Lanesboro, MA Homes for Sale

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  $268,500

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  79 Center St, Pittsfield, MA 01201

  Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  79 Center St, Pittsfield, MA 01201
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  /50

  $195,000

  • 6 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  27 Daniels Ave, Pittsfield, MA 01201

  Spacious side-by-side duplex offering three bedrooms in each unit. Hardwood floors throughout each unit along with a front/rear porch, first floor laundry, and separate utilities. Loads of additional space in attic and basement for storage or potential future expansion of living space. HUD Home. LBP. Sold ''AS IS'' by elec. bid only. Prop avail 06-12-25. Bids due by 06-22-25 by 11:59 PM Central

  Cory Evangelisto NOCHER REALTY

  27 Daniels Ave, Pittsfield, MA 01201
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  /12

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,217 Sq Ft

  158 Second St, Pittsfield, MA 01201

  Two-family flat located in a corner lot, centrally located within walking distance to downtown! The first floor unit features 2 bedrooms/1 bath, and has electric heat. The second floor unit is a 1 bedroom/1 bath, with natural gas heat. Both units are currently rented, with tenants pay for their own heat/hot water/electricity separately. There is a paved parking area on the back of the home. One

  Maria Liccardi Lamacchia Realty, Inc.

  158 Second St, Pittsfield, MA 01201
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  /41

  $350,000

  • 6 Beds
  • 3 Baths
  • 3,366 Sq Ft

  151 Onota St, Pittsfield, MA 01201

  First Bulk showings/open house 6/13/25 11-12:30! Welcome to this fully rented professionally managed 3-family investment opportunity at 151 Onota St in Pittsfield! Each spacious unit features 2 bedrooms and 1 bathroom, offering excellent rental income potential. The second and third floors are occupied by long-term tenants, while the first floor welcomed new tenants as of June 1st. Don’t miss

  Michael Johnson Lock and Key Realty Inc.

  151 Onota St, Pittsfield, MA 01201
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  /12

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,217 Sq Ft

  160 Second St, Pittsfield, MA 01201

  Two-family flat located in a corner lot, centrally located within walking distance to downtown!The first floor unit features 2 bedrooms/1 bath, and has electric heat. The second floor unit is a 1 bedroom/1 bath, with natural gas heat. Both units are currently rented, with tenants pay for their own heat/hot water/electricity separately. There is a paved parking area on the back of the home. One

  Maria Liccardi LAMACCHIA REALTY, INC

  160 Second St, Pittsfield, MA 01201
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  /20

  $269,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  39 Pomeroy Ave, Pittsfield, MA 01201

  Great opportunity to own a fully rented 3-family property in a central Pittsfield location, close to downtown, schools, restaurants, and local attractions. This property features two 2-bedroom units and one 1-bedroom unit, each with natural gas heat, separate electric meters, laundry hookups, and off-street parking.One unit has been fully renovated and is currently used as a successful short-term

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  39 Pomeroy Ave, Pittsfield, MA 01201
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  /43

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,290 Sq Ft

  17 - 23 Linden St, Pittsfield, MA

  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 two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

  Michael Castellano Gilcrest Properties

  17 - 23 Linden St, Pittsfield, MA
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  /44

  $675,000

  • 4 Beds
  • 4.5 Baths
  • 3,081 Sq Ft

  24 Alpine Trail, Pittsfield, MA 01201

  Welcome to your Berkshire retreat! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope--right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers

  Tanya Shepardson LAMACCHIA REALTY, INC

  24 Alpine Trail, Pittsfield, MA 01201
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  $50,000

  • Land
  • 1.10 Acres
  • $45,455 per Acre

  0 Hungerford St, Pittsfield, MA 01201

  Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

  Xavier Cruz Fathom Realty

  0 Hungerford St, Pittsfield, MA 01201
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  /22

  $294,888

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

  Maria Liccardi LAMACCHIA REALTY, INC

  50 John St, Pittsfield, MA 01201
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  /50

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 4,301 Sq Ft

  20 E Dugway Rd, Lenox, MA 01240

  Prime Real Estate Opportunity in Lenox, MA. 36 acres of property with an established entry driveway already in place. The first 18-acre parcel includes two homes: A charming 2-bedroom, 2-bath cottage ideal as a rental property or a cozy full-time residence, offering convenient one-level living.*A more spacious main home featuring an open floor plan, multiple living areas, beautiful wood floors,

  Tanya Shepardson LAMACCHIA REALTY, INC

  20 E Dugway Rd, Lenox, MA 01240
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  /27

  $255,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  157 Maple Grove Dr, Pittsfield, MA 01201

  Welcome to easy, one-level living in this 3-bedroom ranch, nestled in the sought-after southeast section of Pittsfield. The property features vinyl siding, modern appliances, and on-demand hot water. Outside you will find a fully fenced-in yard ideal for relaxing or entertaining. Enjoy summer days on the expansive deck or take a dip in the above-ground pool. Two storage sheds provide space for

  Jessica Rizzo LAMACCHIA REALTY, INC

  157 Maple Grove Dr, Pittsfield, MA 01201
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  /45

  $1,245,000

  • 4 Beds
  • 4.5 Baths
  • 2,995 Sq Ft

  4 Stoneledge Rd, Lenox, MA 01240

  Charming Lenox contemporary cape on 1 acre. Located in an area of fine homes, this 4 bedroom 4.5 bath home has the following amenities: Screen porch, eat in kitchen with island, family room with fireplace, primary bedroom suite on the main floor, dining room, den, attached two car garage, finished lower level ...great space office or exercise area... natural gas heat, central air, town water

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Stoneledge Rd, Lenox, MA 01240
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  /38

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,405 Sq Ft

  880 East St Unit 1A, Lee, MA 01238

  Desirable end unit at October Mountain Village in Lee, MA, offering a serene and picturesque setting. This unit is a short stroll to the tennis courts and community pool. The open-concept living and dining areas feature laminate flooring and a charming two-sided wood-burning fireplace, shared with the vaulted family room. Two skylights and a ceiling fan bring abundant natural light and airflow.

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  880 East St Unit 1A, Lee, MA 01238
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  /40

  $379,900

  • 3 Beds
  • 2.5 Baths
  • 1,623 Sq Ft

  11 Laflin Terrace, Pittsfield, MA 01201

  Tucked away on an oversized lot, on a dead-end street, this southeast colonial has so much to offer! The charm of yesteryear meets the conveniences of today. You'll be welcomed into the open foyer and see gleaming hardwood floors throughout. The living room features a fireplace and opens to an enchanting private screened porch surrounded by lush landscape for ultimate privacy! Formal

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  11 Laflin Terrace, Pittsfield, MA 01201
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  /53

  $995,000

  • 6 Beds
  • 6 Baths
  • 5,198 Sq Ft

  68 Colt Rd, Pittsfield, MA 01201

  Nestled in a charming historic southeast Pittsfield neighborhood, this 4+ bedroom, 5+ bath gem was brought to life in 1914 by the talented architects Harding and Seaver. Their impressive portfolio features notable landmarks like the Berkshire Museum and Lenox Town Hall, showcasing their remarkable contribution to the area's rich history.This grand, yet comfortable home spans four inviting levels!

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  68 Colt Rd, Pittsfield, MA 01201
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  /45

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft

  44 Jason St, Pittsfield, MA 01201

  This delightful 3-bedroom Cape-style home offers serene and comfortable living. Situated on a large lot this home boasts southwesterly mountain views. Designed for convenience, this home features all essential living spaces on a single level. Wood burning fireplace in the living room. A large attic space presents an opportunity for future expansion, whether as a home office, studio, or

  Derek Strzepa NOCHER REALTY

  44 Jason St, Pittsfield, MA 01201
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  /24

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  171 Harryel St, Pittsfield, MA 01201

  Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

  John Ciepiela BISHOP WEST REAL ESTATE

  171 Harryel St, Pittsfield, MA 01201
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  /32

  $334,500

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  48 Preston Ave, Pittsfield, MA 01201

  Adorable cape style home on a quiet street. Gorgeous new kitchen, new roof, and first floor bath. Wood floors throughout the first floor. The second floor offers more space to include a third bedroom and another full bathroom. Solar panels offer substantial reductions in your electric bill. Please note there are Ring cameras both outside and inside the home.

  Tanya Shepardson LAMACCHIA REALTY, INC

  48 Preston Ave, Pittsfield, MA 01201
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  /20

  $224,900

  • 4 Beds
  • 1.5 Baths
  • 2,059 Sq Ft

  232 First St, Pittsfield, MA 01201

  Welcome to a unique property on the edge of Pittsfield's Downtown Creative District. This old-world colonial has been used as office space for the last 20+ years. 6 office spaces with a waiting area, a first floor 1/2 bath and a bonus room that could be converted to a break room or another office space. A nice L shaped wood porch with a handicap ramp. Detached 4 bay garage. The property has

  Anthony Riello LAMACCHIA REALTY, INC

  232 First St, Pittsfield, MA 01201
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  /52

  $765,000

  • 5 Beds
  • 4.5 Baths
  • 3,381 Sq Ft

  33 Alpine Trail, Pittsfield, MA 01201

  Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  33 Alpine Trail, Pittsfield, MA 01201
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  /54

  $585,000

  • 5 Beds
  • 6 Baths
  • 8,360 Sq Ft

  36 & 40 Maplewood Ave, Pittsfield, MA 01201

  Prime Downtown Creative District Opportunity: Iconic Commercial Property + Updated Two-Family!An exceptional offering in the heart of Pittsfield's vibrant Downtown Creative District, this property, sold as a package, pairs an iconic commercial building with a spacious two-family residence. The commercial property is a landmark with natural gas heating, central air conditioning, and a walk-up

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  36 & 40 Maplewood Ave, Pittsfield, MA 01201
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  /6

  $290,000

  • 4 Beds
  • 2 Baths
  • 1,986 Sq Ft

  249 Pittsfield Rd, Lenox, MA 01240

  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,

  Jessie Downer LAMACCHIA REALTY, INC

  249 Pittsfield Rd, Lenox, MA 01240
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  /12

  $12,900

  • Land
  • 0.46 Acre
  • $28,096 per Acre

  0 Longview Terrace, Pittsfield, MA 01201

  Waterfront Lot! This lightly wooded untouched lot in a quiet well established neighborhood has frontage on Goodrich Pond. Electric, water, sewer and cable are all availible at road.

  Timothy Johnson NOCHER REALTY

  0 Longview Terrace, Pittsfield, MA 01201
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  /29

  $692,000

  • 4 Beds
  • 3.5 Baths
  • 3,296 Sq Ft

  14 Alpine Trail Unit 14, Pittsfield, MA 01201

  Welcome to your dream mountain retreat! This stunning end unit in a community of 96 units offers an unparalleled lifestyle for outdoor enthusiasts. With effortless access to ski trails right from your back screened-in porch, you can hit the slopes at Bousquet Mountain anytime you desire.Spanning over 3,200 square feet, this 4-bedroom, 3.5-bath condo has a spacious three-level layout. Step inside

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  14 Alpine Trail Unit 14, Pittsfield, MA 01201
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  /13

  $279,000

  • 6 Beds
  • 2.5 Baths
  • 3,081 Sq Ft

  61 Pomeroy Ave, Pittsfield, MA 01201

  Investment Opportunity on Pomeroy Ave! 2 Family flat with each unit boasting a spacious layout with 3 bedrooms and 1 full bath. Both units are currently rented, offering immediate income. Convenient location close to the heart of downtown and the cultural district of Pittsfield.

  Jessie Carlino MACCARO REAL ESTATE

  61 Pomeroy Ave, Pittsfield, MA 01201
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  /49

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  7 Cedar Ln, Lenox, MA 01240

  Improved Price! Four bedroom, 2.5 bath, 2265 sq. ft., move in ready home awaits you! 2018 renovated kitchen with granite counters opens to a natural light filled breakfast nook from sliders that open to an expansive Trex deck (2018). A double sided wood burning brick fireplace finishes off this handsome layout. The other side of the fire place opens to a den with sliders. Living room, dining

  Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Cedar Ln, Lenox, MA 01240
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  /49

  $795,000

  • 5 Beds
  • 2.5 Baths
  • 4,078 Sq Ft

  40 Commonwealth Ave, Pittsfield, MA 01201

  Immaculately restored antique Colonial dripping with charm offering modern conveniences. Chef's kitchen with Quartz counters, glass back splash, beautiful cabinets, and double sized Wolf Range. Entertaining is made easy with a large dining area, grand fire-placed living room with floor to ceiling windows overlooking the private and lush green lawn. Glorious master suite with new spa like bath.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  40 Commonwealth Ave, Pittsfield, MA 01201
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  $390,000

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  145 Bartlett Ave, Pittsfield, MA 01201

  Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

  Jarrett Hernandez 360BERKSHIRE REALTY GROUP

  145 Bartlett Ave, Pittsfield, MA 01201
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  /50

  $4,985,000

  • 13 Beds
  • 13.5 Baths
  • 9,556 Sq Ft

  2 Kemble St, Lenox, MA 01240

  The Kemble, a registered ''Great Estate'' built in 1881 is located in the heart of the thriving downtown Lenox business district. This classic Colonial Revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  2 Kemble St, Lenox, MA 01240
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  /33

  $337,000

  • 3 Beds
  • 1 Bath
  • 1,575 Sq Ft

  4 Paula Ave, Pittsfield, MA 01201

  Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl

  Kim Gordnier RE/MAX COMPASS

  4 Paula Ave, Pittsfield, MA 01201
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  /53

  $359,900

  • 8 Beds
  • 2.5 Baths
  • 4,263 Sq Ft

  119 Appleton Ave, Pittsfield, MA 01201

  This large two-family home blends timeless character with thoughtful updates. Featuring beautiful original woodwork, wood floors, and charming built-ins, each unit offers a warm and inviting atmosphere. One side boasts a newer, modern kitchen perfect for today's lifestyle, while both units enjoy generous living spaces. A finished attic provides additional versatile space--ideal for an office,

  Robin Moore 413 REAL ESTATE

  119 Appleton Ave, Pittsfield, MA 01201
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  /14

  $200,000

  • 6 Beds
  • 2 Baths
  • 1,680 Sq Ft

  138 Robbins Ave, Pittsfield, MA 01201

  This income producing multifamily home is set back from the street and offers two apartments, each one with 3 bedrooms /1 Bath, laundry hookups and its own Lead Paint Compliance Certificate. The first floor unit has a beautifully renovated bathroom. The apartment was freshened up with paint, flooring and other updates about a year ago. This house features vinyl siding, vinyl replacement windows,

  Maria Liccardi LAMACCHIA REALTY, INC

  138 Robbins Ave, Pittsfield, MA 01201
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  /39

  $569,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  9 Bolton Dr, Lenox, MA 01240

  If you're looking for a walk-to-town location, be sure to check out this colonial nestled on a quiet dead-end street! The main level features an open kitchen/dining, living room with gas fireplace and half bath. On the upper level - three spacious bedrooms, two full baths and laundry. Bonus space is a partially finished walk-out lower level/den or family room. Two car attached oversized

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  9 Bolton Dr, Lenox, MA 01240
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  $399,000

  • 4 Beds
  • 1.5 Baths
  • 2,926 Sq Ft

  92 Elm St, Pittsfield, MA 01201

  This significantly improved building is located in a highly desirable, high-traffic area, offering both visibility and convenience. Featuring low-maintenance vinyl siding and ramp access, this property is fully equipped to meet a variety of business needs. The building is heated with natural gas, offering efficiency and comfort. The third-floor finished attic provides additional flexible space

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  92 Elm St, Pittsfield, MA 01201
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  /26

  $299,000

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  Unlisted Address

  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!

  Jessica Rizzo LAMACCHIA REALTY, INC

  Unlisted Address
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  /82

  $595,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  Country living at its best, with mountain views and plenty of land! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn all sitting on 9+ acres. It's only a few hundred feet from the Lenox townline, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  35 Chapman Rd, Pittsfield, MA 01201
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  /5

  $385,900

  • Land
  • 16 Acres
  • $24,255 per Acre

  2 New Lenox Rd, Lenox, MA 01240

  Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

  Sean Taylor MORESI REAL ESTATE PARTNERS

  2 New Lenox Rd, Lenox, MA 01240
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  /26

  $599,900 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft

  178 New Lenox Rd, Lenox, MA 01240

  Move-in ready Lenox 3 bed 2 full bath with mountain views on 1 acre. Large screened back porch and front 3- season room to enjoythe views. Town water and sewer, natural gas and see-through wild-life fencing protect huge backyard, 25+ new trees and pets. Recent updates - new roof, gutters,exterior paint, new front porch entrance and back stairs, refurbished 3 season room, and more. With gleaming

  Sean Taylor MORESI REAL ESTATE PARTNERS

  178 New Lenox Rd, Lenox, MA 01240
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  /22

  $327,900

  • 4 Beds
  • 4 Baths
  • 1,800 Sq Ft

  14 Allessio St, Pittsfield, MA 01201

  Welcome to 11-14 Allessio in Pittsfield, MA! This two unit property has so much to offer. Each Unit has 2 Bedroom / 1 Full, 1 Half Bath, Separate Driveways and 1 Detached Garage. Both Units offer 3 season front porch just in time ready for Summer! Great INVESTMENT Opportunity for the right Buyer! Both Units are occupied with month to month tenants. Purchase as Investment Income or Owner

  Kim Dodge Kim Grant-Dodge

  14 Allessio St, Pittsfield, MA 01201

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