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Houses for Rent in Winter Park, FL

25 Rentals Available
5-20-city
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Winter Park, FL rent trends

Rental prices in Winter Park, FL have increased by 0.98% over the past year. The average rent moved from $1,691 to $1,708.

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

Compared to the national average rent of $1,750, the average rent in Winter Park, FL is $1,708.

Average rent in Winter Park, FL

$1,708/mo Winter Park, FL average rental price, September 2025
Image Average Rent

The average monthly rent of apartments in Winter Park, FL is $1,708.

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

    About 62% of apartment rents in Winter Park, FL range between $1,501-$2,000. Meanwhile, apartments around $2,001-$2,500 represent 10% of apartments. Around 21% of Winter Park’s apartments are in the $1,001-$1,500 price range. 3% of apartments are priced ≤ $1000. A share of 1% of apartment rentals in Winter Park are in the $2,501-$3,000 range. There are 3% of apartment rentals in Winter Park in the > $3,000 range.

    The largest share of rentals in Winter Park, FL (62%) 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 $2,075 and $2,795.

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

    There are 3 house rentals available on RentCafe. Prices and availability in Winter Park, FL were last updated on 12 Nov 2025.

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

    The average Winter Park, FL rental house size is 1,158 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 6 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!