2 Bedroom Apartments for Rent in Chester, CT (48 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Read Article

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.

Read Article

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.

Read Article
property at 20 Grove St

20 Grove St

EssexCT06426
close
View Me
562 Main St
2 Bedroom Apartments

562 Main St

562 Main StMiddletown, CT 06457
close
View Me
The Wilcox
2 Bedroom Apartments

The Wilcox

305-309 S Main StMiddletown, CT 06457
close
View Me
StoneGate Apartments
2 Bedroom Apartments

StoneGate Apartments

1150-1160 S Main StMiddletown, CT 06457
  • Utilities Included
close
View Me
Blueway Commons
2 Bedroom Apartments

Blueway Commons

3 Brookes CtHaddam, CT 06438
close
View Me
The Grand
2 Bedroom Apartments

The Grand

9-15 John StClinton, CT 06413
close
View Me
113 Union St
2 Bedroom Apartments

113 Union St

113 Union StDeep River, CT 06417
close
View Me
93 Main St
2 Bedroom Apartments

93 Main St

93 Main StDeep River, CT 06417
Showing Results 1-48, Page 1 of 1

Chester, CT Local Guide

Largest Available Chester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Chester, CT is found at The Cove at Gateway Commons in the Southwest New London Lyme neighborhood and is 1,523 square feet priced from $3,325. The Edgewater in the South Lyme neighborhood has the second largest 2 Bedroom, which is sized at 1,420 square feet and currently listed start at $2,695. Here is today’s list of the largest available 2 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
The Cove at Gateway CommonsCape Townhouse1,523 Sq Ft$3,325
The EdgewaterSailfish1,420 Sq Ft$2,695
Brainerd PlaceB21,373 Sq Ft$3,120
Hanford Commons2BD 2BA1,250 Sq Ft$3,265
Springside MiddletownB5 | 2 Bed | 2 Bath1,242 Sq Ft$2,975
Blueway CommonsColumbia1,180 Sq Ft$2,279
Bay Point Apartments2BR/2.0BA1,160 Sq Ft$2,400
The ArloFairfield1,130 Sq Ft$2,911
Welcome to Northwoods East!B1E1,129 Sq Ft$2,237
The Sound at Gateway CommonsThe Waterford1,115 Sq Ft$2,525

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of May 30, 2025 the lowest priced 2 Bedroom apartment unit in Chester, CT is the 2B/1B Medium Model starting from $1,550 at The Wilcox in the East Hampton Portland neighborhood. The second most affordable Chester 2 Bedroom is the 2 Beds, 1 Baths Model at The Village at 82 Main starting at $1,700 in the Cobalt neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,614. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
The Wilcox2B/1B Medium$1,550
The Village at 82 Main2 Beds, 1 Baths$1,700
Fernwood Apartments2 Bedroom$1,750
Colchester EstatesBeautiful Remodeled and Upgraded Townhouse in C...$1,800
South Green ApartmentsTwo Bedroom$1,893
Marshfield ApartmentsTwo Bedroom$2,050
Middletown Brooke ApartmentsThe Mattabeseck$2,195
Welcome to Northwoods East!B1E$2,237
Southwind ApartmentsTwo Bedroom$2,275
Blueway CommonsColumbia$2,279

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

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

Explore Chester, CT Rentals by Map

Decorative image of map

See the most popular apartments and homes in Chester, CT

View MapChester, CT Apartments MapView MapChester, CT Rental Homes Map

Getting Around Chester, CT

Walk Score®

29 / 100

Car-Dependent

Most errands require a car

Bike Score®

17 / 100

Somewhat Bikeable

Minimal bike infrastructure

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 Chester Apartments

What is the Cheapest apartment in Chester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Chester is at The Wilcox listed at $1,550.

How much is the average rent for a 2 Bedroom Chester Apartment?

The average rent for a 2 Bedroom Apartment in Chester is $2,614.

What is the largest available 2 Bedroom Chester Apartment for rent?

Today's apartment with the most square footage in Chester is a 1,523 square feet unit starting from $3,325 at The Cove at Gateway Commons.

What is the average size for Chester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Chester is currently 1,281 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 The Art of the Rental Viewing: What to look for during a property tour article

The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

decorative image for Know Your Budget: Calculating What You Can Realistically Afford When Renting article

Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

decorative image for The Freedom of Short-Term Leases: Exploring the Advantages for Renters article

The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

decorative image for Navigating the Rental Market: Tips for First-Time Renters article

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.