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Hilltowns Real Estate

Below, you'll find all real estate listings in the Hilltowns of Massachusetts. 

Contact Delap Real Estate at 413-586-9111 or online for more information.

192 & 176 Burnt Hill Road Charlemont MA 01339

MLS Number 72423244

  • Single Family
  • Garage 6
  • Parking Spaces 20
  • Year Built 1968
  • Full Bath 9

This exceptional property has exquisite craftsmanship and professional designer touches throughout which create a warm, casual elegance for the most discerning buyers. The main house features 3+ bedrooms each with en suite bathrooms. The open concept kitchen features stainless steel appliances, stone counter tops, a breakfast area and family room. There is a separate formal living room, dining room and media room. This family compound is on over a 140 acres with hiking trails, open fields, beautiful views, a huge Gunite pool with a stone patio and a full-featured pool house. The 4 bedroom guest “Barn” features rustic modern design, stainless steel appliances, radiant heat and Pella windows. The 4-car detached garage has temperature/humidity controlled 4,000 bottle wine cellar. This property is perfectly located between Shelburne Falls and Berkshire East. Deerfield Academy is 25 minutes away. NYC is 3.5 hrs and 2 &1/4 to Boston.

Listed by Cathy Roberts and Mary Wilson Cohn, Cohn & Company

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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10 Blueberry Lane Westhampton MA 01027

Price$3,149,000

Est. Mortgage: $/month

MLS Number 72479672

  • Single Family
  • Garage 6
  • Parking Spaces 12
  • Year Built 2014
  • Full Bath 4

It's impossible to over-express the "Picturesque Panoramic" views of the pioneer valley headlining this property. This spectacular custom contemporary home offers a litany of dramatic, thoughtful features. The open floor plan boasts a 24+ foot wall of glass in the main level "great room" for formal entertaining. For the more casual gatherings the lower level game room is adjacent to the outdoor patio/pool area. The kitchen is highlighted by all stainless appliances, quartz counters, farmers sink, gas range, 3-ovens, wine coolers and more. The Colossal Master bedroom with cathedral ceiling incorporates a "See through" fireplace into the master bath consisting of enormous his/hers walk-in dressing room with custom cabinets and granite counter. The property encompasses just under 60 private acres that include a new 6-stall horse barn, Outdoor riding ring, fenced in pasture and more. Entrance is gated, Additional land available. Appointments scheduled with pre-approved buyers only.

Listed by Robert Naumowicz, Taylor Agency

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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52 Upper Bryant Road Cummington MA 01026

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72431562

  • Single Family
  • Garage 2
  • Parking Spaces 7
  • Year Built 1870
  • Full Bath 2

400+ Acre, fourth generation working family farm with Impeccable views of the Westfield River Valley and beyond. Located in rural Western Massachusetts in the town of Cummington, this picturesque setting is equidistant to the Berkshires and Northampton areas for most of what anyone could ever desire. Very rich in history, this one of kind property is part of the original William Cullen Bryant farm and estate dating back to the 1800's. The upper Bryant farm was built in 1871 by William Cullen Bryant for his eldest daughter Frances (1822-1893) and her husband Parke Godwin. In most recent years, the current owners have begun renovating the 5000+ sqft antique home with a new roof, siding and trim, windows, kitchen, bath, and the caretaker's quarters started. Now ready to ...welcome the new steward's to make the needed and desired updates making this their own. Currently in APR, the taxes are incredibly inexpensive, and the possibilities are endless. Livestock/Equip. Excluded.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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876 Beldingville Road Ashfield MA 01330

Price$2,450,000

Est. Mortgage: $/month

MLS Number 72427589

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1790
  • Full Bath 2

This property is one of a kind and the location and quantity of land is rare and does not come on the market very often. None of the land or building rights have been sold, so the buyer may use the property as one parcel or or break it up into several parcels. The property includes a 4 bedroom home with hardwood floors on both levels. The home has a modern energy efficient heating and AC system. The land must be viewed to be appreciated, the views are breathtaking. There are stone walls, trails throughout the mature tree forests, including maple bush, a small stream for fishing and plenty of open fields and pastures. In addition there is a 70" steel equipment building and a wood frame barn. The wood barn has a concrete floor on the ground level and originally built for beef cattle and the first floor has wood floors which was used to store hay and equipment.

Listed by Marcia Evans, Evans Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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36 Laurel Hill Drive Leverett MA 01054

Price$1,495,000

Est. Mortgage: $/month

MLS Number 72459801

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1995
  • Full Bath 4

Located in one of the Pioneer Valley's most distinctive neighborhoods, this timeless reproduction Post and Beam home is in a category of its own. The attention to detail, care, and warmth is evident with "12 over 12" custom milled windows, a uniquely crafted mantel in the living room, hardwood floors both cherry and oak and a beautiful, bright and enjoyable year-round sunroom complete with a propane stove to keep you toasty on cool weather nights. The exterior boasts a new roof with 5/8” hand sawn shakes built to last many, many years, abundant gardens, patios and decks, as well as a charming stone walled entrance. This absolutely stunning setting is both private and beautiful. The surrounding communities offer five colleges, 3 private schools and a highly rated public school system nearby.Possible in-law apt. This is a home and lifestyle with which you will fall in love. You must experience this fine property with meticulous detail, matchless beauty and memories waiting to be made.

Listed by Stiles & Dunn, Karen Dunn and Luke Dunn, Jones Group REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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163 Huntington Road Worthington MA 01098

Price$995,000

Est. Mortgage: $/month

MLS Number 72316755

  • Single Family
  • Garage 3
  • Parking Spaces 3
  • Year Built 2008
  • Full Bath 5

- One of the most Beautiful homes in Western Massachusetts. Private Estate set on 13.1 picturesque acres with open pastures , pristine forest and a tranquil brook. Home is 4.500 square feet of the finest craftsmanship and charm.. It Boast 7 bedrooms and 5 baths. The home has a great flow with a large working kitchen with soapstone counters. There are 2 living rooms and 2 dining rooms as well as an unbelievable Great/Sun room . The living room and dining room have fireplaces with magnificent Hearths, The lower level has 4 additional rooms and a walk out. The expansive patio is a showpiece for entertaining with a cabana and a stone fire pit. There is an attached 3 car heated garage with plenty of storage. The Carriage house is used as a barn with unfinished living quarters Set up as a gentlemen's farm. Was a B&B. Possible cooperate retreat

Listed by James Adams, Hilltown Real Estate by Adams Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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29 January Hills Road Shutesbury MA 01072

Price$949,000

Est. Mortgage: $/month

MLS Number 72452001

  • Single Family
  • Garage 5
  • Parking Spaces 6
  • Year Built 1996
  • Full Bath 3

UNMATCHED in the Valley! Own a private oasis, situated on 5.52 acres abutting conservation land with a private pond, gorgeous gardens and amazing views! This home has 2 living spaces, great for multi-generational families or guest space. Built for entertaining, the main level has a fabulous open floor plan, boasting high ceilings and exterior access to a wrap around deck. A chefs kitchen, with double ovens, plenty of space with an informal dining area, also an elegant dining room for your larger gatherings.There are 2 bedrooms on the main floor, the master en-suite has a large walk in closet, a spacious bathroom with a Jacuzzi tub and walk in shower. The additional 2 bedrooms are on the lower level as well as a full kitchen and family room. There is a 5 car garage with work-spaces and oversize bays and a back up whole house generator has been installed. Only 6 minutes to the UMass Campus and less than 10 minutes to Amherst town center, Broadband scheduled to be available in 2019.

Listed by Stiles & Dunn, Karen Dunn and Luke Dunn, Jones Group REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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298 Barnes Road Ashfield MA 01330

MLS Number 72217479

  • Commercial
  • Year Built 1994

This is the prettiest golf course nestled in one of the most beautiful valleys in the Berkshire foothills. At one time a working dairy farm, Edge Hill Golf Course was established in 1994 with 9 holes and expanded to 18 holes in 2014. These newer holes are some of the most innovative and offer the most spectacular views of the course.The old dairy barn has been converted into a golf shop and snack bar with a large covered patio overlooking the large pond. Great site for weddings and events with a remodeled barn featuring a commercial kitchen. Bring your clubs and come up to play a round to see what a special property this is.

Listed by Phil Pless, Coldwell Banker Upton-Massamont REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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10 Antin Road Chesterfield MA 01012

Price$750,000

Est. Mortgage: $/month

MLS Number 72471154

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Year Built 2006
  • Full Bath 3

Exceptional waterfront hideaway for all seasons. This body of water is a hidden gem, offering privacy, peace & recreational opportunities galore. Just steps from house to your own dock, promoting swimming, boating & all-things water fun. HOA Association maintains private beach & water quality. Home has over 4,000sqft of custom living space crafted from owner-contractors stamp of quality throughout. Two full levels have windowed views of water & each level boasts bath, bedroom, living space & kitchen. Well planned "open-concept" creates great blend of formal & leisure areas. Fireplace, solar, stand-by generator, heated garage, cathedral ceilings, mix of flooring (birch, maple, hickory, cedar,tile), Buderus, radiant heat, hot-tub room, large rear deck, special windows & plumbing upgrades .. etc, etc, Must be seen ..

Listed by Denny R. Nolan, Denny Nolan Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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5 Deer Haven Drive Williamsburg MA 01039

MLS Number 72482283

  • Single Family
  • Garage 4
  • Parking Spaces 4
  • Year Built 2007
  • Full Bath 4

Gorgeous home, great neighborhood, close to exciting Northampton, Energy saving solar, Potential inlaw, 4 car garage, En-suite bathroom for everyone. IT's ALL HERE. A stately stone front colonial with attractive roof lines and palladium windows. First floor offers open floor plan, large eat-in kitchen with maple cabinets, granite counter, center island, breakfast nook, stainless appliances. Family room is set up to enjoy home theater with overhead projector and large screen( removable) . Formal Living room and dining room are connected for easy flow in entertaining or family gatherings. Each bedroom has it's own spacious walk-in closet and ensuite bathroom. The master suite is a serene retreat with a spa like bathroom, huge walk-in closet and sitting area. There is a wonderful large office off foyer. Walkout asement is finished and has lots of natural light, plumbed for bathroom. Potential inlaw apartment. First floor laundry room. Four car garage. Home is also offered for Rent

Listed by Lori O. Cotter, Coldwell Banker Residential Brokerage - Longmeadow

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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122 Petticoat Hill Road Williamsburg MA 01096

MLS Number 72179718

  • Single Family
  • Garage 5
  • Parking Spaces 20
  • Year Built 1985
  • Full Bath 3

Created with the horse enthusiast in mind, this P&B home & new 5-stall (54x60) Morton barn is move-in-ready & fully equipped w/all the equestrian amenities in mind. H&C water, heated tack room, ½ bath, wash stall, safety fans, heated waterers, wireless internet, large hay storage area & drive-thru garage bay w/room for 60' trailer. Eight of the 14.25 acres are dedicated to the horses - enclosed in electric fencing, creating 3 pastures. Direct access to riding trails. Land in 61B. Open floor plan, cathedral ceilings, kitchen w/ two islands, abundant cabinets, granite & pantry to delight any chef, plus, an expansive deck & gazebo w/exquisite landscaped gardens. Ideal property for entertaining. Two MBR's (one on each floor), full property generator, 2-car attached garage, 2-car detached garage w/heated bonus room above, updated septic & much more! Minutes to Northampton. Easy access to Rt 91 & Hartford Airport. Don't miss this unique opportunity to reside on your own equestrian haven.

Listed by Debra Byrnes, Real Living Realty Professionals, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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102 Clark Road Worthington MA 01098

Price$746,000

Est. Mortgage: $/month

MLS Number 72317017

  • Single Family
  • Garage 3
  • Parking Spaces 3
  • Year Built 1768
  • Full Bath 2

Authentic 1768 antique colonial farm house set on over 90 acres of pristine land. The antique home has preserved most of the original character with center chimney and 6 fireplaces. The structure is in extremely good condition, Most of the original woodwork and integrity has been preserved. The First floor has a great open comfortable space for the kitchen and gathering area, with a stone hearth and an impressive fireplace mantel. Formal dining room and a library, The second floor has 2 bedrooms and a sitting room which all have fireplaces. A third bedroom and an office as well. An attached 3 car garage with a second floor with plenty of storage, The land is incredible with a mixture of open pasture, fruit trees and forest. 45 acres is on the side of the road with the home and 45 acres with a magnificent barn are across the road. The land has quite a bit of frontage which allows for numerous possibilities. These opportunities don't come up often.

Listed by James Adams, Hilltown Real Estate by Adams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.