Lenox Dale, MA Homes

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  /40

  Est $525,125 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,374 Sq Ft

  100 S Prospect St, Lee, MA 01238

  100 S Prospect St, Lee, MA 01238
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• 

  

  

  /38

  $710,000

  • 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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  /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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  /34

  Est $587,299 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,978 Sq Ft

  70 Franklin St, Lee, MA 01238

  70 Franklin St, Lee, MA 01238
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  /29

  $912,000

  • 4 Beds
  • 4 Baths
  • 2,280 Sq Ft

  21 East St, Stockbridge, MA 01262

  **Price Improvement** Nestled in the heart of the Berkshires, this spacious Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving room for

  Brianna Boffoli Cameron Prestige, LLC

  21 East St, Stockbridge, MA 01262
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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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  /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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  /59

  $895,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /34

  $885,000 Sold Jun 30, 2025

  • 2,189 Sq Ft
  • $404/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  3 Willard Hill Rd, Stockbridge, MA 01262

  LIGHT-FILLED CONTEMPORARY CAPE on a premier road in the historic Interlaken section of Stockbridge. The open-concept first floor includes a living area with a wood-burning fireplace, dining area with a glass door leading to a large deck, and a recently remodeled kitchen. A half bath and a primary bedroom suite with a full bath complete the first floor. Upstairs, is a second primary suite with a

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  3 Willard Hill Rd, Stockbridge, MA 01262
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  /22

  Est $326,196 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  395 Fairview St, Lee, MA 01238

  395 Fairview St, Lee, MA 01238
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  /45

  $599,900

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

  31 Saint Ann's Ave, Lenox, MA 01240

  OWN - Instead of Renting - this Tanglewood Season! A unique opportunity with past rental income up to $16,000 for the summer months--ideal for music lovers and art-minded Berkshires visitors. This 1915 gem--the Claude and Louise Delahaye House--is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church. Enjoy an easy stroll to downtown Lenox's shops, dining, and

  Audrey Matys BERKSHIRE LISTINGS

  31 Saint Ann's Ave, 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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  /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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  /29

  $649,000

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  170 Stockbridge Rd, Lee, MA 01238

  Charming 1930s Retreat with Water Views and Historic Charm - 170 Stockbridge Road, Lee MANestled just five minutes from both Stockbridge and the village of Lee, this beautifully restored 1930s gem offers the best of Berkshire living. Located near world-class cultural destinations--including Tanglewood, The Norman Rockwell Museum, and Jacob's Pillow--this home sits on a desirable lot overlooking

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  170 Stockbridge Rd, Lee, MA 01238
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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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  /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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  /49

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  7 Cedar Ln, Lenox, MA 01240

  Improved Price! Four bedroom, 2.5 bath, 2265 sq. ft., move in ready home awaits you! 2018 renovated kitchen with granite counters opens to a natural light filled breakfast nook from sliders that open to an expansive Trex deck (2018). A double sided wood burning brick fireplace finishes off this handsome layout. The other side of the fire place opens to a den with sliders. Living room, dining

  Margaret Apkin WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Cedar Ln, Lenox, MA 01240
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  /3

  $600,000 Sold Jun 25, 2025

  • Land
  • 35 Acres
  • $17,109 per Acre

  • 76 Days On Market

  0 Interlaken Cross Rd, Stockbridge, MA 01262

  Large parcel of land centrally located on a quiet road in Stockbridge. Minutes to the town centers of Stockbridge, Lenox, and West Stockbridge, as well as Tanglewood, Kripalu, the Norman Rockwell Museum, and the Berkshire Botanical Gardens. It is also walking-distance to the Stockbridge Bowl outlet and the Berkshire Art Center.The land is mostly wooded, level, and dry with some open areas. Town

  Carole Murko BOULDERWOOD GROUP

  0 Interlaken Cross Rd, Stockbridge, MA 01262
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  /45

  Est $258,494 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  50 Plumb St, Pittsfield, MA 01201

  50 Plumb St, Pittsfield, MA 01201
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  /82

  $595,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  9+ ACRES of ''country living'' at its best, with beautiful mountain views! This property features a renovated farmhouse, 2 car garage, 1 outbuilding and Barn. It's only a few hundred feet from the Lenox town line, where Chapman Rd turns into East St. Pittsfield-Lenox Rd (Rt 20) is just around the corner. To be honest, I'm not going to overwhelm you with a lot of descriptions of what the

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  35 Chapman Rd, Pittsfield, MA 01201
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  /11

  $126,000 Sold Jun 24, 2025

  • 741 Sq Ft
  • $170/SF
  • 2 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1923

  100 Canal St, Lee, MA 01238

  Discover comfort and convenience in this 3 bedroom, 1 & 1/2 bath home located just minutes from the heart of the town. Perfectly sized for anyone seeking a manageable space without sacrificing style or functionality!

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  100 Canal St, Lee, MA 01238
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  /30

  Est $394,806 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  60 Margerie St, Lee, MA 01238

  60 Margerie St, Lee, MA 01238
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  /53

  $599,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,687 Sq Ft

  73 Birchwood Ln, Lenox, MA 01240

  Neat as a pin and a gardener's delight! Sited near the end of a cul-de-sac this Lenox neighborhood home offers so much to come home to! First floor features fireplaced front-to-back living room that opens to an updated three-season sunroom. Formal dining with built-in storage, open kitchen with access to rear deck. Recently remodeled 1st floor full bath with walk-in shower. Second level

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  73 Birchwood Ln, 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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  /41

  Est $586,127 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,868 Sq Ft

  15 Via Maria, Lee, MA 01238

  15 Via Maria, Lee, MA 01238
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  /47

  $645,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  36 Tucker St, Lenox, MA 01240

  Charming and versatile, this home is a well-maintained two-family home just steps from downtown Lenox. With two separate units offering 2 bedrooms and 1 full bath each, this property is perfect for investors, multi-generational living, or owner-occupied. Each unit features hardwood floors, full kitchens, separate utilities, and bright, comfortable living spaces. Enjoy the spacious backyard and

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  36 Tucker St, Lenox, MA 01240
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  /28

  $550,000 Sold Jun 16, 2025

  • 2,344 Sq Ft
  • $235/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  90 Mandalay Rd, Lee, MA 01238

  Sought after Mandalay Rd. neighborhood in Lee, spacious split level with family room plus formal living room with fireplace. Back yard is private abutting wooded lot., all on just under an acre. Comes with fully applianced, large kitchen with breakfast bar and dining area. Primary en suite bedroom. NIce walking neighborhood, excellent Lee school system.Close to all Berkshire cultural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  90 Mandalay Rd, Lee, MA 01238
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  /33

  Est $711,308 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft

  770 Summer St Unit 2C, Lee, MA 01238

  770 Summer St Unit 2C, Lee, MA 01238
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  /45

  $599,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft

  70 Via Bondi, Lee, MA 01238

  Nestled in one of Lee's premier neighborhoods, this 10-year-young Colonial boasts gorgeous views, central A/C, 4 bedrooms, 2 full bathrooms, cozy gas fireplace, and the convenience of town water, sewer, and natural gas. Sited with eastern exposures, the home is drenched in natural light all day long! Foam insulation for comfort, low-maintenance vinyl siding, and an attached two-car garage with

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  70 Via Bondi, Lee, MA 01238
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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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  /26

  Est $384,509 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  135 Church St, Lee, MA 01238

  135 Church St, Lee, MA 01238
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  /28

  $799,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,773 Sq Ft

  11 Prospect Hill Rd Unit 1, Stockbridge, MA 01262

  This 3 Bedroom, 2 Bath unit on the historic grounds of Oronoque Estate checks off all the boxes. Only 14 units in complex, this Villa offers one floor living, attached garage, high ceilings, recently renovated natural cherry custom cabinetry, walk in shower in primary bath, low Stockbridge taxes, propane heat, central air conditioning, wood burning fireplace. Two guest bedrooms, a screened in

  Susan Baum BERKSHIRE HOMES AND CONDOS

  11 Prospect Hill Rd Unit 1, Stockbridge, MA 01262
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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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  /9

  Est $290,633 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  786 East St, Lee, MA 01238

  786 East St, Lee, MA 01238
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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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  /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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  /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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  /44

  $629,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,550 Sq Ft

  22 Delafield Dr, Lenox, MA 01240

  Located in one of Lenox's most desirable neighborhoods, this stylishly updated three-bedroom home offers comfort, space and scenic beauty. Modernized kitchen with tasteful finishes, the bright open layout is perfect for today's living. The spacious deck extends the living space outdoors, ideal for quiet mornngs with a view. The finished lower level is a fantastic bonus,- perfect for guests, a

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  22 Delafield Dr, 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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  /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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