Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL (76 Rentals)

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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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property at 690 Osceola Ave

690 Osceola Ave

Winter ParkFL32789

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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property at 851 Miles Ave

851 Miles Ave

Winter ParkFL32789

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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property at 1127 Minnesota Ave

1127 Minnesota Ave

Winter ParkFL32789
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Park West Condominiums
Studio Apartments

Park West Condominiums

200-300 Carolina AveWinter Park, FL 32789
  • Utilities Included
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400 W Swoope Ave
2 Bedroom Apartments

400 W Swoope Ave

400 W Swoope AveWinter Park, FL 32789
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Park East Knowles
Studio to 2 Bedroom Apartments

Park East Knowles

311 N Knowles AveWinter Park, FL 32789
  • Utilities Included

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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The Landmark
Studio Apartments

The Landmark

140 E Morse BlvdWinter Park, FL 32789
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600 N Park Ave
1 Bedroom Apartments

600 N Park Ave

600 N Park AveWinter Park, FL 32789
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141 E Swoope Ave
Studio Apartments

141 E Swoope Ave

141 E Swoope AveWinter Park, FL 32789
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El Cortez Apartments
1 to 2 Bedroom Apartments

El Cortez Apartments

210 E Morse BlvdWinter Park, FL 32789
  • Utilities Included
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Barbour House
Studio Apartments

Barbour House

544 N Knowles AveWinter Park, FL 32789
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The Oaks
1 to 2 Bedroom Apartments

The Oaks

700 N Denning DrWinter Park, FL 32789

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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THE CLOISTERS
Studio Apartments

THE CLOISTERS

200 S Interlachen AveWinter Park, FL 32789
Showing Results 1-50, Page 1 of 2

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 cities in Florida 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

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 $1,236 to $2,476 with an average monthly rent of $1,893.

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 $1,457 to $3,189. Today's average rental price for Two Bedrooms here is $2,194.

How expensive are Downtown Winter Park Three Bedroom Apartments?

There are currently 10 Three Bedroom Apartments listings available in Downtown Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,900 to $3,588 - averaging $2,966 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.

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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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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.