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


Springside Middletown

Marshfield Apartments

Middletown Brooke Apartments

Southwind Apartments

The Sound at Gateway Commons

424 Main Street Luxury Apartments

The Cove at Gateway Commons

Sagamore Hills

Windshire Terrace Apartments

Midd-Town Apartments

Hanford Commons

Saybrook Station Apartments

Country Place

Theresa A. Rook Retirement Community

Amston Village - Active 55+

Deerfield Village

Highview Apartments

57 Main St

1572 Saybrook Rd

147 Captains Dr

10 Grove Way

170 Shore Rd

163 Ferry Rd

58 Sill Ln

9 Sterling Dr

28 Beach Rd W

12 Scholes Ln
Chester, CT Local Guide

How much does it cost to rent an apartment in Chester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chester Studio Apartments | $1,621 | $940 | $1,950 |
Chester 1 Bedroom Apartments | $2,073 | $710 | $3,714 |
Chester 2 Bedroom Apartments | $2,580 | $864 | $4,694 |
Chester 3 Bedroom Apartments | $3,051 | $1,637 | $4,265 |
Browse Top Apartments in Chester
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Chester, CT Local Guide
- Chester Neighborhoods
- Nearby Cities
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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 Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Springside Middletown | TB1 | 2 Bed | 2.5 Bath | 1,461 Sq Ft | $3,100 |
The Edgewater | Sailfish | 1,420 Sq Ft | $1,821 |
Brainerd Place | B2 | 1,373 Sq Ft | $3,120 |
Hanford Commons | 2BD 2BA | 1,250 Sq Ft | $3,265 |
562 Main St | 2 BR | 1,150 Sq Ft | $1,600 |
The Arlo | Fairfield | 1,130 Sq Ft | $2,518 |
Knoll Crest | Maplewood | 1,120 Sq Ft | $2,783 |
The Sound at Gateway Commons | The Waterford | 1,115 Sq Ft | $2,525 |
Middletown Brooke Apartments | The Westlake | 1,052 Sq Ft | $2,076 |
Windshire Terrace Apartments | B4 | 1,050 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 Listing | Model Name | Priced From |
---|---|---|
Wharfside Commons | The Clipper | $1,435 |
Highview Apartments | Two Bedroom | $1,475 |
The Wilcox | 2B/1B Medium | $1,550 |
562 Main St | 2 BR | $1,600 |
Marshfield Apartments | Two Bedroom | $1,650 |
Colchester Estates | Beautiful Remodeled and Upgraded Townhouse in C... | $1,800 |
The Edgewater | Sailfish | $1,821 |
South Green Apartments | Two Bedroom | $1,893 |
Middletown Brooke Apartments | The Westlake | $2,076 |
Town Place | The 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.

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.

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.

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.

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.