Stockbridge MA Real Estate

old mission house stockbridge maHarsch Associates Berkshires Real Estate offers a variety of real estate in Stockbridge MA.  Browse current Stockbridge property listings below and then contact us if you are interested in scheduling a tour.  We serve the entire of the Berkshires with over 30 years of experience selling Berkshire Properties.

Stockbridge MA began as a mission. With the arrival of the railroad in the 1850s, Stockbridge MA became a popular summer resort for prominent New Yorkers and Bostonians who built what they called Berkshire Cottages. These elegant, sprawling Berkshire Stockbridge MA homes embody the best of America’s “Gilded Age.” 

Stockbridge MA Home for SaleThe grandeur of Stockbridge lives on in its pastoral beauty and exquisitely maintained historic buildings and landscapes.  To visit the Stockbridge Chamber of Commerce site and get dining and shopping information click the photo above.  Welcome Home to Harsch Associates your Berkshires Stockbridge Real Estate Home.

Stockbridge MA Must-See Sites

17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,850,000

Est. Mortgage: $/month

MLS Number 234293

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,830
  • Acreage 15

The property, anchored by a 200 year old copper beech, runs along the crest of prospect hill. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular.Rumored to have been the first of the large 'cottages' on prospect hill. A cornerstone dated 1823 still exists although the house has undergone numerous renovations. A three sided glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Several building lots with more land available. Virtual showings only after june 5.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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14 Stone Hill Stockbridge MA 01262

Stockbridge, MA14 Stone Hill Rd

Price$3,995,000

Est. Mortgage: $/month

MLS Number 233847

  • Residential
  • Bathroom 7
  • Bedrooms 7
  • Square Feet 6,623
  • Acreage 18.25

A one-of-a-kind stockbridge luxury home. Mansion design. Every room features quality touches throughout. The living room/great room boasts two fireplaces and terrific exterior views from expansive decorative windows. The first floor master bedroom suite includes a very comfortable sitting room and a state-of-the art master bath. Conveniently placed off the master bedroom on the nearby deck is a wonderful gunite-lined hot-tub. The formal dining room boasts a fireplace along with impressive exterior views. The spacious eat-in kitchen features top-of-the-line appliances neatly positioned amongst attractive custom cabinetry. Leave the kitchen, go out and notice the delightful gunite heated pool with its attractive waterfall feature. While outside, also notice the perennial gardens

Listed by George Cain of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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11 Wheatleigh Stockbridge MA 01262

Stockbridge, MA11 Wheatleigh Dr

Price$2,595,000

Est. Mortgage: $/month

Pending

MLS Number 234395

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 4,500
  • Acreage 3.6

Graceful, meticulously maintained palladian style home on 3.6 acres overlooking lily pond. Foyer to cathedral ceiling living room featuring fp, spectacular arched windows and french doors leading to patio, heated pool and hot tub all overlooking lily pond. Chef's kitchen open to dr with 3 walls of windows, separate pantry, mud room, laundry and full bath. Mbr on main floor with en-suite bath, fp and walk-in closet, wood-paneled library/office and half bath. Upstairs, accessed by a gracious sweeping staircase, are 3 large bedrooms and 2 bathrooms. Just completed screening room/family room, bonus room and bathroom, 1000+ bottle capacity wine cellar and wet bar on lower level. Lots of storage. 2 car garage, generator, alarm, irrigation system. Deeded rights to access nearby stockbridge bowl.

Listed by Levin + Lazarus Team of BERKSHIRE PROPERTY AGENTS, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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82B Interlaken Stockbridge MA 01262

Stockbridge, MA82B Interlaken Rd

Price$2,400,000

Est. Mortgage: $/month

Pending

MLS Number 222057

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,500
  • Acreage 4.86

Rare waterfront opportunity: a summer paradise for your family. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful stockbridge bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to tanglewood, kripalu, and canyon ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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14 Pine Stockbridge MA 01262

MLS Number 234020

  • Commercial
  • Square Feet 10,507
  • Year Built 1900
  • Acreage 0.49

Completely renovated building steps to the center of stockbridge ! Lower level offers 3,000 available square feet for many potential uses! This space could be your own luxury living space walking distance to town, office space for your own use, or to generate additional income. So many possibilities. Incredible income history. All three apartments fully rented as well as main level space. Parking sufficient for up to 25 cars. All units have separate heat and electricity. Everything in this building has been renovated from top to bottom. All mechanicals also updated. Nothing to do but enjoy the building and the income that it provides !

Listed by Tanya Shepardson of RE/MAX COMPASS'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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14 Pine Stockbridge MA 01262

Stockbridge, MA14 Pine St

Price$1,950,000

Est. Mortgage: $/month

MLS Number 234460

  • MultiFamily
  • Square Feet 10,507
  • Bedrooms 5
  • Acreage 0.49
  • Year Built 1900

Completely renovated building steps to the center of stockbridge ! Lower level offers 3,000 available square feet for many potential uses! This space could be your own luxury living space walking distance to town, office space for your own use, or to generate additional income. So many possibilities. Incredible income history. All three apartments fully rented as well as main level space. Parking sufficient for up to 25 cars. All units have separate heat and electricity. Everything in this building has been renovated from top to bottom. All mechanicals also updated. Nothing to do but enjoy the building and the income that it provides !

Listed by Tanya Shepardson of RE/MAX COMPASS'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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22B Prospect Hill Stockbridge MA 01262

Stockbridge, MA22B Prospect Hill Rd

Price$1,875,000

Est. Mortgage: $/month

Pending

MLS Number 234388

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,840
  • Acreage 2.71

Spectacular newly built contemporary located on the sought after prospect hill road in stockbridge, massachusetts. This modern house is 3840 square feet and has 5 bedrooms with 3.5 baths. First floor bedroom has walk in closet & fabulous walk out shower to private zen garden with hot tub. Kitchen is a chefs dream with a 48'' wolf stove & grill. Enjoy the large family room with epson wireless projector with 150 inch ceiling motorized drop down hd for cinema. The living area has a water based fireplace that is floating in the living and in the first floor bedroom. Radiant heated floors & ductless heat and a/c in every room. There is a broan air exchanger ventilation system through the house. The house is located on 2.71 sprawling cleared acres with picturesque mountain and pastoral views.

Listed by Elle Villetto of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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17 Wheatley Stockbridge MA 01262

Stockbridge, MA17 Wheatley Dr

Price$1,850,000

Est. Mortgage: $/month

MLS Number 233668

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 2,899
  • Acreage 5.09

Imagine a light filled contemporary home, located on an admired and private country road, with serene waterfrontage on the quintessential lily pond. Include deeded beach rights to stockbridge bowl, your own private tennis court and all of this within walking distance to tanglewood. Time to stop imagining and make this your forever place in the beautiful berkshires. Walls of glass invite the great outdoors within, custom kitchen with wolf & sub zero appliances, private baths for every bedroom, central a/c and 5 acres of peace and serenity to experience and create memories with friends and family for years to come. Hoa fee is annual at $1000 approx

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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82C&D Interlaken Stockbridge MA 01262

Stockbridge, MA82C&D Interlaken Rd

Price$1,750,000

Est. Mortgage: $/month

Pending

MLS Number 221642

  • Land
  • Acreage 6.25

Rare building lot on the beautiful stockbridge bowl: beautiful open water frontage with views across the deep section of the bowl. Very special parcel. Building site perched above the lake to build your dream lake front home. There could be two homes on this site. Swimming, canoeing, boating, fishing from your waterfront. Very few parcels such as this will ever be available. Watch the josh billings from your own home. See concept schematics with the photos which are site specific for this lovely parcel. Over 100 feet of water frontage. More land available. Could be a lovely family compound.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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8 Hawthorne Stockbridge MA 01262

Stockbridge, MA8 Hawthorne Rd

Price$1,290,000

Est. Mortgage: $/month

MLS Number 234439

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 39,204
  • Acreage 0.9

Waterfront on stockbridge bowl with multi-million dollar views. Nearly an acre of land with deeded lake rights and over one hundred feet of shoreline frontage. Located in a cove on the eastern side of the bowl, providing rare berkshire sunset views over both mountains and water.The house is currently not-habitable, however this presents a once in a lifetime opportunity as nothing like this has been available on stockbridge bowl for quite some time.It's time to dream!

Listed by Maggie C Merelle and Steven J. Weisz of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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8 Hawthorne Stockbridge MA 01262

Stockbridge, MA8 Hawthorne Rd

Price$1,290,000

Est. Mortgage: $/month

MLS Number 234441

  • Land
  • Acreage 0.9

Waterfront lot on stockbridge bowl with multi-million dollar views. Nearly an acre of land with deeded lake rights and over one hundred feet of shoreline frontage. Located in a cove on the eastern side of the bowl, providing rare berkshire sunset views over both mountains and water.The house is currently not-habitable, however this presents a once in a lifetime opportunity as nothing like this has been available on stockbridge bowl for quite some time.It's time to dream!

Listed by Maggie C Merelle and Steven J. Weisz of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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13 Wheatley Stockbridge MA 01262

Stockbridge, MA13 Wheatley Dr

Price$1,125,000

Est. Mortgage: $/month

Pending

MLS Number 233917

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,400
  • Acreage 4.2

Gorgeous water's edge views of lily pond from this privately set contemporary ranch with finished walk out lower level. Walk to tanglewood and enjoy deeded rights to a private stockbridge bowl beach. Inside find updated kitchen and baths, two wood burning fireplaces for cozy winter nights. This setting simply can't be beat on a private and admired country lane. Enjoy one level living with lower level guest quarters. Property can be sold fully furnished.

Listed by Paula J. McLean of PAULA MCLEAN REALTORS INC.'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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27 Church Stockbridge MA 01262

Stockbridge, MA27 Church St

Price$1,095,000

Est. Mortgage: $/month

MLS Number 233634

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,250
  • Acreage 0.58

Beautifully renovated, spacious antique home on over half an acre, with river and golf course views, and within easy walking distance of historic stockbridge. This home offers four bedrooms and three full baths and is the perfect home for a family or couple looking to escape the city. The location is minutes from tanglewood and allows for easy travel to all the berkshires has to offer.

Listed by Michael Harrigan and Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

2 Hill Stockbridge MA 01262

Stockbridge, MA2 Hill Rd

Price$949,000

Est. Mortgage: $/month

MLS Number 234802

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,140
  • Acreage 1.04

This ideally located, fresh, bright and wonderfully updated and expanded stockbridge contemporary has it all: main level primary bedroom en suite with a fireplace sitting area; kitchen/dining/living open floor plan with beamed cathedral ceiling and a wonderful wood stove; screened porch and open decking overlooking the spacious and private backyard with well-tended and beautiful perennial gardens. Lots of room for everyone w/plenty of guest bedrooms and baths, central ac, and an attached garage. Lots of thoughtful and creative touches abound. This home has been loved by the sellers for 25 years and is now ready for a new steward. Situated in the artistic and historic interlaken area of stockbridge minutes from everything in every direction!! A must see!!

Listed by Cortney K Dupont and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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36 Lake Stockbridge MA 01262

Stockbridge, MA36 Lake Dr

Price$895,000

Est. Mortgage: $/month

Pending

MLS Number 234278

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,832
  • Acreage 0.28

Stockbridge bowl waterfront!Beautiful views, a large dock, and right on water - the perfect stockbridge bowl setting! Located at the entrance to stockbridge bowl, on over 200 feet of frontage on the outlet, this 3 bed (plus office!), 2 bath home is truly a rare find. Unobstructed views, privately situated, filled with morning sun, and less than 50 feet from the water. With 1832 square feet of living space, this cottage has provided decades of seasonal enjoyment, but is also a great starting point for future renovations and four-season use. Very large primary bedroom with en suite bath. Wonderful screened porch on first floor, and deck on second floor. New septic system design is underway. Private well. Quiet location on a gravel road. Still time to be moved in by the summer!

Listed by L. Chapin Fish and Jared Kelly of BROCKMAN REAL ESTATE, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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49 Main Stockbridge MA 01262

Stockbridge, MA49 Main St

Price$895,000

Est. Mortgage: $/month

MLS Number 233238

  • Residential
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 3,289
  • Acreage 0.69

Gracious 1890 residence with carriage barn income property, graces the charming main street of stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing three apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red lion inn, stockbridge golf club and theatre nearby.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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49 Main Stockbridge MA 01262

Stockbridge, MA49 Main St

Price$895,000

Est. Mortgage: $/month

MLS Number 233240

  • MultiFamily
  • Square Feet 3,315
  • Bedrooms 4
  • Acreage 0.69
  • Year Built 1821

A gracious main street property with four rental apartments, a main house with four bedrooms, double parlors, country kitchen, two full baths, a wonderful screened porch and a three bay garage. The yard has wonderful out door spaces for the residents, and all a short walk to everything the town offers. Perfect for an investor owner occupier.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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1 South Hill Stockbridge MA 01262

Stockbridge, MA1 South Hill Rd

Price$825,000

Est. Mortgage: $/month

MLS Number 227628

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 2,870
  • Acreage 12.5

1780's colonial set on over 12 beautiful acres. Few like this left in the berkshires. Originally a stagecoach stop between hartford and albany, this spacious home has those special details not found in modern buildings today. Built in cabinets, wide plank floors and fireplaces, one complete with bread ovens and usable hanging cooks pot. Dutch door looking out to lovely view. Recently updated kitchen leads into a greenhouse with fountain and radiant floors for year round use. Dining room table is the original to the home & is included in the sale to be passed onto the next family to make their own memories. There is a separate guesthouse with a full open kitchen, lr, bath, laundry room & loft. Several outbuildings including tack room, chicken coop/playhouse, & much more. Can be sub-divided.

Listed by Emily Thomson and Elisabeth Wheeler of LANCE VERMEULEN RE, INC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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19 & 21 Wheatley Stockbridge MA 01262

Stockbridge, MA19 & 21 Wheatley Dr

Price$799,000

Est. Mortgage: $/month

MLS Number 229374

  • Land
  • Acreage 10.44

Waterfront: a rare opportunity to build a dream home on very private property with 460 ft of waterfront and panoramic views of lily pond, a renown unspoiled body of water that was cherished by the gilded age crowd. Extensive permitting in place for the driveway, dwelling and septic location. Located in stockbridge within walking distance of tanglewood, nearby lenox village center, and the private beach at white pines on stockbridge bowl. Prime location and very private.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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32 Prospect Hill Stockbridge MA 01262

Stockbridge, MA32 Prospect Hill Rd

Price$749,500

Est. Mortgage: $/month

MLS Number 231280

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,412
  • Acreage 5.04

This circa 1930's colonial w/classic gambrel roof located on one of the most picturesque roads in the berkshires is just minutes from main st. Stockbridge, the stockbridge bowl beachfront and tanglewood just down the road. The addition of a great room where all can gather with direct access to a vaulted ceiling dining area overlooking the fabulous acreage with mountain view make this a most welcoming home. Wonderful spacious decking is the perfect spot to enjoy the privacy and magnificent mature trees and landscaping with a backdrop of rolling hills. Formal living and dining rooms, spacious eat in country kitchen, three bedrooms and two full baths with lovely pastoral vistas from all, offer you the opportunity to enjoy living in a most comfortable home in a fantastic berkshire location!

Listed by Brandon White and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES'

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

Based on information submitted to BCMLS  as of June 24, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.