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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
  • Square Feet 14,240

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: 2.71% last updated on Dec 3, 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.

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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
  • Square Feet 6,900

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 100 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: 2.71% last updated on Dec 3, 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.

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576 S Deerfield Road Conway MA 01341

Conway, MA576 S Deerfield Road

Price$1,650,000

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 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.

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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

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 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.

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18 West Shore Drive Goshen MA 01032

Goshen, MA18 West Shore Drive

Price$1,429,000

Est. Mortgage: $/month

MLS Number 72748368

  • Single Family Attached
  • Village Highland Lake
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5

Waterfront home and family compound! INCLUDES 3 guest cottages. A rare opportunity to live and play on one of the area's premier lakes. The house was completely renovated in 2002 and increased to it's current 4000+ s/f status with a large master suite and 4+ bedrooms. A beautiful setting with large water frontage on the area's most desirable private lake that does not allow motorboats(only swimming, sailing, kayaks, canoeing, and fishing) on a public road and only 20 minutes to Northampton, one hour to Tanglewood, Jacobs Pillow, and Mass MOCA. For winter fun, Berkshire East is minutes away and Mt. Snow, Jiminy Peak, Bosquet, and Butternut are all only one hour away! This hilltown gem combined with the park-like lawn and fantastic water views from every angle are just some of the many reasons why everyone falls in love with the "Goshen Ocean." The three unique individual guest cottages that can be rented/occupied during the summer months if desired for additional income.

Listed by Robert Raymond, Hampshire Realty Company

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$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 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.

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455 Mathews Road Conway MA 01341

Conway, MA455 Mathews Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 72744452

  • Single Family Detached
  • Bathroom 4
  • Rooms 16
  • Bedrooms 5
  • Square Feet 4,269

This historic Dutch Gambrel on 35 acres of private countryside offers space, privacy and proximity.The elegant foyer welcomes you to this lovingly maintained home.The main level includes library with fireplace, living room with built ins, fireplace & pocket doors to the formal dining room with original wainscoting, crown molding and fireplace. The heart of the home, the open concept kitchen & family room enjoy a cozy wood stove. Pantry, laundry, studio space and "work from home" office complete the first level. The second level consists of the primary bedroom with lots of closets and fireplace, three generous bedrooms, renovated bath with double vanity, tiled shower & claw foot tub, additional bath and a lovely alcove. Apartment with separate entrance for guests, au pair or combine for additional living space.Enjoy the garden areas, porches & patio or walking trails, open fields.This beloved home is a special property, a rare opportunity, minutes to major routes for easy commute.

Listed by Cynthia O' Hare Owens and Aisjah Flynn, 5 College REALTORS®

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 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.

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39 N Bernardston Road Leyden MA 01301

Leyden, MA39 N Bernardston Road

Price$1,275,000

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®

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$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 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.

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152 Ashfield Road Williamsburg MA 01096

Williamsburg, MA152 Ashfield Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 72754772

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3
  • Square Feet 3,425

Welcome to Nexus, an architect designed and beautifully landscaped paradise. The house and studio, built to German passive haus standards(see attached details), is oriented to the south, and all 1st floor rooms open into an expansive Goshen stone patio, a front row seat to a wildlife haven. Land features 2 ponds, pathways through terraced gardens, wooded trails, and a wildflower meadow. Backyard includes fenced-in garden courtyard, 2 story barn and attached 2 car garage. The 1st floor is open concept with high ceilings, living dining and kitchen area, as well as a large primary suite, office, cathedral ceiling artist studio, and unique breezeway with wood stove. Up the skylight-lit stairs there are 2 more bedrooms and a full bath. An 18.25 kW solar array meets all the electric needs in this all electric home, and generates a monthly income. High end and energy efficiency features, custom wood and stone work, too many to list, make this home truly a one of a kind. Showings start 11/14

Listed by Carolyn A. Smith, Delap Real Estate LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.71% last updated on Dec 3, 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: 2.71% last updated on Dec 3, 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.

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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
  • 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: 2.71% last updated on Dec 3, 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.

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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: 2.71% last updated on Dec 3, 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.

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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: 2.71% last updated on Dec 3, 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

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.