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$1,260,000

Est. Mortgage: $/month

MLS Number 72094735

  • Single Family
  • Bathroom 5
  • Bedrooms 5
  • Year Built 2003
  • Parking Spaces 10

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

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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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92 North, Chesterfield, MA

Price$1,260,000

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

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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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416 Main Road, Chesterfield, MA

Price$795,000

Est. Mortgage: $/month

MLS Number 72080313

  • Single Family
  • Bathroom 4
  • Bedrooms 5
  • Year Built 1822
  • Parking Spaces 4

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?

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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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222 South Street, Chesterfield, MA

Price$410,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72212758

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1890
  • Parking Spaces 20

Once-in-a-lifetime chance to a own a gorgeous working blueberry farm, lovely farmhouse and outbuildingson a bucolic setting. Nearly 25 acres complete with pond for irrigation, over 1,000 blueberry bushes, garden, mini-golf course. Idyllic front porch for quiet evenings or morning coffee. Brand new kitchen cabinets, flooring, countertops & fixtures. Large master bedroom w/ deep closet & skylight is reinsulated, re-drywalled & recarpeted. Extra den or family room in the back section of the home with extra room above that could be used as home office or playroom. Full bathroom up and down. Laundry on 1st floor. Solar panels (owned not leased - negative electric bills!). 2008 roof on the house. Brand new hot water tank. Seller installing brand new septic system in coming weeks for 4-bedroom system. Solitude, wildlife, mature & productive plants all over (irrigation pump at pond). Unmatched potential anywhere else in the Valley. Same family for generations. Stunning property!

Listed by Amy Heflin 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.

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63 North Road, Chesterfield, MA

Price$364,900

Est. Mortgage: $/month

MLS Number 72143579

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Year Built 2012
  • Parking Spaces 10

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. House has high speed internet 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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92 South Street, Chesterfield, MA

Price$335,000

Est. Mortgage: $/month

MLS Number 72172019

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1972
  • Parking Spaces 6

This light filled home is very private with a lovely view over a gently sloping south lawn. Lovely Goshen stone patio overlooking the property leads to sliders into the living room or family room. Spacious kitchen that opens to dining/living area. 1st floor bedroom. 1st floor bath is nicely tiled. This spacious bathroom also has the laundry machines in it. Upstairs are two more spacious bedrooms, one has two walk in closets with organizers. Lovely bathroom with whirlpool bath and a separate shower stall. Hardwood floors throughout most of the house. Mudroom off of kitchen has plenty of room for your coats and boots. Beautiful grounds with a 3 stall barn/shed. This house started its life as a ranch back in 1972 but was completely remodeled and a floor added in 2003. New propane furnace. Easy and economical to heat. 20 minutes to Northampton makes for an easy commute.

Listed by Carla Ness 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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170 East Street, Chesterfield, MA

Price$335,000

Est. Mortgage: $/month

MLS Number 72229642

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1996
  • Parking Spaces 4

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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185 Sugar Hill Road, Chesterfield, MA

Price$287,500

Est. Mortgage: $/month

MLS Number 72197406

  • Single Family
  • Bathroom 2
  • Bedrooms 2
  • Year Built 2006
  • Parking Spaces 2

Live Green in this Enertia passive solar home on 2 acres with a young orchard & plenty of gardening space. This home is as lovely as it is efficient. Everything is of the high quality. The beautiful kitchen area has custom locally sourced cherry cabinets with concrete & recycled glass countertops, plus energy star appliances. The kitchen is open to the living and dining area all with slate floors to absorb the heat of the sun. High ceilings and a lovely clearstory windows of stained glass grace this space. Due to natural convection from airflow from the sunroom around the building envelope to the basement and back to the sunroom this house is comfortable summer and winter. Unlike many passive solar homes you can be in the sunroom comfortably in the summer. This home was also built with accessibility in mind with a large shower stall and wide doors. Orchard of a wide variety of fruit and berries is just becoming mature. Metal roof is ready for solar panel. some trim work needed.

Listed by Carla Ness 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$280,000

Est. Mortgage: $/month

MLS Number 72231183

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1855
  • Parking Spaces 2

Unique home located 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 transferable warranty, well pump and tank 6 years old, and over sized 2 car garage. Generator 5 years old and hot tub negotiable.

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
  • Bedrooms 5
  • Year Built 1830
  • Parking Spaces 6

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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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