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60 Apartments for rent in Winter Park, FL

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Last updated August 18 at 6:37AM
Cranes Landing
3440 N Goldenrod Rd
Winter Park, FL
Updated August 18 at 6:36AM
1 Bedroom
2 Bedrooms
3 Bedrooms
2821 Chantilly Avenue
Winter Park
Winter Park, FL
Updated August 10 at 10:41AM
3 Bedrooms
1020 Minnesota Ave. #2
Winter Park
Winter Park, FL
Updated August 13 at 9:45AM
3 Bedrooms
Winter Park
Winter Park, FL
Updated August 17 at 1:39AM
4 Bedrooms
Winter Park
Winter Park, FL
Updated August 15 at 6:29AM
3 Bedrooms
Winter Park
Winter Park, FL
Updated August 15 at 6:29AM
2 Bedrooms
7596 Cranes Creek Court
Winter Park
Winter Park, FL
Updated August 17 at 1:37AM
3 Bedrooms
280 Scottsdale Sq #280
Winter Park
Winter Park, FL
Updated August 17 at 1:44AM
2 Bedrooms
Winter Park
Winter Park, FL
Updated August 17 at 12:23PM
4 Bedrooms
Winter Park
Winter Park, FL
Updated August 15 at 6:02AM
4 Bedrooms
7728 Country Place
Winter Park
Winter Park, FL
Updated August 9 at 10:03AM
2 Bedrooms
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City Guide
Winter Park

Having trouble with Craigslist Winter Park? Can't find that special apartment for rent on Apartment Finder or Zillow? Apartment List is here to help!

Winter Park is located about seven miles north of Orlando, and can, at times, feel a bit like a suburb of the larger city. Though many Winter Park residents commute to Orlando for work, shopping and play, you’ll find plenty to do within city limits. For instance, there is a great shopping district in the Park Avenue area of town that attracts residents and visitors alike.

Originally established as a resort town, Winter Park now has many year-round residents and city attractions. Though Winter Park is landlocked, you’re a short 40-mile drive from the beach and the Kennedy Space Center. A number of lakes surround the city, making for great fishing and boating during the mild spring or hot summer seasons.

Overall, Winter Park is a pleasant city to live in.You’ll be able to find a variety of options that suit your every need. For instance, great furnished apartments and studio apartments are available in many larger complexes, and short term leases aren’t too hard to come by.

East of downtown you’ll find a lot of new development in condominiums and townhomes with tons of amenities, including gyms, pools and clubhouses. These luxury rentals can carry a price tag of $900 to $1100. However, the eastern portion of town near the hospital and Ward Park has some more affordable options. You can occasionally find apartments in smaller complexes with fewer amenities, generally ranging from $800 to $1000 for a two bedroom.

You can find rental homes throughout most suburban neighborhoods of Winter Park, however, the southeastern portion of town has developments with rental home specials. Two bedroom rental homes generally range from $900 to $1100.

If you’re relocating to Winter Park with a furry friend, you shouldn’t have too much trouble securing a pet-friendly apartment. Some landlords may limit the size or number of your pets, but overall you’ll be able to find a home for Fido or Fluffy without too much hassle.

So welcome to Winter Park! Enjoy all the amenities of this former resort city!

Rent Report
Winter Park

August 2017 Winter Park Rent Report

Welcome to the August 2017 Winter Park Rent Report. In this report, we'll evaluate trends in the Winter Park rental market, including comparisons to cities throughout the state and nation.

Winter Park rents increase sharply over the past month

Winter Park rents have increased 0.9% over the past month, and are up significantly by 5.4% in comparison to the same time last year. Currently, median rents in Winter Park stand at $970 for a one-bedroom apartment and $1,160 for a two-bedroom. Winter Park's year-over-year rent growth leads the state average of 3.3%, as well as the national average of 2.9%.

Rents rising across cities in Florida

Throughout the past year, rent increases have been occurring not just in the city of Winter Park, but across the entire state. Of the largest 10 cities that we have data for in Florida, 9 of them have seen prices rise. Florida as a whole has logged a 3.3% year-over-year growth. Here's a look at how rents compare across some of the largest cities in the state.

  • Looking throughout the rest of the state, Pembroke Pines is the most expensive of all Florida's major cities outside the Orlando metro, with a median two-bedroom rent of $2,390; of the 10 largest cities in the state that we have data for, Miami, where a two-bedroom goes for $1,350, is the only major city to see rents fall year-over-year (-0.8%).
  • Gainesville, Tampa, and Jacksonville have all experienced year-over-year growth above the state average (5.4%, 4.5%, and 4.3%, respectively).

Winter Park rents more affordable than many large cities nationwide

As rents have increased in Winter Park, a few large cities nationwide have seen rents grow more modestly, or in some cases, even decline. Winter Park is still more affordable than most large cities across the country.

  • Winter Park's median two-bedroom rent of $1,160 is equal to the national average of $1,160. Nationwide, rents have grown by 2.9% over the past year.
  • While Winter Park's rents rose over the past year, some cities nationwide saw decreases, including Houston (-2.6%) and DC (-0.4%).
  • Renters will find more reasonable prices in Winter Park than most large cities. Comparably, San Francisco has a median 2BR rent of $3,060, which is more than two-and-a-half times the price in Winter Park.

For more information check out our national report. You can also access our full data for cities and counties across the U.S. at this link.
City Median 1BR price Median 2BR price M/M price change Y/Y price change
Orlando $1,010 $1,210 0.7% 5.6%
Kissimmee $980 $1,180 0.8% 5.1%
Sanford $940 $1,120 0.6% 9.1%
Altamonte Springs $1,000 $1,200 0.7% 4.3%
Oviedo $1,260 $1,510 1.4% 3.1%
Winter Springs $1,060 $1,270 0.1% 5.5%
Winter Park $970 $1,160 0.9% 5.4%
Maitland $1,040 $1,250 -0.1% 2.6%
Lake Mary $1,330 $1,590 0.9% 12.9%

Methodology - Recent Updates:

Data from private listing sites, including our own, tends to skew toward luxury apartments, which introduces sample bias when estimates are calculated directly from these listings. To address these limitations, we’ve recently made major updates to our methodology, which we believe have greatly improved the accuracy and reliability of our estimates.

Read more about our new methodology below, or see a more detailed post here.


Apartment List is committed to making our rent estimates the best and most accurate available. To do this, we start with reliable median rent statistics from the Census Bureau, then extrapolate them forward to the current month using a growth rate calculated from our listing data. In doing so, we use a same-unit analysis similar to Case-Shiller’s approach, comparing only units that are available across both time periods to provide an accurate picture of rent growth in cities across the country.

Our approach corrects for the sample bias inherent in other private sources, producing results that are much closer to statistics published by the Census Bureau and HUD. Our methodology also allows us to construct a picture of rent growth over an extended period of time, with estimates that are updated each month.

Read more about our methodology here.

About Rent Reports:

Apartment List publishes monthly reports on rental trends for hundreds of cities across the U.S. We intend these reports to be a source of reliable information that help renters and policymakers make sound decisions, and we invest significant time and effort in gathering and analyzing rent data. Our work is covered regularly by journalists across the country.

We are continuously working to improve our methodology and data, with the goal of providing renters with the information that they need to make the best decisions.