2 Bedroom Apartments for Rent in Chester, CT (50 Rentals)

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property at 6 Pleasant St

6 Pleasant St

ChesterCT06412
property at 5 Bates Ln

5 Bates Ln

ChesterCT06412
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 Inc.
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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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93 Main St
2 Bedroom Apartments

93 Main St

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

113 Union St

113 Union StDeep River, CT 06417
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Chester, CT Local Guide

Chester 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: March 09, 2025

There are currently 7 available 2 Bedroom apartment units in Chester, CT neighborhoods that range in price from $1,850 to $1,850. Heres is today's list of the top neighborhoods in Chester with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Hadlyme7$1,850$1,850

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
Blueway CommonsColumbia1,180 Sq Ft$2,540
562 Main St2 BR1,150 Sq Ft$1,600
The ArloFairfield1,130 Sq Ft$2,421
Bay Point ApartmentsThe Fairway1,126 Sq Ft$2,400
The Sound at Gateway CommonsThe Waterford1,115 Sq Ft$2,525
Four Seasons of ColchesterTwo Bedrooms1,043 Sq Ft$2,050

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of March 09, 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 2B/1B Medium Model at The Wilcox starting at $1,550 . The average price for all 2 Bedroom apartments in Chester is currently $2,496. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Wharfside CommonsThe Clipper$1,435
The Wilcox2B/1B Medium$1,550
562 Main St2 BR$1,600
Marshfield ApartmentsTwo Bedroom$1,650
Northwoods WestB1W$1,657
Colchester EstatesColchester 2 Bed x 1 Bath$1,800
The EdgewaterSailfish$1,821
South Green ApartmentsTwo Bedroom$1,893
Sagamore Hills2 Bed 1 Bath$1,898
Four Seasons of ColchesterTwo Bedrooms$2,050

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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 $2,496.

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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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.

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Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.