Lenox, MA Homes

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  $1,795,000

  • 4 Beds
  • 3 Baths
  • 7,027 Sq Ft

  17 East St, Lenox, MA 01240

  ICONIC STOCKBRIDGE BRICK FEDERAL ESTATEElegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Built in the 1830s, the Carter Estate has been artfully expanded and boasts over 5,400sf of light-filled, luxurious living space.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping

  

  Selina Lamb

  Birch Properties

  (413) 300-6860

  17 East St, Lenox, MA 01240
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  /2

  $3,400 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft
  • Condo for Rent

  34 Church St Unit 2B, Lenox, MA 01240

  Downtown Lenox!!Located in the heart of downtown Lenox, Unit 2B is a newly renovated condo nestled within shops, boutiques and numerous restaurants that are a staple to the Berkshires. This condo features 2 bedrooms, 1 full bathroom and an additional half bathroom. The spacious and open kitchen, living and dining area allows for plenty of gathering space. Living area has a beautiful working

  34 Church St Unit 2B, Lenox, MA 01240
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  /26

  $399,000 Sold Nov 25, 2025

  • 1,344 Sq Ft
  • $297/SF
  • 46 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1977

  153 E Dugway Rd, Lenox, MA 01240

  **Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

  Matt Carlino MACCARO REAL ESTATE

  153 E Dugway Rd, Lenox, MA 01240
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  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /60

  $2,550,000 Pending

  • 7 Beds
  • 7 Baths
  • 6,578 Sq Ft

  813 East St, Lenox, MA 01240

  An elegant Berkshires residence, 813 East Street in Lenox, MA is a fully renovated seven-bedroom home designed for both sophistication and ease of living. Built in 2004 and extensively reimagined over the past few years, this Lenox property offers the rare combination of privacy, luxury, and seamless indoor-outdoor living--all in the cultural heart of the Berkshires.Professionally landscaped

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 314-2725

  813 East St, Lenox, MA 01240
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  /25

  $1,082 per month plus fees

  Lenox Schoolhouse Apartments

  Studio

  109 Housatonic St, Lenox, MA 01240

  The Berkshires' newest community is NOW OPEN!!! Newly renovated studios and one bedrooms with ALL UTILITIES INCLUDED* - Spacious open layouts, brand new interiors, plush carpet, sunlit windows, abundant closet space. Lenox Schoolhouse Apartments is within walking distance to the center of town. Enjoy the local shops, art galleries, restaurants and entertainment. You'll be sure to experience

  109 Housatonic St, Lenox, MA 01240
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  /12

  $577,500 Sold Nov 21, 2025

  • 2,170 Sq Ft
  • $266/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1930

  30 Walker St, Lenox, MA 01240

  Discover the perfect blend of location and opportunity with this well-maintained two-family home in the heart of Lenox, Just steps from the Main Street of downtown, this property features a spacious three bedroom unit and a charming one bedroom unit- ideal for rental income, extended family, or guests, Enjoy privacy and outdoor relaxation in the lovely backyard, all while being close to shops,

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  30 Walker St, Lenox, MA 01240
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  /26

  Est $425,497 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,538 Sq Ft

  26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

  26 Old Stockbridge Rd Unit 4, Lenox, MA 01240
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  /53

  $2,649,000

  • 6 Beds
  • 6.5 Baths
  • 4,289 Sq Ft

  250 West St, Lenox, MA 01240

  Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 423-1264

  250 West St, Lenox, MA 01240
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  /2

  Call for Price

  Apartment for Rent

  1 Bed

  68 Kemble St, Lenox, MA 01240

  68 Kemble St, Lenox, MA 01240
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  /13

  $189,000 Sold Nov 21, 2025

  • 800 Sq Ft
  • $236/SF
  • 105 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  260 Pittsfield Rd Unit B-5, Lenox, MA 01240

  Light, updated, and move in ready this 1BR/1BA, 800 sq ft condo at Lenox Heights offers easy Berkshire living minutes to downtown Lenox and Tanglewood. The renovated kitchen features crisp cabinetry and stainless appliances, opening to a sunny living/dining area with sliders to a private rear balcony, perfect for morning coffee or unwinding after a show. Plush wall-to-wall carpeting creates a

  Samantha Homeyer BIRCH PROPERTIES

  260 Pittsfield Rd Unit B-5, Lenox, MA 01240
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  /41

  Est $610,271 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,861 Sq Ft

  92 Hubbard St, Lenox, MA 01240

  92 Hubbard St, Lenox, MA 01240
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  /82

  $2,550,000 Pending

  • 6 Beds
  • 6.5 Baths
  • 7,143 Sq Ft

  13 Taconic Ave, Lenox, MA 01240

  An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  13 Taconic Ave, Lenox, MA 01240
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  /17

  $1,305 - $3,447 per month plus fees

  Forge

  1 - 3 Beds

  66 Brushwood Way, Lenox, MA 01240

  Forge is a brand new mixed-income housing community currently under construction in Lenox, MA. The development will include 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge will contain 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments will have their own

  66 Brushwood Way, Lenox, MA 01240
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  /50

  $1,300,000 Sold Nov 18, 2025

  • 2,266 Sq Ft
  • $574/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  14 A Muirfield Dr Unit 14A, Lenox, MA 01240

  Looking for one level living and a great Lenox location?? Miraval/Coldbrooke South paired villa with many recent renovations and updates! Sited at the end of Muirfield Drive -enjoy condo community living with a balance of privacy, open lawn and lots of green space. An updated and chic design with newly installed hardwood floors throughout. First floor living with great room including gas

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  14 A Muirfield Dr Unit 14A, Lenox, MA 01240
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  /42

  Est $2,338,480 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,625 Sq Ft

  809 East St, Lenox, MA 01240

  809 East St, Lenox, MA 01240
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  /70

  $995,000

  • 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 patios,

  Nicole Moore KELLER WILLIAMS REALTY

  257 W Mountain Rd, Lenox, MA 01240
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  /30

  $500,000 Sold Nov 14, 2025

  • 1,858 Sq Ft
  • $269/SF
  • 184 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  178 New Lenox Rd, Lenox, MA 01240

  Move-in ready Lenox 4 bed 2 full bath with mountain views on 1 acre. 3 full bedrooms upstairs, 1st floor study/ 4th bedroom. Large screened back porch and front 3- season room. Town water and sewer, natural gas heat and see-through wild-life fence protects huge backyard. Recent updates - new roof, gutters, exterior paint, new front porch entrance and back stairs, refurbished 3 season room, sealed

  Sean Taylor MORESI REAL ESTATE PARTNERS

  178 New Lenox Rd, Lenox, MA 01240
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  /52

  Est $2,150,939 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 7,155 Sq Ft

  801 East St, Lenox, MA 01240

  801 East St, Lenox, MA 01240
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  /51

  $1,998,000 Pending

  • 12 Beds
  • 10.5 Baths
  • 7,979 Sq Ft

  7 Hubbard St, Lenox, MA 01240

  Welcome to The Dewey, a rare opportunity to own one of Lenox's most iconic residences. Built in 1767, this remarkable property--known as the Israel Dewey House--stands as a testament to early American architecture and timeless elegance. Set in the heart of the Berkshires, It beautifully bridges centuries of history with the comforts of today.The Main HouseSpanning 6,839 square feet across three

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  7 Hubbard St, Lenox, MA 01240
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  /57

  $610,000 Sold Oct 30, 2025

  • 1,720 Sq Ft
  • $355/SF
  • 70 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2011

  4 Evergreen Trail, Lenox, MA 01240

  Heirloom peonies and fragrant David Austin rose varieties adorn the walkway of this Berkshire hidden gem inviting you into tranquillity, peace and calm. Once indoors, you'll find easy living. The first level has an open kitchen and living area with a gas fireplace, large primary bedroom with a full bath and walk-in closet along with a screened in patio which overlooks a well established low

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  4 Evergreen Trail, Lenox, MA 01240
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  /51

  Est $573,440 Not Listed For Sale

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

  142 New Lenox Rd, Lenox, MA 01240

  142 New Lenox Rd, Lenox, MA 01240
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  /61

  $775,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,963 Sq Ft

  46 Galway Ct, Lenox, MA 01240

  Nestled in a desirable neighborhood close to town, this spacious home offers the perfect blend of convenience and tranquility. Set in a quiet setting, it provides a peaceful retreat while being minutes from local shops, restaurants, and schools. Ideal for those seeking comfort, space, and a prime location. 3 miles away from Tanglewood! A very spacious primary en-suite and 3 guest Bedrooms that

  Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

  46 Galway Ct, Lenox, MA 01240
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  /31

  $524,500 Sold Oct 28, 2025

  • 1,560 Sq Ft
  • $336/SF
  • 31 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  30 Clifden Ct Unit 5, Lenox, MA 01240

  Enjoy easy, low-maintenance living in this sought-after Birchwood Village condo! This 2 bed, 2 bath townhome features beautiful hardwood floors, an updated kitchen, and a living room with a cozy wood-burning fireplace. Step outside onto your private deck to relax in a quiet, wooded setting. A separate den provides the perfect space for a home office or guest area. You'll love the convenience of

  Tony Segalla LANCE VERMEULEN RE, INC

  30 Clifden Ct Unit 5, Lenox, MA 01240
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  /33

  Est $751,078 Not Listed For Sale

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

  55 Sherwood Dr, Lenox, MA 01240

  55 Sherwood Dr, Lenox, MA 01240
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  /58

  $1,100,000 Under Contract

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

  4 Stoneledge Rd, Lenox, MA 01240

  Stunning Contemporary Cape ready for you! Step into this beautiful 4 bed, 4.5 bath home nestled on an acre in beautiful Lenox, just minutes from downtown. Built in 2006, this cape blends refined finishes with relaxed Berkshire living. Spacious main level primary suite, bright eat in kitchen with center island that is open to the spacious living room with fireplace. Gorgeous sun room overlooks the

  Nicole Moore KELLER WILLIAMS REALTY

  4 Stoneledge Rd, Lenox, MA 01240
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  /51

  $715,000 Sold Oct 22, 2025

  • 1,705 Sq Ft
  • $419/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  19 Hawthorne St Unit Stables 1A, Lenox, MA 01240

  PREMIERE COMMUNITY-WHITE PINES This tastefully updated 2 bed 2 bath home has so much to offer: Generous great room with a wall of windows overlooking lush lawn and a beautiful flower garden. A lovely wood burning fireplace graces the open plan living/dining room. A chefs kitchen with quartz counter, stainless steal appliances, new dishwasher and an induction range. The large en-suite primary has

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  19 Hawthorne St Unit Stables 1A, Lenox, MA 01240
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  /39

  Est $964,829 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,991 Sq Ft

  4 October Hill Rd, Lenox, MA 01240

  4 October Hill Rd, Lenox, MA 01240
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  /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
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  /13

  $250,000 Sold Oct 17, 2025

  • 709 Sq Ft
  • $353/SF
  • 62 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  3 Morgan Manor Unit 3 - 8, Lenox, MA 01240

  Welcome to 3‑8 Morgan Manor, a charming one-bedroom condo nestled in the heart of Lenox Village. This move-in-ready unit offers a sunlit layout with cozy carpeting, and efficient space. The condo fee includes heat, hot water, gas, water, and sewer, making for truly hassle-free living. Located in a well-maintained building just steps from downtown Lenox, you'll enjoy easy access to

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  3 Morgan Manor Unit 3 - 8, Lenox, MA 01240
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  /29

  Est $301,940 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  6 Morgan Manor Unit 11, Lenox, MA 01240

  6 Morgan Manor Unit 11, Lenox, MA 01240
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  /55

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  8 Catherine St, Lenox, MA 01240

  The charm of yesteryear meets the comfort and convenience of today in this beautifully maintained 3 Bedroom, 2 Full Bath Lenox Colonial, set high on a picturesque village knoll. Enjoy wood floors, an open-concept kitchen and dining area with exposed brick, and a central yet wonderfully private location.All the major updates have been thoughtfully completed, including a newer roof (2021), updated

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  8 Catherine St, Lenox, MA 01240
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  /9

  $185,000 Sold Oct 16, 2025

  • 800 Sq Ft
  • $231/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  260 Pittsfield Rd Unit 16C, Lenox, MA 01240

  Enjoy an affordable, low maintenance lifestyle in this well-kept 800 square foot condominium. This bright and comfortable home offers easy living in a pet-friendly community with fantastic amenities, including a sparkling pool, walking trails and pickleball courts. Perfect as a year-round residence or Berkshire getaway, you'll love being close to shops, restaurants, Tanglewood, and outdoor

  Victoria Standring LAMACCHIA REALTY, INC

  260 Pittsfield Rd Unit 16C, Lenox, MA 01240
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  /26

  Est $698,739 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft

  143 W Mountain Rd, Lenox, MA 01240

  143 W Mountain Rd, Lenox, MA 01240
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  /60

  $1,695,000

  • 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
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  /40

  $675,000 Sold Oct 15, 2025

  • 1,444 Sq Ft
  • $467/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1951

  80 West St, Lenox, MA 01240

  LOCATION, LOCATION, LOCATION!! This pristine 3 bed, 2 bath Cape in a RARE Lenox location is not to be missed! Walk to town, Tanglewood, and the coveted Morris Elementary School are mere steps away. Lovingly maintained, this home has a unique story to tell. Formerly the residence of Louis J. Lamone, the personal photographer and assistant to Norman Rockwell. Many of his photographs that turned

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  80 West St, Lenox, MA 01240
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  /58

  Est $1,401,488 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,199 Sq Ft

  100 Old Stockbridge Rd, Lenox, MA 01240

  100 Old Stockbridge Rd, Lenox, MA 01240
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  /40

  $1,995,000

  • 10 Beds
  • 10.5 Baths
  • 11,608 Sq Ft

  55 Crystal St, Lenox, MA 01240

  Perched atop a gentle hill with distant Berkshire views, this distinguished former Lenox school building known as ''Crystal Hill'' has been thoughtfully converted into 10 residential apartments plus one office space.The historic masonry structure combines character and stability with modern updates, including hardwood floors, spacious layouts, and separate hot water and electric meters for each

  Christian Garner NOCHER REALTY

  55 Crystal St, Lenox, MA 01240
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  /30

  $2,500,100 Sold Oct 14, 2025

  • 1,950 Sq Ft
  • $1,282/SF
  • 6 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2018

  165 Kemble St Unit 17, Lenox, MA 01240

  Nestled within the serene, world-renowned Canyon Ranch Lenox campus, this bespoke two-bedroom, two-and-a-half-bath home is among the most private and luxuriously appointed in the Berkshires. A rare opportunity to own a residence where every detail--from architecture to finishes--echoes sophisticated European elegance while embracing the wellness-centered ethos of Canyon Ranch living.Inside,

  Selina Lamb BIRCH PROPERTIES

  165 Kemble St Unit 17, Lenox, MA 01240
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  /43

  Est $945,295 Not Listed For Sale

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

  49 Sargent Brook Rd, Lenox, MA 01240

  49 Sargent Brook Rd, Lenox, MA 01240

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