Lenox Dale, MA Homes

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  /4

  $250,000 Sold Dec 24, 2025

  0 Main St, Lenox, MA 01240

  • Land
  • 10 Acres
  • $25,000 per Acre

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Carol Smith Berkshire Hathaway HomeServices Stephan Real Estate

  0 Main St, Lenox, MA 01240
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  /42

  Est $2,153,473 Not Listed For Sale

  809 East St, Lenox, MA 01240

  • 5 Beds
  • 5.5 Baths
  • 6,625 Sq Ft
  • Built 2002

  809 East St, Lenox, MA 01240

  Last Sold Summary

  • 12% Below List Price
  • $370/SF
  • 22 Days On Market

  Last Sold Price $2,449,000

  Last Listing Agent Tonia Scalise William Pitt
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  /56

  $1,490,000

  • 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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  /16

  $152,500 Sold Jun 13, 2025

  260 Pittsfield Rd Unit D - 7, Lenox, MA 01240

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft
  • Built 1970

  Last Sold Summary

  • $228/SF
  • 6 Days On Market

  Current Estimated Value $152,718

  Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  260 Pittsfield Rd Unit D - 7, Lenox, MA 01240
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  /52

  Est $2,154,968 Not Listed For Sale

  801 East St, Lenox, MA 01240

  • 6 Beds
  • 8 Baths
  • 7,155 Sq Ft
  • Built 2001

  801 East St, Lenox, MA 01240

  Last Sold Summary

  • 14% Above List Price
  • $265/SF
  • 14 Days On Market

  Last Sold Price $1,895,018

  Last Listing Agent Mary Jo Piretti PIRETTI REAL ESTATE
• 

  

  /39

  $759,000

  • 3 Beds
  • 2.5 Baths
  • 2,381 Sq Ft

  103 Alpine Trail, Pittsfield, MA 01201

  Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open

  Cortney Dupont COHEN & WHITE ASSOCIATES

  103 Alpine Trail, Pittsfield, MA 01201
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  /34

  $1,392,500 Sold Jun 25, 2025

  125 Old Stockbridge Rd, Lenox, MA 01240

  • 4 Beds
  • 6 Baths
  • 4,800 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $290/SF
  • 236 Days On Market

  Current Estimated Value $1,433,755

  Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

  125 Old Stockbridge Rd, Lenox, MA 01240
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  /45

  Est $290,707 Not Listed For Sale

  50 Plumb St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1900

  50 Plumb St, Pittsfield, MA 01201

  Last Sold Summary

  • 21% Above List Price
  • $210/SF
  • 6 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Timothy Johnson NOCHER REALTY
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  /42

  $1,085,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  220 Kemble St, Lenox, MA 01240

  Set on a prime Lenox road directly across from Canyon Ranch, this fully renovated antique offers the rare convenience of a sidewalk leading straight into the village center. Shops, dining, Shakespeare & Co., and The Mount are just moments away -- yet the property feels private and peaceful, surrounded by mature trees and gardens.Originally the Gardener's Cottage for the historic Bishop Estate,

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  220 Kemble St, Lenox, MA 01240
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  /54

  $1,100,000 Sold Jun 11, 2025

  40 Frothingham Crossing, Lenox, MA 01240

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1962

  Last Sold Summary

  • 31% Above List Price
  • $602/SF
  • 236 Days On Market

  Current Estimated Value $1,031,870

  Last Listing Agent Mary Jane White COHEN & WHITE ASSOCIATES

  40 Frothingham Crossing, Lenox, MA 01240
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  /41

  Est $643,968 Not Listed For Sale

  15 Via Maria, Lee, MA 01238

  • 5 Beds
  • 3.5 Baths
  • 2,868 Sq Ft
  • Built 1991

  15 Via Maria, Lee, MA 01238

  Last Sold Summary

  • 28% Above List Price
  • $175/SF
  • 4 Days On Market

  Last Sold Price $502,000

  Last Listing Agent Matt Carlino MACCARO REAL ESTATE
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  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. The sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Old Stockbridge Rd Unit Vanna 3, Stockbridge, MA 01262
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  /63

  $856,000 Sold Oct 01, 2025

  33 Brunell Ave, Lenox, MA 01240

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft
  • Built 1957

  Last Sold Summary

  • 14% Above List Price
  • $525/SF
  • 8 Days On Market

  Current Estimated Value $823,850

  Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC

  33 Brunell Ave, Lenox, MA 01240
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  /33

  Est $729,074 Not Listed For Sale

  770 Summer St Unit 2C, Lee, MA 01238

  • 3 Beds
  • 3 Baths
  • 1,804 Sq Ft
  • Built 1984

  770 Summer St Unit 2C, Lee, MA 01238

  Last Sold Summary

  • 18% Above List Price
  • $342/SF
  • 54 Days On Market

  Last Sold Price $616,250

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB
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  /64

  $1,250,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,395 Sq Ft

  82 Stockbridge Terrace, Lee, MA 01238

  Prepare to be wowed when you visit this fully furnished luxury condo at Stockbridge Terrace! Move-in ready and lightly lived in, this one-owner home features many custom finishes. Seeking one-level living? This condo delivers. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  82 Stockbridge Terrace, Lee, MA 01238
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  /31

  $524,500 Sold Oct 28, 2025

  30 Clifden Ct Unit 5, Lenox, MA 01240

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 1984

  Last Sold Summary

  • 2% Below List Price
  • $336/SF
  • 31 Days On Market

  Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  30 Clifden Ct Unit 5, Lenox, MA 01240
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  /26

  Est $414,556 Not Listed For Sale

  135 Church St, Lee, MA 01238

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft
  • Built 1961

  135 Church St, Lee, MA 01238

  Last Sold Summary

  • 12% Above List Price
  • $316/SF
  • 16 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Thom Garvey William Pitt
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  /49

  $859,900

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

  135 East St, Lee, MA 01238

  Custom built home! 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 doors lead

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /2

  $814,000 Sold Nov 03, 2025

  19 Hawthorne Rd Unit GH 8, West Stockbridge, MA 01266

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft
  • Built 1984

  Last Sold Summary

  • $424/SF

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  19 Hawthorne Rd Unit GH 8, West Stockbridge, MA 01266
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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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  /49

  $625,000

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft

  121 West Rd, Lee, MA 01238

  Set on a quiet road just minutes from downtown Lee and downtown Stockbridge, this renovated extended Cape offers space and privacy. Nearly the entire home has been thoughtfully updated while maintaining warmth and character throughout. Front blue stone patio, wonderful mudroom/breezeway that adds everyday convenience and connects the home to the garage. The main level offers a bright eat-in

  Lisa Kelley MACCARO REAL ESTATE

  121 West Rd, Lee, MA 01238
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  /16

  $297,375 Sold May 29, 2025

  2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240

  • 1 Bed
  • 1 Bath
  • 709 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $419/SF
  • 2 Days On Market

  Last Listing Agent Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  2 Morgan Manor Unit Bldg 2 - Unit 3, 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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  /51

  $599,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  40 Prospect Hill Rd, Stockbridge, MA 01262

  Location is everything with this light-filled contemporary ranch on Prospect Hill. Ready for quick occupancy! Five minutes from downtown Stockbridge or to Tanglewood and so close to the town beach on Stockbridge Bowl. This three bedroom, two bath home has been lovingly cared for. Living room and dining with hardwood floors, built-in shelving and built-in storage. Quality updates in the primary

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  40 Prospect Hill Rd, Stockbridge, MA 01262
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  /61

  $1,750,000 Sold Sep 24, 2025

  11 Blossom Hill, Lenox, MA 01240

  • 4 Beds
  • 4.5 Baths
  • 4,349 Sq Ft
  • Built 1999

  Last Sold Summary

  • $402/SF
  • 22 Days On Market

  Current Estimated Value $1,757,246

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  11 Blossom Hill, Lenox, MA 01240
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  /30

  Est $327,163 Not Listed For Sale

  491 Chapel St, Lee, MA 01238

  • 3 Beds
  • 2 Baths
  • 1,703 Sq Ft
  • Built 1890

  491 Chapel St, Lee, MA 01238

  Last Sold Summary

  • 16% Above List Price
  • $166/SF
  • 131 Days On Market

  Last Sold Price $282,000

  Last Listing Agent Cory Evangelisto NOCHER REALTY
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  /46

  $749,000

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /12

  $577,500 Sold Nov 21, 2025

  30 Walker St, Lenox, MA 01240

  • 4 Beds
  • 2 Baths
  • 2,170 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Below List Price
  • $266/SF
  • 5 Days On Market

  Current Estimated Value $585,714

  Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  30 Walker St, Lenox, MA 01240
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  /46

  Est $1,104,692 Not Listed For Sale

  1220 Lenox Rd, Richmond, MA 01254

  • 5 Beds
  • 3.5 Baths
  • 2,084 Sq Ft
  • Built 1999

  1220 Lenox Rd, Richmond, MA 01254

  Last Sold Summary

  • 19% Above List Price
  • $444/SF
  • 4 Days On Market

  Last Sold Price $925,000

  Last Listing Agent Lori Rose STONE HOUSE PROPERTIES, LLC
• 

  

  /27

  $375,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  1020 Fairview St, Lee, MA 01238

  Perched on a gentle hill, this charming ranch offers the perfect blend of comfort and privacy. Surrounded by woods in the backyard, you'll enjoy peaceful views and the beauty of the nature right outside your door. This inviting home features three spacious bedrooms and two full baths, providing plenty of room for family and guests. With its quiet setting and warm, welcoming layout, this hilltop

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  1020 Fairview St, Lee, MA 01238
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  /34

  $1,384,500 Sold Sep 19, 2025

  95 Devon Rd, Lee, MA 01238

  • 4 Beds
  • 3.5 Baths
  • 3,542 Sq Ft
  • Built 1864

  Last Sold Summary

  • 31% Below List Price
  • $391/SF
  • 439 Days On Market

  Current Estimated Value $1,420,416

  Last Listing Agent Stephanie McNair WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  95 Devon Rd, Lee, MA 01238
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  /22

  Est $310,458 Not Listed For Sale

  214 High St, Lee, MA 01238

  • 4 Beds
  • 1.5 Baths
  • 2,040 Sq Ft
  • Built 1880

  214 High St, Lee, MA 01238

  Last Sold Summary

  • 36% Above List Price
  • $112/SF
  • 235 Days On Market

  Last Sold Price $229,080

  Last Listing Agent Claire Kenna Berkshire Hathaway HomeServices Realty Professionals
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  /42

  $435,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  184 Washington Mountain Rd, Lee, MA 01238

  Welcome to 184 Washington Mountain Rd -- an inviting three-bedroom, one-and-a-half bath raised ranch ideally situated in a quiet, highly desirable location. This thoughtfully updated home features a stylish eat-in kitchen that flows seamlessly into a bright, open living area with direct access to a sunroom, creating the perfect space for relaxing or entertaining year-round. Beautiful hardwood

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  184 Washington Mountain Rd, Lee, MA 01238
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  /19

  $295,000 Sold Jan 02, 2026

  355 Laurel St, Lee, MA 01238

  • 3 Beds
  • 1 Bath
  • 1,234 Sq Ft
  • Built 1948

  Last Sold Summary

  • 6% Below List Price
  • $239/SF
  • 85 Days On Market

  Current Estimated Value $313,934

  Last Listing Agent Janice Braim CARRIAGE HOUSE REAL ESTATE

  355 Laurel St, Lee, MA 01238
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  /15

  Est $270,190 Not Listed For Sale

  1715 Cape St, Lee, MA 01238

  • 2 Beds
  • 1 Bath
  • 1,123 Sq Ft
  • Built 1932

  1715 Cape St, Lee, MA 01238

  Last Sold Summary

  • 17% Above List Price
  • $205/SF
  • 9 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Karen Kaminski-Marchetto William Pitt Sotheby's International Realty
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  /45

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,728 Sq Ft

  205 High St, Lee, MA 01238

  Enjoy downtown living in this 4 Bedroom 2 Bath New England farmhouse. Built in the early20th century, this home has a diverse use of residential, commercial or mixed use on a residential street. The kitchen has been updated with plenty of cabinet space. A cozy living room fireplace and a enclosed porch with numerous windows that welcome fresh summertime breezes and a patio for summer leisure

  Anthony Caropreso MACCARO REAL ESTATE

  205 High St, Lee, MA 01238
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  /29

  $445,000 Sold Dec 30, 2025

  208 Main St, Lee, MA 01238

  • 3 Beds
  • 2.5 Baths
  • 1,538 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $289/SF
  • 96 Days On Market

  Current Estimated Value $446,379

  Last Listing Agent Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  208 Main St, Lee, MA 01238
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  /39

  Est $601,393 Not Listed For Sale

  182 W Park St, Lee, MA 01238

  • 5 Beds
  • 5 Baths
  • 2,388 Sq Ft
  • Built 1880

  182 W Park St, Lee, MA 01238

  Last Sold Summary

  • 8% Above List Price
  • $232/SF
  • 80 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Karen Climo William Pitt
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  /37

  $329,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,563 Sq Ft

  1070 Holmes Rd, Pittsfield, MA 01201

  Wonderful home located at the southern end of Holmes Rd. Moments away from Tanglewood and other cultural attractions of the Berkshires. Close to skiing at Bousquet, shopping and restaurants. This ranch style home features a large living room with a fireplace. Formal dining room leads into the kitchen. Three good sized bedrooms, a full bath and half bath all on one level. The kitchen opens out to

  Derek Strzepa NOCHER REALTY

  1070 Holmes Rd, Pittsfield, MA 01201
• 

  

  /51

  $715,000 Sold Oct 22, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,705 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $419/SF
  • 3 Days On Market

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

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

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