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Apartments for Rent in Winter Park, FL under $1500

Apartments for Rent in Winter Park, FL under $1500. 127 Rentals Available
127 Rentals Available
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  • 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 white sofa and a wooden coffee table.
    Rent specials 8 units available
    Studio $1,330+
    1 bd $1,467+
    Base rent
    Verified Listing

    4.0 (15)
    1701 Lee Road, Winter Park, FL 32789
    Apply online • Pet friendly
  • A living room with a stone fireplace and a television above it.
    1 bd $1,344
    Base rent Income restricted
    Verified Listing

    550 N. Denning Drive, Winter Park, FL 32789
    Apply online • 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

  • More Rentals Near Winter Park, FL

  • a living room with a couch and a ceiling fan
    Rent specials 7 units available
    1 bd $1,295+
    2 bd $1,495+
    Base rent
    Verified Listing

    4.0 (23)
    7950 Shoals Drive, Orlando, FL 32817
    Apply online • Pet friendly • Fitness center
  • A well-lit, modern living room with a grey sofa and a coffee table.
    Rent specials Only 2 units left
    2 bd $1,436
    Base rent Income restricted
    Verified Listing

    5.0 (185)
    7451 Gatehouse Circle, Orlando, FL 32807
    Apply online • Pet friendly • Parking
  • A living room with blue chairs and a fireplace.
    Rent specials 10 units available
    1 bd $1,325+
    Total monthly cost
    Verified Listing

    3250 Whisper Lake Ln, Winter Park, FL 32792
    Apply online • Pet friendly • Air conditioner
  • the living room and dining room of a home with a table and chairs
    Rent specials Only 1 unit left
    1 bd $1,295+
    2 bd $1,495+
    Base rent
    Verified Listing

    4.5 (5)
    541 Oak Reserve Lane, Winter Park, FL 32792
    Pet friendly • Parking • Fitness center
  • A living room with a yellow couch and a wooden coffee table.
    8 units available
    1 bd $1,300+
    2 bd $1,400
    Base rent
    Verified Listing

    4.0 (110)
    3040 Aloma Avenue, WINTER PARK, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a table
    1 bd $1,345+
    Base rent
    Verified Listing

    4.5 (7)
    3250 Bishop Park Dr, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with couches and chairs and a tv on the wall
    Only 1 unit 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 living room with a white couch and a painting on the wall.
    Rent specials
    1 bd $1,375+
    Base rent
    Verified Listing

    4.0 (91)
    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    Apply online • Pet friendly
  • a living room with a couch and a ceiling fan
    Only 2 units left
    1 bd $1,431+
    Base rent
    Verified Listing

    4.5 (22)
    3935 Sutton Place Blvd, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a tv
    Rent specials 19 units available
    Studio $1,190+
    1 bd $1,175+
    2 bd $1,395+
    Base rent
    Verified Listing

    4.0 (13)
    1001 Shoreview Drive, Orlando, FL 32807
    Apply online • Pet friendly
  • a kitchen with a stove and a refrigerator
    Only 3 units left
    1 bd $1,180
    Base rent
    Verified Listing

    5.0 (2)
    6031 Old Cheney Highway, Orlando, FL 32807
    Apply online • Pet friendly
  • a small kitchen with a stove and a sink
    Only 3 units left
    1 bd $1,180
    Base rent
    Verified Listing

    4.0 (11)
    6031 Old Cheney Hwy, Orlando, FL 32807
    Apply online • Pet friendly
  • a living room with couches and chairs and a pool
    Rent specials
    1 bd $1,381+
    2 bd $1,459+
    Base rent
    Verified Listing

    4.0 (36)
    3207 Rosebud Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • A living room with a grey couch, a chair and a coffee table.
    13 units available
    Studio $1,179
    1 bd $1,249
    2 bd $1,349
    Base rent
    Verified Listing

    4.0 (35)
    Spring Tree Village Apartments, Casselberry, FL 32707
    Apply online • Pet friendly
  • a living room with couches and chairs and a fireplace
    6 units available
    1 bd $1,219
    2 bd $1,464
    3 bd $1,419+
    Base rent Income restricted
    Verified Listing

    3.0 (7)
    315 W. Concord Street, Orlando, FL 32801
    Apply online
  • A living room with blue chairs and a television.
    Rent specials 31 units available
    Studio $1,021+
    1 bd $1,153+
    2 bd $1,252+
    Base rent
    Verified Listing

    4.0 (1)
    828 Orienta Ave, Altamonte Springs, FL 32701
    Apply online • Pet friendly
  • A white couch with a black and white patterned pillow sits in a bright living room.
    Only 3 units left
    1 bd $1,210+
    Base rent
    Verified Listing

    4.5 (22)
    400 Sandpiper Lane, Casselberry, FL 32707
    Apply online • Pet friendly
  • a living room with couches and chairs and a television
    Rent specials
    1 bd $1,291
    Base rent Income restricted
    Verified Listing

    3.0 (5)
    5560 Solidago Drive, Winter Park, FL 32792
    Apply online
  • a pool table in the shape of a car in a living room
    1 bd $1,286
    Base rent Income restricted
    Verified Listing

    365 Garden Edge Point, Fern Park, FL 32730
    Pet friendly
  • a living room with couches and chairs and a fireplace
    1 bd $1,336+
    Base rent Income restricted
    Verified Listing

    315 W. Concord Street, Orlando, FL 32801
    Apply online
  • a symbol of a cross in the middle of a circle
    1 bd $1,100
    Base rent
    Verified Listing

    Unit A, Altamonte Springs, FL 32714
    Pet friendly
4-21-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 4 Jun 2026.

What are the best apartments in Winter Park, FL?
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.