Welcome To The Berkshires

Tanglewood

17 Swamp Road West Stockbridge MA 01266

West Stockbridge, MA17 Swamp Road

Price$197,000

Est. Mortgage: $/month

Pending

MLS Number 246257

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,117
  • Acreage 0.65

Nestled on serene shaker mill pond, this unique property offers a rare opportunity to own a slice of peaceful paradise with boundless possibilities. The main home, though in need of significant renovation, boasts an unbeatable location with direct water access and panoramic views--perfect for those with a vision to restore or rebuild.Set on over .65 acre, the property includes a charming old barn full of character, ideal for storage, workshops, or even conversion into a studio. With mature trees, & open land, it's the perfect canvas for your dream retreat, or weekend getaway, walkable to shops and restaurants & an 8 min drive to tanglewood!Whether you're a seasoned investor, a visionary renovator, or someone seeking the tranquility, this property checks all the boxes!

Listed by Mary Jane Dunlop of BISHOP WEST REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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

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: 6.84% last updated on Jun 12, 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

8 Rolling Hills -- Lenox MA 01240

Lenox, MA8 Rolling Hills --

Price$260,000

Est. Mortgage: $/month

Pending

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: 6.84% last updated on Jun 12, 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

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: 6.84% last updated on Jun 12, 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

13 Pine Road Richmond MA 01254

Richmond, MA13 Pine Road

Price$269,900

Est. Mortgage: $/month

MLS Number 246673

  • Residential
  • Bathroom 1
  • Bedrooms 1
  • Square Feet 816
  • Acreage 0.08

Welcome to your peaceful escape in the heart of the berkshires. Located in the sought-after richmond shores community, this charming year-round cottage offers a perfect blend of rustic charm and modern comfort. Just a short walk to the private association beach on richmond pond, it's ideal as a primary home, weekend retreat, or investment property. The home features 1 bedroom, 1 bathroom, inviting living and sitting areas, and an updated kitchen. Enjoy summer evenings on the patio or explore the scenic lake community, surrounded by natural beauty and tranquility. Conveniently located minutes from tanglewood, downtown lenox, and a wide range of outdoor activities--including swimming, kayaking, hiking, and skiing. Don't miss the opportunity to own a piece of paradise at richmond shores.

Listed by Katie Soules of WILLIAM RAVEIS REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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

249 Pittsfield Road Lenox MA 01240

Lenox, MA249 Pittsfield Road

Price$290,000

Est. Mortgage: $/month

MLS Number 246405

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,986
  • Acreage 3.01

Opportunity knocks in the berkshires! This 3-acre gem on scenic route 7 in lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory.With residential and commercial zoning, two curb cuts, and access to natural gas, public water, and public sewer, this property offers flexibility for homeowners looking to build their dream estate, create a live-work setup, or invest in long-term potential. Enjoy easy access to downtown lenox, tanglewood, and the region's best hiking, dining, and cultural attractions.Bring your vision and make this your berkshire haven.

Listed by Jessie Downer of LAMACCHIA REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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

249 Pittsfield Road Lenox MA 01240

MLS Number 246406

  • Commercial
  • Square Feet 1,986
  • Acreage 3.01

Strategically located on bustling route 7 in lenox, this 3-acre commercially and residentially zoned parcel presents an exceptional opportunity for business owners, developers, or investors. The property features two curb cuts for easy access, high visibility, and flexible zoning that allows for a variety of uses.The existing structures include a 1,986 sq ft colonial home (fixer-upper) and a large barn, needing extensive work. Located minutes from downtown lenox, tanglewood, and popular tourist destinations, this site is ideal for capitalizing on year-round traffic and strong regional demographics.Unlock the value of this versatile property in lenox, ma!

Listed by Jessie Downer of LAMACCHIA REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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

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: 6.84% last updated on Jun 12, 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

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: 6.84% last updated on Jun 12, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

26 East Street Stockbridge MA 01262

Stockbridge, MA26 East Street

Price$309,900

Est. Mortgage: $/month

MLS Number 246587

  • Condo
  • Bedrooms 1
  • Bathroom 1
  • Year Built 1900
  • Square Feet 658

Heron pond condominiums in stockbridge (at intersection of wallace rd. And 26 east st.) is adjacent to the village and the red lion inn. Famous for having been the former shaggy dog recording studio, that was a location for prominent musicians of the 60's and 70's. Come experience the beauty of the four seasons in the center of the berkshires. Enjoy 1-level living, 1-bed, 1-bath condo with lots of storage space, a fully applianced kitchen. Washer and dryer included. The grounds offer plenty of green manicured lawns, a pond and walking trails throughout. A skip to berkshire theatre, close to great barrington, tanglewood in lenox, and most berkshire cultural amenities.

Listed by Susan Calkins of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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

Lenox MA 01240

Lenox, MA

Price$320,000

Est. Mortgage: $/month

MLS Number 245904

  • Condo
  • Bedrooms 2
  • Bathroom 2
  • Year Built 1860
  • Square Feet 800

Discover the perfect opportunity in the heart of downtown lenox with a church street view! This charming condo is an ideal choice for investors, second homeowners, or those seeking a convenient lifestyle. This unit boasts two bedrooms, two full baths, beautiful wood floors, and a cozy gas fireplace. You will immediately have access to various shops, restaurants, and tanglewood just minutes away! Call today to view!

Listed by Jessica L. Rizzo of LAMACCHIA REALTY,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

21 Furnace Road Richmond MA 01254

Richmond, MA21 Furnace Road

Price$335,000

Est. Mortgage: $/month

MLS Number 246383

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 862
  • Acreage 0.96

This single-level 2br/1ba cottage in scenic richmond, ma offers the perfect mix of comfort and charm. Step into the inviting living room, where a cozy fireplace sets the tone for relaxing evenings at home. Enjoy outdoor living on both the front and back porches, which overlook the .96 acre property ideal for gardening, gatherings, or simply soaking up the quiet nature that surrounds. A detached 1-car garage adds convenience & storage. Updates include roof, electric panel and solar panels installed in 2017. Located just minutes from tanglewood, local farm stands, hiking & skiing and all the cultural treasures of the berkshires. Whether you're downsizing, just starting out, or looking for a sweet escape from the city, sweetheart cottage is ready to welcome you home

Listed by Conor Meehan of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 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

Recommended Searches