Give Us A Call: 413-586-9111
Delap Real Estate logo

Find Your New Home

and narrow your search. If you have fewer than 200 results, you can save your search.

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.

10 Blueberry Hills Road Westhampton MA 01027

Westhampton, MA10 Blueberry Hills Road

Price$2,899,000

Est. Mortgage: $/month

MLS Number 72597036

  • Single Family Detached
  • Bathroom 5
  • Rooms 14
  • Bedrooms 5
  • Square Feet 7,591

HERE IS YOUR SAFE, STAYCATION HOME!! From the grand entrance to the dramatic 2-story sunken fireplaced lvrm, the mood opens with breathtaking windowed views of valleys & mountains. The layout flows to the relaxed dining area & kitchen with oversized island, plenty of room for prepping & storage, SS appliances, custom cabinets, quartz counter tops & 2 wine coolers. Step out from the dining area to a screened in porch that connects to the master.- a "suite retreat" with 2 sided fireplace, oversized tub & double person jetted walk-in shower. The master has access to the screened-in porch, hot tub deck & features walk-in dressing room. 1/2 bath & craft room with customized storage options completes this level. The 2nd floor offers 4 additional bdrms with Jack & Jill baths. The lower level provides a game room, media center, gym, & yoga room. The barn, paddock, & riding ring has many features that will delight the horse lover. SCHEDULE A SHOWING NOW!

Listed by Suzi Buzzee, eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

176 & 192 Burnt Hill Road Charlemont MA 01339

MLS Number 72706619

  • Single Family Detached
  • Bathroom 10
  • Rooms 11
  • Bedrooms 7
  • Square Feet 5,770

Magnificent country contemporary gently sited on 145 +/- acres offering enchanting forest woodlands, open meadow and wonderful awe-inspiring views. The main residence offers expansive spaces with the highest degree of finishes. Designer kitchen with a massive center island has an open concept to cozy spaces for entertaining or simply life as you wish. Your retreat style grounds vary from large timber tracts with hiking, biking and snowshoe trails, to your custom designed Gunite pool with Pool House.. Planning a reunion or guests for the weekend? The separate rustic refined guest barn is the ultimate experience. Paradise found equidistant to The Berkshires and Northampton. 3 1/2 hrs from NYC and Just over 2 hrs from Boston. Minutes to Skiing, Rafting and Fly Fishing!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

576 S Deerfield Road Conway MA 01341

Conway, MA576 S Deerfield Road

Price$1,750,000

Est. Mortgage: $/month

MLS Number 72662173

  • Single Family Detached
  • Bathroom 3
  • Rooms 11
  • Bedrooms 3
  • Square Feet 3,728

Absolutely breathtaking! Custom built authentic mortise and tenon post and beam privately situated on approx 132 acres in Conway with a perfect balance of wooded areas, open meadows and lush landscaping to invite inspiration. Once inside, the natural light and openness create a sustained sense of calm. Features include wide-plank oak flooring, two Rumford fireplaces, all hand-planed doors, hand-forged door handles (some lighting fixtures, too), and hand turned acorn knobs on staircase railing (from an oak tree on the property). Kitchen offers gas range and Vermont Verde countertops. The nearby dining room with French doors overlooks the outdoor stone patio. Studio space above kitchen open to dining room - perfect for an artist's studio or reading loft. Living room with fireplace and wide plank flooring leading to library and separate home office. 2-car garage with bonus room above. Extensive floorplan available. Much to see and experience here. Property shown by appointment only

Listed by Alyx Akers and Kimberly Raczka, 5 College REALTORS® Northampton

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

52A Upper Bryant Road Cummington MA 01026

Cummington, MA52A Upper Bryant Road

Price$1,625,000

Est. Mortgage: $/month

MLS Number 72652584

  • Single Family Farm
  • Bathroom 2
  • Rooms 12
  • Bedrooms 4
  • Square Feet 5,306

297 Acres, 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 low, and the possibilities are endless. Livestock/Equip. Excluded.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

39 N Bernardston Road Leyden MA 01301

Leyden, MA39 N Bernardston Road

Price$1,350,000

Est. Mortgage: $/month

MLS Number 72700525

  • Single Family Detached
  • Bathroom 5
  • Rooms 11
  • Bedrooms 4
  • Square Feet 4,500

RARE FIND.. Protected farmland with lots of open space for animals, crops, or just knowing you own a piece of heaven. This tranquil property will allow you to explore your dreams of having horse`s or whatever type of animal you may want to raise, relax by the sounds of the water running thru the woods, or create a destination. One owner home has created many memories over the years and now it is your turn to make new ones. Lots of opportunities with open floor plan to host family gatherings and easy access to the outside patio. Enjoy the massive stone fireplace, tile floors, cathedral ceilings ,guest room and private livingroom on the first floor. The second floor consists of a master suite with a spacious bathroom ,steam shower and walk-in closet. The rest of the floor has an open loft (for game night or reading a favorite book) and 2 more bedrooms including another full bath. Finished basement allows for a billiards table and various rooms for storage plus an office space with bath.

Listed by Donald Mailloux, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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 72641627

  • Single Family Detached
  • Bathroom 7
  • Rooms 12
  • Bedrooms 7
  • Square Feet 4,539

Dream to be Isolated in one of the most Beautiful homes in the foothills of the Berkshires in Western Mass. Please watch video tour.. Private Estate or Gentleman's Farm.. 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 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.

Listed by James Adams, Hilltown Real Estate by Adams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

138 D Ridge Road Worthington MA 01098

Worthington, MA138 D Ridge Road

Price$899,500

Est. Mortgage: $/month

MLS Number 72632379

  • Single Family Detached
  • Bathroom 6
  • Rooms 10
  • Bedrooms 4
  • Square Feet 4,370

Owner will consider all "serious" offers for both house and all acreage at a discounted price. Overlooking the 8th Fairway is this Rare Opportunity to own this 5+ acre estate. This home will be completed to builders specs to be a spectacular turn key, move in, Dream Home.Home was built to be a showpiece in the foothills of the Berkshires however it was never completed, This allows you the option to choose Kitchen bath and flooring to be finished to your taste and style. Home is set up as a 10 room home with 4 bedrooms and 3 baths consisting of nearly 6,000 square feet of living space. The third floor has an additional 1,500 sq.ft. with 6 dormers, for 3-4 more bedrooms. There is an attached 3 car garage as well. . Beautiful views of the golf course and the distant hills. Please do not go on property without the seller or Broker James Adams.

Listed by James Adams, Hilltown Real Estate by Adams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

1-5 State Street Buckland MA 01338

MLS Number 72528540

  • Commercial
  • Total Parking Spaces 10
  • MLS Status Active
  • 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 Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

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
  • Square Feet 1,707

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: 2.9% last updated on Sep 24, 2020
* 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

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: 2.9% last updated on Sep 24, 2020
* 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

133 Old Post Road Worthington MA 01098

Worthington, MA133 Old Post Road

Price$855,000

Est. Mortgage: $/month

MLS Number 72629610

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 4
  • Square Feet 4,922

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, Goggins Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

292 Main Street Ashfield MA 01330

Ashfield, MA292 Main Street

Price$795,000

Est. Mortgage: $/month

MLS Number 72698065

  • Single Family Detached
  • Bathroom 6
  • Rooms 16
  • Bedrooms 6
  • Square Feet 4,500

This amazing Queen Anne house is filled with creativity and joy. Each room is unique, with large parlors suitable for house concerts, workshops and more. This home has been host to hundreds of phenomenal events. There are four full floors of usable space for almost anything you can imagine. The large finished basement housed a successful business with many employees, having both office and warehouse space. This is an excellent property for families, groups or a small business and it is a pleasure for entertaining. The mechanical systems have been upgraded to current standards. The open 3+ acre parcel in town abuts the Ashfield Community Golf Course and the property features beautiful gardens, a fantastic studio space and a sauna. Formerly the summer residence of the town benefactor Milo Belding and later The Adelphi Inn. The Ashfield Lake is nearby with it's relaxing beach, tennis courts and playground/picnic area. Come see this remarkable home, you're in for a treat.

Listed by Phil Pless, Coldwell Banker Community REALTORS®

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

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.