2 Bedroom Apartments for Rent in Chester, CT (46 Rentals)

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property at 170 Shore Rd

170 Shore Rd

ClintonCT06413
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StoneGate Apartments
2 Bedroom Apartments

StoneGate Apartments

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

Blueway Commons

3 Brookes CtHaddam, CT 06438
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The Grand
2 Bedroom Apartments

The Grand

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

113 Union St

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

93 Main St

93 Main StDeep River, CT 06417
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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 Springside Middletown in the Cromwell Middletown neighborhood and is 1,461 square feet priced from $3,100. 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 $1,821. Here is today’s list of the largest available 2 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
Springside MiddletownTB1 | 2 Bed | 2.5 Bath1,461 Sq Ft$3,100
The EdgewaterSailfish1,420 Sq Ft$1,821
Brainerd PlaceB21,373 Sq Ft$3,120
Hanford Commons2BD 2BA1,250 Sq Ft$3,265
562 Main St2 BR1,150 Sq Ft$1,600
The ArloFairfield1,130 Sq Ft$2,518
Knoll CrestMaplewood1,120 Sq Ft$2,783
The Sound at Gateway CommonsThe Waterford1,115 Sq Ft$2,525
Middletown Brooke ApartmentsThe Westlake1,052 Sq Ft$2,076
Windshire Terrace ApartmentsB41,050 Sq Ft$2,174

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of March 27, 2025 the lowest priced 2 Bedroom apartment unit in Chester, CT is the The Clipper Model starting from $1,435 at Wharfside Commons in the East Hampton Portland neighborhood. The second most affordable Chester 2 Bedroom is the Two Bedroom Model at Highview Apartments starting at $1,475 in the Durham East Haddam neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,580. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Wharfside CommonsThe Clipper$1,435
Highview ApartmentsTwo Bedroom$1,475
The Wilcox2B/1B Medium$1,550
562 Main St2 BR$1,600
Marshfield ApartmentsTwo Bedroom$1,650
Colchester EstatesBeautiful Remodeled and Upgraded Townhouse in C...$1,800
The EdgewaterSailfish$1,821
South Green ApartmentsTwo Bedroom$1,893
Middletown Brooke ApartmentsThe Westlake$2,076
Town PlaceThe Stowe 2x1$2,083

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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 Wharfside Commons listed at $1,435.

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

The average rent for a 2 Bedroom Apartment in Chester is $2,580.

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

Today's apartment with the most square footage in Chester is a 1,461 square feet unit starting from $3,100 at Springside Middletown.

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

The average size for a 2 Bedroom rental in Chester is currently 0 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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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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How Your Move-In Inspection Can Protect Your Security Deposit

Written by: Christine Leonard, Esq.

If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.