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Apartments for Rent in Winter Park, FL under $1500

Apartments for Rent in Winter Park, FL under $1500. 53 Rentals Available
53 Rentals Available
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  • 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 living room with a couch and a table
    1 bd $1,138
    2 bd $1,339
    Base rent Income restricted
    Verified Listing

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

  • More Rentals Near Winter Park, FL

  • a large living room with a fireplace and a table and chairs
    Ask for pricing
    Income restricted
    Verified Listing

    7451 Gatehouse Circle, Orlando, FL 32807
    Pet friendly • Parking • Fitness center
  • 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
  • a living room with a couch and a table and a sliding glass
    4 units available
    1 bd $1,450+
    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 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
  • the living room and dining room of a home with a table and chairs
    Only 2 units left
    1 bd $1,450
    Base rent
    Verified Listing

    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a kitchen with white appliances and a sink and stove
    6 units available
    1 bd $1,420+
    Base rent
    Verified Listing

    5800 Auvers Blvd, Orlando, FL 32807
    Apply online • Pet friendly
  • a kitchen with a sink and a refrigerator
    4 units available
    1 bd $1,300+
    Base rent
    Verified Listing

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    Pet friendly
  • a living room with a couch and a ceiling fan
    Only 1 unit left
    1 bd $1,440+
    Base rent
    Verified Listing

    3935 Sutton Place Blvd, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a tv
    8 units available
    1 bd $1,270+
    Base rent
    Verified Listing

    1001 Shoreview Drive, Orlando, FL 32807
    Apply online • Pet friendly
  • a small kitchen with a stove and a sink
    Only 1 unit left
    1 bd $1,180
    Base rent
    Verified Listing

    6031 Old Cheney Hwy, Orlando, FL 32807
    Apply online • Pet friendly
  • a kitchen with a stove and a refrigerator
    Only 2 units left
    1 bd $1,180
    Base rent
    Verified Listing

    6031 Old Cheney Highway, Orlando, FL 32807
    Apply online • Pet friendly
  • a living room with a couch and a table
    Only 1 unit left
    1 bd $1,492+
    Base rent
    Verified Listing

    3440 N Goldenrod Rd, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with couches and chairs and a television
    1 bd $1,084
    2 bd $1,281
    3 bd $1,472
    Base rent Income restricted
    Verified Listing

    5560 Solidago Drive, Winter Park, FL 32792
  • a pool table in the shape of a car in a living room
    1 bd $1,060
    2 bd $1,257
    Base rent Income restricted
    Verified Listing

    365 Garden Edge Point, Fern Park, FL 32730
    Pet friendly
  • the living room and dining room of an apartment with a blue couch and glass table
    1 bd $1,218+
    2 bd $1,469+
    Base rent
    Verified Listing

    3207 Rosebud Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a ceiling fan
    Only 3 units left
    1 bd $1,350
    Base rent
    Verified Listing

    7950 Shoals Drive, Orlando, FL 32817
    Apply online • Pet friendly
  • a living room with couches and chairs and a fireplace
    1 bd $1,437+
    Base rent
    Verified Listing

    899 N Orange Ave, Orlando, FL 32801
    Apply online • Pet friendly
  • a living room with couches and chairs and a fireplace
    1 bd $812
    2 bd $933
    3 bd $1,400
    Base rent Income restricted
    Verified Listing

    315 W. Concord Street, Orlando, FL 32801
    Apply online
  • a living room with couches and chairs and a fireplace
    1 bd $975+
    2 bd $1,377
    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
  • a living room and dining room with a couch and a table
    5 units available
    1 bd $1,236
    Base rent
    Verified Listing

    230 Country Walk PL, #101, Altamonte Springs, FL 32701
    Apply online • Pet friendly
  • a living room with a couch and a television
    Ask for pricing
    Verified Listing

    2201 Weston Point Drive, Orlando, FL 32810
    Pet friendly
  • a living room with a couch and a table
    1 bd $1,372+
    Base rent
    Verified Listing

    7325 Goldenpointe Blvd, Orlando, FL 32807
    Apply online • Pet friendly
2-23-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 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.