2 Bedroom Apartments for Rent in Chester, MA (39 Rentals)

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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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Summit Place Apartments
2 Bedroom Apartments

Summit Place Apartments

7 Upper Church StWest Springfield, MA 01089
  • Utilities Included
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Lansdowne Place
2 Bedroom Apartments

Lansdowne Place

38 Thomas StWestfield, MA 01085
  • Smoke Free
Showing Results 1-39, Page 1 of 1

Chester, MA Local Guide

Largest Available Chester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Chester, MA is found at Southwood Acres and is 1,250 square feet priced from $2,568. Devonshire Place Apartments in the Downtown Holyoke neighborhood has the second largest 2 Bedroom, which is sized at 1,035 square feet and currently listed start at $1,850. Here is today’s list of the largest available 2 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
Southwood AcresThe Sycamore1,250 Sq Ft$2,568
Devonshire Place ApartmentsFloor Plan B1,035 Sq Ft$1,850
Kenlee Gardens26-1L980 Sq Ft$1,850
Brookview Townhomes2 Bedroom900 Sq Ft$1,800
Longhill Gardens2 Bedroom864 Sq Ft$1,700
Dale HouseBarclay850 Sq Ft$1,395
Westwood Court TownhousesTwo Bedroom 1.5 Bath850 Sq Ft$1,700
Riverboat VillageTwo Bedroom850 Sq Ft$1,700
Cumberland Homes2 Bedroom793 Sq Ft$1,327
The WillowsThe Valley775 Sq Ft$2,014

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of May 07, 2025 the lowest priced 2 Bedroom apartment unit in Chester, MA is the 2 Bedroom Model starting from $1,327 at Cumberland Homes in the Forest Park neighborhood. The second most affordable Chester 2 Bedroom is the Barclay Model at Dale House starting at $1,395 in the Boston Road neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $1,857. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Cumberland Homes2 Bedroom$1,327
Dale HouseBarclay$1,395
Valley View ApartmentsTwo Bedroom$1,595
Westwood Court TownhousesTwo Bedroom 1.5 Bath$1,700
Longhill Gardens2 Bedroom$1,700
Riverboat VillageTwo Bedroom$1,700
Elizabeth ManorTwo Bedroom$1,750
Brookview Townhomes2 Bedroom$1,800
Devonshire Place ApartmentsFloor Plan B$1,850
Kenlee Gardens28-1R$1,850

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Getting Around Chester, MA

Walk Score®

20 / 100

Car-Dependent

Almost all errands require a car

Bike Score®

16 / 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 Cumberland Homes listed at $1,327.

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

The average rent for a 2 Bedroom Apartment in Chester is $1,857.

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

Today's apartment with the most square footage in Chester is a 1,250 square feet unit starting from $2,568 at Southwood Acres.

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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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.

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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.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.