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Luxury Apartments for Rent in Winter Park, FL

Luxury Apartments for Rent in Winter Park, FL. 278 Rentals Available
278 Rentals Available
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  • Rent specials
    1 bd $1,832+
    2 bd $2,578+
    Base rent
    Verified Listing

    4.0 (6)
    940 W. Canton Avenue, 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
  • New units available 23 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
  • 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
  • 3 bd $10,500
    Base rent
    Verified Listing

    147 S Interlachen Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • 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

  • 18 units available
    1 bd $1,842+
    2 bd $2,175+
    Base rent
    Verified Listing

    4.5 (9)
    190 Independence Lane, Maitland, FL 32751
    Apply online • Pet friendly • Parking
  • New units available
    1 bd $1,751+
    2 bd $2,287+
    3 bd $2,947+
    Base rent
    Verified Listing

    4.5 (19)
    955 N Orlando Ave, Maitland, FL 32751
    Apply online • Pet friendly • Pool
  • New units available
    Studio $1,876+
    1 bd $2,366+
    2 bd $2,652+
    Base rent
    Verified Listing

    4.0 (2)
    1305 Morgan Stanley Ave, Winter Park, FL 32789
    Apply online • Pet friendly
  • Rent specials
    1 bd $1,896+
    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
  • 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 31 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
  • 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
  • 3 bd $5,500
    Base rent
    Verified Listing

    1213 Formosa Avenue, Winter Park, FL 32789
  • Rent specials New units available
    1 bd $1,840+
    2 bd $2,490+
    3 bd $3,470+
    Base rent
    Verified Listing

    4.0 (45)
    4688 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • Rent specials New units available
    Studio $1,679+
    1 bd $2,019+
    2 bd $2,487+
    Total monthly cost
    Verified Listing

    4.0 (2)
    2680 North Orange, Orlando, FL 32804
    Apply online • Pet friendly
  • 3 bd $2,350
    Base rent
    Verified Listing

    2568 Lotafun Avenue, Winter Park, FL 32789
    Pet friendly
  • New units available 24 units available
    Studio $1,642+
    1 bd $1,799+
    2 bd $2,376+
    Base rent
    Verified Listing

    3.5 (12)
    2650 Dade Avenue, Orlando, FL 32804
    Apply online • Pet friendly
  • Ask for pricing
    Verified Listing

    4.5 (7)
    4220 New Broad Street, Orlando, FL 32814
    Apply online • Pet friendly
  • 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
  • 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
  • Rent specials New units available
    1 bd $1,381+
    2 bd $1,693+
    Base rent
    Verified Listing

    4.5 (22)
    3935 Sutton Place Blvd, Winter Park, FL 32792
    Apply online • Pet friendly
  • 3 bd $2,450
    Base rent
    Verified Listing

    East Vanderbilt Street, Orlando, FL 32804
    Pet friendly
  • Only 1 unit left
    3 bd $3,550
    Base rent
    Verified Listing

    1704 North Shore Terrace, Orlando, FL 32804
    Apply online • Pet friendly
6-19-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 $10,500.

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

There are 26 luxury rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 14 May 2026.

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

The average Winter Park, FL luxury apartment size is 1,318 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.