2 Bedroom Apartments for Rent in Winter Park, FL (254 Rentals)

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Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Solis at Winter Park
Rent Specials
$1,504 - $1,744
Total Monthly Price

Total Monthly Price

Base Rent
$1,056 - $1,744

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
Student Housing
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property at 1500 Gay Rd

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 2 Bath Condo for Rent

Available Now

1500 Gay Rd, Unit 9D, Unit 9D

1500 Gay Rd
Winter ParkFL32789

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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, FL Local Guide

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Winter Park 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: May 21, 2026

There are currently 55 available 2 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $1,097 to $2,735. Heres is today's list of the top neighborhoods in Winter Park with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Lake Howell55$1,795$1,097

Largest Available Winter Park 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winter Park, FL is found at Regency Oaks Apartments in the Northeast neighborhood and is 1,800 square feet priced from $1,877. Village Park Senior in the North Orange neighborhood has the second largest 2 Bedroom, which is sized at 1,662 square feet and currently listed start at $2,425. Here is today’s list of the largest available 2 Bedroom units in Winter Park:

Apartment ListingModel NameSquare FootagePriced From
Regency Oaks ApartmentsB5 Townhouse1,800 Sq Ft$1,877
Village Park SeniorVirginia (Two Bedroom w/Den)1,662 Sq Ft$2,425
Aurora on the TrailB51,647 Sq Ft$2,785
The Village at Lake LilyB1.21,500 Sq Ft$2,738
NORA Apartments2E1,444 Sq Ft$2,800
Gables Baldwin ParkB121,405 Sq Ft$3,938
Audubon ParkBurroughs1,324 Sq Ft$2,485
MAA Baldwin ParkTraditional 2x2 1141-1291 SF1,291 Sq Ft$2,515
Maitland City CentreB51,261 Sq Ft$2,495
The Parker at Maitland Station ApartmentsB51,256 Sq Ft$2,585

Cheapest Available Winter Park 2 Bedroom Apartments

As of May 21, 2026 the lowest priced 2 Bedroom apartment unit in Winter Park, FL is the 2 Beds, 2 baths Model starting from $1,200 at Sumerset Apartments in the Courtland Street neighborhood. The second most affordable Winter Park 2 Bedroom is the 2/1 Model at Kingswood Apartments starting at $1,200 . The average price for all 2 Bedroom apartments in Winter Park is currently $2,215. Here is today’s list of the cheapest available 2 Bedroom options in Winter Park:

Apartment ListingModel NamePriced From
Sumerset Apartments2 Beds, 2 baths$1,200
Kingswood Apartments2/1$1,200
Regency Oaks ApartmentsB2$1,332
Eastbrook ApartmentsTwo Bed One Bath$1,350
Garden Park Senior LivingTwo Bedroom Two Bath (b)$1,369
Birchwood LandingBirchwood B$1,375
Shoreview at Baldwin Park2x1$1,375
Carlton Arms of Winter ParkC2 Upstairs$1,376
The Park at RialtoB2$1,379
Avenues of Baldwin ParkAnson (Standard) B1wm$1,395

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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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Real 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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Winter Park Overview

Winter Park, Florida offers something for everyone. This suburban city of over 29,000 people provides historical, cultural, and recreational opportunities. Well-known for its museums, art galleries, and parks, the town is home to Rollins College. Outdoor enthusiasts can enjoy water activities at nearby lakes, or explore local hiking and biking trails. With plenty of options for apartments in Winter Park, find a new home here is easy.

Why live in Winter Park, FL?

If you're unsure about relocating to Winter Park apartments, consider all it has to offer. Its convenient location just northeast of Orlando allows you to reap the benefits of living near a sizeable city while enjoying the amenities of a smaller community. Winter Park apartments provide an impressive selection of housing options. This suburban hamlet offers upscale shopping and dining. A local chain of lakes provides ample opportunities for fishing, swimming, and boating. Rollins College and other post-secondary institutions offer educational opportunities in everything from liberal arts to fine arts. Cultural events and a thriving community center bring residents together.

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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 Sumerset Apartments listed at $1,200.

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 $2,215.

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 1,800 square feet unit starting from $1,877 at Regency Oaks Apartments.

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 1,096 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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