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Newest Homes for Sale in Lanesboro, MA

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  • /12

    $299,000 Open Sat 12:30PM - 2PM

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

    32 Jason St, Pittsfield, MA 01201

    Location is a must!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

    Set along a quiet country road in Washington, this lovingly preserved 1845 Cape exudes charm and timeless character. From the moment you step inside, wide-plank floors, hand-hewn beams, and the cozy glow of a wood stove make you feel instantly at home.Winter evenings here are magical--imagine snow falling outside while you curl up with a book, listen to the fire crackle, and let the world slow

    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
  • /23

    $215,000 New Construction

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

    1 Pittsfield Rd, Lenox, MA 01240

    Don't miss this rare chance to acquire and revitalize a property brimming with original character. Located on a well-traveled road with excellent visibility, this 1.25-acre lot offers endless possibilities for commercial use.Featuring a brand new roof, the property is ideal for a variety of purposes, including retail, restaurant, professional offices, etc. Inside, you'll find an abundance of

    Laiken Rapisarda LAMACCHIA REALTY, INC

    1 Pittsfield Rd, Lenox, MA 01240
  • /13

    $390,000 Open Sat 2:30PM - 4PM

    • 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
  • /29

    $179,900

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    21 Austin Ave, Pittsfield, MA 01201

    Discover the charm of this ranch-style fixer-upper at 21 Austin Ave, nestled on a quiet dead-end street in southeast Pittsfield. This two-bedroom, one-bath home offers a fantastic opportunity for those looking to invest in a property with great potential. With a spacious layout, you can easily envision transforming this space into your dream home. The generous lot provides ample outdoor space for

    Doug Collins Lamacchia Realty, Inc.

    21 Austin Ave, Pittsfield, MA 01201
  • /37

    $399,000 Open Fri 4:30PM - 6PM

    • 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 living room, kitchen and updated 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 rehab. Attached

    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
  • /16

    $259,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    67 Reuter Ave, Pittsfield, MA 01201

    Move-in ready cape-style home located in southeast Pittsfield. Offering 3 bedrooms and 1 full bath, this is the perfect starter home or ideal for those looking to downsize without sacrificing comfort or quality.Updates include a newer roof and electrical panel (2014) and a high-efficiency combo boiler installed in 2025. Conveniently located close to local amenities, schools, and parks, this home

    Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    67 Reuter Ave, 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
  • /37

    $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
  • /4

    $500,000

    • Land
    • 3.44 Acres
    • $145,349 per Acre

    117 Lime Kiln Rd, Lenox, MA 01240

    Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    (413) 393-2997

    117 Lime Kiln Rd, Lenox, MA 01240
  • /46

    $1,280,000

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

    18 Highcrest Rd, Lenox, MA 01240

    Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 319-9976

    18 Highcrest Rd, Lenox, MA 01240
  • /42

    $1,280,000

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

    18 Highcrest Rd Unit 20, Lenox, MA 01240

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 591-5654

    18 Highcrest Rd Unit 20, Lenox, MA 01240
  • /47

    $650,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,074 Sq Ft

    161 Leona Dr, Pittsfield, MA 01201

    Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 570-8931

    161 Leona Dr, Pittsfield, MA 01201
  • /27

    $265,000

    • 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
  • /35

    $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. Tucked on a quiet dead-end street just steps from downtown, you can grab morning coffee, enjoy dinner at local favorites, or spend an evening at Tanglewood before strolling home under the stars.Inside, about 1,700 square feet of warm, inviting space blends character and comfort, creating a perfect retreat for every season.

    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
  • /43

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,572 Sq Ft

    10 Marlboro Dr, Pittsfield, MA 01201

    Charming Brick Cape with Classic Character & Comforts! Welcome to this 3-bedroom, 1.5-bath Cape offering 1,575 sp. ft. of comfortable living space. The living room features a cozy fireplace and wood floors. The eat-in kitchen offers ceramic tile flooring, all appliances and lovely cabinets for plenty of storage. Full bath and 2 bedrooms on the 1st floor, while second floor offers an additional

    Darcy Reid MOCKINGBIRD REAL ESTATE

    10 Marlboro Dr, Pittsfield, MA 01201
  • /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
  • /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
    • $86,917 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
  • /2

    $29,999

    • Land
    • 0.38 Acre
    • $78,531 per Acre

    0 Brown St, Pittsfield, MA 01201

    Build your vision on this 0.382-acre residential lot located in the heart of Pittsfield, Massachusetts. Classified as Residential - Land, this 16,649 sq ft parcel sits within the R6 zoning district, offering excellent potential for a single-family home or a thoughtful residential development. Positioned in District 236, Block 1, Lot 6 (APN: M:I12 B:0001 L:006), this property provides a great

    Alex King Lock and Key Realty, Inc

    0 Brown St, Pittsfield, MA 01201
  • /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
  • /2

    $39,900

    • Land
    • 0.15 Acre
    • $266,000 per Acre

    0 Courtland Place, Pittsfield, MA 01201

    Cleared City lot with public water and sewer

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    (413) 553-1360

    0 Courtland Place, Pittsfield, MA 01201
  • /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
  • /73

    $889,900

    • 5 Beds
    • 3.5 Baths
    • 3,370 Sq Ft

    5 Crofut St, Pittsfield, MA 01201

    Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    5 Crofut St, Pittsfield, MA 01201

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