
2 Bedroom Apartments for Rent in the Winter Park Neighborhood of Orlando, FL (114 Rentals)


The Majestic at Downtown Baldwin Park

Total Monthly Price
Gables Baldwin Park

Azul Baldwin Park

Total Monthly Price
Baldwin Harbor

MAA Baldwin Park

Total Monthly Price
Village at Baldwin Park

Shoreview at Baldwin Park

Infinity off Baldwin Park

Evergreen Mills 50
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The Baldwin

Total Monthly Price
Aurora on the Trail

District On Baldwin Park

Avenues of Baldwin Park

The Ivy at Gatehouse

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Audubon Park

Total Monthly Price
The Gallery at Mills Park

5523 Lehigh Ave

5483 Decatur St

1419 Virginia Dr
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1756 Memphis Ave

5515 Decatur St

5122 Old Cheney Hwy

5039 Old Cheney Hwy

2808 Plaza Terrace Dr

2934 Plaza Terrace Dr

2510 Boyd Ave

919 Eldridge St

5555 Barton Dr

The Colonies
The Soul of the City Beautiful: What Life in Orlando Is Really Like
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.

Baldwin Park Condominiums

803 N Thornton Ave

1221 Minnesota St

1304 Altaloma Ave

Baldwin East

Chapel Trace

On Baldwin Pond

Adele Place

Westminster Baldwin Park

Vintage Winter Park Apartments
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Central Place At Winter Park

Oak Reserve at Winter Park

Cranes Landing Apartments

Seabrook

Juno Winter Park

Paseo at Winter Park Village

Calibre Bend Apartments

Summerlin at Winter Park Apartments

Winter Park Woods Apartments

Park East - Park Knowles Apartments
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Winter Park, Orlando, FL Local Guide

How much does it cost to rent an apartment in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,701 | $1,000 | $2,790 |
| Winter Park 1 Bedroom Apartments | $1,728 | $600 | $2,935 |
Winter Park 2 Bedroom Apartments | $2,118 | $925 | $4,105 |
| Winter Park 3 Bedroom Apartments | $2,522 | $1,307 | $5,005 |
Browse Apartments in this Neighborhood
There are currently 114 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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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 Gables Baldwin Park and is listed at 1,405 square feet priced from $4,047. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Gables Baldwin Park | B12 | 1,405 Sq Ft | $4,047 |
| Hannibal Square | 558 -2bd/2bath | 1,365 Sq Ft | $2,400 |
| The Majestic at Downtown Baldwin Park | Shaldon | 1,280 Sq Ft | $2,700 |
| Audubon Park | Duckworth | 1,263 Sq Ft | $2,266 |
| Vintage Winter Park Apartments | Kraft | 1,229 Sq Ft | $2,403 |
| Aurora on the Trail | B3 | 1,211 Sq Ft | $2,446 |
| Calibre Bend Apartments | Cove Upstairs | 1,198 Sq Ft | $1,933 |
| Village at Baldwin Park | Design 2A20 | 1,180 Sq Ft | $2,487 |
| Avenues of Baldwin Park | Union Townhome (Standard) B3wm | 1,163 Sq Ft | $1,599 |
| MAA Baldwin Park | Traditional 2x2 1141-1291 SF | 1,141 Sq Ft | $2,370 |
Cheapest Available Winter Park 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Winter Park of Orlando, FL is the 2x2-60 Model starting from $1,095 at Golden Oaks. The average price for all 2 Bedroom apartments in Winter Park is currently $2,118. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Golden Oaks | 2x2-60 | $1,095 |
| Azure Winter Park | Park | $1,299 |
| Avenues of Baldwin Park | Anson (Standard) B1wm | $1,300 |
| District On Baldwin Park | Two Bedroom | $1,341 |
| Goldenrod Pointe | Two Bedroom One Bath | $1,349 |
| Golfside Villas | 2 Beds, 2 Baths | $1,375 |
| Carlton Arms of Winter Park | C2 Upstairs | $1,392 |
| La Aloma Apartments | 2 Bedrooms, 1 Bathroom | $1,400 |
| Shoreview at Baldwin Park | 2x1 | $1,425 |
| The Ivy at Gatehouse | The Springs | $1,436 |
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
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
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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Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
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 Golden Oaks listed at $1,095.
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 $2,118.
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 1,405 square feet unit starting from $4,047 at Gables Baldwin Park.
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 1,066 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.
Helpful Local Expert Guides

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
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.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
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.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.