Lanesboro, MA Homes

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  /35

  $725,000

  • 4 Beds
  • 3.5 Baths
  • 3,491 Sq Ft

  26 Filomena Dr, Pittsfield, MA 01201

  This lovely Colonial home is nestled at the end of the road adjoining Kirvin Park w/ great curb appeal. .The main floor has 2,488 sq.ft. w/ an attached double garage, a mudroom w/ laundry facilities, a large combined kitchen & family room leading to an outdoor deck. Also a spacious dining room & living room & a half bath off the front foyer.. Upstairs: 1,546 sq. ft, w/ a large en-suite primary

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  26 Filomena Dr, Pittsfield, MA 01201
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  /34

  $215,000 Sold Jun 24, 2025

  • 2,400 Sq Ft
  • $90/SF
  • 4 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  12 Willow St, Pittsfield, MA 01201

  Investors & Owner Occupants take NOTICE!!! Schedule your appointment to view this great investment property. This 2-family home does need a little updating and is priced to sell! Conveniently located near all necessary amenities. Seller is motivated, bring all offers!!!

  Adam Devine DORRANCE REALTY, LLC

  12 Willow St, Pittsfield, MA 01201
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  /11

  Est $332,973 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  46 Deborah Ave, Pittsfield, MA 01201

  46 Deborah Ave, Pittsfield, MA 01201
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  /3

  $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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  /9

  $100,000 Sold Jun 24, 2025

  • 4,284 Sq Ft
  • $23/SF
  • 2 Days On Market

  • 12 Beds
  • 4 Baths
  • Built 1920

  68 Lyman St, Pittsfield, MA 01201

  Four family home close to downtown Pittsfield, parks & restaurants. This fourplex offers a great investment opportunity in the Berkshires. Property is a fixer-upper with four 3 bed/1 bath units. Detached 2 car garage and a nice backyard with plenty of off street parking. Separate utilities. All utilities are currently off and will not be turned on for inspection. Natural gas heat & hot water. No

  Jose Larios LAMACCHIA REALTY, INC

  68 Lyman St, Pittsfield, MA 01201
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  /28

  Est $454,539 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  54 Pomeroy Ave, Pittsfield, MA 01201

  54 Pomeroy Ave, Pittsfield, MA 01201
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  /50

  $175,500

  • 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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  /35

  $345,000 Sold Jun 20, 2025

  • 1,552 Sq Ft
  • $222/SF
  • 1 Day On Market

  • 2 Beds
  • 3 Baths
  • Built 1976

  4 Rolling Hills Unit 4-9, Lenox, MA 01240

  Move right into this beautifully updated two-bedroom, three full bath condo located in the highly sought-after Rolling Hills Condo Association in picturesque Lenox, Massachusetts. The brand-new kitchen is a standout feature, boasting all-new cabinetry, stylish butcher block countertops, updated flooring, and a complete suite of modern appliances. Throughout the main living areas, quality laminate

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  4 Rolling Hills Unit 4-9, Lenox, MA 01240
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  /30

  Est $319,672 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft

  101 Gamwell Ave, Pittsfield, MA 01201

  101 Gamwell 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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  /21

  $239,000 Sold Jun 20, 2025

  • 960 Sq Ft
  • $249/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1953

  65 Belvidere Ave, Pittsfield, MA 01201

  Tucked away at the end of a quiet dead-end street, this 3-bedroom, 1-bath home offers privacy, potential, and a fantastic location. Whether you're a first-time home buyer, investor, or renovator, this property is a blank canvas ready to be transformed and brought up to date.Step inside and imagine the possibilities. The home also features a one-car garage for convenient storage or parking.

  Rhonda Cyr LAMACCHIA REALTY, INC

  65 Belvidere Ave, Pittsfield, MA 01201
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  /12

  Est $214,735 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  88 Wahconah St, Pittsfield, MA 01201

  88 Wahconah 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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  /28

  $280,000 Sold Jun 20, 2025

  • 2,728 Sq Ft
  • $103/SF
  • 23 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1910

  47 Atwood Ave, Pittsfield, MA 01201

  Spacious and updated, this side-by-side two-family property offers a total of 6 bedrooms, 3 bathrooms, and 2 Flex Rooms --perfect for home offices, playrooms, or guest space. Both units have been thoughtfully renovated, with fresh interior and exterior paint completed in 2023 and new carpeting. The large lot provides valuable outdoor space.Located close to public transportation, shopping, and

  Gabriela Dearstyne BISHOP WEST REAL ESTATE

  47 Atwood Ave, Pittsfield, MA 01201
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  /34

  Est $331,147 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  223 Chapel St, Pittsfield, MA 01201

  223 Chapel St, 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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  /36

  $335,000 Sold Jun 20, 2025

  • 3,024 Sq Ft
  • $111/SF
  • 24 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1900

  33 Wellington Ave, Pittsfield, MA 01201

  Welcome to this beautifully updated three-family property offering strong rental potential and modern living comforts. Perfectly suited for investors or those looking to live in one unit while generating income from the others! # 33: Spacious 4-bedroom, 2-bath unit - recently updated with modern finishes, ideal for larger families or premium rental income. #35 1st and 2nd floor apartments: Each

  Kellie Perrault NOCHER REALTY

  33 Wellington Ave, Pittsfield, MA 01201
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  /32

  Est $232,226 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,498 Sq Ft

  163 Francis Ave, Pittsfield, MA 01201

  163 Francis Ave, Pittsfield, MA 01201
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  /44

  $629,500

  • 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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  /22

  $268,000 Sold Jun 17, 2025

  • 950 Sq Ft
  • $282/SF
  • 11 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  56 Velma Ave, Pittsfield, MA 01201

  Recently renovated ranch home in South Pittsfield with generous yard. Move in ready single level living in amazing Berkshire location. Located in a quiet neighborhood with immediate access to Route 7 means that downtown Pittsfield and Lenox are just a stones throw away! Primary residents or second homeowners will LOVE the ability to jaunt right over to Barrington Stage, Colonial Theatre,

  Angel Black KRG - Key Realty Group

  56 Velma Ave, Pittsfield, MA 01201
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  /33

  Est $329,745 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 3,200 Sq Ft

  207 Pomeroy Ave, Pittsfield, MA 01201

  207 Pomeroy Ave, Pittsfield, MA 01201
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  /4

  $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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  /49

  $655,000 Sold Jun 17, 2025

  • 2,256 Sq Ft
  • $290/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  124 Red Barn Rd, Dalton, MA 01226

  Beautifully kept free standing condo in popular Silver Maple Farm. Spacious 3BR/2B single level home with large, sunny great room, roomy master suite, kitchen with tons of oak cabinets and plenty of counter space. Sunny breakfast nook adjoins the kitchen. Two guest bedrooms and bath nicely separated from the primary suite. Gas fireplace in the living room, beautiful 4 season sunroom with distant

  Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

  124 Red Barn Rd, Dalton, MA 01226
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  /26

  Est $688,247 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,881 Sq Ft

  65 Alpine Trail, Pittsfield, MA 01201

  65 Alpine Trail, Pittsfield, MA 01201
• 

  

  /22

  $284,888

  • 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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  /16

  $152,500 Sold Jun 13, 2025

  • 670 Sq Ft
  • $228/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  260 Pittsfield Rd Unit D - 7, Lenox, MA 01240

  Sweet and petite, this first floor unit at Lennox Heights is a great opportunity to enter the Lenox market. Enjoy the convenience of condo living! Open living/dining/kitchen, bedroom and full bath with shower/tub. Private rear patio faces the woods for privacy. HOA fee includes natural gas heat, hot water, basic cable/internet, water, sewer and the community includes outdoor pool, tennis,

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit D - 7, Lenox, MA 01240
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  /2

  Est $867,736 Not Listed For Sale

  • 26 Beds
  • 12 Baths
  • 8,712 Sq Ft

  549 North St, Pittsfield, MA 01201

  549 North St, Pittsfield, MA 01201
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  /50

  $1,950,000

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

  20 E Dugway Rd, Lenox, MA 01240

  Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

  Tanya Shepardson LAMACCHIA REALTY, INC

  20 E Dugway Rd, Lenox, MA 01240
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  /31

  $225,000 Sold Jun 12, 2025

  • 768 Sq Ft
  • $293/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  36 Montgomery Ave, Pittsfield, MA 01201

  Cozy two-bedroom Ranch with fireplace living room. If you are just starting out or downsizing this is a great home for you. Roof, sewer, furnace, hot water, electrical panel all done between 2021 and 2022. Minutes away from downtown and shopping. Home being sold as is.

  Toni Marie Gage SIGNATURE ASSOCIATES

  36 Montgomery Ave, Pittsfield, MA 01201
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  /15

  Est $261,574 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft

  80 Dartmouth St, Pittsfield, MA 01201

  80 Dartmouth St, Pittsfield, MA 01201
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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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  /31

  $250,000 Sold Jun 12, 2025

  • 1,964 Sq Ft
  • $127/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  5 Wallace Place, Pittsfield, MA 01201

  In this two-family flat, you will find 2 bedrooms and 1 bathroom in each apartment, a covered front porch on the second level, and off-street parking. Updated heating systems, electrical, bathrooms, and more. They are both vacant for easy showings and ready for immediate occupancy.

  Michele Purcell LAMACCHIA REALTY, INC

  5 Wallace Place, Pittsfield, MA 01201
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  /15

  Est $313,066 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  880 East St Unit 200A, Lee, MA 01238

  880 East St Unit 200A, Lee, MA 01238
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  /33

  $500,000

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft

  499 Tamarack Rd, Pittsfield, MA 01201

  CHECK OUT THE NEW PHOTOS!!!! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

  Allen Halstead Berkshire Hathaway Home Services Blake

  499 Tamarack Rd, Pittsfield, MA 01201
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  /54

  $1,100,000 Sold Jun 11, 2025

  • 1,826 Sq Ft
  • $602/SF
  • 236 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  40 Frothingham Crossing, Lenox, MA 01240

  Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of

  Mary Jane White COHEN & WHITE ASSOCIATES

  40 Frothingham Crossing, Lenox, MA 01240
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  /25

  Est $226,682 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft

  63 Gale Ave, Pittsfield, MA 01201

  63 Gale Ave, Pittsfield, MA 01201
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  /45

  $569,777

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

  31 Saint Ann's Ave, Lenox, MA 01240

  OWN - Instead of Renting - this Tanglewood Season! A unique opportunity with past rental income up to $16,000 for the summer months--ideal for music lovers and art-minded Berkshires visitors. This 1915 gem--the Claude and Louise Delahaye House--is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church. Enjoy an easy stroll to downtown Lenox's shops, dining, and

  Audrey Matys BERKSHIRE LISTINGS

  31 Saint Ann's Ave, Lenox, MA 01240
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  /43

  $369,650 Sold Jun 10, 2025

  • 1,742 Sq Ft
  • $212/SF
  • 34 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1977

  7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240

  There are only a handful of the Tanglewood units in this 108 unit condo community! This one's a beauty! In addition to an extra room in the living area (used as formal dining or spacious den/home office), this unit also features a fully finished walk-out lower level with additional bedroom/full bath! Light-filled unit with large rear deck overlooking the October Mountains, this corner unit

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
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  /15

  Est $214,152 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,045 Sq Ft

  29 Church St, Pittsfield, MA 01201

  29 Church St, Pittsfield, MA 01201
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  /20

  $214,900

  • 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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