
Apartments for Rent in Winter Park, FL (591 Rentals)


Oak Reserve at Winter Park

Elon Winter Park

Bainbridge Winter Park

Seabrook

Cranes Landing

Seven41 Winter Park

Berkshire Winter Park

Juno Winter Park

Paseo at Winter Park Village
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

Central Place At Winter Park

Calibre Bend Apartments

Liv at Winter Park Apartment Homes

Summerlin at Winter Park Apartments

Winter Park Woods Apartments

San Jose Apartments

Eastbrook Apartments

Park East - Park Knowles Apartments

The Taylor at Winter Park

Total Monthly Price
Rosalia Winter Park 55+ Active Adult Community
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Carlton Arms of Winter Park

POSTE Winter Park

Total Monthly Price
Atlas at Winter Park

Signal Pointe

Total Monthly Price
Solis at Winter Park

The Vista at Winter Park

Total Monthly Price
Stonecastle Apartment Homes

The Lofts of Winter Park Village

Alvista Winter Park

Total Monthly Price
Westmount at Winter Park
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

Hannibal Square

Golden Oaks

Waterbridge Subdivision

ARIUM Winter Park

Total Monthly Price
1360 Formosa Ave, Unit 1360 Formosa

5058 Seminole Ave, Unit Seminole 1

200 Saint Andrews Blvd, Unit 2402

3004 George Mason Ave, Unit George Mason Avenue

700 Melrose Ave

2924 Antique Oaks Cir, Unit 48
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

7 Carver Ct

2019 Soaring Oak Way

520 Holt Ave

7500 Waunatta Ct

5212 N Indiana Ave

2313 Dunbury Ct

853 W Lyman Ave

3439 Allston Ln

200 St Andrews Blvd, Unit 1607

200 St Andrews Blvd, Unit 1607
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.
Winter Park, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,609 | $900 | $3,137 |
| Winter Park 1 Bedroom Apartments | $1,840 | $250 | $3,850 |
| Winter Park 2 Bedroom Apartments | $2,209 | $956 | $5,158 |
| Winter Park 3 Bedroom Apartments | $2,801 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,206 | $1,844 | $3,938 |
Browse Top Apartments in Winter Park
Explore Winter Park
Winter Park, FL Local Guide

- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Winter Park Overview
Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.
What is the history of Winter Park?
Originally inhabited by Native Americans, the area began attracting European settlers in the mid-19th century. In 1880, railroad expansion led developers to plan the town of Winter Park, which soon became a popular winter resort. The city has been visited by several US Presidents, including Franklin D. Roosevelt and Barack Obama.
How is the weather in Winter Park?
The city's climate is tropical. Average wintertime temperatures range from the low- to mid-70s. Summertime temperatures in the low 90s are typical. This is also the rainiest season, with the rest of the year seeing moderate amounts of precipitation.
How do I get around town?
You'll need a car to navigate the busy highways surrounding this small city. With walking and cycling paths throughout town, Winter Park is also pedestrian-friendly. You can access Amtrak or the regional SunRail service via the downtown station. Here you can also connect to various Orange County bus routes. Winter Park is located approximately 11.5 miles from the Orlando International Airport and less than 15 miles from the Orlando-Sanford International Airport.
What is the Winter Park commute like?
Winter Park's municipal government enacted measures to curb speeding in downtown, which led to increased traffic congestion but enhanced safety for residents. Commuters traveling between Orlando and surrounding suburbs are encouraged to use alternative routes, such as SR436/Semoran Blvd, Interstate 4, US 17-92/Orlando Avenue, Lake Howell Road, the 408/East West Expressway and 417 Greenway toll roads.
What are the local media outlets?
Local event information is featured in the Winter Park Magazine and the Winter Park Update, a quarterly newsletter. Radio station WRXW-LP 92.7 Smooth FM offers relaxing music. Rollins College also operates its own radio station, WPRK 91.5 FM. The Observer covers weekly news in Winter Park and neighboring Maitland.
Why live in Winter Park, FL?
If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.
What Winter Park landmarks should I see?
The Kraft Azalea Garden is a great place to relax and enjoy natural scenery. The Casa Feliz Historic Home Museum offers a glimpse into the town's history and culture. Hannibal Square hosts a monthly craft fair. The downtown historic district is another popular attraction.
What is there to do around Winter Park?
Whether you prefer fine dining, shopping, arts and culture, or outdoor fun, you can enjoy it all in Winter Park. The town boasts several museums, including the Charles Hosmer Morse Museum of American Art, home to the nation's largest collection of Tiffany glass. Take in the elegant surroundings of Park Avenue as you browse through local antique shops or relax at a sidewalk cafe. The Winter Park Golf Course is a popular spot for enthusiasts of all experience levels. At the recently-expanded community center, you'll find fitness facilities, a computing center, banquet area, and more.
Any annual festivals or Winter Park events to know?
The Winter Park Sidewalk Art Festival, ranked among the top art exhibitions by American Style Magazine, is one of the country's largest and oldest art festivals. The Bach Festival brings premier musical talent to Central Florida, while the Concours d'Elegance showcases classic and exotic cars.
Where are the nearby vacation spots?
Winter Park residents don't have to look far when planning a vacation. They're just minutes from Orlando's well-known theme parks, namely Disney and Universal Orlando. Those with a more adventurous side can swim with manatees in the Crystal River or take a tour of the Everglades.
Where is the best place to move in Winter Park?
Stores, restaurants, and the train station are all within walking distance of downtown Winter Park apartments. The Temple Drive/Palmer Avenue and Park Avenue/Palmer Avenue neighborhoods are popular. High-quality housing is also available outside the city's core. Winter Park apartments in the Howell Beach and Goldenrod Drive neighborhoods range from studios to townhomes. The Glyn Street/Puritan Road area has an especially high concentration of college students.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Park, FL Rentals by Map
See the most popular apartments and homes in Winter Park, FL
Frequently Asked Questions about Winter Park
How much are Studio apartments in Winter Park?
There are currently 88 Studio Apartments in Winter Park with rent ranges from $900 to $3,137 with an average price of $1,609.
What is the current price range for One Bedroom Winter Park Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $250 to $3,850 with an average monthly rent of $1,840.
What does renting a Two Bedroom Apartment in Winter Park cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $956 to $5,158. Today's average rental price for Two Bedrooms here is $2,209.
How expensive are Winter Park Three Bedroom Apartments?
There are currently 105 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,082 to $6,500 - averaging $2,801 for the location.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.
Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.