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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416 Main Road, Chesterfield, MA

Price$749,000

Est. Mortgage: $/month

Open House

MLS Number 72080313

  • Single Family
  • Next Open House: Sun 17th 1:00 pm - 3:00 pm
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 5

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 and Luke Dunn of Jones Group REALTORS?

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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: 4.03% last updated on Jul 13, 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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115 Indian Hollow, Chesterfield, MA

Price$499,900

Est. Mortgage: $/month

MLS Number 72244407

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1984

Located off Indian Hollow Road at the end of a private drive you will find this country retreat on 29 private acres with a beautiful western view and frontage on the Dead Branch River. The main house first floor features a living room with two story stone fireplace, family room with spectacular views, formal dining room, large kitchen, playroom, bedroom, sun porch and full bath. Upstairs are two more bedrooms and a second full bath. The main house also has two decks and a full basement for utilities and laundry. Outside there is a good sized shed with an annex for firewood storage. The 1800 square foot guest house has an open first floor with large kitchen, living and dining area, full bath, bedroom and utility room. Upstairs is a huge loft bedroom with a deck overlooking the valley. This unique property would make either a wonderful primary residence or fantastic get away home with on site caretaker.

Listed by David A Murphy of The Murphys REALTORS?, Inc.

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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: 4.03% last updated on Jul 13, 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$364,900

Est. Mortgage: $/month

MLS Number 72143579

  • Single Family
  • Bathroom 4
  • Full Bath 2
  • Bedrooms 4
  • 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. Huge back deck 12 x 24 feet! 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. House has high speed internet APO. Voted best place in Massachusetts to live for safety and peacefulness APO.

Listed by Greg A. Dibrindisi of Century 21 Hometown Associates

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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: 4.03% last updated on Jul 13, 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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170 East Street, Chesterfield, MA

Price$335,000

Est. Mortgage: $/month

MLS Number 72229642

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1996

Don't miss your opportunity to own this young, over built and meticulously cared for one owner cape situated on 3 acres. Features include 2x6 framing, 2x12 rafters, extra concrete just about everywhere, vaulted ceilings, large open kitchen, generous amounts of hardwood and tile flooring through out and much much more. Step outside and view the private, well cared for landscape from the deck or patio. There is a separate out building approximately 20x20 that is heated (propane) and has electricity that would be suitable for a workshop or small animals. Just a short drive to Northampton from this quality built private retreat!

Listed by Christopher Childs of Canon Real Estate, Inc.

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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: 4.03% last updated on Jul 13, 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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62 Willicutt Road, Chesterfield, MA

Price$280,000

Est. Mortgage: $/month

MLS Number 72092609

  • Single Family
  • Bathroom 1
  • Full Bath 1
  • Bedrooms 1
  • Year Built 1900

Wonderful opportunity to own property that insures privacy as it encompasses both sides of Willicutt Road. Roughly 2000 feet of running road frontage. 87 acres +/- are on the barn side of road with a brand new perc test. House (which is in need of finishing of renovations) is on 3.5 acres and has passed its perc test. Beautiful long range views from the ledges above the house with easy driveway already in place. Perfect spot for a future home (existing home below ledges would need to be raised if building a new home above on the ledges). On the barn side property (87+/- acres) there are many many open field acres and then gorgeous woods. This is a fabulous price for this property. Come see if this property will work for you. Owner is relocating. Property is located just before the Chesterfield Transfer Station.

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: 4.03% last updated on Jul 13, 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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213 Ireland Street, Chesterfield, MA

Price$269,900

Est. Mortgage: $/month

MLS Number 72231183

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1855

Farmhouse situated on over 10 acres of land complete with large barn, garden area, gazebo located in separate area of yard, go beyond this and there is a huge open field with a out building. The home itself has wood floors, massive family room with new Blaze king wood stove and a bevy of windows for natural light with access leading to the garden areas. Living room with built ins and pellet stove, formal dining room, also, offers built ins leading the the kitchen with dining area and built in desk. There is a bedroom and full bath located on the main level. The second level offers two huge bedrooms and a full bath. This home is perfect you want serene tranquility and privacy while entertaining on your back deck. The Gazebo has electric, Barn roof 5 years old, Newer windows, fruit trees, new stainless chimney liner, Basement is water proof with trans warranty, well pump and tank 6 years old, and over sized 2 car garage. Generator 5 ys old. HWT 2016, NEW PROPANE FURNACE COMING.

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: 4.03% last updated on Jul 13, 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$234,000

Est. Mortgage: $/month

MLS Number 72160372

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 5
  • 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 will 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

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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: 4.03% last updated on Jul 13, 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 Sugar Hill Road, Chesterfield, MA

Price$219,000

Est. Mortgage: $/month

MLS Number 72261591

  • Single Family
  • Bathroom 1
  • Full Bath 1
  • Bedrooms 3
  • Year Built 2002

First Home or looking to Downsize? Look no further. This cozy 3 bedroom home on 2 acres is ready for its new family. Kitchen with slider to deck. Located minutes from downtown from Northampton/Easthampton. Additional space in partially finished basement with pellet stove. Shed for additional storage.

Listed by Dominic J. O'Connell of Keller Williams 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: 4.03% last updated on Jul 13, 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

169 East Street, Chesterfield, MA

Price$185,000

Est. Mortgage: $/month

MLS Number 72222750

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 2
  • Year Built 1900

Located on an acre lot this ranch style home was once a one room school house. Now it offers a large living room, spacious kitchen with tile floor and dining area, two bedrooms and two full baths. Most of the rooms have wood floors and the master bedroom has a private bath. The electrical and heating has been updated. The stove, refrigerator, washer and dryer are included. The grounds are nicely landscaped and there is a detached storage shed.

Listed by David A Murphy of The Murphys REALTORS?, Inc.

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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: 4.03% last updated on Jul 13, 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

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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: 4.03% last updated on Jul 13, 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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