Lenox Dale, MA Homes for Sale

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  /65

  $995,000

  • 10 Beds
  • 9 Baths
  • 5,690 Sq Ft

  465 Chapel St, Lee, MA 01238

  For Sale: 9-Unit Victorian Investment Property - Prime South County LocationThis is an exceptional opportunity to own a fully occupied, income-producing Victorian multifamily property set on 2.5 beautifully landscaped acres in a highly desirable South County location. Combining classic charm with strong rental performance, this property is ideal for investors seeking both stability and

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  465 Chapel St, Lee, MA 01238
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  /11

  $39,900

  • Land
  • 1.9 Acres
  • $21,000 per Acre

  289 Antelope Dr, Lee, MA 01238

  Welcome to the private Leisure Lee community. Tucked away awaits the sandy beach of Goose Pond, a dock with boat moorings and two tennis courts. Create your own dream home with this elevated wooded lot. A short drive to the Lee outlets and close proximity to Tanglewood and all cultural events the Berkshires have to offer.

  Tanya LeRose THE KINDERHOOK GROUP

  289 Antelope Dr, Lee, MA 01238
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  /39

  $363,000

  • 4 Beds
  • 2 Baths
  • 1,624 Sq Ft

  75 Housatonic St, Lee, MA 01238

  Charming and full of character, this in town Lee home blends timeless original details with thoughtful modern updates. Beautiful hardwood floors, original woodwork, and classic architectural features create warmth throughout. The spacious layout offers comfortable living with abundant natural light and inviting spaces for everyday life or entertaining. A Tesla charger adds modern convenience,

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  75 Housatonic St, Lee, MA 01238
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  /88

  $3,250,000

  • 4 Beds
  • 4 Baths
  • 5,696 Sq Ft

  7 Wheatley Dr, Stockbridge, MA 01262

  A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare architectural sanctuary where nature, privacy, and imagination quietly redefine Berkshire living. Embraced by woods and water, this 4br, 4ba contemporary is bathed in extraordinary light. Enter and you'll find over 5000 sf. living space. Bedrooms are

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Wheatley Dr, Stockbridge, MA 01262
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  /56

  $1,149,000

  $130K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly

  Suzann Ward HOUSATONIC REAL ESTATE

  18 Highcrest Rd, Lenox, MA 01240
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  /58

  $2,698,000

  • 5 Beds
  • 5 Baths
  • 4,581 Sq Ft

  109 Under Mountain Rd, Lenox, MA 01240

  Some homes are purchased. Others become part of a family's legacy. Welcome to 109 Under Mountain Road. There is something unmistakably special about a Berkshire summer- evening stroll to Tanglewood, morning coffee overlooking protected meadows, or relaxing on the patio as the music of the Boston Symphony Orchestra drifts softly through the evening air. Bathed in extraordinary natural light, this

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  109 Under Mountain Rd, Lenox, MA 01240
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  /44

  $814,500

  $33K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,680 Sq Ft

  63 Sherwood Dr, Lenox, MA 01240

  Don't miss this Lenox beauty! Tucked away on a quiet street and abutting preserved land, this colonial is a must see. Main level features hardwood flooring, living room with crown molding, formal dining w. large bay window, open updated kitchen with extensive storage. Family room with gas fireplace opens to spacious screened porch. First floor laundry and half bath. Three bedrooms on the upper

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  63 Sherwood Dr, Lenox, MA 01240
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  /12

  $425,000

  $60K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,344 Sq Ft

  2 Devon Rd, Lee, MA 01238

  Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  2 Devon Rd, Lee, MA 01238
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  /26

  $835,000

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft

  90 Hawthorne St, Lenox, MA 01240

  Beautiful historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst'', one of the famed Berkshire ''cottages'', this formerguest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage.. Luxurious traditional

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  90 Hawthorne St, Lenox, MA 01240
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  /47

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,862 Sq Ft

  16 Old Tree Farm Rd, Stockbridge, MA 01262

  Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  16 Old Tree Farm Rd, Stockbridge, MA 01262
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  /47

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 2,968 Sq Ft

  3 A Coldbrooke Dr, Lenox, MA 01240

  Four-bedroom homes are a rarity at Coldbrooke, where most residences offer three. This one combines that hard-to-find layout and one of the community's more generous floor plans with a location beside the Miraval Berkshires resort and the historic Wyndhurst estate, putting world-class spa, dining, and golf just steps from the door. Inside, vaulted ceilings and an open layout fill the home with

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  3 A Coldbrooke Dr, Lenox, MA 01240
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  /45

  $429,900

  • 3 Beds
  • 2 Baths
  • 2,240 Sq Ft

  15 Silver St, Lee, MA 01238

  Tucked away on just under an acre of absolute privacy in beautiful Lee MA., This modified Cape-style home is a masterclass in character. Over the years, thoughtful renovations have seamlessly blended classic architecture with contemporary living. Step inside to find hardwood floors that guide you into a spectacular living room, where dramatic vaulted ceilings create an airy, sanctuary. Two cozy

  Jason Nocher NOCHER REALTY

  15 Silver St, Lee, MA 01238
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  /30

  $752,000

  • 3 Beds
  • 1.5 Baths
  • 1,750 Sq Ft

  9 Interlaken Rd, Stockbridge, MA 01262

  Quitessential 1830's side hall Colonial....charming home located in the village of Interlaken in the town of Stockbridge, MA....just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park.....sit on the deck or around the firepit to soak in the atmosphere of privacy and

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  9 Interlaken Rd, Stockbridge, MA 01262
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  $1,200,000

  • 4 Beds
  • 5.5 Baths
  • 3,900 Sq Ft

  8 Stoneledge Rd, Lenox, MA 01240

  Beautifully maintained home set on a private one-acre lot on a quiet cul-de-sac in one of Lenox's most desirable neighborhoods. This thoughtfully designed residence offers four bedrooms and 5.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The inviting floor plan is ideal for both everyday living and entertaining. Step outside to a beautifully landscaped

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  8 Stoneledge Rd, Lenox, MA 01240
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  $3,150,000

  $250K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,432 Sq Ft

  36 Yale Hill Rd, Stockbridge, MA 01262

  EXPANDED CONTEMPORARY CAPE Appointed with elegant detail and masterfully crafted, this stunning home is nestled on over 9 private acres offering 9 rooms, 4 bedrooms, 3 full and 2 half baths. An open floor plan flows seamlessly from the generous living room, featuring a striking coffered ceiling and a fireplace surrounded by natural raw granite, into a large kitchen and dining area perfect for

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  36 Yale Hill Rd, Stockbridge, MA 01262
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  /30

  $475,000

  Open Sat 11AM - 2PM $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,457 Sq Ft

  181 New Lenox Rd, Lenox, MA 01240

  Enchanting Lenox Cottage minutes to Tanglewood- 2 Bedroom / 2 Full Bath RetreatThe bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand-new back deck, an ideal setting for summer evenings. 2 Bedrooms on second floor, with

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 New Lenox Rd, Lenox, MA 01240
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  /16

  $179,000

  • Land
  • 1.8 Acres
  • $99,389 per Acre

  0 Church St, Lee, MA 01238

  Perfect canvas to secure your place in the Berkshires. Beautiful parcel of land with 1.80 acres, this prime property offers privacy and convenience, with town water and town sewer. Enjoy beautiful views, surrounded by the natural beauty and cultural richness of the Berkshires. Whether you envision a full-time residence or weekend retreat, this property provides an exceptional opportunity to bring

  Lisa Kelley MACCARO REAL ESTATE

  0 Church St, Lee, MA 01238
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  /23

  $349,000

  • 2 Beds
  • 3 Baths
  • 1,552 Sq Ft

  8 Rolling Hills Unit 1, Lenox, MA 01240

  If you are seeking a home in move in condition, come see this unit.Beautifully updated townhome featuring a new Cook's kitchen, white granite countertops, natural gas stove, stainless steel refrigerator, dishwasher and sleek range hood. Open Living Room and Dining Area. Private porch overlooking the Rolling Hills of the Berkshires. Two bedrooms and two full baths. Lower level offers more

  Susan Baum BERKSHIRE HOMES AND CONDOS

  8 Rolling Hills Unit 1, Lenox, MA 01240
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  /43

  $393,000

  • 2 Beds
  • 3 Baths
  • 1,730 Sq Ft

  7 Rolling Hills Unit 7-8, Lenox, MA 01240

  This attractive multi level townhome has been renovated and ready for a new owner to enjoy this well cared for community. The spacious great room boasts open living/dining/kitchen w/direct access to private decking w/Mountain View & new awning, primary bedroom en suite & guest bedroom ensuite. The lower level, with convenient access by chair lift if wanted, offers desirable flex space; in unit

  Cortney Dupont COHEN & WHITE ASSOCIATES

  7 Rolling Hills Unit 7-8, Lenox, MA 01240
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  /61

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  9 Bolton Dr, Lenox, MA 01240
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  /46

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Thoughtfully crafted custom home offering timeless New England character, quality craftmanship, and beautiful eastern mountain views. Rich natural woodwork and exposed beams create a warm, inviting atmosphere throughout. The custom kitchen with granite, marble and butcher block countertops opens to the dining area with French doors leading to a screened in sunroom. Enjoy the expansive deck, stone

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /15

  $649,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  17 Beachwood Dr, Stockbridge, MA 01262

  OPEN HOUSE - Saturday, July 11, 11-1. Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely private land in one of the Berkshires' most desirable lakeside enclaves. Nestled in the serene and exclusive Beachwood community on Stockbridge Bowl, this property offers the perfect balance of natural beauty, privacy, and cultural access. Residents

  Franz Forster FRANZ J. FORSTER R. E.

  17 Beachwood Dr, Stockbridge, MA 01262
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  /18

  $367,500

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  5 Morgan Manor Unit 8, Lenox, MA 01240

  Walk-to town Lenox condo! Just in time for summer in the Berkshires! Move-in ready two-bedroom condo at Morgan Manor. Freshly painted interior, custom blinds, updated lighting. This is one of a handful of units that has an attached garage. Laundry (stack unit) has also been brought into this unit saving steps into the basement shared washer/dryers. Condo fees include natural gas heat, hot water,

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Morgan Manor Unit 8, Lenox, MA 01240
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  /2

  $289,000

  • Land
  • 3.69 Acres
  • $78,320 per Acre

  0 Interlaken Cross Rd, Stockbridge, MA 01262

  A pristine building lot in the heart of the Berkshires! Parcel B at Echo Valley is a 3.69-acre wooded, buildable lot offering a beautiful blank canvas for your dream home. Located off Interlaken Cross Road in Stockbridge, MA, this level parcel is easy to work with and provides excellent flexibility for siting your house, garage, and outdoor living spaces. Just minutes from Tanglewood, Stockbridge

  Lisa Berry Simply Sell Realty

  0 Interlaken Cross Rd, Stockbridge, MA 01262
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  /95

  $1,475,000

  $115K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,805 Sq Ft

  130 E Dugway Rd, Lenox, MA 01240

  In the Berkshires, the rarest luxury isn't simply a beautiful home--it's finding a place that makes you want to stay a little longer. Welcome to 130 East Dugway Road. As you arrive, the pace of life begins to slow. Morning coffee lasts a little longer, evenings linger beneath Berkshire skies, and weekends become treasured family traditions. Thoughtfully designed for both elegant entertaining and

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  130 E Dugway Rd, Lenox, MA 01240
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  /3

  $898,000

  • Land
  • 12.84 Acres
  • $69,938 per Acre

  21 Dan Fox Dr, Pittsfield, MA 01201

  12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  21 Dan Fox Dr, Pittsfield, MA 01201
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  $995,000

  • 4 Beds
  • 5 Baths
  • 6,300 Sq Ft

  160 High St, Lee, MA 01238

  Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100

  Jason Saphire www.HomeZu.com

  160 High St, Lee, MA 01238
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  /41

  $869,000

  • 4 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  1571 Pleasant St, South Lee, MA 01260

  Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1994. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens.This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath;

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1571 Pleasant St, South Lee, MA 01260
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  /50

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /23

  $629,900

  • 5 Beds
  • 2 Baths
  • 2,062 Sq Ft

  20 Sullivan Ln, Lenox, MA 01240

  Welcome home to this spacious raised ranch located in a highly desirable neighborhood! This well-maintained property offers five bedrooms and two full baths, providing plenty of room for family, guests, or a home office. The inviting family room is perfect for gathering and entertaining, while the two-car garage adds convenience and storage. Step outside and enjoy the oversized deck overlooking

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  20 Sullivan Ln, Lenox, MA 01240
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  /50

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,647 Sq Ft

  2 Wallace Rd Unit 2E, Stockbridge, MA 01262

  Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

  Paula McLean PAULA MCLEAN REALTORS INC.

  2 Wallace Rd Unit 2E, Stockbridge, MA 01262
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  /49

  $1,060,200

  • 4 Beds
  • 3.5 Baths
  • 2,052 Sq Ft

  6 Manitauk Heights, Stockbridge, MA 01262

  Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan connects the

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  6 Manitauk Heights, Stockbridge, MA 01262
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  /50

  $2,500,000

  $495K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,932 Sq Ft

  10 Mahkeenac Shores Rd, Stockbridge, MA 01262

  Experience the best of Berkshire living in this stunning contemporary waterfront home on Stockbridge Bowl. Thoughtfully designed, this 4 BR, 3 full bath year 'round home offers a seamless blend of modern comfort and natural beauty! Sunlight pours through expansive windows, framing breathtaking water views from nearly every room. The open concept living space is anchored by a striking double sided

  Mary Jo Piretti PIRETTI REAL ESTATE

  10 Mahkeenac Shores Rd, Stockbridge, MA 01262
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  $369,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  880 East St Unit 10C, Lee, MA 01238

  Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct

  Susan Baum BERKSHIRE HOMES AND CONDOS

  880 East St Unit 10C, Lee, MA 01238
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  $1,595,000

  $255K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 4,952 Sq Ft

  1 Devon Rd, Stockbridge, MA 01262

  A significant price reduction has just been made on this terrific revenue opportunity property in Stockbridge. The historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. THIS PROPERTY HAS AN EXCELLENT HISTORY OF RENTAL INCOME. The ''Ice House'' features its

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Devon Rd, Stockbridge, MA 01262

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