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Houses for Rent in Winter Park, FL

25 Rentals Available
  • a living room with a couch and a chair
    1 day ago

    981 Aragon Ave., Winter Park, FL 32789
    2 BEDS $2,300
  • a pool and spa in a backyard with a wooden deck
    1 day ago

    951 Harmon Ave., Winter Park, FL 32789
    3 BEDS $2,795
  • A modern living room with a coffee table in the center.
    Today

    1860 Via Contessa, Winter Park, FL 32789
    8 BEDS $16,550
  • A living room with a fireplace and a television on the wall.
    Today

    216 Rippling Lane, Winter Park, FL 32789
    3 BEDS $3,300
  • A living room with a kitchen in the background.
    Today

    1817 Loch Berry Rd, Winter Park, FL 32789
    3 BEDS $3,600
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  • More Rentals Near Winter Park, FL

  • A wooden staircase with a metal railing leads to a living room with a couch and a potted plant.
    Today

    281 Shell Point E, Maitland, FL 32751
    4 BEDS $25,000
  • A living room with a grey couch and a ceiling fan.
    Today

    981 Hamlet Ct, Maitland, FL 32751
    1 BED $1,200
  • A kitchen with a black refrigerator and white cabinets.
    Today

    530 Ventris Ct, Maitland, FL 32751
    4 BEDS $2,695
  • A living room with a grey couch and a television on the wall.
    1 day ago

    1704 North Shore Terrace, Orlando, FL 32804
    3 BEDS $3,550
  • the living room of a home with a desk and a tv
    Today

    2606 Elizabeth Avenue, Orlando, FL 32804
    4 BEDS $3,200
  • A kitchen with white cabinets and a brown countertop.
    Today

    612 Stetson Street, Orlando, FL 32804
    3 BEDS $2,595
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  • A kitchen with white appliances and cabinets is available for rent.
    Today

    5309 Andrus Ave, Orlando, FL 32810
    2 BEDS $1,490
  • the living room and dining room of an apartment with wood flooring and white walls
    Today

    510 Iris Rd, Casselberry, FL 32707
    4 BEDS $2,080
  • A kitchen with white cabinets and black countertops.
    Today

    5632 Pinerock Road, Orlando, FL 32810
    1 BED $1,450
  • A dining room with a table set for a meal.
    Today

    2964 Lake Jean Dr, Orlando, FL 32817
    4 BEDS $3,650
  • a living room with a couch and a table
    1 day ago

    446 Ruth Lane, Orlando, FL 32801
    4 BEDS $4,995
  • a symbol of a cross in the middle of a circle
    7
    1 day ago

    Unit A, Altamonte Springs, FL 32714
    1 BED $1,100
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  • A kitchen with wooden cabinets and a white fridge.
    Today

    215 Adelaide Boulevard, Altamonte Springs, FL 32701
    2 BEDS $1,600
  • A kitchen with a white sink and white appliances.
    Today

    Unit 1914, Orlando, FL 32822
    1 BED $1,075
  • The image is a logo for Multai International Realty, LLC.
    1 day ago

    1618 Bobolink Lane, Casselberry, FL 32707
    3 BEDS $2,800
  • 1175 ADAMS STREET 3 Beds Apartment for Rent
    Today

    1175 ADAMS STREET, LONGWOOD, FL 32750
    3 BEDS $2,455
  • A kitchen with wooden cabinets and a stove top oven.
    Today

    10602 Whitestone Court, Orlando, FL 32817
    3 BEDS $2,200
  • the wordscanningsoon on a black and white background
    Today

    10524 CHERRY OAK CIRCLE, ORLANDO, FL 32817
    3 BEDS $2,685
  • A kitchen with wooden cabinets and a granite countertop.
    Today

    606 Lakespur Lane, Altamonte Springs, FL 32714
    4 BEDS $2,800
  • a kitchen with wooden cabinets and white counter tops
    Today

    10272 Willowemac Court, Orlando, FL 32817
    4 BEDS $2,600
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Winter Park, FL rent trends

Rental prices in Winter Park, FL have decreased by 0.65% over the past year. The average rent moved from $1,685 to $1,674.

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

Compared to the national average rent of $1,743, the average rent in Winter Park, FL is $1,674.

Average rent in Winter Park, FL

$1,674/mo Winter Park, FL average rental price, October 2025
Image Average Rent

The average monthly rent of apartments in Winter Park, FL is $1,674.

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

    About 56% of apartment rents in Winter Park, FL range between $1,501-$2,000. Meanwhile, apartments around $2,001-$2,500 represent 11% of apartments. Around 26% of Winter Park’s apartments are in the $1,001-$1,500 price range. 3% of apartments are priced ≤ $1000. A share of 3% of apartment rentals in Winter Park are in the $2,501-$3,000 range. There are 1% of apartment rentals in Winter Park in the > $3,000 range.

    The largest share of rentals in Winter Park, FL (56%) 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

    How much is the rent for a house in Winter Park, FL?

    The price range of a house for rent is between $2,300 and $2,795.

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

    There are 2 house rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 23 Nov 2025.

    What is the average size of a rental house in Winter Park, FL?

    The average Winter Park, FL rental house size is 961 sq. ft.

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

    Renting a house in Winter Park, FL comes with more space, both indoor and outdoor.

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

    Houses for rent in Winter Park, FL are usually located in non-central areas.

    Look for houses for rent near me

    Do you want a house with a backyard, a grill area, that offers you privacy and enough space for your family? RentCafe offers you the possibility to look for a house for rent near you, to find the one that best suits your family. Browsing through our listings, you can filter by size, price, pet policy, check out the location, to find the best house in your area. Whether you are looking to move to a particular neighborhood, or a specific ZIP code, may it be for its safety, beautiful buildings, or quiet atmosphere, you can find the rental house that your whole family will enjoy.

    Your next home is out there, whether you are looking for a house for rent near you or anywhere in the U.S. Easily browse houses for rent with availability updated daily, and let's find the one that is perfect for you!

    Renting a house in Winter Park, FL

    Do you wish you could live the American Dream minus the roof repairs, fence painting and boiler repairs? You sure can. It’s called rental homes. You are working a steady 9-5, which is sometimes 9-7, so when you finally get home you don’t want to put in a couple of extra hours as an unpaid handyman. The American Dream is about the impeccable backyard lawn where the family dog runs around. It’s about 4th of July barbeques and summer nights spent on your back porch. Of course, the dream is different for everyone, so it all depends on you. And your budget. Regardless of your budget you will manage to find some interesting homes for rent that fit your style. If you are moving from an apartment and are on a tight budget, please keep on reading. The American Dream is not only for the rich and beautiful who can rent a 4 bedroom without blinking.

    The road from apartment to house is paved with…

    … extra expenses. At least everyone says so. If we compare the price of 3 bedroom apartments to single family homes for rent with the same bedroom count, the house will be more expensive. You are paying more to get a yard, more square footage, storage space and privacy. But if you are looking for cheap houses for rent, you should definitely consider duplexes too. They are slightly more affordable and they come in many forms and bedroom counts. You could rent a 1 bedroom duplex, albeit they are somewhat rarer than their 2 bedroom brothers, and it goes without say that the rent will be much lower than renting a single-family house. If you are taking the smart approach, moving to a house will not cost an arm and a leg. Of the 15 listings in Winter Park, FL there are plenty of houses you can rent without breaking the bank. And besides, why would you pay extra to stay in a pricey neighborhood, when all you want at the end of a long day is to enjoy the tranquility of your backyard?

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