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Luxury Apartments for Rent in Winter Park, FL

Luxury Apartments for Rent in Winter Park, FL. 268 Rentals Available
268 Rentals Available
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  • A living room with a white couch and blue chairs.
    1 bd $1,797+
    2 bd $2,638+
    3 bd $3,539+
    Base rent
    Verified Listing

    4.0 (6)
    940 W. Canton Avenue, 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 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.
    New units available 20 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
  • 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 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

  • More Rentals Near Winter Park, FL

  • an open kitchen and living room with a table and chairs
    New units available 16 units available
    1 bd $1,893+
    2 bd $2,175+
    Base rent
    Verified Listing

    4.5 (9)
    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • a living room and kitchen with a couch and a table
    Rent specials
    1 bd $1,748+
    2 bd $2,218+
    3 bd $2,994+
    Base rent
    Verified Listing

    4.5 (19)
    955 N Orlando Ave, Maitland, FL 32751
    Apply online • Pet friendly • Pool
  • A living room with a grey sofa and a white coffee table.
    New units available
    Studio $1,858+
    1 bd $2,325+
    2 bd $2,773+
    Base rent
    Verified Listing

    4.0 (2)
    1305 Morgan Stanley Ave, Winter Park, FL 32789
    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 $3,047+
    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 13 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 $1,655+
    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 22 units available
    Studio $2,170
    1 bd $2,395
    2 bd $3,805+
    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 24 units available
    Studio $1,550+
    1 bd $1,822+
    2 bd $2,146+
    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 $1,715+
    2 bd $2,420+
    3 bd $3,450+
    Base rent
    Verified Listing

    4.0 (45)
    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • a living room with a pool table and couches
    Rent specials New units available
    Studio $1,630+
    1 bd $1,992+
    2 bd $2,431+
    Total monthly cost
    Verified Listing

    4.0 (2)
    2680 North Orange, Orlando, FL 32804
    Apply online • Pet friendly
  • a living room with a couch and a table
    New units available 25 units available
    Studio $1,573+
    1 bd $1,758+
    2 bd $2,443+
    Base rent
    Verified Listing

    3.5 (12)
    2650 Dade Avenue, Orlando, FL 32804
    Apply online • Pet friendly
  • a living room with a couch and tables in front of windows
    Rent specials New units available
    Studio $1,695+
    1 bd $1,770+
    2 bd $2,110+
    Base rent
    Verified Listing

    4.5 (24)
    9264 Moss Preserve Pkwy., Orlando, FL 32832
    Apply online • Pet friendly
  • A living room with a white couch and a painting on the wall.
    Rent specials New units available
    1 bd $1,375+
    2 bd $1,599+
    3 bd $2,075+
    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
    New units available 9 units available
    1 bd $1,431+
    2 bd $1,913+
    Base rent
    Verified Listing

    4.5 (22)
    3935 Sutton Place Blvd, Winter Park, FL 32792
    Apply online • Pet friendly
  • A living room with a grey couch and a television on the wall.
    Only 1 unit left
    3 bd $3,550
    Base rent
    Verified Listing

    1704 North Shore Terrace, Orlando, FL 32804
    Apply online • Pet friendly
  • a living room with a couch and a table
    Ask for pricing
    Verified Listing

    4.5 (7)
    4220 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
  • A kitchen with wooden cabinets and a white dishwasher.
    3 bd $2,450
    Base rent
    Verified Listing

    East Vanderbilt Street, Orlando, FL 32804
    Pet friendly
7-18-city

Frequently asked questions

What is the price of a luxury apartment in Winter Park, FL?

The price range for a luxury apartment in Winter Park, FL is between $1,872 and $9,500.

How many luxury rentals are available in Winter Park, FL on RentCafe?

There are 25 luxury rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 21 May 2026.

What is the average size of a luxury apartment in Winter Park, FL?

The average Winter Park, FL luxury apartment size is 1,273 sq. ft.

What are the advantages of renting a luxury apartment in Winter Park, FL?

Renting a luxury apartment in Winter Park, FL comes with many amenities, more space and central locations.

What are the downsides of renting a luxury apartment in Winter Park, FL?

Luxury apartments tend to be more expensive and have higher utility bills.