Berkshire County Cottages

Browse listings for cottages in Berkshire County MA.

MA Cottages for Sale

Contact the Alton & Westall Real Estate Agency online or call 413-458-8366 for more information or to set up a showing for any property below. 

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Berkshire County Homes By Architectural Style
Farmhouse | Ranch | Antique | Contemporary | Cape | ColonialCraftsman | Victorian

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319 Under Mountain Lenox MA 01240

Lenox, MA319 Under Mountain Rd

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • Residential
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261
  • Year Built 1903

Pine needles built in 1903, this very private berkshire cottage epitomizes the area- past and present. Built in the arts and crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

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

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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,450,000

Est. Mortgage: $/month

MLS Number 236486

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Year Built 1900

Enjoy all the berkshire seasons. Winter brings sledding, cross country skiing, access to downhill runs or enjoy the fire pit or get cozy by one of thefour fireplaces. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular. Thought to be one the first of the large 'cottages' on prospect hill. A wraparound 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. Golf tee/driving area. Minutes from tanglewood . May be purchased without the building lot for 4,150,000.

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

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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

Est. Mortgage: $/month

MLS Number 237252

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,688
  • Year Built 1780

The garden gables, located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool, can be the ultimate family compound. Beautifully furnished and tastefully decorated with 16 unique bedrooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 12 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is equipped with updated appliances. An extraordinary opportunity!

Listed by C. Randolph Thunfors and Michael Linden of STONE HOUSE PROPERTIES,LLC

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$
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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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108 Interlaken Stockbridge MA 01262

Stockbridge, MA108 Interlaken Rd

Price$2,375,000

Est. Mortgage: $/month

MLS Number 236514

  • Residential
  • Square Feet 500
  • Year Built 1882
  • Acreage 1.34

279' of frontage on stockbridge bowl. A long groomed driveway leads to this large, gorgeous parcel of lakefront. Wide, stunning southeasterly views of the lake with mountains beyond. A boathouse at the waters edge, scarce for lakefront. A victorian cottage (no water or utilities) deemed historic. A rustic storage barn provides a footprint with potential. Septic fields in. Drilled well. Utilities easily accessible. Design plans for a 5,000+ square foot home with garage available. A rare opportunity to own a large parcel of land with frontage on deep lakefront on stockbridge bowl.

Listed by Tom Lynch of BERKSHIRE PROPERTY AGENTS,LLC

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$
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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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185-0-183 Pine Otis MA 01253

Otis, MA185-0-183 Pine Rd

Price$2,100,000

Est. Mortgage: $/month

MLS Number 237749

  • Residential
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 3,416
  • Year Built 1111

Welcome to the berkshires & otis reservoir -the largest recreational lake in ma at 1085 acres.This listing is all about the land,the location & 150 ft of beautiful waterfront.The property consists of 3 parcels making up a unique, conforming 1.39 acre compound,with 4 well maintained docks, lakeside patio,2 homes and additional lot. Right on the lake is a 4 bedroom seasonal cottage with a new roof,wrap around porch & big water views. Build your dream home or use as is for a summer of family fun.The 2nd waterfront has a small, quaint,4 season home.A large front deck offers quieter,private lake views.Great for guests,winter getaways or summer rentals.The 3rd parcel is a .47acre lot with potential use as a garage or guest house site. Please enjoy the aerial photos to get a sense of the property

Listed by Kim Bergland of RED HORSE REAL ESTATE

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$
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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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684 Egremont Great Barrington MA 01230

Great Barrington, MA684 Egremont Rd

Price$1,695,000

Est. Mortgage: $/month

MLS Number 236863

  • Residential
  • Bathroom 20
  • Bedrooms 20
  • Square Feet 17,551
  • Year Built 1850

Unique opportunity for the business-minded interested in purchasing a well-established gem of a bed & breakfast in the heart of the berkshires. Located minutes from cultural attractions w/ convenient access to boston/new york. Windflower inn welcomes guests w/ its wraparound porch & manicured grounds. The inn has 13 bedrooms each w/ their own private bath. Blending the charm of the past w/modern-day conveniences. The commercial grade kitchen & laundry meets the demands of a busy bed & breakfast. The kitchen includes double commercial ovens & has the potential for expansion for restaurant purposes. The 3 bedroom 2.5 bath cottage on site adds income potential. Owners also have a 4 bedroom 2 bath home currently used as innkeepers quarters. Potential for events/weddings/family compound.

Listed by Jessica L. Rizzo of BERKSHIRE DREAM HOME,INC.

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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 Prospect Lake Egremont MA 01230

Egremont, MA1 Prospect Lake Rd

Price$885,000

Est. Mortgage: $/month

MLS Number 237906

  • Residential
  • Bathroom 11
  • Bedrooms 8
  • Square Feet 3,760
  • Year Built 1800

Currently operating as the inn at sweet water farm, this early 19th century home and two-bedroom cottage sits on just under a half-acre less than 5 miles from the center of great barrington in the historic village of north egremont. Voted #1 in great barrington on trip advisor, this bed and breakfast is the perfect combination of history and charm with modern amenities that create the perfect escape from the city. The main house with gorgeous wood floors throughout includes a gracious living room with wood burning fireplace, dining room, kitchen with large built-in pantry, office, and six bedrooms with en-suite bathrooms. The cottage includes a separate kitchen, dining room, living room, two bedrooms, full bathroom and half bathroom with laundry. Connected by a gorgeous stone courtyard

Listed by Maggie Gavin and Cody Gavin of WILLIAM PITT SOTHEBY'S - LENOX

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$
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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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75 Chestnut Lee MA 01238

Lee, MA75 Chestnut St

Price$599,000

Est. Mortgage: $/month

MLS Number 236879

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,381
  • Year Built 1886

Chestnut lodge, a charming, rustic historic property, is nestled on over 3 acres with gardens, pasture and abundant stone walls.This post and beam style cape, originally called ''the baker house'' was built circa 1773. Adding to the appeal of this 18th century farmhouse are fieldstone fireplaces, wide plank floors, ,a fascinating tower , a barn with a summer apartment. And a charming cottage the property is located about two miles from main street lee and close to berkshire cultural and recreational activities.

Listed by Anthony Caropreso of MACCARO REAL ESTATE

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$
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$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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58 Interlaken Stockbridge MA 01262

Stockbridge, MA58 Interlaken Rd

Price$599,000

Est. Mortgage: $/month

Pending

MLS Number 237960

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,430
  • Year Built 1960

Country cottage appeal in this 3 bedroom recently renovated ranch . Located only 1/2 mile from the boat ramp, and 5 minutes to tanglewood, the house sits well back from the road for a private setting on 2 acres . First floor consists of a mudroom entry, full bath and primary bedroom. The fully appointed kitchen with adjacent dining room flows to a large living room with oversized picture windows and a wood burning fireplace. The lower floor offers 2 more bedrooms with walk out , full bath , and potential full kitchen w/ sink and refrigerator a bonus is the deeded limited access to the stockbridge bowl for boat launching . A simple house easy to maintain home so you can enjoy the berkshires!

Listed by Cindy Welch of LANDVEST,INC.

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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64 Sheffield Egremont MA 01258

Egremont, MA64 Sheffield Rd

Price$565,000

Est. Mortgage: $/month

MLS Number 237201

  • Residential
  • Village South Egremont
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 3,300

Nature lovers dream! A charming cottage situated on 45+ acres of berkshire woodlands and meadows abutting miles of appalachian trail state land. Hiking trails, water features, and beautiful stands of hardwoods is what this magnificent property has to offer. The cottage offers 3,300 square feet of open living space and a magical fireplace that makes you feel as if you are in a different time. With a little love this property is the perfect berkshire getaway!

Listed by Antonio M Segalla of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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129B/129 Main Tyringham MA 01264

Tyringham, MA129B/129 Main Rd

Price$515,000

Est. Mortgage: $/month

Pending

MLS Number 238146

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,704
  • Year Built 1974

Situated on. 5.6 acres and surrounded by woods, this charming cottage is private and tranquil, yet close to town. The cape cod stye home offers 3 bedrooms. 1.5 baths, a cozy kitchen that opens to a spacious dining area and a gracious living room with a wood-burning fireplace. The first floor also includes a bedroom, full bath and fabulous three-season sun room that opens to a sizable deck. Hardwood floors cover the first floor living areas. The second floor features two dormered bedrooms and a half bath. Updates abound: boiler, chimney, windows, and roof ave been replaced in the last 12 years. Pristine and quiet, this home is only minutes away from stockbridge, lee and the mass turnpike, and it provides easy access to all the berkshires have to offer.

Listed by Ann Greenwood of ALTON & WESTALL REAL ESTATE AGENCY,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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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77 Castle Great Barrington MA 01230

Great Barrington, MA77 Castle St

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 237868

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,929
  • Year Built 1900

In-town village cottage on the very desirable ''hill'' in gt.Barrington. This mid-1800's home has been renovated & opened up for a more modern layout. Three bedrooms, two baths & an original back porch off the primary sleeping area overlooks a fenced-in backyard. One enters the house through an enclosed & screened in side porch. The porch is virtually a living & dining room area in the warmer months. The lower level is part of the original structure with access to the backyard area. Originally a usable living space this has potential for an office/playroom/storage area. It is common place on ''the hill'' to see neighbors walking their dogs, ditching their cars & strolling into town. Furnishing 's are available.

Listed by Deborah Levinson of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.22% last updated on Aug 11, 2022
* 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 August 12, 2022 . 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.