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.

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92 North, Chesterfield, MA

Price$1,275,000

Est. Mortgage: $/month

MLS Number 72094735

  • Single Family
  • Bathroom 5
  • Bedrooms 5
  • Acre 103.16
  • Year Built 2003

This outstanding property is definitely one-of-a-kind! This terrific 5 Bedroom, 5 full bath home has it all: huge country kitchen with top-of-the-line Viking appliances, wonderful scenic views through a wall of oversized windows, a cozy Library with fireplace, solar powered hot water, an antique barn with a heated workshop, attractive wood flooring throughout, a 3 car garage, a state-of-the-art exterior wood furnace, a six box horse barn, a separate 70' X 120' indoor riding arena, a 35' X55' radiant heated Greenhouse, and much, much more. This home provides the peace and comfort of the country while also offering easy access to very vibrant Pioneer Valley attractions.

Listed by George Cain of William Pitt Sotheby's International Realty

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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Feb 9, 2017
* 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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92 North, Chesterfield, MA

Price$1,275,000

Est. Mortgage: $/month

MLS Number 72095689

  • Land Residential
  • Acreage 103.16

103 wonderful acres. This outstanding property is definitely one-of-a-kind! Buy the Land and get a terrific 5 Bedroom, 5 full bath home that has it all: huge country kitchen with top-of-the-line Viking appliances, wonderful scenic views through a wall of oversized windows, a cozy Library with fireplace, solar powered hot water, an antique barn with a heated workshop, attractive wood flooring throughout, a 3 car garage, a state-of-the-art exterior wood furnace, a six box horse barn, a separate 70' X 120' indoor riding arena, a 35' X55' radiant heated Greenhouse, and much, much more. This home provides the peace and comfort of the country while also offering easy access to very vibrant Pioneer Valley attractions.

Listed by George Cain of William Pitt Sotheby's International Realty

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: 4.17% last updated on Feb 9, 2017
* 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$890,000

Est. Mortgage: $/month

MLS Number 72080313

  • Single Family
  • Bathroom 4
  • Bedrooms 5
  • Acre 5.3
  • Year Built 1822

This icon of American Federal style architecture offers the discerning buyer a rare opportunity to purchase a historic residence that has remained in a single family since 1822. Built by Dr. Robert Starkweather (1765-1858),who practiced medicine in Chesterfield for over 50 years,this beautiful center hall Colonial features many finely preserved period details,including a hipped roof, symmetrical windows, fluted pilasters, a fan light over the front entrance,2 chimneys,8 fireplaces,high ceilings,beautiful original moldings and wide-plank hardwood flooring. While maintaining its historic integrity and character,this home has been tastefully updated with a modern kitchen containing custom cherry cabinetry and French doors to the spacious dining room and library affording beautiful views of the gardens,orchard and hay field. Situated on 5+ acres,this spacious 14 room house offers convenient access to Northampton,the 5 college area includes many nearby cultural and recreational facilities.

Listed by Karen Dunn of Jones Group REALTORS

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: 4.17% last updated on Feb 9, 2017
* 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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46 Stage Road, Chesterfield, MA

MLS Number 72101593

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Acre 9.24
  • Year Built 2000

Impeccable Newer Colonial on 9+ acres with River Frontage 25 Minutes from Northampton or The Berkshires! Exquisite, stately colonial home situated on 9.24 acres of rolling open and wooded lands fronting on a Branch of the Westfield River awaits your arrival in the quaint town of Chesterfield. Located equidistant to the 5 college area of Northampton and the cultural haven known as the Berkshires, this property is ideal for those working in the larger cities yet desiring country living to escape to, or maybe you currently reside in Manhattan or Boston and wish to have that country escape to enjoy everything outdoors with skiing, fishing, biking-hiking and so much more within a short drive? Less than 2 hours from Copley Plaza and under 3 hours from the GWB! Your reprieve from the city life awaits you here in Chesterfield Massachusetts, offering so many attractions within a short drive. The Hills of Western Massachusetts are calling~

Listed by Jeffrey Loholdt of William Pitt Sotheby's International Realty

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: 4.17% last updated on Feb 9, 2017
* 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 North Road, Chesterfield, MA

Price$369,900

Est. Mortgage: $/month

MLS Number 72143579

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Acre 3
  • Year Built 2012

Builder Quality! Built for family. NO extra expense overlooked. See feature sheet. Sunny front open deck, manicured lawn, Mudroom, office that could be another bedroom or guest suite. 2nd floor has open family room with another possible bedroom that could be in-law or Au pair suite with potential for another bath. Surround sound wired in first floor. Heated garage with bath that can hold several sports or antique cars and workshop. Incredible home not far from Northampton and Williamsburg that has to be seen!! Even has underground conduit to street for future cable hook up!! This home cannot be duplicated for under $730,000 per insurance professional. Builder will credit $5000 to finish Master Bedroom or back deck with acceptable offer.

Listed by Greg A. Dibrindisi of Century 21 Hometown Associates

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: 4.17% last updated on Feb 9, 2017
* 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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210 Ireland Street, Chesterfield, MA

Price$287,000

Est. Mortgage: $/month

MLS Number 72129829

  • Single Family
  • Bathroom 2
  • Bedrooms 4
  • Acre 2.46
  • Year Built 1979

Country charm and comfort surround you in this lovingly maintained ranch home that boasts a well thought out open concept floor plan. You will find a brand new master suite with a huge walk-in closet and private master bath with a soothing jacuzzi tub! It will be your own sanctuary away from the rest of the house. 3 additional bedrooms, a large living room with a separate office space/ spare room and open kitchen complete the feel. An almost new woodstove helps to heat this home along with a pellet furnace to keep your costs low. There are 2 large decks for hours of entertaining and relaxation. Outside are professionally landscaped gardens filled with fruit trees and beautiful flower gardens you can admire on your way to the heated garage with a great workspace and plenty of storage. All of this just minutes from the Chesterfield Gorge!

Listed by Meghan McCormick of Delap Real Estate LLC

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: 4.17% last updated on Feb 9, 2017
* 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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330 Ireland Street, Chesterfield, MA

Price$279,000

Est. Mortgage: $/month

MLS Number 72085791

  • Single Family
  • Bathroom 2
  • Bedrooms 5
  • Acre 3
  • Year Built 1830

The original house for Ireland St Orchard and one of the most beautiful locations in the Hilltowns. This wonderful Cape offers room to roam with what was an in-law typed apartment in the back. There is a sunny large room used for antique sales at one time. The Kitchen and other rooms have been updated while retaining the old features. There is plenty of updating still to be done but the grounds, location THE VIEW, and overall package make it well worth the investment. Owner may install a new septic and will provide a new survey plan. This property is the Farm House that offers a great bit of country life style. Home with In Law, place and space for home business, nice little Farmette and more, The site is nearly all open with fields, apple trees, old barn and more. Bring you ideas and imagination and tools so come have a look.

Listed by James A. Molyneux of Molyneux Realty

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: 4.17% last updated on Feb 9, 2017
* 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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0 L:2 Old Chesterfield Road, Chesterfield, MA

MLS Number 72023311

  • Land Residential
  • Acreage 59.38

59.38 acres of wooded land on Old Chesterfield Rd. available to purchase. Only 8 min to Williamsburg Center and 25 min to the downtown of Northampton. Almost 0.4 mile of frontage. The land had been subdivided into 7 lots in 2008. All lots are staked out by the surveyor and need to be recorded to be legally separate parcels. The Seller wishes to sell entire lot as a one package. The lot is located between Old Chesterfield Rd. house #311 and #264 on the right side of the road coming from Rt 9, very easy to locate. Subdivide, build a house, have all the privacy you want and enjoy city life and nature in one step. The Buyer to verify all information and zoning with the Town of Chesterfield. Call LA for additional information.

Listed by Andrzej Jamroga of Keller Williams Realty

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: 4.17% last updated on Feb 9, 2017
* 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 Antin Road, Chesterfield, MA

Price$189,900

Est. Mortgage: $/month

MLS Number 72090830

  • Single Family
  • Bathroom 1
  • Bedrooms 2
  • Acre 0.84
  • Year Built 1960

Unique WATER FRONT opportunity for an owner occupied or investor NOT TO BE OVER LOOKED! This cottage offers back yard access to the water-BRING YOUR KAYAKS! Oversized deck with screened porch allows for breath taking panoramic views of Damon Pond. REMODELED LIVING SPACES!! Modern and open dining and living rooms include newer reclaimed laminate flooring, updated counter tops, gorgeous beamed cathedral ceiling and stone fireplace. Stylish bathroom with subway tiled shower and tasteful fixtures. Newer metal roof, well, tight tank electrical and windows! Sandy beach within short paddle or drive of the cottage! A LITTLE PIECE OF PARADISE and minutes from the quaint Chesterfield center!

Listed by Meghan Lynch of Real Living Realty Professionals, LLC

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: 4.17% last updated on Feb 9, 2017
* 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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Lot 1 Indian Hollow Road, Chesterfield, MA

MLS Number 70967254

  • Land Residential
  • Acreage 2

To be surveyed from larger parcel and perc tested by seller. 2.0 Wooded acre "Get away" location. Convenient to Williamsburg Center, and Northampton.

Listed by Wentworth Miller Team of Jones Group REALTORS

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: 4.17% last updated on Feb 9, 2017
* 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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