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Chesterfield Real Estate

Perhaps best known for the beautiful Chesterfield Gorge, Chesterfield is a small town located northwest of Northampton. Take in the view of the gorge's steep metamorphic rock cliffs from the trail along its edges, go fishing in Scout Pond, or enjoy the many other perks of Berkshire living. Scroll down to view all Chesterfield, MA real estate for sale, including single-family homes, commercial properties, land and more.

Browse Chesterfield MA Real Estate

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330 East Street Chesterfield MA 01096

Chesterfield, MA330 East Street

Price$899,000

Est. Mortgage: $/month

MLS Number 73345832

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,922
  • High School Hampshire Reg

Welcome to your sanctuary of privacy, natural beauty and well-being! This exquisitely designed home, set on 70 acres, is built with the highest standards for a healthy lifestyle. Enjoy the unparalleled comfort of geothermal radiant heating, providing consistent warmth throughout the home. Large south facing windows, designed for passive solar, bathe the home in natural light, creating a bright, inviting atmosphere. Everything you need is on one level, but as a bonus, there’s an expansive studio room on the second floor that you can turn into your dream space! Other features include an open concept kitchen/dining/living area, detached 2 car garage with huge storage area above that could be converted to living space, outdoor shower, sauna, automatic generator, lovely seasonal views and trails, metal roof, air filtration system, whole house water filtration system, central vac, 1st floor laundry, heated walkway between house and garage. Every detail crafted with your well-being in mind.

Listed by Linda Webster of Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Bryant Street Chesterfield MA 01012

Chesterfield, MA11 Bryant Street

Price$399,900

Est. Mortgage: $/month

MLS Number 73319105

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,043

Amazing split level home with privacy, land and small town vibes! Chesterfield is a picturesque town on the western border of Hampshire County, close to the Berkshires and all that the area has to offer, yet also close to points east such as Northampton and Springfield. Here you will find 3 bedrooms and 1 bath on the upper level, a large living room with fireplace, dining area and new kitchen on the main level, a family room, bonus room, laundry room on the lower level, and an unfinished basement on the lowest level. Off the dining area you will find sliding glass door to a large covered deck. This home boasts new cabinets, granite counters, new appliances, fresh paint, new flooring, and so much more!

Listed by Kempf-Vanderburgh Realty Consultants and Alice Kempf of Kempf-Vanderburgh Realty Consultants,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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63 Sugar Hill Road Chesterfield MA 01096

Chesterfield, MA63 Sugar Hill Road

Price$89,000

Est. Mortgage: $/month

MLS Number 73317261

  • Land
  • Acreage 2.06
  • Zoning all pa

A building lot that is ready to go! Level, mostly open, with a well and septic system already in place. Located on a charming paved country road, with easy access to Routes 143 and 9. The stone foundation from a former barn, stone walls and a man made pond are some of the interesting features found on this lot. All in all a really nice property in a super location.

Listed by Michael Packard of Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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40 East Street Chesterfield MA 01012

Chesterfield, MA40 East Street

Price$60,000

Est. Mortgage: $/month

MLS Number 73337464

  • Land
  • Acreage 4.47
  • Zoning AR

Lovely building lot on East St in Chesterfield. Partially cleared, with stream access. As a bonus there is a drilled well on-site, and septic plans in hand. The well has both a hand pump and mechanical pump (mechanical pump just needs electric run from the road). Bring your builder and your imagination to create a home in the charming hilltown of Chesterfield. Enjoy the Chesterfield General Store, and easy access to Northampton or the Berkshires.

Listed by Alexis Noyes of Brick & Mortar

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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