2 Bedroom Apartments for Rent in Chester, CT (54 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
property at 55 Liberty St

55 Liberty St

ChesterCT06412
close
View Me
Springside Middletown
Rent Specials
$2,705 - $2,945
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,995 - $3,845
Required Monthly Fees
$155

Total Monthly Price
$2,150 - $4,000
2 Bedroom Apartments Available Now

Springside Middletown

1100 Springside LnMiddletown, CT 06457
Outdoors
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour
close
View Me
The Arlo
Rent Specials
$2,296 - $2,479
Total Monthly Price

Total Monthly Price

Base Rent
$1,795 - $2,479
Required Monthly Fees
$35

Total Monthly Price
$1,830 - $2,514
2 Bedroom Apartments Available Now

The Arlo

211 Pomeroy AveMeriden, CT 06450
Furnished
  • Verified
  • Customer Reviewed
  • Matterport 3D Tour

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

close
View Me
Sagamore Hills
$1,697 - $1,767
Total Monthly Price

Total Monthly Price

Base Rent
$1,662 - $1,757
Required Monthly Fees
$10

Total Monthly Price
$1,672 - $1,767
2 Bedroom Apartments Available Now

Sagamore Hills

1151-1189 Washington StMiddletown, CT 06457
Active Lifestyle
  • Verified
  • Customer Reviewed
  • Utilities Included

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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.

property at 12 Scholes Ln

12 Scholes Ln

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
The Grand
2 Bedroom Apartments

The Grand

9-15 John StClinton, CT 06413

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.

Chester, CT Local Guide

Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 11, 2025

There are currently 1 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,500 to $1,750. Heres is today's list of the top neighborhoods in Chester with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Hadlyme1$1,625$1,500

Largest Available Chester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Chester, CT is found at Hanford Commons in the Southwest New London Lyme neighborhood and is 1,547 square feet priced from $2,950. The Cove at Gateway Commons has the second largest 2 Bedroom, which is sized at 1,523 square feet and currently listed start at $3,325. Here is today’s list of the largest available 2 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
Hanford Commons2BD 2BA1,547 Sq Ft$2,950
The Cove at Gateway CommonsCape Townhouse1,523 Sq Ft$3,325
Brainerd PlaceB21,373 Sq Ft$3,120
Saybrook Station ApartmentsB31,263 Sq Ft$3,198
StoneGate ApartmentsRenovated 2 Bedroom with Balcony with WD1,200 Sq Ft$1,850
The ArloFarmington1,188 Sq Ft$2,331
Blueway CommonsMemorial1,178 Sq Ft$2,824
Springside MiddletownB2 | 2 Bed | 2 Bath1,168 Sq Ft$2,865
Windshire TerraceB61,140 Sq Ft$2,275

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of September 11, 2025 the lowest priced 2 Bedroom apartment unit in Chester, CT is the 2BD 2BA Model starting from $1,450 at StoneGate Apartments in the Ponsett Ridge neighborhood. The second most affordable Chester 2 Bedroom is the 2B/1B Medium Model at The Wilcox starting at $1,550 in the East Hampton Portland neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,480. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
StoneGate Apartments2BD 2BA$1,450
The Wilcox2B/1B Medium$1,550
The Village at 82 Main2 Beds, 1 Baths$1,700
Sagamore Hills2 Bed 1 Bath$1,707
Meadoway Gardens2$1,710
On Ward Apartments2 Beds, 1 bath$1,800
Colchester EstatesBeautiful Remodeled and Upgraded Townhouse in C...$1,800
70 Pond Meadow Rd2 Bedroom$1,800
South Green ApartmentsTwo Bedroom$1,893
Middletown Brooke ApartmentsThe Mattabeseck$1,995

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

View Map
Chester, CT Apartments Map
View Map
Chester, 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

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 StoneGate Apartments listed at $1,450.

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

The average rent for a 2 Bedroom Apartment in Chester is $2,480.

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

Today's apartment with the most square footage in Chester is a 1,547 square feet unit starting from $2,950 at Hanford 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 1,218 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 Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.