2 Bedroom Apartments for Rent in Winter Park, FL (169 Rentals)

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El Cortez Apartments
2 Bedroom Apartments

El Cortez Apartments

210 E Morse BlvdWinter Park, FL 32789
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Goldenrod Pointe
2 Bedroom Apartments

Goldenrod Pointe

5560 Solidago DrWinter 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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Eastbrook Apartments
2 Bedroom Apartments

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
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Branchwood Apartments
2 Bedroom Apartments

Branchwood Apartments

7785 Branchwood LnWinter Park, FL 32792
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Winter Park Oaks
2 Bedroom Apartments

Winter Park Oaks

325 Balfour DrWinter Park, FL 32792
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Park East Knowles
2 Bedroom Apartments

Park East Knowles

311 N Knowles AveWinter Park, FL 32789
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Winter Park, FL Local Guide

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Staff Writer
Local Guide Expert

Winter Park 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: August 04, 2025

There are currently 67 available 2 Bedroom apartment units in Winter Park, FL neighborhoods that range in price from $1,089 to $3,515. Heres is today's list of the top neighborhoods in Winter Park with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Lake Howell67$1,830$1,089

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 $1,977. Aurora on the Trail in the Colonial Town Center neighborhood has the second largest 2 Bedroom, which is sized at 1,647 square feet and currently listed start at $2,939. 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$1,977
Aurora on the TrailB51,647 Sq Ft$2,939
The Majestic at Downtown Baldwin ParkBaron1,406 Sq Ft$2,995
Gables Baldwin ParkB121,405 Sq Ft$4,498
Citron at The Packing DistrictB41,359 Sq Ft$2,690
The Village at Lake LilyB21,354 Sq Ft$2,141
NORA Apartments2D1,310 Sq Ft$2,736
Luna at Lake ShadowB41,299 Sq Ft$2,060
Perla Gem LakeB41,295 Sq Ft$3,023
MAA Baldwin ParkDual Level 2x2.5 1214-1248 SF1,248 Sq Ft$2,515

Cheapest Available Winter Park 2 Bedroom Apartments

As of August 04, 2025 the lowest priced 2 Bedroom apartment unit in Winter Park, FL is the 2x2 1083 Model starting from $1,089 at San Jose Apartments in the Outer East neighborhood. The second most affordable Winter Park 2 Bedroom is the Daisy (Two Bedroom w/Den) Model at Garden Park Senior Living starting at $1,199 in the Orienta Gardens neighborhood. The average price for all 2 Bedroom apartments in Winter Park is currently $2,387. Here is today’s list of the cheapest available 2 Bedroom options in Winter Park:

Apartment ListingModel NamePriced From
San Jose Apartments2x2 1083$1,089
Garden Park Senior LivingDaisy (Two Bedroom w/Den)$1,199
Sumerset Apartments2 Beds, 2 baths$1,274
Venue At Winter ParkMaple$1,282
Solis at Winter ParkB1$1,301
Regency Oaks ApartmentsB2$1,332
Sovereignty at Winter Park ApartmentsB1$1,350
Cranes Landing ApartmentsIbis$1,431
Atlas at Winter ParkCypress$1,474

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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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Getting Around Winter Park, FL

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

57 / 100

Bikeable

Some bike infrastructure

Transit Score®

22 / 100

Minimal Transit

It may be possible to get on a bus

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 San Jose Apartments listed at $1,089.

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 $2,387.

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 $1,977 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 1,098 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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

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