2 Bedroom Apartments for Rent in the Downtown Winter Park Neighborhood of Winter Park, FL (31 Rentals)

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151 N Orlando Ave
$3,0002 Bedroom, 1 Bath RentalsAvailable Now

151 N Orlando Ave

Winter Park, FL 32789
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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 East Knowles
2 Bedroom Apartments

Park East Knowles

311 N Knowles AveWinter Park, FL 32789
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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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1500 Gay Rd
2 Bedroom Apartments

1500 Gay Rd

1500 Gay RdWinter Park, FL 32789
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The Oaks
2 Bedroom Apartments

The Oaks

700 N Denning DrWinter Park, FL 32789
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542 Shoreview Ave
2 Bedroom Apartments

542 Shoreview Ave

542 Shoreview 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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1250 S Denning Dr
2 Bedroom Apartments

1250 S Denning Dr

1250 S Denning DrWinter Park, FL 32789

Downtown Winter Park, Winter Park, FL Local Guide

Largest Available Downtown Winter Park 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Downtown Winter Park area of Orlando, FL is found at The Village at Lake Lily and is listed at 1,500 square feet priced from $2,653. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
The Village at Lake LilyB1.21,500 Sq Ft$2,653
The AdelineB3A1,263 Sq Ft$2,173
Maitland City CentreB51,261 Sq Ft$2,359
Perla Gem LakeB31,245 Sq Ft$2,864
Bainbridge Winter ParkB31,163 Sq Ft$2,121
Vida at Health VillageB71,135 Sq Ft$2,541
The Ivy Residences at Health Village Apartment HomesConcord1,133 Sq Ft$2,084
Juno Winter ParkAurora1,130 Sq Ft$2,683
Hannibal Square433 2x1741 Sq Ft$1,995

Cheapest Available Downtown Winter Park 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Downtown Winter Park of Orlando, FL is the 400 2x1 Model starting from $1,600 at Hannibal Square. The average price for all 2 Bedroom apartments in Downtown Winter Park is currently $2,816. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Hannibal Square400 2x1$1,600
The Village at Lake LilyB1$1,928
The AdelineB1$2,018
The Ivy Residences at Health Village Apartment HomesConcord$2,072
Bainbridge Winter ParkB3$2,127
Maitland City CentreB1$2,284
Vida at Health VillageB1$2,416
Juno Winter ParkAurora$2,683
Perla Gem LakeB2$2,703

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Pet Friendly Lifestyle
Downtown Winter Park, Winter Park, FL

Ranked #5

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 2 Bedroom Downtown Winter Park Apartments

What is the Cheapest apartment in Downtown Winter Park with 2 Bedroom?

Currently the most affordable 2 Bedroom in Downtown Winter Park is at Hannibal Square listed at $1,600.

How much is the average rent for a 2 Bedroom Downtown Winter Park Apartment?

The average rent for a 2 Bedroom Apartment in Downtown Winter Park is $2,816.

What is the largest available 2 Bedroom Downtown Winter Park Apartment for rent?

Today's apartment with the most square footage in Downtown Winter Park is a 1,500 square feet unit starting from $2,653 at The Village at Lake Lily.

What is the average size for Downtown Winter Park 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Downtown Winter Park is currently 745 sq ft.

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

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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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Real Estate Term Glossary: Your Guide to The A to Zs of Renting

Written by: Kevin Ready

Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.