2 Bedroom Apartments for Rent in Chester, MA (43 Rentals)

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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.

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property at 15 Casimir St

15 Casimir St

WestfieldMA01085
property at 30 Cherry St

30 Cherry St

NorthamptonMA01060
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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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Oakwood Terrace
2 Bedroom Apartments

Oakwood Terrace

200 Southwick RdWestfield, MA 01085
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Lansdowne Place
2 Bedroom Apartments

Lansdowne Place

38 Thomas StWestfield, MA 01085
  • Smoke Free

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.

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Elizabeth Manor
2 Bedroom Apartments

Elizabeth Manor

238 Maple StAgawam, MA 01001
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Kenlee Gardens
2 Bedroom Apartments

Kenlee Gardens

17-67 Kenlee GardensSouth Hadley, MA 01075
  • Utilities Included
Showing Results 1-43, 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 $2,457. Devonshire Place Apartments has the second largest 2 Bedroom, which is sized at 1,175 square feet and currently listed start at $1,950. 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$2,457
Devonshire Place Apartments1,175 Sq Ft$1,950
University Crossing2 Bed 2 Bath Den1,135 Sq Ft$2,000
Kenlee Gardens28-1R980 Sq Ft$1,900
Residences on Appleton Senior 55+2 Bedroom - Income Restricted959 Sq Ft$1,896
Hathaway Farms Townhomes at Northampton2 Bedroom/ 1 Bath920 Sq Ft$2,341
Brookview Townhomes2 Bedroom900 Sq Ft$1,800
Forge2 Bedroom890 Sq Ft$1,570

Cheapest Available Chester and Nearby 2 Bedroom Apartments

As of September 04, 2025 the lowest priced 2 Bedroom apartment unit in Chester, MA is the Barclay Model starting from $1,395 at Dale House in the East Springfield neighborhood. The second most affordable Chester 2 Bedroom is the 2 Bedroom Model at Forge starting at $1,570 . The average price for all 2 Bedroom apartments in Chester is currently $1,931. Here is today’s list of the cheapest available 2 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Dale HouseBarclay$1,395
Forge2 Bedroom$1,570
Mall Apartments2BR$1,625
Valley View ApartmentsTwo Bedroom$1,650
Westwood Court TownhousesTwo Bedroom 1.5 Bath$1,695
Longhill Gardens2 Bedroom$1,700
Maple Ridge Apartments2 Bedroom Lg.$1,750
Brookview Townhomes2 Bedroom$1,800
Devonshire Place ApartmentsFloor Plan B$1,850

Quick Rent Budget Calculator

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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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 Dale House listed at $1,395.

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

The average rent for a 2 Bedroom Apartment in Chester is $1,931.

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 $2,457 at Southwood Acres.

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

The average size for a 2 Bedroom rental in Chester is currently 1,600 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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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.

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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.

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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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.