Lenox, MA Homes

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  /40

  $1,795,000

  • 4 Beds
  • 3 Baths
  • 5,469 Sq Ft

  17 East St, Lenox, MA 01240

  Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 300-6860

  17 East St, Lenox, MA 01240
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  /4

  $1,305 - $3,447 per month

  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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  /49

  $487,500 Sold Jul 15, 2025

  • 3,210 Sq Ft
  • $152/SF
  • 17 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1901

  9 High St, Lenox, MA 01240

  Nestled in one of the most desirable towns in the Berkshires, this charming multi-family home presents a rare and exciting opportunity for investors, contractors, or visionary homeowners. Set on a spacious and desirable lot, this as-is property is ready to be reimagined--offering the perfect canvas for renovation, expansion, or transformation. The home features two side-by-side living units, each

  Diane Thorson WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  9 High St, Lenox, MA 01240
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  /36

  Est $2,050,987 Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /82

  $2,550,000

  • 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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  /20

  $1,082 per month

  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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  /23

  $355,000 Sold Jul 15, 2025

  • 1,552 Sq Ft
  • $229/SF
  • 3 Days On Market

  • 2 Beds
  • 3 Baths
  • Built 1976

  9 Rolling Hills Unit 5, Lenox, MA 01240

  This immaculate 2Bd, 3 Ba Move In condition unit is being offered Turn Key - fully furnished and fully stocked! But what really makes this unit special are the gorgeous Berkshire views from your private deck!The unit is completely updated & painted. Just bring your clothes and enjoy the pool, tennis & pickle ball courts, kayak racks, community victory garden, book club, mah jong, Bridge.

  Susan Baum BERKSHIRE HOMES AND CONDOS

  9 Rolling Hills Unit 5, Lenox, MA 01240
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  /26

  Est $481,591 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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  /45

  $1,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,190 Sq Ft

  121 E Dugway Rd, Lenox, MA 01240

  Stunning Georgian Colonial style home on a lovely 4A private lot is ready for its new owners! In pristine condition, this 4 BR, 4.5 baths home offers hardwood floors throughout, first floor Primary Suite, open great room concept with cherry cabinetry in kitchen and granite counters, gas fireplace in the great room, formal dining or music room and first floor study with full bath. The second

  Mary Jo Piretti PIRETTI REAL ESTATE

  121 E Dugway Rd, Lenox, MA 01240
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  /11

  $1,370,000 Sold Jul 15, 2025

  • 1,109 Sq Ft
  • $1235/SF
  • 34 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 2017

  165 Kemble St Unit 2, Lenox, MA 01240

  Discover luxury living at Canyon Ranch with this 1-bedroom condo, boasting a chef's kitchen with marble countertops, and an expansive great room with a marble gas fireplace. Savor your morning coffee on the serene private balcony. The primary suite is a retreat with a spa-like marble bathroom, ample walk-in closet, and a cozy fireplace. Exclusive resort membership provides access to unparalleled

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 2, Lenox, MA 01240
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  /41

  Est $595,110 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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  /70

  $1,290,000 Open Sun 1:30PM - 3:30PM

  • 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
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  /28

  $253,207 Sold Jul 14, 2025

  • 1,552 Sq Ft
  • $163/SF
  • 47 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1976

  8 Rolling Hills Unit 9, Lenox, MA 01240

  Welcome to The Rolling Hills Townhouse Community in the glorious town of Lenox, Mass. The facility boasts the finest of amenities including a fully equipped clubhouse, fitness center, pool, tennis, community gardens and walking trails for you and your furry friends. Only minutes from downtown fine restaurants, shopping , Shakespeare&Company and Tanglewood. The school system is one of the most

  Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  8 Rolling Hills Unit 9, Lenox, MA 01240
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  /42

  Est $2,307,343 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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  /114

  $929,900

  • 4 Beds
  • 2.5 Baths
  • 3,608 Sq Ft

  67 Dunmore Ct, Lenox, MA 01240

  This gorgeous 4-bedroom, 3-bathroom home sits on a spacious corner lot surrounded by beautiful native landscaping, offering both privacy and curb appeal. Step inside to find a bright and inviting layout with ample space for entertaining and everyday living. The kitchen features newly redone floors (2025), and the large back deck provides the perfect space for outdoor gatherings or quiet

  Sara Bresett NOCHER REALTY

  67 Dunmore Ct, Lenox, MA 01240
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  /26

  $550,000 Sold Jul 09, 2025

  • 597 Sq Ft
  • $921/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1900

  170 Main St, Lenox, MA 01240

  The most charming ''tiny house''....the one you drive by all the time and it makes you smile! Open kitchen/dining/living with a separate bedroom and full bath. Beautiful hardwood floors, tongue & groove on the walls, charming windows and a snazzy blue door complete the picture. Full basement plus two outbuildings with lots of potential. Mini split for heat and A/C or supplement with the

  Mary Jo Piretti PIRETTI REAL ESTATE

  170 Main St, Lenox, MA 01240
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  /52

  Est $2,054,380 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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  /38

  $789,000

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft

  51 New Lenox Rd, Lenox, MA 01240

  Meticulous craftsmanship and timber frame construction define this charming Colonial Dutch gambrel residence, combining comfort and practicality for everyday living. High-grade timber framing and solid construction give this home character and a warm, inviting atmosphere with its wood accents.Gather around the stone fireplace in the inviting living room, or whip up meals in the kitchen equipped

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  51 New Lenox Rd, Lenox, MA 01240
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  /13

  $105,000 Sold Jul 08, 2025

  • Land
  • 0.78 Acre
  • $134,615 per Acre

  • 210 Days On Market

  0 Plunkett St, Lenox, MA 01240

  Lenox - Partially wooded corner lot at the junction of Plunkett and Laurel Lake Road. Much of the lot has been mowed and maintained over the years with an established lawn. Town water and natural gas on the street. Close to Laurel Lake, Shakespeare, the Mount and High Lawn Farm and minutes to Lenox village.

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  0 Plunkett St, Lenox, MA 01240
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  /51

  Est $526,275 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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  /45

  $1,245,000 Pending

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

  4 Stoneledge Rd, Lenox, MA 01240

  Charming Lenox contemporary cape on 1 acre. Located in an area of fine homes, this 4 bedroom 4.5 bath home has the following amenities: Screen porch, eat in kitchen with island, family room with fireplace, primary bedroom suite on the main floor, dining room, den, attached two car garage, finished lower level ...great space office or exercise area... natural gas heat, central air, town water

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Stoneledge Rd, Lenox, MA 01240
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  /34

  $1,392,500 Sold Jun 25, 2025

  • 4,800 Sq Ft
  • $290/SF
  • 236 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 1989

  125 Old Stockbridge Rd, Lenox, MA 01240

  A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  125 Old Stockbridge Rd, Lenox, MA 01240
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  /33

  Est $705,429 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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  /40

  $675,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  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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  /39

  $615,250 Sold Jun 25, 2025

  • 1,600 Sq Ft
  • $385/SF
  • 28 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  9 Sullivan Ln, Lenox, MA 01240

  Charming move-in-ready 4-bedroom, 2-bath home, thoughtfully renovated in 2010. This home combines modern updates with comfort and convenience. The full renovation in 2010 included a new septic system, Buderus boiler, all new windows, roof & Hardie Plank siding and an upstairs expansion including a shed dormer, 3 bedrooms, and a full bath. This home has been continually updated and maintained over

  Erin Candee LANCE VERMEULEN RE, INC., LENOX

  9 Sullivan Ln, Lenox, MA 01240
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  /37

  Est $678,297 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  15 Sargent Brook Rd, Lenox, MA 01240

  15 Sargent Brook Rd, Lenox, MA 01240
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  /13

  $290,000

  • 1 Bed
  • 1 Bath
  • 709 Sq Ft

  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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  /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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  /13

  Est $546,386 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  234 Lee Rd, Lenox, MA 01240

  234 Lee Rd, Lenox, MA 01240
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  /48

  $589,000

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

  296 Housatonic St, Lenox, MA 01240

  Move right into this beautifully updated Lenox ranch--just a stroll to downtown on sidewalks through lit intersection, Woods Pond, and October Mountain! Filled with charm and thoughtful updates, this 3-bedroom, 2.5-bath home features hardwood floors, a spacious bonus room with convenient half bath, and a finished lower level with full bath--perfect for guests, work, or recreation. Step outside to

  Victoria Standring LAMACCHIA REALTY, INC

  296 Housatonic St, Lenox, MA 01240
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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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  /39

  Est $936,523 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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  /13

  $313,000

  • 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, and additional family room on the lower level. Enjoy the Tennis/pickle ball courts or take swim in the pool or

  Toni Marie Gage SIGNATURE ASSOCIATES

  2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
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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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  /54

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,883 Sq Ft

  215 Kemble St, Lenox, MA 01240

  215 Kemble St, Lenox, MA 01240
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  /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
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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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  /29

  Est $294,861 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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  /62

  $1,750,000

  • 4 Beds
  • 4.5 Baths
  • 4,349 Sq Ft

  11 Blossom Hill, Lenox, MA 01240

  Nestled within the beautifully landscaped grounds of Miraval Lenox, formerly the famed Cranwell Resort Spa and Golf Club, this spacious and light-filled residence offers a coveted Berkshire lifestyle with exclusive access to resort amenities.Enjoy a reduced-rate membership to Wyndhurst Club & Manor, featuring tennis courts, indoor and outdoor pools, a full fitness center, spa services, dining,

  Paula McLean PAULA MCLEAN REALTORS INC.

  11 Blossom Hill, Lenox, MA 01240
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  /21

  $165,000 Sold Jun 06, 2025

  • 800 Sq Ft
  • $206/SF
  • 15 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  260 Pittsfield Rd Unit B-05, Lenox, MA 01240

  Sweet and petite - this one bedroom/one bath condo at Lennox Heights is a great alternative to paying rent! Light-filled unit with private rear balcony. On-site amenities include pool, tennis, dog walking area, On the bus-line and convenient to town, shopping, restaurants and area attractions.

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit B-05, Lenox, MA 01240

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