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Apartments for Rent in Winter Park, FL

Apartments for Rent in Winter Park, FL. 238 Rentals Available
238 Rentals Available
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  • a living room with a couch and a table
    1 bd $2,385+
    2 bd $2,821+
    Base rent
    Verified Listing

    940 W. Canton Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • an open living room and dining room with a table and chairs
    Only 2 units left
    2 bd $3,300
    Base rent
    Verified Listing

    Units 1,2,3,4, Winter Park, FL 32792
    Apply online • Pet friendly
  • a kitchen with black appliances and a white counter top
    Only 3 units left
    1 bd $1,500
    Base rent
    Verified Listing

    1512 Indiana Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • a kitchen with white cabinets and granite counter tops and a stainless steel refrigerator
    Ask for pricing
    Verified Listing

    2353 Winter Woods Blvd, Winter Park, FL 32792
    Pet friendly
  • a living room with a couch and a table
    1 bd $1,138
    2 bd $1,339
    3 bd $2,099
    Base rent Income restricted
    Verified Listing

    550 N. Denning Drive, Winter Park, FL 32789
    Pet friendly

  • More Rentals Near Winter Park, FL

  • a living room with a couch and a table
    31 units available
    Studio $1,860+
    1 bd $1,818+
    2 bd $2,455+
    Base rent
    Verified Listing

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • a living room with furniture and a ceiling fan
    7 units available
    1 bd $1,745+
    2 bd $2,363+
    Base rent
    Verified Listing

    3045 Aloma Avenue, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a gray couch and a blue chair
    10 units available
    1 bd $1,942+
    2 bd $2,509+
    3 bd $3,240+
    Base rent
    Verified Listing

    4460 Lower Park Road, Orlando, FL 32814
    Apply online • Pet friendly
  • a living room with couches and chairs and a tv
    30 units available
    Studio $1,685+
    1 bd $1,760+
    2 bd $2,235+
    Base rent
    Verified Listing

    741 Clay Street, Winter Park, FL 32789
    Apply online • Pet friendly
  • a living room and kitchen with white furniture and blue pillows
    1 bd $2,008+
    3 bd $2,363+
    Base rent
    Verified Listing

    430 East Packwood Ave, Maitland, FL 32751
    Apply online • Pet friendly
  • a living room with a couch and a table
    1 bd $1,320+
    2 bd $1,480+
    Base rent
    Verified Listing

    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly
  • an open kitchen and living room with a table and chairs
    18 units available
    Studio $1,608+
    1 bd $1,788+
    2 bd $2,372+
    Base rent
    Verified Listing

    1874 Harmon Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • an open kitchen and living room with a table and chairs
    18 units available
    1 bd $1,788+
    2 bd $2,020+
    Base rent
    Verified Listing

    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly
  • a small white house with a driveway and a garage door
    Ask for pricing
    Verified Listing

    1910 Conifer Ct, Winter Park, FL 32792
    Apply online • Pet friendly
  • a kitchen with marble countertops and wooden cabinets and a sink
    Ask for pricing
    Verified Listing

    540 LIME ST, MAITLAND, FL 32751
    Apply online • Pet friendly
  • a living room with a couch and a table and a sliding glass
    21 units available
    1 bd $1,450+
    2 bd $1,625
    Base rent
    Verified Listing

    3250 Whisper Lake Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with couches and chairs and a television
    Rent specials 60 units available
    1 bd $1,840+
    2 bd $2,135+
    3 bd $3,375+
    Base rent
    Verified Listing

    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • a living room with couches and chairs and a tv on the wall
    1 bd $1,091
    2 bd $1,286
    Base rent Income restricted
    Verified Listing

    525 Sybelia Pkwy, Maitland, FL 32751
    Pet friendly
  • an aerial view of a courtyard in a building with trees and plants
    Rent specials
    Studio $1,667+
    1 bd $1,906+
    2 bd $2,670+
    Base rent
    Verified Listing

    2680 North Orange, Orlando, FL 32804
    Apply online • Pet friendly
  • a white and brick house with a driveway and grass
    Only 1 unit left
    3 bd $2,150
    Base rent
    Verified Listing

    1407 Chilean Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a kitchen with white cabinets and a sink and a window
    Only 1 unit left
    3 bd $2,050
    Base rent
    Verified Listing

    1381 Viburnum Ln, Winter Park, FL 32792
    Apply online • Pet friendly
  • the living room and dining room of a home with a table and chairs
    Only 2 units left
    1 bd $1,450
    2 bd $1,600
    3 bd $2,000
    Base rent
    Verified Listing

    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a table
    Studio $1,773
    1 bd $1,717
    2 bd $2,261+
    Base rent
    Verified Listing

    2650 Dade Ave, Orlando, FL 32804
    Apply online • Pet friendly
  • a living room and kitchen with a couch and a table
    1 bd $1,664+
    2 bd $2,124+
    Base rent
    Verified Listing

    955 N Orlando Ave, Maitland, FL 32751
    Apply online • Pet friendly
  • a living room with a couch and a ceiling fan
    17 units available
    1 bd $1,649+
    2 bd $1,786+
    3 bd $3,137+
    Base rent
    Verified Listing

    4220 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
5-20-city

Frequently asked questions

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

Prices and availability in Winter Park, FL were last updated on 26 May 2026.

What are the best apartments in Winter Park, FL?
What is the average rent in Winter Park, FL?

The average rent in Winter Park, FL is $1,640.

What is the price range for a 1-bedroom apartment in Winter Park, FL?

The price range for a 1-bedroom apartment in Winter Park, FL is between $1,500 and $3,805.

What is the price range for a 2-bedroom apartment in Winter Park, FL?

The price range for a 2-bedroom apartment in Winter Park, FL is between $2,821 and $4,621.

What is the price range for a 3-bedroom apartment in Winter Park, FL?

The price range for a 3-bedroom apartment in Winter Park, FL is between $2,195 and $4,621.

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

In Winter Park, 34% of the residents are renting compared to 66% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 32% of Winter Park's rentals, 45% are small-scale complexes with under 50 units, and 23% are single-family rentals.

What do typical apartment communities look like in Winter Park, FL?

The average age of rental buildings in Winter Park is 38 years old, with 19% being newer apartment buildings completed since 2000. The average height of apartment buildings in the city is 3 stories, of which 95% are garden-style apartment communities, 6% are mid-sized buildings, and 1% are high-rises. These characteristics describe large-scale apartment communities of 50 apartments or more.

What apartment floorplans are common in Winter Park, FL?

Studio apartments in Winter Park are around 3% of rentals, while 1-bedroom floor plans represent 45% of the total stock. For those in search of larger rentals, 2-bedroom floorplans make up 43% of all rentals. More generous apartments with 3 bedrooms or more are also available in this city for those in search of more space.