Save This Search

Luxury Apartments for Rent in Winter Park, FL

315 Rentals Available
Luxury Apartments for Rent in Winter Park, FL. 315 Rentals Available
  • a living room with a couch and a table
    Today

    940 W. Canton Avenue, Winter Park, FL 32789
    1 BED $2,385+
    2 BEDS $2,821+
    3 BEDS Ask for Pricing
  • an open living room and dining room with a table and chairs
    Today

    Units 1,2,3,4, Winter Park, FL 32792
    2 BEDS $3,300

  • More Rentals Near Winter Park, FL

  • a living room with a couch and a table
    Today

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    STUDIO $1,860+
    1 BED $1,818+
    2 BEDS $2,455+
  • a living room with furniture and a ceiling fan
    Today

    3045 Aloma Avenue, Winter Park, FL 32792
    1 BED $1,745+
    2 BEDS $2,363+
  • a living room with a gray couch and a blue chair
    Today

    4460 Lower Park Road, Orlando, FL 32814
    1 BED $1,942+
    2 BEDS $2,509+
    3 BEDS $3,240+
  • Renting has its Rewards
    Start earning points to redeem on travel, experiences, gift cards, live events, and more!
    Earn points for:
    Internet and Entertainment
    Utilities
    Insurance
    Learn more
  • a living room with couches and chairs and a tv
    Today

    741 Clay Street, Winter Park, FL 32789
    STUDIO $1,685+
    1 BED $1,760+
    2 BEDS $2,235+
  • a living room and kitchen with white furniture and blue pillows
    Today

    430 East Packwood Ave, Maitland, FL 32751
    1 BED $2,008+
    2 BEDS Ask for Pricing
    3 BEDS $2,363+
  • a living room with a couch and a table
    Today

    3250 Bishop Park Dr, Winter Park, FL 32792
    1 BED $1,320+
    2 BEDS $1,480+
  • an open kitchen and living room with a table and chairs
    Today

    1874 Harmon Avenue, Winter Park, FL 32789
    STUDIO $1,608+
    1 BED $1,788+
    2 BEDS $2,372+
  • an open kitchen and living room with a table and chairs
    Today

    190 Independence Lane, Maitland, FL 32751
    1 BED $1,788+
    2 BEDS $2,020+
  • a living room with couches and chairs and a television
    Today

    4688 New Broad Street, Orlando, FL 32814
    1 BED $1,840+
    2 BEDS $2,135+
    3 BEDS $3,375+
  • Interactive banner rent
    What is your max rent budget?
  • an aerial view of a courtyard in a building with trees and plants
    Today

    2680 North Orange, Orlando, FL 32804
    STUDIO $1,667+
    1 BED $1,906+
    2 BEDS $2,670+
  • a white and brick house with a driveway and grass
    Today

    1407 Chilean Lane, Winter Park, FL 32792
    3 BEDS $2,150
  • a kitchen with white cabinets and a sink and a window
    Today

    1381 Viburnum Ln, Winter Park, FL 32792
    3 BEDS $2,050
  • a living room with a couch and a table
    Today

    2650 Dade Ave, Orlando, FL 32804
    STUDIO $1,773
    1 BED $1,717
    2 BEDS $2,261+
  • a living room and kitchen with a couch and a table
    Today

    955 N Orlando Ave, Maitland, FL 32751
    1 BED $1,664+
    2 BEDS $2,124+
    3 BEDS Ask for Pricing
  • a living room with a couch and a ceiling fan
    Today

    4220 New Broad Street, Orlando, FL 32814
    1 BED $1,649+
    2 BEDS $1,786+
    3 BEDS $3,137+
  • Interactive banner bedroom
    How many bedrooms are you
    looking for?
  • a kitchen with white appliances and a sink and stove
    Today

    5800 Auvers Blvd, Orlando, FL 32807
    1 BED $1,420+
    2 BEDS $1,629+
    3 BEDS $1,987+
  • a living room with a couch and a coffee table and a tv
    Today

    4000 Maguire Blvd, Orlando, FL 32803
    1 BED $1,750+
    2 BEDS $1,995+
    3 BEDS Ask for Pricing
  • a kitchen with white cabinets and a stove and a refrigerator
    Today

    7039 Pecan Ct, Winter Park, FL 32792
    4 BEDS $2,930
  • a kitchen and living room with a large island and a table with chairs
    Today

    9264 Moss Preserve Pkwy., Orlando, FL 32832
    STUDIO $1,695+
    1 BED $1,830+
    2 BEDS $2,110+
  • a kitchen with a sink and a refrigerator
    Today

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    1 BED $1,300+
    2 BEDS $1,605+
    3 BEDS $2,025
  • a living room with a couch and a ceiling fan
    Today

    3935 Sutton Place Blvd, Winter Park, FL 32792
    1 BED $1,440+
    2 BEDS $1,721+
  • a living room with couches and tables and large windows
    Today

    7490 Dwell Well Way, Winter Park, FL 32792
    1 BED $1,655+
    2 BEDS $2,107+
    3 BEDS $2,426+
  • a large living room with couches and a tv
    Today

    601 Trelago Way, Maitland, FL 32751
    STUDIO $1,690+
    1 BED $1,823+
    2 BEDS $2,052+
2-23-city
Nice work, you've checked out every rental here! Expand your search to find your happy place.

Save Search

Winter Park, FL rent trends

Rental prices in Winter Park, FL have decreased by 0.27% over the past year. The average rent moved from $1,657 to $1,653.

Check out the average rent prices in Winter Park by neighborhood.

The average rent in the U.S. is $1,741 per month. The average rent in Winter Park, FL is $1,653 per month.

Average rent in Winter Park, FL

$1,653/mo Winter Park, FL average rental price, January 2026
Image Average Rent

Apartment rentals in Winter Park, FL have an average monthly rent of $1,653.

    What's the typical rent budget in Winter Park, FL?

    50% of apartments in Winter Park, FL cost between $1,501-$2,000. Rentals priced between $2,001-$2,500 represent 9% of apartments. Approximately 36% of Winter Park’s apartments are in the $1,001-$1,500 price range. 2% of rental apartments are priced in the ≤ $1000 range. A share of 3% of apartment rentals in Winter Park are in the $2,501-$3,000 range. Meanwhile, 1% of apartment rentals in Winter Park are in the > $3,000 range.

    The largest share of rentals in Winter Park, FL (50%) fall between $1,501-$2,000 per month. This suggests that most people succesfully find suitable apartments within this price.

    Getting around in Winter Park, FL

    25 /100
    Car-Dependent
    32 /100
    Some Transit
    31 /100
    Somewhat Bikeable
    Walk Score®: 25, Transit Score®: 32, Bike Score®: 31

    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 $2,195 and $4,621.

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

    There are 3 luxury rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 25 Feb 2026.

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

    The average Winter Park, FL luxury apartment size is 1,179 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.

    Look for luxury apartments near me

    Looking for a top of the line, luxury apartment near you to move in to? Are you interested in having all new appliances, on site amenities, a gym, a pool, and private parking? Take a look at our high-end listings and search for the apartment that provides all that you need to feel at home using filters for top community and apartment amenities. On RentCafe you can find the luxury apartment you are looking for whether it's near you, in a specific neighborhood or ZIP code, or in the best area in town.

    RentCafe can help you find the best luxury apartment for you by allowing you to compare location, size and price. May it be near where you live now or anywhere in the U.S. that you want to move to, let's help you choose the perfect apartment.

    Renting a luxury apartment in Winter Park, FL

    You too can live in the lap of luxury! If you’re looking for the best apartments in Winter Park, FL, RentCafe offers you 315 high rise apartments to choose from in 25 modern buildings. The average size for a luxury apartment is about 1,143 Sqft, but it doesn’t really matter what you’re looking for: luxury studio apartments, large apartments and even luxury townhomes - you name it! You’re sure to find the home of your dreams in the best locations in town, listed for up to $13,027. The average rent for a luxury apartment is about $2,972, but if you are looking for more affordable housing, you can also find cheap luxury apartments that offer the same elegance and comfort that high-end units do, with monthly rents starting at $1,300.

    High rise apartments in Winter Park, FL – luxury, convenience and security

    You can’t go wrong with a luxury apartment. They are some of the best apartments to live in and they offer many more advantages than meets the eye. These properties bring convenience to the table. Fitness centers, resort style pools and even business centers are now a common sight in most apartment complexes. Many of the units are already exquisitely furnished, so you don’t have to waste any time decorating. Sure, these apartments come with top-of- the-line amenities and great interiors, but most importantly, you get a sense of community. They are an oasis of comfort and tranquility that you and your family can enjoy. So, whether you want to socialize with your welcoming neighbors, or enjoy some peace and quiet in your own home, a luxury complex gives you the choice to do whatever you want. It’s also good to know that luxury communities usually have security gates which keep potential intruders away. In addition, many Winter Park, FL apartment complexes offer security systems in each unit, so your family and your home will always be safe.

    Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!