Lanesboro, MA Homes

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  $4,995,000 Under Contract

  • 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
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  /16

  $185,000 Sold Oct 24, 2025

  138 Robbins Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Below List Price
  • $110/SF
  • 141 Days On Market

  Current Estimated Value $185,852

  Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  138 Robbins Ave, Pittsfield, MA 01201
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  /51

  Est $557,849 Not Listed For Sale

  142 New Lenox Rd, Lenox, MA 01240

  • 4 Beds
  • 2 Baths
  • 1,929 Sq Ft
  • Built 1917

  142 New Lenox Rd, Lenox, MA 01240

  Last Sold Summary

  • 19% Above List Price
  • $244/SF
  • 71 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Tiffany Roberts ROBERTS & ASSOC. REALTY, INC
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  /2

  $539,900 Pending

  • 14 Beds
  • 6.5 Baths
  • 4,800 Sq Ft

  56 Spring St, Pittsfield, MA 01201

  Two multi-family homes on one lot, a two family and a four family. An apartment in each in needs updating. A short distance to downtown. All separate utilities

  Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

  56 Spring St, Pittsfield, MA 01201
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  /39

  $615,250 Sold Jun 25, 2025

  9 Sullivan Ln, Lenox, MA 01240

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1963

  Last Sold Summary

  • 5% Below List Price
  • $385/SF
  • 28 Days On Market

  Current Estimated Value $600,736

  Last Listing Agent Erin Candee WILLIAM RAVEIS - BERKSHIRE

  9 Sullivan Ln, Lenox, MA 01240
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  /33

  Est $722,823 Not Listed For Sale

  55 Sherwood Dr, Lenox, MA 01240

  • 3 Beds
  • 4 Baths
  • 2,407 Sq Ft
  • Built 1968

  55 Sherwood Dr, Lenox, MA 01240

  Last Sold Summary

  • 3% Above List Price
  • $291/SF
  • 79 Days On Market

  Last Sold Price $700,000

  Last Listing Agent Elle Villetto William Pitt
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  /42

  $158,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /33

  $480,000 Sold Oct 17, 2025

  499 Tamarack Rd, Pittsfield, MA 01201

  • 3 Beds
  • 3 Baths
  • 2,351 Sq Ft
  • Built 1981

  Last Sold Summary

  • 13% Below List Price
  • $204/SF
  • 96 Days On Market

  Current Estimated Value $495,464

  Last Listing Agent Allen Halstead Berkshire Hathaway Home Services Blake

  499 Tamarack Rd, Pittsfield, MA 01201
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  /53

  Est $316,348 Not Listed For Sale

  37 S John St, Pittsfield, MA 01201

  • 6 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 1880

  37 S John St, Pittsfield, MA 01201

  Last Sold Summary

  • 27% Above List Price
  • $88/SF
  • 5 Days On Market

  Last Sold Price $249,900

  Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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  /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
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  /38

  $481,000 Sold Apr 30, 2025

  40 Leroi Dr, Pittsfield, MA 01201

  • 4 Beds
  • 3 Baths
  • 3,013 Sq Ft
  • Built 1952

  Last Sold Summary

  • 5% Above List Price
  • $160/SF
  • 2 Days On Market

  Current Estimated Value $521,584

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

  40 Leroi Dr, Pittsfield, MA 01201
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  /41

  Est $557,847 Not Listed For Sale

  85 Spadina Pkwy, Pittsfield, MA 01201

  • 5 Beds
  • 2.5 Baths
  • 2,465 Sq Ft
  • Built 1920

  85 Spadina Pkwy, Pittsfield, MA 01201

  Last Sold Summary

  • $227/SF
  • 131 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE
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  /2

  $235,000 Pending

  • 6 Beds
  • 4 Baths
  • 2,448 Sq Ft

  44 King St, Pittsfield, MA 01201

  Unique duplex with a 2 stall garage, 3 bedrooms and 2 full baths in both units. All separate utilities with one unit equipped with solar panels for greatly reduced electric costs. New boilers and water heater. Owner occupied one side and multi year tenant on the other.

  Gary Fuls Jr RE/MAX TRANSITIONS

  44 King St, Pittsfield, MA 01201
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  /26

  $550,000 Sold Jul 09, 2025

  170 Main St, Lenox, MA 01240

  • 1 Bed
  • 1 Bath
  • 597 Sq Ft
  • Built 1900

  Last Sold Summary

  • 22% Above List Price
  • $921/SF
  • 6 Days On Market

  Current Estimated Value $532,092

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE

  170 Main St, Lenox, MA 01240
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  /27

  Est $297,171 Not Listed For Sale

  19 Eleanor Rd, Dalton, MA 01226

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1950

  19 Eleanor Rd, Dalton, MA 01226

  Last Sold Summary

  • 14% Above List Price
  • $236/SF
  • 4 Days On Market

  Last Sold Price $261,000

  Last Listing Agent Barbara Osborne ASHMERE REALTY, INC.
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  /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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  /22

  $388,000 Sold Aug 19, 2025

  927 Holmes Rd, Pittsfield, MA 01201

  • 3 Beds
  • 3 Baths
  • 1,194 Sq Ft
  • Built 2001

  Last Sold Summary

  • $325/SF
  • 23 Days On Market

  Current Estimated Value $391,423

  Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC

  927 Holmes Rd, Pittsfield, MA 01201
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  /11

  Est $335,951 Not Listed For Sale

  46 Deborah Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 1950

  46 Deborah Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 16% Above List Price
  • $189/SF
  • 16 Days On Market

  Last Sold Price $290,000

  Last Listing Agent Mary Blair SIGNATURE ASSOCIATES
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  /57

  $447,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,495 Sq Ft

  77 Elaine Ave, Dalton, MA 01226

  Sought-after Dalton cul-de-sac, this four-bedroom, two and a half -bath home offers the perfect blend of style, space, and tranquility. From the moment you step inside, you are greeted by an abundance of natural light streaming through bright and airy windows, highlighting a thoughtfully designed layout that flows effortlessly from room to room.Four well-appointed bedrooms provide ample space for

  Jason Nocher NOCHER REALTY

  77 Elaine Ave, Dalton, MA 01226
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  /42

  $332,900 Sold Apr 27, 2025

  136 Broadview Terrace, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1916

  Last Sold Summary

  • 15% Below List Price
  • $213/SF
  • 105 Days On Market

  Current Estimated Value $324,816

  Last Listing Agent Patricia Molina Century 21 North East

  136 Broadview Terrace, Pittsfield, MA 01201
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  /28

  Est $445,813 Not Listed For Sale

  54 Pomeroy Ave, Pittsfield, MA 01201

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft
  • Built 1880

  54 Pomeroy Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 9% Above List Price
  • $144/SF
  • 3 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Sandra Sorel COLDWELL BANKER REALTY
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  /28

  $1,250,000

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  /21

  $252,500 Sold May 23, 2025

  499 South St, Pittsfield, MA 01201

  • 6 Beds
  • 2.5 Baths
  • 2,646 Sq Ft
  • Built 1904

  Last Sold Summary

  • 16% Below List Price
  • $95/SF
  • 93 Days On Market

  Current Estimated Value $289,949

  Last Listing Agent Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  499 South St, Pittsfield, MA 01201
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  /46

  Est $383,463 Not Listed For Sale

  122 Maple Grove Dr, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1958

  122 Maple Grove Dr, Pittsfield, MA 01201

  Last Sold Summary

  • 8% Above List Price
  • $226/SF
  • 37 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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  /28

  $249,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  50 Grand Ave, Pittsfield, MA 01201

  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, living room and kitchen;

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 Grand Ave, Pittsfield, MA 01201
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  /48

  $594,000 Sold Sep 05, 2025

  296 Housatonic St, Lenox, MA 01240

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $310/SF
  • 5 Days On Market

  Current Estimated Value $584,585

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

  296 Housatonic St, Lenox, MA 01240
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  /30

  Est $330,643 Not Listed For Sale

  101 Gamwell Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 1,124 Sq Ft
  • Built 1954

  101 Gamwell Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 7% Above List Price
  • $274/SF
  • 4 Days On Market

  Last Sold Price $308,000

  Last Listing Agent Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
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  /40

  $499,500 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  30 Clifden Ct Unit 2, Lenox, MA 01240

  Birchwood Village in Lenox! Conveniently located near the center of Lenox, Tanglewood and Miraval. This home offers two upstairs bedrooms, a great room with vaulted ceilings and a fireplace, a large kitchen/dining space, walk out flex space downstairs, deck and an attached garage.

  Marie Bourassa SIGNATURE ASSOCIATES

  30 Clifden Ct Unit 2, Lenox, MA 01240
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  /24

  $300,000 Sold Aug 11, 2025

  32 Hampshire St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 1917

  Last Sold Summary

  • $202/SF
  • 9 Days On Market

  Current Estimated Value $295,285

  Last Listing Agent John Ciepiela BISHOP WEST REAL ESTATE

  32 Hampshire St, Pittsfield, MA 01201
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  /33

  Est $409,540 Not Listed For Sale

  406 Elm St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft
  • Built 1828

  406 Elm St, Pittsfield, MA 01201

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 22 Days On Market

  Last Sold Price $406,000

  Last Listing Agent MARK MCILQUHAM REALTY STREET, LLC
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  /47

  $249,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,187 Sq Ft

  18 Meadow Ln, Pittsfield, MA 01201

  Welcome to 18 Meadow Lane, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features three spacious bedrooms and a well-appointed bathroom, perfect for families or those seeking extra space. The home showcases beautiful natural woodwork throughout, adding character and warmth to each room. The detached one-car garage offers convenience and

  Doug Collins LAMACCHIA REALTY, INC

  18 Meadow Ln, Pittsfield, MA 01201
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  /43

  $290,003 Sold Jul 01, 2025

  31 Kensington Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Above List Price
  • $218/SF
  • 4 Days On Market

  Current Estimated Value $289,921

  Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

  31 Kensington Ave, Pittsfield, MA 01201
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  /12

  Est $231,952 Not Listed For Sale

  88 Wahconah St, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • Built 1900

  88 Wahconah St, Pittsfield, MA 01201

  Last Sold Summary

  • 3% Above List Price
  • $174/SF
  • 91 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Jing Wei Berkshire Hathaway HomeServices Commonwealth Real Estate
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  /32

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft

  1 Monteleone Place, Pittsfield, MA 01201

  Renovated two-family home! The first floor unit is vacant and ready for immediate occupancy while the second floor unit is rented on a year lease at $1,550/month with the tenant paying for his own natural gas heat, hot water, and electric since these utilities are separate for each unit.The apartments have been tastefully renovated, they're freshly painted, each offering 2 bedrooms, full bath,

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1 Monteleone Place, Pittsfield, MA 01201
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  /38

  $325,000 Sold Jul 18, 2025

  97 Dorchester Ave, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Above List Price
  • $215/SF
  • 7 Days On Market

  Current Estimated Value $318,746

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  97 Dorchester Ave, Pittsfield, MA 01201
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  /34

  Est $337,388 Not Listed For Sale

  223 Chapel St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1998

  223 Chapel St, Pittsfield, MA 01201

  Last Sold Summary

  • 11% Above List Price
  • $227/SF
  • 8 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.
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  /64

  $1,199,800

  • 9 Beds
  • 4.5 Baths
  • 5,319 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, Upstreet 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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  /46

  $275,000 Sold Mar 02, 2026

  76 Stoddard Ave, Pittsfield, MA 01201

  • 7 Beds
  • 4 Baths
  • 3,120 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Above List Price
  • $88/SF
  • 3 Days On Market

  Current Estimated Value $272,764

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  76 Stoddard Ave, Pittsfield, MA 01201
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  /32

  Est $261,371 Not Listed For Sale

  163 Francis Ave, Pittsfield, MA 01201

  • 6 Beds
  • 4 Baths
  • 2,498 Sq Ft
  • Built 1850

  163 Francis Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 58% Above List Price
  • $66/SF
  • 5 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Elisha Poirier STONE HOUSE PROPERTIES, LLC
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  /42

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  121 Elberon Ave, Pittsfield, MA 01201

  A classic colonial style home with a brick facade situated on a corner lot. Set back from the road, includes a one car garage with workshop space and a fenced-in yard. Well-maintained with a thoughtful layout for its age, this home offers open living and dining space on the first floor with a large living room including a fireplace, formal dining area with a separate breakfast bar, and a enclosed

  Cory Evangelisto NOCHER REALTY

  121 Elberon Ave, Pittsfield, MA 01201

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