Berkshire, MA Homes for Sale

• 

  

  

  /80

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,379 Sq Ft

  2 Saint Andrews Ct, Lenox, MA 01240

  Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and

  Jose Larios LAMACCHIA REALTY, INC

  2 Saint Andrews Ct, Lenox, MA 01240
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• 

  

  

  /27

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 Second St, Pittsfield, MA 01201

  This beautiful home has been recently renovated and it is ready for immediate occupancy. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include flooring,

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  139 Second St, Pittsfield, MA 01201
• 

  

  

  /27

  $219,900

  • 2 Beds
  • 1.5 Baths
  • 866 Sq Ft

  139 2nd St, Pittsfield, MA 01201

  This beautiful home has been recently renovated and it is ready for immediate occupancy. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include flooring,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  139 2nd St, Pittsfield, MA 01201
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  /6

  $70,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
• 

  

  

  /94

  $2,390,000

  • 6 Beds
  • 4.5 Baths
  • 7,894 Sq Ft

  500 Williams St, Pittsfield, MA 01201

  Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  500 Williams St, Pittsfield, MA 01201
• 

  

  /65

  $895,000

  • 5 Beds
  • 3 Baths
  • 4,802 Sq Ft

  581 Red Barn Rd, Dalton, MA 01226

  Immaculate 4800 square foot, 5BR, 4 full bath jewel located at arguably the finest condominium community in The Berkshires. Enjoy looking at spectacular foliage with private panoramic wooded views and open space from the magnificent all seasons room, great room and primary suite. The garden level features a full kitchen as well as a screened in porch. The Buterus furnace system powers baseboard

  Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  581 Red Barn Rd, Dalton, MA 01226
• 

  

  /44

  $250,000

  • 4 Beds
  • 1 Bath
  • 1,740 Sq Ft

  9 Lincoln St, Pittsfield, MA 01201

  Welcome to 9 Lincoln Street, featuring white interior, hardwood floors throughout, large sun-filled rooms, and an open, flowing layout. The main level features a spacious living room, a bonus room that could serve as a first-floor bedroom, a dining room, and kitchen with direct access to a fully fenced backyard. Double doors open to an outdoor space ideal for relaxing or entertaining. Upstairs

  Jessica Rizzo LAMACCHIA REALTY, INC

  9 Lincoln St, Pittsfield, MA 01201
• 

  

  /56

  $349,000

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  47 Onota St, Pittsfield, MA 01201

  MOTIVATED SELLER! SELLER IS OFFERING A $10,000 CREDIT TO BUYER!!Step onto the spacious covered porch then enter into the grand foyer while you are there take notice of the beautiful hardwood details throughout the home. First floor offers a large living room, dining room, bathroom and a remodeled kitchen. Second floor you have three-bedrooms, full bathroom and a conveniently located laundry room.

  Michelle Picard NOCHER REALTY

  47 Onota St, Pittsfield, MA 01201
• 

  

  /15

  $49,500

  • Land
  • 0.25 Acre
  • $198,000 per Acre

  0 Parker St, Pittsfield, MA 01201

  Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  0 Parker St, Pittsfield, MA 01201
• 

  

  /40

  $214,900

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201

  If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  33 Maplewood Ave Unit 103, Pittsfield, MA 01201
• 

  

  /13

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  32 Jason St, Pittsfield, MA 01201

  Location is a must! Spring cleanup is about to happen.Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced.Just a few updates.

  Deborah Dwyer DWYER AGENCY

  32 Jason St, Pittsfield, MA 01201
• 

  

  /20

  $445,000

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft

  145 Velma Ave, Pittsfield, MA 01201

  AMAZING 3 Bedroom, 2.5 Bath Contemporary in a Wonderful South Pittsfield Neighborhood! Immaculate inside and out, this home offers an open, bright floor plan perfect for everyday living or a second home retreat. Enjoy beautiful wooded views from the rear Trex deck, fireplaced family room, and kitchen. The new granite kitchen features wood floors and flows seamlessly into the main living

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  145 Velma Ave, Pittsfield, MA 01201
• 

  

  /28

  $347,700

  • 2 Beds
  • 2 Baths
  • 1,314 Sq Ft

  14 Blotz Rd, Washington, MA 01223

  This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start.Spring breathes new life into this special home--windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy

  Amy Shufelt BERKSHIRE LISTINGS

  14 Blotz Rd, Washington, MA 01223
• 

  

  /3

  $419,000

  • 7 Beds
  • 4.5 Baths
  • 4,682 Sq Ft

  312 South St, Pittsfield, MA 01201

  Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

  Derek Greene The Greene Realty Group

  312 South St, Pittsfield, MA 01201
• 

  

  /30

  $284,900

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft

  40 Roland St, Pittsfield, MA 01201

  Truely a move in ready home at an affordable price! You will fall in love with the 3 season front porch, the gorgeous updated kitchen, and a layout that is perfect for family time and entertaining. So much extra storage with the large pantry! The mudroom will be perfect for the backpacks, coats and boots. Upstairs you will find 3 large bedrooms and a full bath with tile shower surround. A clean

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Roland St, Pittsfield, MA 01201
• 

  

  /13

  $390,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  112 Sampson Pkwy, Pittsfield, MA 01201

  Beautifully maintained 2 bedroom brick ranch featuring gorgeous wood floors throughout. The inviting living room showcases a cozy fireplace & flows seamlessly into the formal dining room. The remodeled kitchen offers many cabinets & counter space.A bright & sunny room overlooks the fully fenced rear yard & provides direct access to the deck - ideal for relaxing or outdoor gatherings.The finished

  Deborah Dwyer DWYER AGENCY

  112 Sampson Pkwy, Pittsfield, MA 01201
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  /37

  $399,000

  • 4 Beds
  • 3 Baths
  • 2,870 Sq Ft

  40 Baldwin Ave, Pittsfield, MA 01201

  Welcome to 40 Baldwin Avenue with over 2800 square feet of living space. The formal living room flooded with natural light features a pass through, wood burning fireplace. A versatile dining room, presently configured as a den, easily adapts to your needs. An expansive kitchen features ample storage, a desk area and a dining space. Additional first floor living spaces include a family room with

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Baldwin Ave, Pittsfield, MA 01201
• 

  

  /23

  $119,900

  • 1 Bed
  • 1 Bath
  • 824 Sq Ft

  1 1/2 Cherry St, Pittsfield, MA 01201

  Unique opportunity to own a home on0.45 acres, located at the end of a dead end street. This property is recognized by the City as two living units, however, only one unit is finished. It consists of one bedroom, living room, kitchen and full bathroom. There is a new natural gas heating unit as well as electric baseboard. The unit next to it is a fixer-upper studio space that needs complete

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1 1/2 Cherry St, Pittsfield, MA 01201
• 

  

  /20

  $189,900

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  Two bedroom condo in James Meadows featuring fireplace, loft bedroom, storage room, and deck all conveniently located close to Allendale area.

  Robin Moore 413 REAL ESTATE

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
• 

  

  /53

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  500 Walker St, Lenox, MA 01242

  Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

  Matt Carlino MACCARO REAL ESTATE

  500 Walker St, Lenox, MA 01242
• 

  

  /31

  $375,000

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

  42 Bryant St, Pittsfield, MA 01201

  Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest

  Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

  42 Bryant St, Pittsfield, MA 01201
• 

  

  /18

  $465,000

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  21 Linden St, Pittsfield, MA 01201

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

  Michael Castellano GILCREST PROPERTIES

  21 Linden St, Pittsfield, MA 01201
• 

  

  /29

  $344,900

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  74 Norman Ave, Pittsfield, MA 01201

  *Virtual tour with floor plans availableThis unique home sits on a large lot with a fabulous yard. There is a driveway with carport and shed included. Upon entering the home you will find a convenient porch leading to the living room with wood-burning fireplace. The first floor also features a bedroom with a loft, as well as full bathroom with laundry, dining room and kitchen. There is a large

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  74 Norman Ave, Pittsfield, MA 01201
• 

  

  /27

  $265,000 Open Sat 10:30AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  17 S Church St, Pittsfield, MA 01201

  Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

  Samantha Homeyer BIRCH PROPERTIES

  17 S Church St, Pittsfield, MA 01201
• 

  

  /34

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  31 Saint Ann's Ave, Lenox, MA 01240

  This charming bungalow offers the Lenox lifestyle you've been dreaming of ✨ Located on a quiet dead-end street just steps from downtown, enjoy morning coffee, local dining, or evenings at Tanglewood before strolling home under the stars 🌙Inside, approximately 1,700 square feet blends warmth and comfort--perfect as a second home, weekend escape, or full-time living. There is also

  Amy Shufelt BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
• 

  

  /47

  $337,500

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

  7 Rolling Hills Unit 7-1, Lenox, MA 01240

  Think spring in the Berkshires and enjoy condo living in Lenox at Rolling Hills. Spacious end unit brings in natural light and offers two bedrooms/two baths on upper level with an additional full bath and family room/office on the finished lower level. In this unit owners have replaced the custom-sized slider and the windows adding to energy efficiency. Central a/c, natural gas. The former golf

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Rolling Hills Unit 7-1, Lenox, MA 01240
• 

  

  /15

  $358,000

  • 2 Beds
  • 1 Bath
  • 968 Sq Ft

  4 Morgan Manor Unit 4, Lenox, MA 01240

  Lenox in-town condo.....ready for a new owner, need a close location to Tanglewood, Shakespeare and Company, The Mount, Venfort Hall, Kennedy Park, Pleasant Valley Wildlife Sanctuary? Well this is the perfect location!2 bedrooms, 1 full bath, wood floors and carpeted bedrooms, great light ....fully applianced kitchen....Easy to show!

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Morgan Manor Unit 4, Lenox, MA 01240
• 

  

  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262
• 

  

  /12

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  Location and privacy! Amazing opportunity to own a home on 0.46 acres plus two additional lots with 0.46 and 0.17 acres each, totaling about 1.1 acres, in a private area, on a dead end street! The house is a fixer upper, the exterior is freshly painted, the interior needs renovation but all utilities and mechanicals are on. The first floor features a lovely enclosed front porch, dining room,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  50 Grand Ave, Pittsfield, MA 01201
• 

  

  /57

  $650,000

  • 4 Beds
  • 2 Baths
  • 2,662 Sq Ft

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
• 

  

  /60

  $4,950,000

  • 7 Beds
  • 8.5 Baths
  • 7,073 Sq Ft

  1 Pinecroft Dr, Lenox, MA 01240

  Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Pinecroft Dr, Lenox, MA 01240
• 

  

  /3

  $29,900

  • Land
  • 0.34 Acre
  • $87,941 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /56

  $1,490,000

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  9 October Hill Dr, Lenox, MA 01240

  Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a

  Paula McLean PAULA MCLEAN REALTORS INC.

  9 October Hill Dr, Lenox, MA 01240
• 

  

  /22

  $280,000

  • 6 Beds
  • 2 Baths
  • 2,214 Sq Ft

  3 Pleasant St, Pittsfield, MA 01201

  Two Family Flat fully rented in the Morningside Neighborhood! Each unit has three bedrooms and one bathroom. Updated kitchens and hardwood floors. Heat and hot water included. Washer and dryer hookups in the basement. Fully fenced in yard on a corner lot. Well maintained and ready for its new owner!

  Derek Strzepa NOCHER REALTY

  3 Pleasant St, Pittsfield, MA 01201
• 

  

  /11

  $245,000

  • Land
  • 9.13 Acres
  • $26,835 per Acre

  1570 B Washington Mountain Rd, Washington, MA 01223

  Outlook at October Mountain - This special parcel with exceptional views is located in a private enclave of well crafted homes planned for privacy. Live the rural life but still have the option to be only a short distance from everything that makes the Berkshires special; theatre, film, music, boutiques and shopping. With completed septic design in place, electric and telephone available all you

  Mary Jane White COHEN & WHITE ASSOCIATES

  1570 B Washington Mountain Rd, Washington, MA 01223
• 

  

  /9

  $475,000

  • Land
  • 20.87 Acres
  • $22,760 per Acre

  0 East St, Lenox, MA 01240

  This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  0 East St, Lenox, MA 01240
• 

  

  /28

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  46 Housatonic St Unit 2B, Lenox, MA 01240

  Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  46 Housatonic St Unit 2B, Lenox, MA 01240
• 

  

  /50

  $7,975,000

  • 8 Beds
  • 6.5 Baths
  • 9,364 Sq Ft

  399 Under Mountain Rd, Lenox, MA 01240

  Highwick Farm Manor House is a beautifully restored Berkshire Cottage originally built as a gentleman's equestrian estate. After years of meticulous renovation and thoughtful restoration this remarkable property stands now complete, showcasing exquisite craftsmanship and timeless grandeur. Highwick features lead-glass windows framing picturesque views, ten fireplaces, walnut paneling and pocket

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  399 Under Mountain Rd, Lenox, MA 01240
• 

  

  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
• 

  

  /36

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  156 Elizabeth St, Pittsfield, MA 01201

  Charming 2-Family Flat - Great Investment or Owner-Occupied Opportunity!Don't miss this 2-family flat offering classic charm and modern convenience. Each spacious unit features hardwood floors The second-floor unit boasts an enclosed porch--perfect for relaxing or additional living space. Separate utilities, off street parking and shed add to the property. This property has potential to be used

  Robin Moore 413 REAL ESTATE

  156 Elizabeth St, Pittsfield, MA 01201

Showing Results 41 - 80, Page 2 of 3