2 Bedroom Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (71 Rentals)

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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.

property at 5517 Decatur St

5517 Decatur St

OrlandoFL32807
property at 1627 Marcia Dr

1627 Marcia Dr

OrlandoFL32807
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On Baldwin Pond
2 Bedroom Apartments

On Baldwin Pond

829 Lowell BlvdOrlando, FL 32803
  • Utilities Included

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Bellancia
2 Bedroom Apartments

Bellancia

7325 Goldenpointe BlvdOrlando, FL 32807
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Westminster Baldwin Park
2 Bedroom Apartments

Westminster Baldwin Park

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

Winter Park - One of the Best Affordable Neighborhoods in Orlando

Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!

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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El Cortez Apartments
2 Bedroom Apartments

El Cortez Apartments

210 E Morse BlvdWinter Park, FL 32789
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Golden Oaks
2 Bedroom Apartments

Golden Oaks

7701 Acorn Woods CirWinter Park, FL 32792
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Tuscany at Aloma
2 Bedroom Apartments

Tuscany at Aloma

6999 Aloma AveWinter Park, FL 32792
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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 Aurora on the Trail and is listed at 1,647 square feet priced from $3,026. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Aurora on the TrailB51,647 Sq Ft$3,026
Baldwin HarborB61,580 Sq Ft$5,014
Hannibal Square1,356 Sq Ft$2,600
The Majestic at Downtown Baldwin ParkShaldon1,280 Sq Ft$2,820
MAA Baldwin ParkDual Level 2x2.5 1214-1248 SF1,248 Sq Ft$2,665
Vintage Winter Park ApartmentsKraft1,229 Sq Ft$2,506
Paseo at Winter Park VillageVagar1,215 Sq Ft$2,590
Enders Place at Baldwin ParkHeather1,214 Sq Ft$2,871
Rosalia Winter ParkB21,203 Sq Ft$2,626
Calibre Bend ApartmentsCove Upstairs1,198 Sq Ft$1,681

Cheapest Available Winter Park 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Winter Park of Orlando, FL is the The Tide Model starting from $1,336 at Oasis Club. The average price for all 2 Bedroom apartments in Winter Park is currently $2,602. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Oasis ClubThe Tide$1,336
Summerlin at Winter Park ApartmentsGardenia$1,347
The Avenues of Baldwin ParkAnson$1,364
Sovereignty at Winter Park ApartmentsB1$1,391
Venue At Winter ParkMaple$1,443
ARIUM Winter ParkCastle$1,480
Central Place At Winter ParkB1$1,495
Hannibal Square400 2x1$1,500
Winter Park WoodsB2-2 Bedroom, 2 Bathroom$1,595
Solis at Winter ParkB2$1,603

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Pet Friendly Lifestyle
Winter Park, Orlando, FL

Ranked #38

Among neighborhoods in Orlando, FL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Best Local Schools in
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.

Getting Around the Winter Park Neighborhood in Orlando, FL

Walk Score®

75 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

62 / 100

Bikeable

Some bike infrastructure

Transit Score®

26 / 100

Some Transit

A few nearby public transportation options

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 Oasis Club listed at $1,336.

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 $2,602.

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 1,647 square feet unit starting from $3,026 at Aurora on the Trail.

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 1,094 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.

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 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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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.