Save search
Skip the filters. Search with AI Mode instead.

Apartments for Rent in Winter Park, FL

Apartments for Rent in Winter Park, FL. 149 Rentals Available
149 Rentals Available

Quick filters
  • Rent specials
    1 bd $1,832+
    2 bd $2,638+
    Base rent
    4.0 (6)
    940 W. Canton Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
  • New units available 22 units available
    1 bd $1,469+
    2 bd $1,473+
    Base rent
    4.0 (15)
    1701 Lee Road, Winter Park, FL 32789
    Apply online • Pet friendly
  • Only 1 unit left
    2 bd $2,300
    Base rent
    Verified Listing

    981 Aragon Ave., Winter Park, FL 32789
    Apply online • Pet friendly
  • 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
  • Only 1 unit left
    1 bd $1,344
    2 bd $1,586
    3 bd $2,399
    Base rent Income restricted
    550 N. Denning Drive, Winter Park, FL 32789
    Apply online • Pet friendly
  • Only 1 unit left
    3 bd $3,950
    Base rent
    Verified Listing

    425 Balmoral Road, Winter Park, FL 32789
    Apply online
  • New listing
    2 bd $2,275
    Base rent
    Verified Listing

    1331 Oneco Avenue, Winter Park, FL 32789
    Pet friendly
  • 1 bd $2,795
    4 bd $5,500
    Base rent
    690 Osceola Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • 1 bd $1,300
    Base rent
    Verified Listing

    1695 Lee Rd, Winter Park, FL 32789
    Pet friendly
  • 3 bd $10,500
    Base rent
    147 S Interlachen Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • 3 bd $2,250
    Base rent
    2458 Grand Teton Circle, Winter Park, FL 32792
    Pet friendly
  • New listing
    2 bd $1,850
    Base rent
    1500 Gay Road, Winter Park, FL 32789
  • New listing
    2 bd $1,800
    Base rent
    205 Lewfield Circle, Winter Park, FL 32792
    Pet friendly
  • More Rentals Near Winter Park, FL

  • 18 units available
    1 bd $1,842+
    2 bd $2,186+
    Base rent
    Verified Listing

    4.5 (9)
    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • New units available
    Studio $1,876+
    1 bd $2,353+
    2 bd $2,703+
    Base rent
    Verified Listing

    4.0 (2)
    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • Only 1 unit left
    3 bd $3,025
    Base rent
    504 Saint Dunstan Way, Winter Park, FL 32792
    Apply online • Pet friendly
  • 4 bd $20,000
    Base rent
    Verified Listing

    281 Shell Point E, Maitland, FL 32751
    Apply online • Dog friendly
  • 12 units available
    1 bd $1,300+
    2 bd $1,400
    3 bd $1,850
    Base rent
    Verified Listing

    4.0 (110)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly
  • Rent specials
    1 bd $1,902+
    2 bd $2,384+
    3 bd $3,047+
    Base rent
    Verified Listing

    4.5 (15)
    4460 Lower Park Road, Orlando, FL 32814
    Apply online • Pet friendly
  • New listing
    3 bd $2,100
    Base rent
    Verified Listing

    600 Waverly Lane, Maitland, FL 32751
    Pet friendly
  • 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
  • New units available
    1 bd $1,364+
    2 bd $1,655+
    Base rent
    Verified Listing

    4.5 (7)
    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly
  • Rent specials 30 units available
    Studio $2,170
    1 bd $2,395
    2 bd $3,555+
    Base rent
    Verified Listing

    5.0 (2)
    2050 Jake Street, Orlando, FL 32814
    Apply online • Pet friendly
  • Verified Listing

    625 Trinidad Ct., Winter Park, FL 32792
    Pet friendly
  • Rent specials New units available
    Studio $1,633+
    1 bd $1,765+
    2 bd $2,171+
    Base rent
    Verified Listing

    4.0 (13)
    1874 Harmon Avenue, Winter Park, FL 32789
    Apply online • Pet friendly
13-12-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 14 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 $2,059.

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 $1,473 and $4,089.

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?

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.