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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10 Antin Road, Chesterfield, MA

Price$750,000

Est. Mortgage: $/month

MLS Number 72369027

  • Single Family
  • Parking Spaces 4
  • Year Built 2006
  • Full Bath 3
  • Bathroom 4

Exceptional Waterfront Hidaway for all seasons ! This body of water is a hidden gem, offering privacy, peace and recreational opportunity galore. Your own dock just steps from house promotes swimming, boating activity 24/7. HOAssociation maintains it's own private beach & protects water quality for all of the members. The house with over 4,000sqft of living space offers custom features throughout. Contractors own home has quality stamped at every nook and cranny ! There are 2 full levels that overlook the water .. each with bedrooms, kitchen, living areas. There are 2 Master bedrooms, a "one of a kind" open concept with the main floor .. that encompasses a wonderful blend of leisure & formal space. Fireplace, solar panels, generator, heated garage, cathedral ceilings, flooring mix of wood & tile (birch / maple / hickory, cedar). Buderus /Radiant heating, marvelous plumbing upgrades, Hot-tub room to great deck facing water, magnificent windows etc, etc, etc ...Must be seen !

Listed by Denny R. Nolan of Denny Nolan Real Estate

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Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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416 Main Road, Chesterfield, MA

Price$599,000

Est. Mortgage: $/month

MLS Number 72356681

  • Single Family
  • Parking Spaces 4
  • Year Built 1822
  • Full Bath 3
  • Bathroom 4

Glory! This remarkably preserved 5 bedroom, 3 and half bath, 1822 center hall colonial is distinctive. Offering period details including Rumford fireplaces, high ceilings, original moldings and wide-plank Chestnut floors, this is a true Federal style home the kind you will rarely find anywhere else. While maintaining its historic integrity, the house has been tastefully updated with a modern kitchen containing custom cherry cabinetry, a master bedroom with en suite bath and two home offices, laundry and wine cellar. Enjoy the views of the gardens and orchard on 5+ bucolic acres while sitting in the library or formal dinning room. Currently decorated with antiques and a collection of European and American furnishings, bring your own treasures to fill this historic vessel. Chesterfield has convenient access to downtown Northampton, the Five colleges and the Berkshires, home to Tanglewood, The Clark, MASS MoCA . Take a journey to the Chesterfield Gorge and follow The Westfield River

Listed by Miriam Sirota of Jones Group REALTORS®

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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115 Indian Hollow Road, Chesterfield, MA

MLS Number 72377095

  • Single Family
  • Parking Spaces 6
  • Year Built 1984
  • Full Bath 2
  • Bathroom 2

Magnificent home located on the Dead Branch River astounds with a gorgeous stone fireplace that extends up the cathedral ceilings along with hardwood floors in both the living room and formal dining room. Large kitchen with island and a galore of storage space, playroom is the perfect get away, one bedroom with hardwood floors and a full bath complete the main floor. The second level remarks with two more bedrooms and a full bath. In the need for in law space or a guest house, here you have that unbelievable space with an additional 1800 sq.ft. home complete with kitchen, living and dining room, full bath, bedroom and a fabulous loft bedroom with deck overlooking scenic views. Large storage shed located outside. This home offers so much privacy with over 29 acres. Perfect retreat space!!!

Listed by The Denise DeSellier Team and Denise DeSellier of Real Living Realty Professionals, LLC

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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6 North Road, Chesterfield, MA

Price$249,000

Est. Mortgage: $/month

MLS Number 72411427

  • Single Family
  • Parking Spaces 4
  • Year Built 1950
  • Full Bath 1
  • Bathroom 1

Solid built Ranch on 11 beautiful acres with open meadows that is perfect for farming, gardening or raising animals. This is a spectacular piece of land and comes with a good size barn, old apple trees and stonewalls. The house does need some work but is well worth your efforts. The interior has a eat-in kitchen, large living room with fireplace, 2 bedrooms, den and a full bath. In addition it has wood floors, attached 2 car garage, full walk out basement, and oil heat. It is conveniently located in the center of the charming Town of Chesterfield. This one is ready for immediate occupancy. Call today for details and schedule a showing appointment.

Listed by Wanda Mooney of Coldwell Banker Upton-Massamont REALTORS®

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$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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21 Farmhouse Road, Chesterfield, MA

Price$189,000

Est. Mortgage: $/month

MLS Number 72329011

  • Single Family
  • Parking Spaces 4
  • Year Built 1955
  • Full Bath 1
  • Bathroom 1

In the foothills of the Berkshires, on beautiful Lake Damon, sits this sweet seasonal cottage awaiting a new family to begin a new chapter. Sitting in one of the more private spots on the Lake, this property may be the perfect location to build a new cottage from scratch. Or, take this existing cottage and customize it to your liking. Lake Damon is a private lake with no public access and no gas motors allowed, making for peaceful days and tranquil nights. Enjoy being one with nature as you admire the many species of birds and aquatic life that make Lake Damon home. At night, enjoy star filled skies, as you sit around your campfire, toasting marshmallows and making lifelong memories with family and friends. Fish from the dock, kayak the lake or walk over to the association beach and playground so that kids can meet up with friends. Sold As is. All offers considered!

Listed by Linda Webster of Coldwell Banker Upton-Massamont REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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653 Main Road, Chesterfield, MA

Price$169,000

Est. Mortgage: $/month

MLS Number 72391836

  • Single Family
  • Parking Spaces 4
  • Year Built 1900
  • Full Bath 2
  • Bathroom 2

Summer getaway paradise you can live in all year long! Enjoy swimming holes in your own yard! Take in beautiful views of the stream and waterfalls from the yard and deck. Year round main house features two bedrooms, full bath, and a bright sunny kitchen overlooking the brook. The historic mill building can be a seasonal cabana or studio and contains one large open room with kitchenette, 2 smaller rooms, full bath, antique pine floors. Lovely private gardens, three parking areas. Nearby Chesterfield Gorge, the Bend and Westfield River provide recreation.

Listed by Maureen Borg of Coldwell Banker Upton-Massamont REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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114 Sugar Hill Road, Chesterfield, MA

Price$159,900

Est. Mortgage: $/month

MLS Number 72351270

  • Single Family
  • Parking Spaces 10
  • Year Built 1785
  • Full Bath 1
  • Bathroom 1

Beautifully settled on 46 acres of land this colonial house offers so much: privacy, space, character, history and more. The house will need major upgrades including, but will shine with the right vision and planning. Build in the late 18th century, the house has still lots of original woodwork, wooden fireplace mantel and oversized granite fireplace with the crane. All this could be tastefully incorporated into new design. All rooms have separate fireplaces. Property is sold in “AS-IS, WHERE -IS” condition and only Cash or Rehab loans offers will be considered. Property has not been occupied for several years.

Listed by Andrzej Jamroga of Keller Williams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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4 Willicutt Road, Chesterfield, MA

Price$120,000

Est. Mortgage: $/month

Price Changed

MLS Number 72386157

  • Single Family
  • Parking Spaces 1
  • Year Built 1910
  • Full Bath 1
  • Bathroom 1

Listing price is $ 186,100. Here is your chance to own this cute single family home located in Worcester County. This home offers 2 bedrooms, and 1 full bathroom and was built in 1910. Home also features a living, dining, kitchen, fireplace and hardwood floors.

Listed by Nicole Gale of RealHome Services and Solutions, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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Chesterfield, MA

Price$90,000

Est. Mortgage: $/month

Price Changed

MLS Number 72394025

  • Land Residential
  • Acreage 2

Move on up to the country! Two acre lot to be divided out of a larger parcel. Beautiful, level lot in Chesterfield center that is ready for your house plans! Just around the corner from the library, post office, skate park, playground and town hall. Just a couple miles from Chesterfield Gorge and only 25 minutes to Northampton Center! If you have been dreaming of country living, away from the hustle and bustle, then come on up and see what a lovely spot is awaiting you.

Listed by Linda Webster of Coldwell Banker Upton-Massamont REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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141 Ireland Street, Chesterfield, MA

MLS Number 72336758

  • Single Family
  • Parking Spaces 2
  • Year Built 1900
  • Full Bath 2
  • Bathroom 2

White wood sided colonial built in 1900 with 12 rooms, 6 bedrooms, and 2 full baths with 3536 sqft on 20 acres. Large 3 car detached garage. Tax record notes property as 2-family, but can be converted to a single. Seller will not turn on any utilities on or de-winterize due to missing plumbing and open electrical. Buyer responsible for title v. Seller has no history on property, sold "as is". Employees and family members residing with employees of jpmorgan chase bank, n.A, its affiliates or subsidiaries are strictly prohibited from directly or indirectly purchasing any property owned by jpmorgan chase bank, n.A. No interior access until executed contracts.

Listed by James Macchio of Agnelli Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.85% last updated on Oct 18, 2018
* 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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