2 Bedroom Apartments for Rent in Winter Park, FL (245 Rentals)

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Juno Winter Park
$2,645 - $2,745
Total Monthly Price

Total Monthly Price

Base Rent
$1,599 - $4,601
Required Monthly Fees
$117
Total Monthly Price
$1,716 - $4,718
2 Bedroom Apartments Available Now

Juno Winter Park

1305 Morgan Stanley AveWinter Park, FL 32789
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Seabrook
$1,598 - $1,787
Total Monthly Price

Total Monthly Price

Base Rent
$1,013 - $1,627
Required Monthly Fees
$160
Total Monthly Price
$1,173 - $1,787
2 Bedroom Apartments Available Apr 9

Seabrook

3114 Terry Brook DrWinter Park, FL 32792
Student Housing
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Central Place At Winter Park
Rent Specials
$1,405 - $1,865
Total Monthly Price

Total Monthly Price

Base Rent
$1,190 - $1,830
Required Monthly Fees
$145
Total Monthly Price
$1,335 - $1,975
2 Bedroom Apartments Available Now

Central Place At Winter Park

7000 University BlvdWinter Park, FL 32792
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The Taylor at Winter Park
Rent Specials
$1,499 - $1,824
Total Monthly Price

Total Monthly Price

Base Rent
$853 - $1,972
Required Monthly Fees
$30
Total Monthly Price
$883 - $2,002
2 Bedroom Apartments Available Now

The Taylor at Winter Park

2000 Village LnWinter Park, FL 32792
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Eastbrook Apartments
$1,350
Total Monthly Price

Total Monthly Price

Base Rent
$1,250 - $1,350
Total Monthly Price
$1,250 - $1,350
2 Bedroom Apartments Available Now

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
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Atlas at Winter Park
$1,466 - $1,665
Total Monthly Price

Total Monthly Price

Base Rent
$1,315 - $1,883
Required Monthly Fees
$35
Total Monthly Price
$1,350 - $1,918
2 Bedroom Apartments Available Now

Atlas at Winter Park

3733 N Goldenrod RdWinter Park, FL 32792
Family Friendly
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Signal Pointe
Rent Specials
$1,610 - $2,485
Total Monthly Price

Total Monthly Price

Base Rent
$1,107 - $2,482
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Signal Pointe

2500 Howell Branch RdWinter Park, FL 32792
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Solis at Winter Park
Rent Specials
$1,312 - $1,650
Total Monthly Price

Total Monthly Price

Base Rent
$1,078 - $1,517
Required Monthly Fees
$133
Total Monthly Price
$1,211 - $1,650
2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
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Stonecastle Apartment Homes
$1,668 - $2,466
Total Monthly Price

Total Monthly Price

Base Rent
$1,307 - $2,469
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Stonecastle Apartment Homes

2015 New Stonecastle TerWinter Park, FL 32792
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Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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ARIUM Winter Park
$1,671 - $2,638
Total Monthly Price

Total Monthly Price

Base Rent
$1,443 - $2,725
Required Monthly Fees
Varies
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

ARIUM Winter Park

3250 Bishop Park DrWinter Park, FL 32792
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property at 2500 Lee Rd

$1,375

Total Monthly Price

Total Monthly Price

Base Rent
$1,375
Total Monthly Price
$1,375

2 Bedroom, 1 Bath Condo for Rent

Available Now

2500 Lee Rd, Unit 212

2500 Lee Rd
Winter ParkFL32789
property at 1695 Lee Rd

$1,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,550
Total Monthly Price
$1,550

2 Bedroom, 1 Bath Condo for Rent

Available Now

1695 Lee Rd, Unit B106

1695 Lee Rd
Winter ParkFL32789
property at 1453 Hyde Park Dr

$2,249

Total Monthly Price

Total Monthly Price

Base Rent
$2,104
Required Monthly Fees
$145
Total Monthly Price
$2,249

2 Bedroom, 2 Bath Rentals

Available Now

1453 Hyde Park Dr

Winter ParkFL32792

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Winter Park, FL Local Guide

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Winter Park 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: April 06, 2026

There are currently 58 available 2 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $1,097 to $3,256. Heres is today's list of the top neighborhoods in Winter Park with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Lake Howell58$1,750$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$2,843
The Village at Lake LilyB1.21,500 Sq Ft$2,432
Gables Baldwin ParkB121,405 Sq Ft$3,465
Bell TrelagoB2J1,315 Sq Ft$2,585
Luna at Lake ShadowB41,299 Sq Ft$2,110
Audubon ParkDuckworth1,263 Sq Ft$2,417
The AdelineB3A1,263 Sq Ft$2,245
MAA Baldwin ParkTraditional 2x2 1141-1291 SF1,141 Sq Ft$2,310

Cheapest Available Winter Park 2 Bedroom Apartments

As of April 06, 2026 the lowest priced 2 Bedroom apartment unit in Winter Park, FL is the 2/1 Model starting from $1,200 at Kingswood Apartments in the Courtland Street neighborhood. The second most affordable Winter Park 2 Bedroom is the 2 Beds, 2 baths Model at Sumerset Apartments starting at $1,274 . The average price for all 2 Bedroom apartments in Winter Park is currently $2,154. Here is today’s list of the cheapest available 2 Bedroom options in Winter Park:

Apartment ListingModel NamePriced From
Kingswood Apartments2/1$1,200
Sumerset Apartments2 Beds, 2 baths$1,274
Lake Weston Point ApartmentsTwo Bedroom$1,316
Shoreview at Baldwin Park2x1$1,320
Liv at Winter Park Apartment HomesB1$1,323
Sorrento2B 1B$1,329
Regency Oaks ApartmentsB2$1,332
District On Baldwin ParkTwo Bedroom$1,341
The Taylor at Winter ParkB3R$1,350
Eastbrook ApartmentsTwo Bed One Bath$1,350

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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.

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winter Park, FL Rentals by Map

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See the most popular apartments and homes in Winter Park, FL

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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 Kingswood 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 $2,154.

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 1,094 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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