Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL (78 Rentals)

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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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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
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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
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Barbour House
Studio Apartments

Barbour House

544 N Knowles AveWinter Park, FL 32789
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Village Park Senior
Studio Apartments

Village Park Senior

550 W Denning DrWinter Park, FL 32789
Senior Living
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The Oaks
1 to 2 Bedroom Apartments

The Oaks

700 N Denning DrWinter Park, FL 32789
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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
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151 N Orlando Ave
2 Bedroom Apartments

151 N Orlando Ave

151 N Orlando AveWinter Park, FL 32789
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Downtown Winter Park, Winter Park, FL Local Guide

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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 $1,694 to $3,836 with an average price of $2,361.

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 $1,508 to $4,510 with an average monthly rent of $2,340.

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 $1,600 to $4,843. Today's average rental price for Two Bedrooms here is $2,893.

How expensive are Downtown Winter Park Three Bedroom Apartments?

There are currently 13 Three Bedroom Apartments listings available in Downtown Winter Park on ApartmentHomeLiving.com. The pricing ranges from $2,448 to $7,373 - averaging $3,619 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 F

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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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.