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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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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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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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

Price$435,000

Est. Mortgage: $/month

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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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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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206 Bryant Street, Chesterfield, MA

Price$399,000

Est. Mortgage: $/month

MLS Number 72319849

  • Single Family
  • Parking Spaces 6
  • Year Built 2008
  • Full Bath 2
  • Bathroom 3

Immaculate contemporary home on 17.22 bucolic acres in the heart of beautiful Chesterfield MA. This 3 bedroom, 2.5 bath has all the bells & whistles! Open concept floor plan on first floor w/large cook's kitchen, wood stove, dining room, family room and TV room, shaded porch and sunny deck, tiled mudroom and office/guest room across from first floor powder room. Second floor is comprised of a gracious master suite, w/a large walk-in closet, 2 additional bedrooms and addt'l full bath/laundry room. Walk out basement is ready to be finished, or can be used as-is. There is also a large walk up attic with ample storage space. In the spacious yard, you will find a large storage shed, fire pit, stone walls and plenty of wildlife. 12 minutes to Wmsburg, 20 to Florence, 26 to Northampton ctr. Camping, hiking, skiing, fishing, horseback riding and all that Chesterfield & the hill towns have to offer - as well as an abundance of cultural events and natural beauty in the nearby Berkshires.

Listed by Julie Starr of Maple and Main Realty

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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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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185 Sugar Hill Road, Chesterfield, MA

Price$264,900

Est. Mortgage: $/month

MLS Number 72306128

  • Single Family
  • Parking Spaces 3
  • Year Built 2006
  • Full Bath 1
  • Bathroom 2

Beauty, energy efficiency, and mindfulness begin to describe the care and thoughtful efforts that have gone into this wonderful home. Vaulted ceilings throughout, custom carved cherry cabinet doors, custom concrete counters accented by appliances that are attractive and offer special safety features. The beauty and comfort of the tile flooring is warmed by both the radiant heating system and the circulating passive solar design features keeping your stocking feet warm and comfortable year round. The sun space is spectacular with a vented suspended slab designed to circulate the warm air. There are 2 bed rooms with the master having a walk in/through closet that accesses the the over sized bath offering a large tiled shower stall, separate free standing tub with bright tile surround. Basement includes high ceilings and is ready for further finishing having a half bath that is set for a shower. Other features include a great entry room, screen porch, whole house generator, more.

Listed by James A. Molyneux of Molyneux Realty

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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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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62 Willicutt Road, Chesterfield, MA

Price$245,000

Est. Mortgage: $/month

MLS Number 72092609

  • Single Family
  • Parking Spaces 6
  • Year Built 1900
  • Full Bath 1
  • Bathroom 1

PRICE REDUCTION!! LOTS OF LAND!! Cash or 203 REHAB loan is the way to purchase this lovely property. Wonderful opportunity to own property that insures privacy as it encompasses both sides of Willicutt Road. Roughly 2000 feet of running road frontage. 85 acres +/- are on the barn side of road with a newer perc test. Gorgeous open meadow with barn (perfect setting for gorgeous home). Current home (which is in need of finishing renovations) is on 5+ acres and has passed Title V testing. Currently 1 bedroom--but 2nd bedroom could be finished off on 1st floor. Beautiful long range views from the ledges above the house with easy drive access already in place. Perfect spot for a future home. On the barn side property (85+/- acres) there are many many open field acres, recently done perc test and then gorgeous woods. This is a fabulous price for this property. Priced way below its assessed value. Come see if this property will work for you at this great new price!!!

Listed by Nancy Merritt of Delap Real Estate LLC

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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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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Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

114 Sugar Hill Road, Chesterfield, MA

Price$159,900

Est. Mortgage: $/month

Price Changed

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

{$office->Name}

Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

141 Ireland Street, Chesterfield, MA 01084

Price$122,000

Est. Mortgage: $/month

MLS Number 72336745

  • Multi-Family 2 Family
  • Year Built 1900
  • Bedrooms 6

White wood sided 2-family built in 1900 with 12 rooms, 6 bedrooms, and 2 full baths with 3536 sqft on 20 acres. Large 3 car detached garage. 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

{$office->Name}

Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

141 Ireland Street, Chesterfield, MA

Price$122,000

Est. Mortgage: $/month

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

{$office->Name}

Maple and Main Realty
28 North Maple Street
Florence MA, 01062
Office: 413.584.2900

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.53% last updated on Aug 16, 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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