Apartments for Rent in Winter Park, FL (312 Rentals)

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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.

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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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

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Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Winter Park, FL Local Guide

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Your 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

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How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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Quick Rent Budget Calculator

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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.

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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!

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Frequently Asked Questions about Winter Park

How much are Studio apartments in Winter Park?

There are currently 87 Studio Apartments in Winter Park with rent ranges from $900 to $2,760 with an average price of $1,610.

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 $650 to $3,409 with an average monthly rent of $1,807.

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 $976 to $5,826. Today's average rental price for Two Bedrooms here is $2,088.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 99 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,099 to $6,050 - averaging $2,579 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

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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.

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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.

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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.

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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

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!