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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: 3.82% last updated on Jun 13, 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$2,999,999

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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$
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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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: 3.82% last updated on Jun 13, 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: 3.82% last updated on Jun 13, 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: 3.82% last updated on Jun 13, 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 6

- 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: 3.82% last updated on Jun 13, 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: 3.82% last updated on Jun 13, 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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366 West Road Ashfield MA 01330

Price$895,000

Est. Mortgage: $/month

MLS Number 72507478

  • Single Family
  • Garage 4
  • Parking Spaces 15
  • Year Built 2007
  • Full Bath 3

Ashfield, Large private location, with views to the east. Trails and a brook. Spectacular Wright Builders custom built home, (2007), over 6200 square feet livable, 10 acre lot, 4+ bedrooms 3/1 baths. Energy star rated. 3 car att garage, plus barn with studio and garage. Paved sloped drive. Sun rooms, enclosed patio, decks, office LR, DR, Fabulous Chef's kitchen, pantries and storage. Great Room with Fireplace. Dry basement (curtain drainage). Master bedroom suite on first floor. Two laundry areas. Near DAR, Ashfield Lake, restaurants. $895,000

Listed by Stephen Snow, Steve Snow Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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18 West Shore Drive Goshen MA 01032

Price$888,000

Est. Mortgage: $/month

MLS Number 72491576

  • Single Family
  • Garage 2
  • Parking Spaces 8
  • Year Built 1952
  • Full Bath 4

Rare year round waterfront property on pristine Lower Highland Lake with 500 feet of private frontage on the lake. Main house was completely renovated in 2002 with an open floor plan. Lovely master bedroom suite has its own private screened-in porch. Space for friends and family to visit or make some income with 3 guest cottages plus an efficiency apartment in the basement of the main house. Most rooms have a lovely view of the lake. The house also has a wonderful deck overlooking the large park like lawn leading down to the water. No motorboats are allowed on the lake, except for electric trolling motors. Oversized garage has plenty of room for cars, boats and other items you may need to store. Only 20 minutes to Northampton in the Berkshire foothills, it is an easy drive to multiple ski areas, and about 1 hour to many Berkshire cultural activities like Mass Moca or Tanglewood. Lake borders and goes into the DAR state forest so there are miles of trails to explore. Paradise!

Listed by Carla Ness, Delap Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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®

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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259 Prospect Street Plainfield MA 01070

Price$849,000

Est. Mortgage: $/month

MLS Number 72512694

  • Single Family
  • Garage 2
  • Parking Spaces 5
  • Year Built 1994
  • Full Bath 3

Set on 13+ acres overlooking a brook, this very special property was designed by John Bednarski, inspired by the the iconic architecture of Frank Lloyd Wright. It incorporates beautiful natural materials both inside & out: cedar & copper exterior, slate roof & floors, old-growth cherry cabinetry and floors, and Ashfield stone. Architect-designed built-in furniture enhances every room; custom light fixtures & the fireplace surround reflect the design. Two Ipe decks are cantilevered out into the woods, one from the living area and the other from the gorgeous master suite which includes a walk-in closet, large full bath with whirlpool bath, separate shower, & towel warmers, and a custom bed, which remains. The open living area includes a fireplace as centerpiece, opposite glass doors out to the deck. Downstairs there's a media room/office that opens to the outside, a 2nd bedroom, great laundry room, & plenty of storage. See attached feature sheets for details & outbuilding descriptions.

Listed by Rachel Simpson, Goggins Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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112 Thayer Hill Road Worthington MA 01098

Price$825,000

Est. Mortgage: $/month

MLS Number 72492849

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 2004
  • Full Bath 1

An artist's home on beautiful land, 20 panoramic acres with 2 exceptional contemporary buildings. The main house is an amazing, custom built home with a open floor plan, gleaming hardwood floors, a gourmet kitchen, 3 bed rooms, master bath, and garage. This contemporary home has 10 inch thick insulated walls and roof, heated floors, vaulted ceilings, and banks of windows taking in the light an distant views. The Studio is like a cathedral and is suitable for performances, making art, teaching yoga or watching the light and shadows dance through the day. The lower level has a spacious, expandable living area with large sun filled rooms offering a bedroom, living room, open kitchen with dining area, two full bathrooms plus all the storage area you would need. No other property in the area can offer buildings that are practical and well-built amidst such beauty.

Listed by James A. Molyneux, Molyneux Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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.