, FL 32792
    2 BEDS Ask for Pricing
  • a living room with couches and chairs and a television
    47
    Today

    4688 New Broad Street, Orlando, FL 32814
    2 BEDS $2,235+
  • a living room with couches and chairs and a tv on the wall
    Today

    525 Sybelia Pkwy, Maitland, FL 32751
    Income Restricted
    2 BEDS $1,357+
  • a living room with a pool table and couches
    15
    6 days ago

    2680 North Orange, Orlando, FL 32804
    2 BEDS $2,299+
  • a living room with a couch and a table
    9
    Today

    2650 Dade Avenue, Orlando, FL 32804
    2 BEDS $2,016+
  • a living room with a couch and a table
    11
    Today

    4220 New Broad Street, Orlando, FL 32814
    2 BEDS Ask for Pricing
6-19-city
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Winter Park, FL rent trends

Rental prices in Winter Park, FL have decreased by 0.49% over the past year. The average rent moved from $1,795 to $1,786.

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

The average price of rental apartments nationwide is $1,750, while the monthly rent in Winter Park, FL is $1,786, on average.

Average rent in Winter Park, FL

$1,786/mo Winter Park, FL average rental price, September 2025
Image Average Rent

The monthly rate for Winter Park, FL apartments is on average $1,786.

    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 6% 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 85% apartment units. 1% of the city’s apartments are in the price range of $2,001-$2,500. About 3% of apartment rentals in Winter Park are in the $2,501-$3,000 range. Meanwhile, 5% of apartment rentals in Winter Park are in the > $3,000 range.

    The largest share of rentals in Winter Park, FL (85%) 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?

    The price range of a 2 bedroom apartment is between $1,995 and $4,556.

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

    There are 17 2 bedroom rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 17 Nov 2025.

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

    The average Winter Park, FL 2 bedroom apartment size is 1,061 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.