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Apartments for Rent in Winter Park, FL

Apartments for Rent in Winter Park, FL. 228 Rentals Available
228 Rentals Available
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  • A living room with a white sofa and a wooden coffee table.
    Rent specials New units available
    Studio $1,330+
    1 bd $1,467+
    2 bd $1,654+
    Base rent
    Verified Listing

    4.0 (16)
    1701 Lee Road, Winter Park, FL 32789
    Apply online • Pet friendly
  • A living room with a white couch and blue chairs.
    New units available
    1 bd $1,879+
    Base rent
    Verified Listing

    4.0 (6)
    940 W. Canton Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • A living room with a stone fireplace and a television above it.
    Only 1 unit left
    1 bd $1,344
    2 bd $1,586
    3 bd $2,399
    Base rent Income restricted
    Verified Listing

    550 N. Denning Drive, Winter Park, FL 32789
    Apply online • Pet friendly
  • an open living room and dining room with a table and chairs
    Only 1 unit left
    2 bd $1,995
    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 1 unit left
    1 bd $1,450
    Base rent
    Verified Listing

    1512 Indiana Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • a living room with a couch and a chair
    Only 1 unit left
    2 bd $2,300
    Base rent
    Verified Listing

    981 Aragon Ave., Winter Park, FL 32789
    Apply online • Pet friendly
  • 433 Carolina Ave. 5 Beds Apartment for Rent
    Only 1 unit left
    5 bd $5,300
    Base rent
    Verified Listing

    433 Carolina Ave., Winter Park, FL 327893
    Apply online • Pet friendly
  • A parking lot with cars and a building with a circular logo on top.
    Studio $1,300+
    Base rent
    Verified Listing

    801 Virginia Drive, Winter Park, FL 32789
    Pet friendly
  • A kitchen with wooden cabinets and a window overlooking a tree.
    1 bd $2,795
    4 bd $5,500
    Base rent
    Verified Listing

    690 Osceola Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • A kitchen with white cabinets and black and white tiles.
    3 bd $10,500
    Base rent
    Verified Listing

    147 S Interlachen Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • A kitchen with a stainless steel refrigerator and white cabinets.
    New listing
    3 bd $2,800
    Base rent
    Verified Listing

    223 Sandlewood Trail, Winter Park, FL 32789
    Pet friendly
  • A spacious room with a grey floor and white walls, featuring a kitchen area with white cabinets and a countertop, a large window with a view of the sky, and a few pieces of furniture and decorations scattered throughout the space
    New listing
    4 bd $6,700
    Base rent
    Verified Listing

    1077 Minnesota Avenue, Winter Park, FL 32789
    Dog friendly

  • More Rentals Near Winter Park, FL

  • a living room with a gray couch and a blue chair
    Rent specials
    1 bd $1,923+
    2 bd $2,455+
    3 bd $3,127+
    Base rent
    Verified Listing

    4.5 (15)
    4460 Lower Park Road, Orlando, FL 32814
    Apply online • Pet friendly • Parking
  • an open kitchen and living room with a table and chairs
    8 units available
    1 bd $1,955+
    2 bd $2,434+
    Base rent
    Verified Listing

    4.5 (9)
    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • A living room with blue chairs and a fireplace.
    Rent specials New units available
    1 bd $1,325+
    2 bd $1,590+
    Total monthly cost
    Verified Listing

    3250 Whisper Lake Ln, Winter Park, FL 32792
    Apply online • Pet friendly • Air conditioner
  • A living room with a grey sofa and a white coffee table.
    Rent specials New units available
    Studio $1,855+
    1 bd $2,346+
    2 bd $2,513+
    Base rent
    Verified Listing

    4.0 (2)
    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • A kitchen with brown cabinets and a black oven.
    Only 1 unit left
    3 bd $2,585
    Base rent
    Verified Listing

    504 Saint Dunstan Way, Winter Park, FL 32792
    Apply online • Pet friendly
  • A living room with a yellow couch and a wooden coffee table.
    New units available 8 units available
    1 bd $1,300+
    2 bd $1,400+
    Base rent
    Verified Listing

    4.0 (111)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly
  • a living room with couches and chairs and a tv
    Rent specials New units available
    Studio $1,585+
    1 bd $1,695+
    2 bd $2,365+
    Base rent
    Verified Listing

    4.5 (30)
    741 Clay Street, Winter Park, FL 32789
    Apply online • Pet friendly
  • a living room with a couch and a table
    New units available
    1 bd $1,532+
    2 bd $1,660+
    Base rent
    Verified Listing

    4.5 (7)
    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly
  • A living room with a large rug and a tall floor lamp.
    Rent specials New units available
    Studio $2,270
    1 bd $2,412+
    2 bd $3,179
    Base rent
    Verified Listing

    5.0 (2)
    2050 Jake Street, Orlando, FL 32814
    Apply online • Pet friendly
  • 625 Trinidad Ct. 2 Beds Apartment for Rent
    Only 1 unit left
    2 bd $1,650
    Base rent
    Verified Listing

    625 Trinidad Ct., Winter Park, FL 32792
    Apply online
  • an open kitchen and living room with a table and chairs
    Rent specials New units available
    Studio $1,584+
    1 bd $1,852+
    2 bd $2,173+
    Base rent
    Verified Listing

    4.0 (13)
    1874 Harmon Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • a living room with couches and chairs and a television
    Rent specials New units available
    1 bd $1,695+
    2 bd $2,385+
    3 bd $3,385+
    Base rent
    Verified Listing

    4.0 (48)
    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • A wooden staircase with a metal railing leads to a living room with a couch and a potted plant.
    4 bd $20,000
    Base rent
    Verified Listing

    281 Shell Point E, Maitland, FL 32751
    Apply online • Dog friendly
12-13-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 12 Jun 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 $1,672.

What is the price range for a studio apartment in Winter Park, FL?

The price range for a studio apartment in Winter Park, FL is between $1,330 and $1,423.

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 $1,344 and $3,520.

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 $1,586 and $3,520.

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 $1,344 and $10,500.

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

In Winter Park 34% of the housing is rented out compared to 66% of homes are owned, according to the most recent Census Bureau estimates. 32% of Winter Park's apartments are found in large buildings of 50 units or more, 45% are located in smaller apartment complexes with less than 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 40 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?

Rental apartments in Winter Park come in a range of sizes and floorplans. Studio apartments represent 3% of units for rent, ideal for singles, renters on a budget and people who value central locations more than space. Rentals with 1-bedroom floorplans make up 45% of the total apartments in the city, while 2-bedroom floorplans represent around 43% of all rentals in Winter Park. The rest are larger floorplans with 3 bedrooms or more, typically preferred by families, larger households or roommates sharing space.