Welcome To The Berkshires

Stockbridge & Lenox

38 Main Street Stockbridge MA 01262

MLS Number 243738

  • Commercial
  • Bathroom 1
  • Square Feet 595

View Brochure Successful chocolate shop business for sale in a prime location on main street in stockbridge. Business for sale only, with all display cases, fixtures, furniture, and inventory included. Serving chocolates, gelato, teas, cocoa, and other sweets since 2015, this long-established business has been a favorite of visitors and locals alike for many years. This ideally located and successful chocolate shop takes advantage of the built-in high foot traffic, as tourists and locals visit the red lion inn and other stockbridge cultural venues. If you've ever dreamed of owning your own chocolate or sweets shop in a quaint yet thriving new england town, this business opportunity is for you!

Listed by WHEELER & TAYLOR REALTY CO.,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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41 Main Street Stockbridge MA 01262

Stockbridge, MA41 Main Street

Price$105,000

Est. Mortgage: $/month

MLS Number 243860

  • Condo
  • Year Built 1905
  • Square Feet 1,382
  • High School Monument Mountain
  • Elementary School Muddy Brook Reg.

This historic carriage house located on an old estate in the center of stockbridge awaits your renovation as unit #10 on this unique condominium property. Walk down the driveway and you are right in town or sit in the backyard and be away from it all. The building is being sold ''as is.'' easements, the fees for the connection of residential utilities, a wetlands delineation report and all town of stockbridge permits and their costs for this single residential unit are the responsibility of the buyer. A closing date that anticipates ample time for all permitting and approvals to be completed can be scheduled after the signing of the purchase and sale agreement. Come see this lovely property and use your imagination to envision your future home in this beautiful old new england town.

Listed by Elisabeth Wheeler of LANCE VERMEULEN RE,INC.,LENOX

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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260 Pittsfield Road Lenox MA 01240

Lenox, MA260 Pittsfield Road

Price$164,500

Est. Mortgage: $/month

MLS Number 246250

  • Condo
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1970
  • Square Feet 800

Sweet and petite - this one bedroom/one bath condo at lennox heights is a great alternative to paying rent! Light-filled unit with private rear balcony. On-site amenities include pool, tennis, dog walking area, on the bus-line and convenient to town, shopping, restaurants and area attractions.

Listed by Pamela Roberts of ROBERTS & ASSOC. REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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439 Pittsfield Road Lenox MA 01240

MLS Number 245844

  • Commercial
  • Bathroom 2
  • Square Feet 2,100

Located in a prime location along busy rt.7 in lenox, this turn-key breakfast and lunch spot is a local favorite known for its authentic menu and welcoming atmosphere. The menu is a blend of traditional and mediterranean dishes and prides itself on a clean, inviting space where guests can enjoy their meals in a relaxed open setting. With friendly staff and quality service, the meals are prepared with the fresh and local ingredients, making it a go-to spot for both locals and visitors. Nestled close to the recent development of many new hotels and businesses, it is ready for new owners to take the business to the next level. Current liquor license as well as seasonal outdoor dining. New owner to assume current lease. Includes all equipment, tables, chairs, display cases, pos system.

Listed by Timothy Gallagher of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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 Rattlesnake Mountain Road Stockbridge MA 01262

MLS Number 245502

  • Land
  • Acreage 7.83

Prime berkshire land - feel 'away from it all' yet you are moments from the best of the berkshires. $158,000+ under assessed valueset on a serene & forested country road, this location makes the perfect retreat - yet you are in the heart of the berkshires just minutes to stockbridge & lenox, tanglewood, the bowl, the mount, kripalu, great barrington, the pike, shopping & more. The single home site & septic area are already cleared, wetlands approvals are in place, and rough-in driveway cut in.This 7.8 acre parcel offers peace & quiet, beauty, and low stockbridge taxes. With an assessed value of $397,600 this land offers a tremendous value for those looking to build on prime berkshire land. This is so close to 'ready to go' - plan your design, drill a well, and finish permit!

Listed by Chapin Fish of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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 Rolling Hills -- Lenox MA 01240

Lenox, MA8 Rolling Hills --

Price$260,000

Est. Mortgage: $/month

MLS Number 245881

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Year Built 1976
  • Square Feet 1,552

Welcome to the rolling hills townhouse community in the glorious town of lenox, mass. The facility boasts the finest of amenities including a fully equipped clubhouse, fitness center, pool, tennis, community gardens and walking trails for you and your furry friends. Only minutes from downtown fine restaurants, shopping , shakespeare&company and tanglewood. The school system is one of the most highly rated in the state. #9 is a second floor unit. There are three bedrooms and 2 full baths. It is very good condition but could use some updating and tlc.There are two deeded parking spots that are adjacent to the front door.

Listed by Buddy Lewis of BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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Old Stockbridge Road Lenox MA 01240

Lenox, MAOld Stockbridge Road

Price$260,000

Est. Mortgage: $/month

MLS Number 245951

  • Land
  • Acreage 2

This 2-acre property just .4 mi. From the center of lenox is an opportunity of a lifetime to build your berkshire dream luxury/lifestyle home. This historical property was the site for the home of jonathan hinsdale-first european inhabitant in the town of lenox (1750). Adjacent to shakespeare & company campus and just minutes from tanglewood and all the local attractions. Town water/sewer/electric on old stockbridge road.

Listed by C. Randolph Thunfors and Timothy Gallagher of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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 Pittsfield Road Lenox MA 01240

Lenox, MA1 Pittsfield Road

Price$265,000

Est. Mortgage: $/month

MLS Number 244938

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 2,552
  • Acreage 1.25

Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for personal or business use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, residential, professional offices, or even a bed and breakfast. Currently zoned in the r1-a zoning district with a gateway mixed use overlay, the potential is truly expansive.Inside, you'll find an abundance of original woodwork, flooring, and unique features just waiting to be restored to their former glory or reimagined for modern use. Seize this opportunity to bring new life to a piece of lenox charm!

Listed by Laiken Rapisarda of LAMACCHIA REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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0 Glendale Road Stockbridge MA 01262

Stockbridge, MA0 Glendale Road

Price$295,000

Est. Mortgage: $/month

MLS Number 245211

  • Land
  • Acreage 25.22

Beautiful 25 acres in stockbridge. Stockbridge bowl, tanglewood, the villages of stockbridge, lenox, and housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. At the top of the driveway of the north lot is a large flat area that offers several different building site opportunities. The south lot is a bit steeper with a small flat section at the end of the driveway for a potential building site. Many possibilities - build on the north lot and keep the south lot for extra acreage, an additional dwelling to use as a guest house or to sell off in the future. Great opportunity in stockbridge.

Listed by Katie Williams and Sheila Thunfors of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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34 Church Street Lenox MA 01240

Lenox, MA34 Church Street

Price$299,000

Est. Mortgage: $/month

MLS Number 245659

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1860
  • Square Feet 835

Discover the perfect opportunity in the heart of downtown lenox! This charming condo is an ideal choice for investors, second homeowners, or anyone seeking a convenient lifestyle. This unit boasts two bedrooms, one-and-a-half baths, an abundance of natural light, and an inviting gas fireplace, with beautiful wood floors. You will immediately have access to a variety of shops, cafes, and tanglewood is just minutes away! Don't miss out on this incredible opportunity to own a piece of downtown lenox!

Listed by Jessica L. Rizzo of LAMACCHIA REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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38 Hillside Drive Lenox MA 01240

Lenox, MA38 Hillside Drive

Price$300,000

Est. Mortgage: $/month

Pending

MLS Number 245682

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 952
  • Acreage 0.17

Nestled at the end of a quiet dead-end street, this cozy two-bedroom, one-bath ranch offers a fantastic opportunity in a sought-after location. Just a short walk to downtown lenox, you'll enjoy easy access to shops, dining, and cultural attractions. Inside, the home features hardwood floors and a practical layout, ready for your personal touch. The full basement provides ample storage or potential for additional use. Outside, relax on the rear deck or patio, overlooking a lovely side yard--perfect for outdoor enjoyment. While the home is in need of updates, its prime location and potential make it well worth the effort!

Listed by Michael A Sorrentino of BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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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2-3 Morgan Manor Lenox MA 01240

Lenox, MA2-3 Morgan Manor

Price$305,000

Est. Mortgage: $/month

Pending

MLS Number 245733

  • Condo
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1968
  • Square Feet 709

Immaculate and move-in ready! Looking for a walk-to-town setting? Morgan manor is close to the village; close to shakespeare, the mount, and a short 2 mile drive to tanglewood. Gleaming hardwood floors, open and updated kitchen. Fully applianced including an in-unit stack washer/dryer. Updated lighting, freshly painted, newly replaced windows, custom window treatments. Additional dedicated storage in the basement level. Must see and ready for immediate occupancy!

Listed by Pamela Roberts of ROBERTS & ASSOC. REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.76% last updated on May 8, 2025
* 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

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