Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL (74 Rentals)

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Juno Winter Park
$1,716 - $4,675
Total Monthly Price

Total Monthly Price

Base Rent
$1,599 - $4,558
Required Monthly Fees
$117
Total Monthly Price
$1,716 - $4,675
Studio to 3 Bedroom Apartments Available Now

Juno Winter Park

1305 Morgan Stanley AveWinter Park, FL 32789
Corporate Housing
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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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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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property at 1500 Gay Rd

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750
Total Monthly Price
$1,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

1500 Gay Rd

Winter ParkFL32789
property at 151 N Orlando Ave

$1,799

Total Monthly Price

Total Monthly Price

Base Rent
$1,799
Total Monthly Price
$1,799

2 Bedroom, 1 Bath Condo for Rent

Available Now

151 N Orlando Ave, Unit 101

151 N Orlando 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

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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600 N Park Ave
1 Bedroom Apartments

600 N Park Ave

600 N Park AveWinter Park, FL 32789
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The Landmark
Studio Apartments

The Landmark

140 E Morse BlvdWinter Park, FL 32789
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141 E Swoope Ave
Studio Apartments

141 E Swoope Ave

141 E Swoope AveWinter Park, FL 32789

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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THE CLOISTERS
Studio Apartments

THE CLOISTERS

200 S Interlachen AveWinter Park, FL 32789
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THE CLOISTERS
Studio Apartments

THE CLOISTERS

100 S Interlachen AveWinter Park, FL 32789
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Villa Siena
Studio Apartments

Villa Siena

315 E New England AveWinter Park, FL 32789
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THE CLOISTERS
Studio Apartments

THE CLOISTERS

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

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 $2,274 with an average monthly rent of $1,844.

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 $3,260. Today's average rental price for Two Bedrooms here is $2,525.

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

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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

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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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Articles, How-To's, and Tips

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Maximizing Your Refund: Essential Tax Tips for Renters

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Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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Renting your next home can feel thrilling and overwhelming at the same time.

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

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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

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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.