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Lanesboro, MA Homes for Sale

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  • /18

    $285,000

    • 2 Beds
    • 3 Baths
    • 1,770 Sq Ft

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240

    If you are looking for location, Rolling Hills is the place to be. Just minutes from Tanglewood, Shakespeare & Company, skiing, arts, and all of the Culture the Berkshires has to offer. This unit is right across from the Clubhouse/Pool/fitness room. This unit has 2 bedrooms, 3 baths, additional family room on the lower level and newer appliances. Enjoy the Tennis/pickle ball courts or take swim

    Toni Marie Gage SIGNATURE ASSOCIATES

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
  • /58

    $4,995,000

    • 7 Beds
    • 8 Baths
    • 13,261 Sq Ft

    319 Under Mountain Rd, Lenox, MA 01240

    Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    319 Under Mountain Rd, Lenox, MA 01240
  • /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
  • /70

    $1,035,000

    • 3 Beds
    • 2.5 Baths
    • 2,844 Sq Ft

    257 W Mountain Rd, Lenox, MA 01240

    Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone

    Nicole Moore KELLER WILLIAMS REALTY

    257 W Mountain Rd, Lenox, MA 01240
  • /41

    $349,900

    • 5 Beds
    • 2 Baths
    • 2,120 Sq Ft

    127 Gamwell Ave, Pittsfield, MA 01201

    Tucked away at the end of a quiet cul-de-sac, this spacious five bedroom, two bathroom home offers 2,020 square feet of living space along with additional space in the basement. As you enter the home, you will notice hardwood floors throughout the main level that features three of the bedrooms, laundry, and one full bathroom. The bright living area flows easily into the dining room that connects

    Cory Evangelisto NOCHER REALTY

    127 Gamwell Ave, Pittsfield, MA 01201
  • /5

    $39,000

    • Land
    • 0.41 Acre
    • $95,120 per Acre

    33 Circular Ave, Pittsfield, MA 01201

    Building lot that is well located and cleared in downtown Pittsfield. City lot is 0.41 acres, approved for building Single Family or Multi-Family up to 4 units and fits within the Multi-Family Residential zone (R-M). Walk-able and close to all amenities including restaurants, grocery stores, shops and public transportation. Water, sewer and gas available on the street. Proximity to the region's

    Cory Evangelisto NOCHER REALTY

    33 Circular Ave, Pittsfield, MA 01201
  • /3

    $310,000

    • 3 Beds
    • 3 Baths
    • 5,392 Sq Ft

    50 W Housatonic St, Pittsfield, MA 01201

    An outstanding opportunity to acquire a well-maintained multi-unit property in the heart of Pittsfield's vibrant Downtown Cultural District. This property features spacious residential units, ideal for attracting & retaining long-term tenants.Recent upgrades include newer siding and high-efficiency natural gas system. The third unit, formerly a commercial storefront, offers excellent potential to

    Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

    50 W Housatonic St, Pittsfield, MA 01201
  • /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
  • /41

    $344,900

    • 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
  • /50

    $1,750,000

    • 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
  • /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
  • /45

    $549,000

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

    31 Saint Ann's Ave, Lenox, MA 01240

    OPEN HOUSE Sunday Sept. 21, 2025 from12-2pm!Beautifully located near downtown Lenox!The Claude and Louise Delahaye House is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church!Lenox's shops, dining, and cultural attractions are just a stroll away!Inside, 1,700 sq ft of tastefully updated living space blends preserved period details with modern touches. OWN - Instead

    Audrey Matys BERKSHIRE LISTINGS

    31 Saint Ann's Ave, Lenox, MA 01240
  • /54

    $730,000

    • 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
  • /6

    $250,000

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

    249 Pittsfield Rd, Lenox, MA 01240

    Opportunity knocks in the Berkshires! COMMERCIALLY & RESIDENTIALLY ZONED. 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

    Reciprocal Reciprocal Berkshire Reciprocal

    249 Pittsfield Rd, Lenox, MA 01240
  • /29

    $625,000

    • 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
  • /5

    $179,900

    • 6 Beds
    • 2 Baths
    • 2,376 Sq Ft

    24 Glenwood Ave, Pittsfield, MA 01201

    For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

    John Dill Colebrook Realty Services, Inc.

    24 Glenwood Ave, Pittsfield, MA 01201
  • /13

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    528 Walker St, Lenox Dale, MA 01242

    Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

    Tyler Scaglione Cameron Real Estate Group

    528 Walker St, Lenox Dale, MA 01242
  • /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
  • /39

    $499,000

    • 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
  • /5

    $385,900

    • Land
    • 15.91 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
  • /31

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    4 Filomena Dr, Pittsfield, MA 01201

    Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

    Joseph Jennings SIGNATURE ASSOCIATES

    4 Filomena Dr, Pittsfield, MA 01201
  • /28

    $255,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    326 Dalton Ave, Pittsfield, MA 01201

    PRICE PERFECTED @ $255,000 Affordable and Adorable! 3-bedroom, 1-bathroom cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of

    Jessie Downer LAMACCHIA REALTY, INC

    326 Dalton Ave, Pittsfield, MA 01201
  • /26

    $229,500

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    26 Crosier Ave, Pittsfield, MA 01201

    Welcome to 26 Crosier Ave--charming character meets creative opportunity!Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout that's brimming with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential,'' while

    Marci Levesque BISHOP WEST REAL ESTATE

    26 Crosier Ave, Pittsfield, MA 01201
  • /33

    $199,900

    • 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
  • /8

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    13 Goodrich St, Pittsfield, MA 01201

    2 family with brand new gas on demand heat baseboard on first floor

    Scott Higuera 413 REAL ESTATE

    13 Goodrich St, Pittsfield, MA 01201
  • /14

    $269,900

    • 4 Beds
    • 3.5 Baths
    • 2,597 Sq Ft

    31 Henry Ave, Pittsfield, MA 01201

    This 3-family home sits on a nicely sized lot with driveway and good parking space on the back. The yard is partially fenced-in. A new roof and new vinyl siding were installed just a few years ago! One apartment features 2 bedrooms, living room, kitchen, full bath and laundry room. The 2nd unit offers 3 bedrooms, but since you have to walk through one of the bedrooms to get to the other this

    Maria Liccardi Lamacchia Realty, Inc.

    31 Henry Ave, Pittsfield, MA 01201
  • /2

    $20,000

    • Land
    • 0.25 Acre
    • $80,000 per Acre

    LOT 20 Plunkett St, Pittsfield, MA 01201

    This Residential Building lot is conveniently located within walking distance to stores, restaraunts, banks, parks, and public transportation. Lot Dimensions: 65.88' x 165'. Priced below current assessed value! Bring your vision to life in this centrally located lot!

    Mary Jane Dunlop BISHOP WEST REAL ESTATE

    LOT 20 Plunkett St, Pittsfield, MA 01201
  • /2

    $225,900

    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft

    762 East St, Pittsfield, MA 01201

    Industrial zoning, many commercial uses. 2 car garage + 1 car garage attached. Tenants pay electric. apts in fair condition.

    James McRory BERKSHIRE COUNTY REALTY

    762 East St, Pittsfield, MA 01201
  • /23

    $230,000 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
  • /8

    $184,900

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    14 Summit Ave, Pittsfield, MA 01201

    Subject is being sold in an upcoming Xome auction. This is to be sold as occupied with all occupants in AS IS/WHERE IS condition. Neither the seller nor the listing broker can verify the existence of any lease agreement, either written or verbal, or any rental amount being paid, due or owing. Please DO NOT disturb the occupants. Access for inspections or other purposes is NOT guaranteed - contact

    Cory Evangelisto NOCHER REALTY

    14 Summit Ave, Pittsfield, MA 01201
  • /18

    $209,900

    • 3 Beds
    • 1 Bath
    • 1,486 Sq Ft

    40 Roland St, Pittsfield, MA 01201

    Come see this charming Colonial featuring three bedrooms, one full bathroom, and 1,486 square feet of living space. The main level offers a bright kitchen, spacious living room, and a family room with hardwood floors and abundant natural light. Upstairs you’ll find three comfortable bedrooms and a full bath. The full basement provides excellent storage space with potential for future finishing.

    john oliveri Property Works New England

    40 Roland St, Pittsfield, MA 01201

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