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Apartments for Rent in Winter Park, FL

Apartments for Rent in Winter Park, FL. 245 Rentals Available
245 Rentals Available
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  • A living room with a white couch and blue chairs.
    1 bd $1,797+
    2 bd $2,688+
    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
  • 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
  • A living room with a white sofa and a wooden coffee table.
    22 units available
    1 bd $1,469+
    2 bd $1,473+
    Base rent
    Verified Listing

    4.0 (15)
    1701 Lee Road, 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
  • 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 kitchen with white cabinets and black and white tiles.
    3 bd $9,500
    Base rent
    Verified Listing

    147 S Interlachen Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • A living room with a grey couch and a brown couch.
    3 bd $2,250
    Base rent
    Verified Listing

    2458 Grand Teton Circle, Winter Park, FL 32792
    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 living room with a white couch and a wooden coffee table.
    3 bd $3,600
    Base rent
    Verified Listing

    2218 King Richards Ct, Winter Park, FL 32792
    Pet friendly
  • A kitchen with a sink and a ceiling fan.
    1 bd $1,300
    Base rent
    Verified Listing

    1695 Lee Rd, Winter Park, FL 32789
    Pet friendly
  • A kitchen with a granite counter top and wooden floors.
    New listing
    2 bd $1,850
    Base rent
    Verified Listing

    1500 Gay Road, Winter Park, FL 32789

  • More Rentals Near Winter Park, FL

  • an open kitchen and living room with a table and chairs
    14 units available
    1 bd $1,893+
    2 bd $2,205+
    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 $1,690
    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 $1,828+
    1 bd $2,393+
    2 bd $2,673+
    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 $2,725
    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 $1,430+
    3 bd $1,750
    Base rent
    Verified Listing

    4.0 (110)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly
  • a living room with a gray couch and a blue chair
    Rent specials
    1 bd $1,908+
    2 bd $2,384+
    3 bd $3,055+
    Base rent
    Verified Listing

    4.5 (15)
    4460 Lower Park Road, Orlando, FL 32814
    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
    1 bd $1,314+
    2 bd $1,677+
    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 $2,355+
    2 bd $3,155+
    Base rent
    Verified Listing

    5.0 (2)
    2050 Jake Street, Orlando, FL 32814
    Apply online • Pet friendly
  • an open kitchen and living room with a table and chairs
    Rent specials 28 units available
    Studio $1,550+
    1 bd $1,692+
    2 bd $2,136+
    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 $1,725+
    2 bd $2,440+
    3 bd $3,465+
    Base rent
    Verified Listing

    4.0 (45)
    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • a living room with couches and chairs and a tv on the wall
    Only 3 units left
    1 bd $1,291
    2 bd $1,347+
    Base rent Income restricted
    Verified Listing

    4.0 (13)
    525 Sybelia Pkwy, Maitland, FL 32751
    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 27 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 $1,672.

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 $1,469 and $2,070.

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 $1,300 and $3,217.

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 $1,469 and $4,249.

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 $9,500.

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 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.