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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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$
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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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7 West Street Goshen MA 01032

Price$1,320,000

Est. Mortgage: $/month

MLS Number 72575866

  • Land Residential
  • Acreage 402.98

It's not often that almost 400 acres of pristine forested land becomes available in Goshen. In the heart of Goshen sits this majestic property that provides some great opportunities for managed timber harvesting, recreational activities, and thoughtful development. As you drive on the access road to the center of the property, you'll pass stone walls and discover a beautiful pond that nurtures an abundant and rich variety of plant and animal life. It's worth taking the time to view the virtual tour.

Listed by Shauneen O Donnell Kocot, Goggins Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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292 Chesterfield Road Westhampton MA 01027

Price$1,300,000

Est. Mortgage: $/month

MLS Number 72539294

  • Single Family
  • Garage 2
  • Parking Spaces 10
  • Year Built 1928
  • Full Bath 4

Patchwork Farm, a beautifully fashioned home & beloved retreat for writers, artists, and others seeking the peace of the countryside, comprises a main house with several guest quarters and multiple outbuildings, set on a mountaintop on more than 90 acres of hardwood forest. The remarkable craftsmanship in every structure starts with the main house, with exquisite details throughout, including black cherry floors, fir and glass doors, built-ins, and large windows that showcase spectacular views. A generous 2008 addition used ash, birch, beech and maple from the property. The first floor living space features a large living/dining area, screened porch, private deck, peaceful bedroom and library. Upstairs is Eagle's Nest, an en-suite bedroom with sitting area and cupola. Owls' Burrow's quarters, below, offer a private outdoor entrance. An elevator to each floor makes all accessible. A gorgeous, lovingly maintained property with 5 miles of groomed trails and a pond.

Listed by Rachel Simpson and Kimberly Goggins, Goggins Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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: 3.69% last updated on Oct 17, 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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1-5 State Street Buckland MA 01338

MLS Number 72528540

  • Commercial
  • Year Built 1877

The Crown Jewel of Shelburne Falls, the iconic Oddfellows Hall, is available for the first time in over 40 years. Lovingly restored and maintained, this building has had numerous significant upgrades and has no deferred maintenance. Recently painted, re-wired, re-plumbed, membrane roof, 2 newer boilers and newer HVAC on first floor. Three full floors of retail and office space. First and second floor are handicap accessible. First floor lease has 8 years remaining. There are 7 professional offices on the second floor. Third floor is the Bridge of Flowers Business Center, a shared co-working space with various working options available. Excellent rental history, minimal vacancies. Located directly across from the Green Iron Bridge; a National Historic landmark Building overlooking the Deerfield River and the internationally acclaimed Bridge of Flowers in the Village of Shelburne Falls, Massachusetts.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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 72550821

  • 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®

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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188 North Road Westhampton MA 01027

MLS Number 72581892

  • Business Opportunities Restaurant w/out Liquor
  • Year Built 2006

What a wonderful opportunity to own this outstanding property situated on 5.5 scenic acres with a home, barn, and a successful cafe. The home features a brick exterior, 4 generous size bedrooms, 2 full baths, hardwood floors, a spacious living room with fireplace, first floor laundry plus oil heat & a wood burning furnace. The barn is 2 stories, 35 x 100 with aprox.15 wooden box stalls, running water, electricity, plus storage and a hayloft. The charming country cafe is so impressive & profitable, built with straw bales. Offering a kitchen, dining area that seats 40, retail area, and 1/2 bath.There is also a quaint exterior seating area to appreciate the beautiful foliage. This property also features a sugar house, one of the oldest in Pioneer Valley. Easy access to Route 66. Schedule your showing today!

Listed by The Neilsen Team and Kathleen Neilsen,

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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188 North Road Westhampton MA 01027

Price$899,000

Est. Mortgage: $/month

MLS Number 72581890

  • Single Family
  • Parking Spaces 6
  • Year Built 1957
  • Full Bath 2
  • Bathroom 2

What a wonderful opportunity to own this outstanding property situated on 5.5 scenic acres with a home, barn, and a successful cafe. The home features a brick exterior, 4 generous size bedrooms, 2 full baths, hardwood floors, a spacious living room with fireplace, first floor laundry plus oil heat & a wood burning furnace. The barn is 2 stories, 35 x 100 with aprox.15 wooden box stalls, running water, electricity, plus storage and a hayloft. The charming country cafe is so impressive & profitable, built with straw bales. Offering a kitchen, dining area that seats 40, retail area, and 1/2 bath.There is also a quaint exterior seating area to appreciate the beautiful foliage. This property also features a sugar house, one of the oldest in Pioneer Valley. Easy access to Route 66. Schedule your showing today!

Listed by The Neilsen Team and Kathleen Neilsen, Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

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. 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. Near DAR, Ashfield Lake. $895,000

Listed by Stephen Snow, Steve Snow Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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: 3.69% last updated on Oct 17, 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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133 Old Post Road Worthington MA 01098

Price$875,000

Est. Mortgage: $/month

MLS Number 72563634

  • Single Family
  • Garage 4
  • Parking Spaces 10
  • Year Built 2002
  • Full Bath 3

On a beautiful 9 acre stretch of land in picturesque Worthington, your dream home is waiting for you! Custom built 4 bed, 3.5 bath outfitted with state of the art Viking SS appliances and a Viessmann boiler system. Idealistic views from the wrap-around porch include bountiful fruit trees, a pond, and expansive forests. Once inside you will be welcomed by comfort and elegance of the formal dining room, a cozy living room with a fireplace, chef's dream kitchen, first-floor master and relaxing sunroom that you will never want to leave. Not to be outdone, the second floor boasts another master suite, family room, and 2nd fireplace, 2 more spacious bedrooms, 2 full baths, and great room for endless entertainment. There are all the luxuries of a wet bar, wine fridge, and movie theater size projector, and screen inside, which sits over the 4 car garage. The many decks help you take in the breathtaking landscape which includes a 2-story 40x70 barn with endless possibilities. Welcome home!

Listed by Meghan McCormick, Delap Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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: 3.69% last updated on Oct 17, 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.

Virtual TourSave 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.