Luxury Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL (16 Rentals)

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The most luxurious Apartments in the Downtown Winter Park area of Winter Park with high-end amenities, features, and finishes.

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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property at 690 Osceola Ave

690 Osceola Ave

Winter ParkFL32789

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 1913 N Park Ave

1913 N Park Ave

Winter ParkFL32789

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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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 F

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Downtown Winter Park, Winter Park, FL Local Guide

Quick 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.

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Pet Friendly Lifestyle
Downtown Winter Park, Winter Park, FL

Ranked #7

Among neighborhoods in Winter Park, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Downtown Winter Park

How much are Studio apartments in Downtown Winter Park?

There are currently 6 Studio Apartments in Downtown Winter Park with rent ranges from $1,649 to $4,726 with an average price of $2,541.

What is the current price range for One Bedroom Downtown Winter Park Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Downtown Winter Park ranges from $1,404 to $3,886 with an average monthly rent of $2,248.

What does renting a Two Bedroom Apartment in Downtown Winter Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Downtown Winter Park range from $1,500 to $4,793. Today's average rental price for Two Bedrooms here is $3,015.

How expensive are Downtown Winter Park Three Bedroom Apartments?

There are currently 14 Three Bedroom Apartments listings available in Downtown Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,995 to $7,163 - averaging $3,630 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.