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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.

184 Cudworth Worthington MA 01098

Worthington, MA184 Cudworth

Price$3,500,000

Est. Mortgage: $/month

MLS Number 72751067

  • Single Family Attached
  • Bathroom 8
  • Rooms 13
  • Bedrooms 4
  • Acreage 12.1

This outstanding private and spacious estate is set on 12.1 beautifully landscaped acres offering just over 14,000 square feet of quality living area. The unique 5 bedroom, 5 full bath/3half bath main house includes an in-law apartment/guest quarters and an Olympic sized indoor/heated pool. Top grade appliances are another important feature. Dark walnut hardwood flooring runs throughout the main house as does a state-of-the-art radiant heating system. Other special features include Vantage lighting, a large game room and home office, a steam shower and overflow tub in the master bath, a humidification system, an indoor/outdoor intercom system, and a full house commercial generator. The horse barn also includes a 3 bedroom guest quarters, and a significant fireproof walk-in vault.

Listed by George Cain, William Pitt Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Hills Road Westhampton MA 01027

Westhampton, MA10 Blueberry Hills Road

Price$2,850,000

Est. Mortgage: $/month

MLS Number 72748017

  • Single Family Equestrian
  • Bathroom 5
  • Rooms 14
  • Bedrooms 5
  • Acreage 57.87

SPECTACULAR HOME WITH UNBELIEVABLE VIEWS! Extraordinary attention to detail & outstanding quality throughout this terrific open floor-plan home. The 2 story sunken living room features a significant fireplace flanked by large captivating windows showing off 90 mile views that cross state lines. The state-of-the-art kitchen is any cook's dream come true. The spacious dining area provides guests with an opportunity to enjoy this home's exciting interior and exterior features. Just when you think you have seen it all, enter the first floor Master Bedroom Suite. How "sweet" it is with a two sided fireplace to add extra warmth to both the bedroom and the the bath. On the way out of this remarkable bathroom, be sure to notice the dressing room and its countless built-ins & special features. Did I mention the hot-tub on the deck just outside the Master Bedroom? There is much more...a pool, a game room, an in-home theater, a gym, a barn, a paddock, & a riding ring. Wow! See it now!

Listed by George Cain, William Pitt Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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407 West Leyden Road Leyden MA 01337

Leyden, MA407 West Leyden Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 72783525

  • Single Family Detached
  • Bathroom 9
  • Rooms 22
  • Bedrooms 11
  • Acreage 95.24

A rare property indeed! 2 Conference Facility bldgs w/lodging, built w/green in mind. Located on 95 pristine acres of pastoral beauty, 2 barns, gardens, meditation huts & walking trails in a nurturing landscape. A 2-story 4412 sq ft addition constructed in 2004 w/32x27 sun-filled mtg room, 6 bdrms, 5 baths, laundry facilities & sitting areas are connected to fully updated Antique Cape w/lg kitchen, dining area, office, 3 bdrms & 1 ½ baths. A 3408 sq ft entirely renovated & expanded barn in 2019 has soundproof treatment room, 2 large multipurpose rooms 35x21 & 35x26 lead to private deck & labyrinth along w/half bath & kitchen facilities. 2nd floor offers apartment w/kitchen, living room, 2 bdrms, full bath & deck. Sprinkler systems, standby generators, handicapped accessible, all in excellent condition! Property ideal for co-operative living, youth group center, condos, family retreat, artists & writers in residency, wedding venue. With so many possibilities, this is truly one of a kind

Listed by Harriet Paine and Joyce Blanker, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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407 West Leyden Road Leyden MA 01337

MLS Number 72783527

  • Commercial 5+ Residential
  • Total Parking Spaces 25
  • MLS Status Active
  • Year Built 2004
  • Acreage 95.24

A rare property indeed! 2 Conference Facility bldgs w/lodging, built w/green in mind. Located on 95 pristine acres of pastoral beauty, 2 barns, gardens, meditation huts & walking trails in a nurturing landscape. A 2-story 4412 sq ft addition constructed in 2004 w/32x27 sun-filled mtg room, 6 bdrms, 5 baths, laundry facilities & sitting areas are connected to fully updated Antique Cape w/lg kitchen, dining area, office, 3 bdrms & 1 ½ baths. A 3408 sq ft entirely renovated & expanded barn in 2019 has soundproof treatment room, 2 large multipurpose rooms 35x21 & 35x26 lead to private deck & labyrinth along w/half bath & kitchen facilities. 2nd floor offers apartment w/kitchen, living room, 2 bdrms, full bath & deck. Sprinkler systems, standby generators, handicapped accessible, all in excellent condition! Property ideal for co-operative living, youth group center, condos, family retreat, artists & writers in residency, wedding venue. With so many possibilities, this is truly one of a kind

Listed by Joyce Blanker and Harriet Paine, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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407 West Leyden Road Leyden MA 01337

Leyden, MA407 West Leyden Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 72783526

  • Multi-Family 2 Family
  • Total Parking Spaces 25
  • Year Built 2004
  • Bathroom 9
  • Full Bath 7

A rare property indeed! 2 Conference Facility bldgs w/lodging, built w/green in mind. Located on 95 pristine acres of pastoral beauty, 2 barns, gardens, meditation huts & walking trails in a nurturing landscape. A 2-story 4412 sq ft addition constructed in 2004 w/32x27 sun-filled mtg room, 6 bdrms, 5 baths, laundry facilities & sitting areas are connected to fully updated Antique Cape w/lg kitchen, dining area, office, 3 bdrms & 1 ½ baths. A 3408 sq ft entirely renovated & expanded barn in 2019 has soundproof treatment room, 2 large multipurpose rooms 35x21 & 35x26 lead to private deck & labyrinth along w/half bath & kitchen facilities. 2nd floor offers apartment w/kitchen, living room, 2 bdrms, full bath & deck. Sprinkler systems, standby generators, handicapped accessible, all in excellent condition! Property ideal for co-operative living, youth group center, condos, family retreat, artists & writers in residency, wedding venue. With so many possibilities, this is truly one of a kind

Listed by Harriet Paine and Joyce Blanker, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 Nash Hill Road Williamsburg MA 01096

Williamsburg, MA29 Nash Hill Road

Price$1,290,000

Est. Mortgage: $/month

MLS Number 72813369

  • Multi-Family 3 Family
  • Total Parking Spaces 11
  • Year Built 2003
  • Bathroom 5
  • Full Bath 5

Properties like this are rare! Three family with approx 2400 sq ft of garage and office space on the walk-out lower level, all situated on 2 acres! Units A & B are single-level, first floor units, while unit C spans the length of the entire 2nd floor. Great planning went into the original design to maximize storage & create spaces that had all of the comforts of home: jacuzzi tubs overlooking wooded views, radiant heat under tiled flooring, heated towel bars, solid cherry cabinets & Ash flooring in the main living areas and bedrooms. No less attention was given to the expansive garage spaces (3 bays!) & walk-out ground level finished space currently used as an office...all of which features radiant heat. The outside offers extensive hand-laid stone walls, side and upper decks offer gorgeous views, low maintenance vinyl siding and plenty of parking. Quality Viessmann systems. This property is sure to check all the boxes. Showing by appointment only.

Listed by Alyx Akers, 5 College REALTORS® Northampton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

Cummington, MA52 Upper Bryant Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72813809

  • Single Family Farm
  • Bathroom 3
  • Rooms 12
  • Bedrooms 4
  • Acreage 296

Sitting above the William Cullen Bryant homestead and overlooking the Westfield River valley below sits the beautiful and scenic Bryant Farm. Located at the end of a dead end road and incorporating 296+/- acres (292 acres in APR), this farm stretches as far as the eye can see. The house and original barn were built in 1870 for Frances Bryant, the daughter of the famed poet. A working dairy farm for four generations, the farm is now ready for a new chapter and the possibilities are endless. There are approximately 80 acres of hayfields, 30 acres of pasture and almost 180+ acres of beautiful and tranquil forests.The only noise one hears from up here is the many species of birds and wildlife and the sound of the wind as it blows through the fields and trees. The 5000+ sf antique home is in need of renovation. The exterior has been done for you with new roof, siding and many new windows. There is a gorgeous new kitchen and bath on the main floor but the rest of the house needs renovation.

Listed by Linda Webster, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 County Road Leyden MA 01337

Leyden, MA63 North County Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72766789

  • Single Family Detached
  • Bathroom 10
  • Rooms 14
  • Bedrooms 7
  • Acreage 19.11

This extraordinary property is set on 19 picturesque acres of open and wooded land with breathtaking views to enjoy from the many large south and east-facing windows consists of 3 buildings, an inground pool that overlooks the view, a 182-panel solar array, backup generator, 2 hot tubs, and a little cabin. The main house offers an open living area, dual fireplace, wood stove in the sunroom with access to a spacious deck, large bedrooms with attached baths, and a finished room and bathroom on the lower walkout level. The 43' x 33' Studio is magnificent with massive windows from floor to cathedral ceiling calling in the view. There are 3 bedrooms and 2-1/2 baths on the lower level. The "Tree House" has a bedroom, bath, and a slider to the balcony/deck on each level facing the view and the 1-room cabin tucked in the woods right below. Located on a lovely, easily-accessible country road 20 minutes to Greenfield, MA, and Brattleboro, VT for shopping and many outdoor recreational opportunity

Listed by Corinne A. Fitzgerald, Fitzgerald Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 TourAsk A QuestionMore Details

163 Huntington Road Worthington MA 01098

MLS Number 72806796

  • Single Family Detached
  • Bathroom 7
  • Rooms 12
  • Bedrooms 7
  • Acreage 13.1

A Worthington, Ma. Treasure. View one of the most Beautiful Properties in Western Mass. This private estate or gentleman's Farm is nestled in the foothills of the Berkshires. Built in 2008.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 12 rooms, 7 bedrooms and 6.5 baths. Large barn with expandable living area. 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 are adorned with brick 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. A Carriage house/barn and so much more, A dream home. Please view video.

Listed by James Adams, Hilltown Real Estate by Adams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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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80 Easthampton Road Westhampton MA 01027

Westhampton, MA80 Easthampton Road

Price$895,000

Est. Mortgage: $/month

MLS Number 72588713

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Acreage 10

Massive 20,000 sf, 2 story Post & Beam constructed barn with 22 horse box stalls with mahogany wood and iron doors. Second floor hay loft to drop hay conveniently into each horse stall. Picturesque 10 acres of property with fenced pasture land and views of surrounding property all within a few miles of downtown Easthampton and Northampton. Additional foundation poured for purpose of indoor riding arena. House is bright and cheery renovated 1771 Antique Cape. Explore the possibilities!

Listed by Robert A Canon, Canon Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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

Shutesbury, MA29 January Hills Road

Price$880,000

Est. Mortgage: $/month

MLS Number 72805286

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4
  • Acreage 5.52

Breathtaking, spectacular, and fabulous only begin to describe this home. Perfect for multi-generational families w/2 living spaces, or one who likes entertaining w/a kitchen, laundry room, and 2 bedrooms on each floor. The living room features an open floor plan, beautifully high ceilings, hardwoods, and a view of your own private spring-fed pond. The wrap around deck made from extremely durable Ipe wood brings you even closer to your more than 5.5 acres of nature; where the backyard ends, conservation land begins.The main kitchen comes equipped with beautifully custom-made, solid cherry cabinets, gas range in the center island, double ovens, & a cozy breakfast nook to sip your coffee, grab a quick lunch, or enjoy a relaxing evening. The formal dining room connects to the deck for virtually unlimited entertaining possibilities. The master bedroom offers a spacious walk-in closet, en suite with a double vanity, large Jacuzzi-style soaking tub, and a walk-in double shower.

Listed by Matthew Arnold and Mary Wilson Cohn, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 TourAsk A QuestionMore Details

16-18 & 20 State Street Buckland MA 01370

MLS Number 72585352

  • Commercial
  • MLS Status Active
  • Year Built 1900
  • Acreage 0.07
  • Square Feet 3,252

Beloved and iconic, West End Pub Restaurant complex is now for sale. This well established, anchor business in Shelburne Falls, has become the focal point of the community and is located at the end of the Bridge of Flowers along the Deerfield River. Fantastic location, high traffic flow with tourists and visitors from around the world at your doorstep. Sale includes 16-18 & 20 State Street buildings, West End Pub Restaurant business, all furniture, fixtures & equipment. Restaurant seats 50, has a 12 seat bar, full liquor license & includes a 2nd-floor studio apartment w cathedral ceiling, sleeping loft, galley kitchen & bath. 20 State Street offers 1st-floor retail space, private bath & currently rented as a Bookstore. Upstairs is a 1 bedroom apartment, w private deck, overlooking the river. Updates include newer heating systems, AC, electrical, enclosed year-round deck, fire alarm, burglar alarm, camera security & music systems. Town water, town sewer. Profitable, turn-key business!

Listed by Cathy Roberts, Cohn & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 2021
* 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 TourAsk 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.