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. 

Learn more about life in the Berkshires!

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

310 Old Stockbridge Lenox MA 01240

Lenox, MA310 Old Stockbridge Rd

Price$12,500,000

Est. Mortgage: $/month

MLS Number 232689

  • Residential
  • Bathroom 15
  • Bedrooms 33
  • Square Feet 20,821
  • Year Built 1886

The elm court estate retains the title of the largest american shingle style home in the united states. The extraordinary gilded age berkshire cottage was built by william douglas sloane and emily vanderbilt, (granddaughter of cornelius vanderbilt), along with architects peabody & stearns in 1886. The gardens and landscape were designed by frederick law olmsted. In 1919, the elm court talks held at the home ultimately led to the creation of the treaty of versailles and league of nations. Outbuildings include butler and gardener cottages, carriage house & stable, greenhouses & caretaker's house and two barns. Significant renovations were accomplished in the early 2000s and continued work is necessary with an additional 8,000 sq. Ft. Of unrestored living space.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

399 Under Mountain Lenox MA 01240

Lenox, MA399 Under Mountain Rd

Price$4,935,000

Est. Mortgage: $/month

Pending

MLS Number 233680

  • Residential
  • Bathroom 7
  • Bedrooms 8
  • Square Feet 9,364
  • Year Built 1900

Highwick farm manor house is nearing its 3 year restoration/renovation in time for the summer of 2021. Meticulously preserving and restoring the magnificent original details of this berkshire cottage from the infrastructure to the doorknobs, while renovating it with only the finest of materials for the sought after amenities of a modern lifestyle today, makes this distinctive lenox home shine in its original grandeur, designed to be luxurious yet cozy and unpretentious. Generously proportioned rooms with walls of windows flooding the house with natural light and taking in the view, with open flow from room to room and the spectacular kitchen/family room not often seen in homes of this era. Perched high above the country road taking in the sweeping southern vista of parsons marsh and

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,750,000

Est. Mortgage: $/month

MLS Number 234293

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

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 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. Several building lots totaling 15 acres plus an additional garage.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

Est. Mortgage: $/month

MLS Number 235967

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,722
  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

279 West Park Lee MA 01238

Lee, MA279 West Park St

Price$2,150,000

Est. Mortgage: $/month

MLS Number 231727

  • Residential
  • Bathroom 15
  • Bedrooms 15
  • Square Feet 15,885
  • Year Built 1920

The perfect family compound on 5.4 acres across from greenock golf club. Complete privacy within walking distance to the quaint village. Sitting gracefully well away from the road surrounded by beautifully mature landscaping. There are three buildings which comprise of: the main house which has 8 bedrooms and 8.5 baths ,the attached cottage has 3 bedrooms and 2 baths and the carriage house has 2 suites and a 2 bed apartment, a gathering room, with a fireplace and french doors to a beautiful sun parlor and in-ground swimming pool, fabulous gardens to wander, easy stroll to the village, minutes to all the berkshires has to offer, tanglewood, kripalu, hiking, biking, boating, and golf. Minutes to guido's fresh market place and easy access to the highway. Formerly, the applegate inn.

Listed by Maureen White Kirkby and Mary R White of BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

201 Richmond Mountain Lenox MA 01240

Lenox, MA201 Richmond Mountain Rd

Price$699,000

Est. Mortgage: $/month

Pending

MLS Number 236018

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,988
  • Year Built 1890

Surrounded by protected land, the iconic honeymoon cottage, extensively rebuilt and beautifully renovated within the last 5 years, is truly a must see. It boasts a new kitchen, 3 new bathrooms, new roof, new floors, windows, interior walls, doors, plumbing, electrical wiring, insulation, screened porch, multiple ductless ac units, etc. Etc. A private trail leads along the mountain stream through the 3 acre property, connecting with multiple public trails which then take you to olivia's outlook and/or the world famous kripalu yoga and wellness center. This is a hiking, snow shoeing, cross country skiing paradise, just minutes from historic downtown lenox!

Listed by Brian Farrell of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

1 Undermountain Egremont MA 01230

Egremont, MA1 Undermountain Rd

Price$629,000

Est. Mortgage: $/month

MLS Number 234411

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,215
  • Year Built 1900

A brookside gem, ''turtle rock,'' in the heart of the village of south egremont and a stone's throw to the fabulous old mill. Newly remodeled and full of charming details, this 3 br, 2 ba cottage home is surrounded by lovingly tended trees and gardens along a rambling brook. Whether you are sipping a glass of wine on the screen porch at sunset, overlooking the lush lawn and gardens or watching the snow fall with a hot cup of coffee in the breakfast nook, you will find your happy place in this beautiful home. The actor sydney greenstreet, who co-starred in ''casablanca'' and ''the maltese falcon'' with humphrey bogart, lived in the house during the 1950s. Great rental opportunity. Wood stove will be disconnected prior to closing.

Listed by Cara Carroll and Lance Vermeulen of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

71 Flint Farm Otis MA 01253

Otis, MA71 Flint Farm Rd

Price$625,000

Est. Mortgage: $/month

Pending

MLS Number 235775

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 720
  • Year Built 1935

Three bedroom cottage on otis reservoir with a sunny lawn leading to the lake. Plenty of room room for boats and water toys on the two docks. Last house on the road. Living/dining area with a view of the lake, fieldstone fireplace and a slider to the covered porch. Has been used as a seasonal getaway for many years and ready for new possibilities.

Listed by Kim Bergland and Ginger Conner of RED HORSE REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

3 Arthur Fiedler Stockbridge MA 01262

Stockbridge, MA3 Arthur Fiedler Ln

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 236393

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 884
  • Year Built 1965

Another exciting project by creative building solutions. This quintessential beachwood cottage has been reimagined, renovated, and revamped into a light, bright easy getaway. Modern elements and design choices include wood, glass, and metal. Open plan with 10' living/dining ceilings with gas fireplace, new luxe kitchen, high efficiency hvac system with central a/c, lots of glass, and a metal roof, to name just a few. Wonderful spacious screened porch. Quiet location on 1/2 acre and just a short stroll to the private beachwood beach for swimming and kayaking. Unplug and unwind. Move in ready. Expansion possibilities.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

82 Old Stockbridge Lenox MA 01240

Lenox, MA82 Old Stockbridge Rd

Price$565,000

Est. Mortgage: $/month

MLS Number 236418

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,368
  • Year Built 1940

Charming mid-century cottage on almost a full deep acre, close to downtown lenox, tanglewood and shakespeare and company. Refresh existing house as a guest house or as your cottage in the country.Three bedrooms, two full baths, cozy fireplace - all the ingredients for the best the berkshires has to offer.

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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

631 East Lenox MA 01240

Lenox, MA631 East St

Price$545,000

Est. Mortgage: $/month

Pending

MLS Number 235882

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,003
  • Year Built 1968

Aptly named ''serenity brook'' on the banks of yokun brook, this magical setting has to be seen to be believed. A perfect escape for the artist in you with small trails to stroll around the property or just sit on the waters edge to help you get inspired by the surrounding beauty. This updated two bedroom one bathroom home with stone fireplace and beautiful hardwood floors throughout make this home the country escape you've dreamed of with a separate two car garage that could also be a great studio. With a great rental history, the cottage in the country you have always wanted might now just make sense. So bring your easel and paint brush. Welcome to serenity brook.

Listed by Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 Bonnie Hinsdale MA 01235

Hinsdale, MA16 Bonnie Dr

Price$310,000

Est. Mortgage: $/month

MLS Number 234608

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,092
  • Year Built 1950

Adorable cottage with plunkett reservoir access and views. This year-round 1-bedroom (plus loft) home has great space! Beautifully updated enclosed back porch with lots of light, open living and dining area with sliders to the deck. The home has double insulation underneath as well as sprayed insulation in the walls. Large front deck to enjoy the lake and great fenced-in backyard for gardening and dining. Huge shed for storage or convert it to a covered entertainment space. Welcome to the lake!

Listed by Katie Soules and Jeff Astore of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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 December 7, 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.