2 Bedroom Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (106 Rentals)

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Gables Baldwin Park
Rent Specials
$3,155 - $4,125
Total Monthly Price

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Base Rent
$2,318 - $4,644

Total Monthly Price
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2 Bedroom Apartments Available Now

Gables Baldwin Park

2050 Jake StOrlando, FL 32814
Student Housing
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Baldwin Harbor
$2,888 - $3,023
Total Monthly Price

Total Monthly Price

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$2,025 - $4,804

Total Monthly Price
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2 Bedroom Apartments Available Now

Baldwin Harbor

1771-1887 Jake StOrlando, FL 32814
Affordability
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Aurora on the Trail
Rent Specials
$2,055 - $2,749
Total Monthly Price

Total Monthly Price

Base Rent
$1,700 - $3,255

Total Monthly Price
$1,700 - $3,255
2 Bedroom Apartments Available Jun 20

Aurora on the Trail

825 McCullough AveOrlando, FL 32803
Corporate Housing
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Audubon Park
Rent Specials
$2,131 - $2,557
Total Monthly Price

Total Monthly Price

Base Rent
$1,723 - $2,996

Total Monthly Price
$1,723 - $2,996
2 Bedroom Apartments Available Now

Audubon Park

990 Warehouse RdOrlando, FL 32803
Corporate Housing
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The Colonies
2 Bedroom Apartments

The Colonies

3065 George Mason AveOrlando, FL 32792

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On Baldwin Pond
2 Bedroom Apartments

On Baldwin Pond

829 Lowell BlvdOrlando, FL 32803
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Westminster Baldwin Park
2 Bedroom Apartments

Westminster Baldwin Park

2653 Lake Baldwin LnOrlando, FL 32803
Senior Living
  • Utilities Included

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Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

Winter Park, Orlando, FL Local Guide

Largest Available Winter Park 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Winter Park area of Orlando, FL is found at Village Park Senior and is listed at 1,662 square feet priced from $2,425. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Village Park SeniorVirginia (Two Bedroom w/Den)1,662 Sq Ft$2,425
Gables Baldwin ParkB121,405 Sq Ft$3,938
Audubon ParkBurroughs1,324 Sq Ft$2,276
Rosalia Winter Park 55+ Active Adult CommunityB31,231 Sq Ft$2,746
Vintage Winter Park ApartmentsKraft1,229 Sq Ft$2,399
Calibre Bend ApartmentsCove Upstairs1,198 Sq Ft$1,933
Village at Baldwin ParkB11,180 Sq Ft$2,670
Avenues of Baldwin ParkUnion Townhome (Standard) B3wm1,163 Sq Ft$1,760
Shoreview at Baldwin Park2x2C1,146 Sq Ft$1,825
MAA Baldwin ParkTraditional 2x2 1141-1291 SF1,141 Sq Ft$2,500

Cheapest Available Winter Park 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Winter Park of Orlando, FL is the Gardenia Model starting from $1,332 at Summerlin at Winter Park Apartments. The average price for all 2 Bedroom apartments in Winter Park is currently $2,213. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Summerlin at Winter Park ApartmentsGardenia$1,332
Carlton Arms of Winter ParkC2 Upstairs$1,376
Shoreview at Baldwin Park2x1$1,395
Avenues of Baldwin ParkAnson (Standard) B1wm$1,395
Venue At Winter ParkMaple P$1,413
The Ivy at GatehouseThe Springs$1,436
Goldenrod PointeTwo Bedroom One Bath$1,438
Cranes Landing Apartments2BR/2.0BA$1,475
The Taylor at Winter ParkB1R$1,499
Azure Winter ParkIvanhoe$1,529

Your Guide to the Perfect Orlando Neighborhood for Student Renters

Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com

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From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Winter Park, Orlando, FL

Lifestyle Ratings

ApartmentHomeLiving brings you Lifestyle Ratings of neighborhoods, metropolitan areas, and rental properties across Florida including Winter Park, Orlando, and the greater Orlando area. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including our Star Ratings to compare for the best outdoor access, luxury amenities, places that make kids happy, raising pets, transit options, and more. These search options are in the site filters at the top of this page.

Frequently Asked Questions about 2 Bedroom Winter Park Apartments

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

Currently the most affordable 2 Bedroom in Winter Park is at Summerlin at Winter Park Apartments listed at $1,332.

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

The average rent for a 2 Bedroom Apartment in Winter Park is $2,213.

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

Today's apartment with the most square footage in Winter Park is a 1,662 square feet unit starting from $2,425 at Village Park Senior.

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

The average size for a 2 Bedroom rental in Winter Park is currently 1,077 sq ft.

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.

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