South Lee, MA Homes

• 

  

  

  /39

  Est $734,454 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  67 Flintstone Dr, Pittsfield, MA 01201

  67 Flintstone Dr, Pittsfield, MA 01201
• 

  

  

  /6

  $250,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,986 Sq Ft

  249 Pittsfield Rd, Lenox, MA 01240

  Opportunity knocks in the Berkshires! This 3-acre gem on scenic Route 7 in Lenox offers a rare blend of space, potential, and prime location. Nestled among mature trees and open land, the property features a 1,986 sq ft farmhouse-style home waiting to be restored to its former glory.With residential and commercial zoning, two curb cuts, and access to natural gas, public water, and public sewer,

  Jessie Downer LAMACCHIA REALTY, INC

  249 Pittsfield Rd, Lenox, MA 01240
• 

  

  

  /31

  $310,000 Sold Jul 21, 2025

  110 Maple Grove Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $295/SF
  • 3 Days On Market

  Current Estimated Value $310,306

  Last Listing Agent Anthony Riello LAMACCHIA REALTY, INC

  110 Maple Grove Dr, Pittsfield, MA 01201
• 

  

  

  /37

  Est $239,555 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 961 Sq Ft

  81 Dartmouth St Unit 302, Pittsfield, MA 01201

  81 Dartmouth St Unit 302, Pittsfield, MA 01201
• 

  

  

  /5

  $12,000

  • Land
  • 0.12 Acre
  • $100,000 per Acre

  0 Stanley Ave, Pittsfield, MA 01201

  Potentially buildable lot. Can be purchased with 21 Ensign Ave or individually. Buyer to verify all information and use.

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Stanley Ave, Pittsfield, MA 01201
• 

  

  /21

  $169,000 Sold Aug 01, 2025

  96 Strong Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,122 Sq Ft
  • Built 1935

  Last Sold Summary

  • 15% Below List Price
  • $151/SF
  • 5 Days On Market

  Current Estimated Value $210,179

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  96 Strong Ave, Pittsfield, MA 01201
• 

  

  /46

  Est $733,229 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,790 Sq Ft

  39 Tamie Way, Pittsfield, MA 01201

  39 Tamie Way, Pittsfield, MA 01201
• 

  

  /51

  $480,000

  • 4 Beds
  • 4 Baths
  • 2,412 Sq Ft

  25 Leroi Dr, Pittsfield, MA 01201

  Mid-Century Classic with Timeless Appeal: Split-Level RanchStep back in time to the golden era of design with this beautifully preserved 1963 Split-Level Ranch. A true mid-century classic with a lot of character. It's ready for modern-day love and personal touches. This home perfectly blends the clean lines of the Ranch style with the functional, multi-level living of a split-level, offering

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  25 Leroi Dr, Pittsfield, MA 01201
• 

  

  /18

  $280,000 Sold Jun 24, 2025

  33 Albro St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft
  • Built 1925

  Last Sold Summary

  • 6% Above List Price
  • $199/SF
  • 3 Days On Market

  Current Estimated Value $278,102

  Last Listing Agent Toni Marie Gage SIGNATURE ASSOCIATES

  33 Albro St, Pittsfield, MA 01201
• 

  

  /45

  Est $353,697 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  38 Birch Grove Dr, Pittsfield, MA 01201

  38 Birch Grove Dr, Pittsfield, MA 01201
• 

  

  /8

  $249,900

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

  13 Goodrich St, Pittsfield, MA 01201

  2 family with brand new gas on demand heat baseboard on first floor

  Scott Higuera 413 REAL ESTATE

  13 Goodrich St, Pittsfield, MA 01201
• 

  /2

  $131,512 Sold Sep 12, 2025

  8 Daniels Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2.5 Baths
  • 3,040 Sq Ft
  • Built 1900

  Last Sold Summary

  • $43/SF

  Current Estimated Value $138,016

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  8 Daniels Ave, Pittsfield, MA 01201
• 

  

  /17

  Est $219,137 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,831 Sq Ft

  12 Pond St, Pittsfield, MA 01201

  12 Pond St, Pittsfield, MA 01201
• 

  

  /41

  $624,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  15 Wexford Ct Unit 32, Lenox, MA 01240

  This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the

  Mary Jo Piretti PIRETTI REAL ESTATE

  15 Wexford Ct Unit 32, Lenox, MA 01240
• 

  

  /24

  $205,000 Sold Aug 12, 2025

  9 Dwight St, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 953 Sq Ft
  • Built 1870

  Last Sold Summary

  • 3% Above List Price
  • $215/SF
  • 29 Days On Market

  Current Estimated Value $211,490

  Last Listing Agent Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  9 Dwight St, Pittsfield, MA 01201
• 

  

  /30

  Est $322,182 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  37 Elaine Dr, Pittsfield, MA 01201

  37 Elaine Dr, Pittsfield, MA 01201
• 

  

  /50

  $374,900 Under Contract

  • 6 Beds
  • 3 Baths
  • 3,276 Sq Ft

  91 Dalton Ave, Pittsfield, MA 01201

  Welcome to 91 Dalton Ave, a charming three-family home in the heart of Pittsfield, MA. This well-maintained property features three spacious apartments, each with two cozy bedrooms, perfect for families or professionals. Enjoy the convenience of a central location, with easy access to local shops, restaurants, and parks. Each unit offers comfortable living spaces, ample natural light, and

  Doug Collins LAMACCHIA REALTY, INC

  91 Dalton Ave, Pittsfield, MA 01201
• 

  

  /54

  $275,000 Sold Jul 28, 2025

  238 Linden St, Pittsfield, MA 01201

  • 7 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1895

  Last Sold Summary

  • 7% Below List Price
  • $143/SF
  • 71 Days On Market

  Current Estimated Value $222,739

  Last Listing Agent Natalie Cespedes CENTURY 21 NORTHEAST

  238 Linden St, Pittsfield, MA 01201
• 

  

  /39

  Est $453,604 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,107 Sq Ft

  50 Longview Terrace, Pittsfield, MA 01201

  50 Longview Terrace, Pittsfield, MA 01201
• 

  

  /28

  $650,000

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  46 Housatonic St Unit 2B, Lenox, MA 01240

  Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect

  Patricia Andrew STONE HOUSE PROPERTIES, LLC

  46 Housatonic St Unit 2B, Lenox, MA 01240
• 

  

  /34

  $285,000 Sold Oct 09, 2025

  330 Connecticut Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft
  • Built 1942

  Last Sold Summary

  • 14% Above List Price
  • $271/SF
  • 7 Days On Market

  Current Estimated Value $276,964

  Last Listing Agent Abbie West GELINAS REAL ESTATE

  330 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /40

  Est $704,299 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,145 Sq Ft

  51 Holmes Rd, Pittsfield, MA 01201

  51 Holmes Rd, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /35

  $375,000 Sold Mar 27, 2025

  236 Washington Mountain Rd, Lee, MA 01238

  • 2 Beds
  • 1 Bath
  • 2,016 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $186/SF
  • 47 Days On Market

  Current Estimated Value $411,363

  Last Listing Agent Lisa Kelley MACCARO REAL ESTATE

  236 Washington Mountain Rd, Lee, MA 01238
• 

  

  /35

  Est $275,431 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  171 Connecticut Ave, Pittsfield, MA 01201

  171 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /18

  $499,900

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  21 Linden St, Pittsfield, MA 01201

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield! Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

  Michael Castellano GILCREST PROPERTIES

  21 Linden St, Pittsfield, MA 01201
• 

  

  /53

  $955,000 Sold Oct 10, 2025

  68 Colt Rd, Pittsfield, MA 01201

  • 6 Beds
  • 6 Baths
  • 5,198 Sq Ft
  • Built 1914

  Last Sold Summary

  • 13% Below List Price
  • $184/SF
  • 56 Days On Market

  Current Estimated Value $922,927

  Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  68 Colt Rd, Pittsfield, MA 01201
• 

  /2

  Est $293,817 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,638 Sq Ft

  88 Taylor St, Pittsfield, MA 01201

  88 Taylor St, Pittsfield, MA 01201
• 

  

  /41

  $599,900 Pending

  • 5 Beds
  • 4.5 Baths
  • 2,994 Sq Ft

  25 Alpine Trail Unit 6-A, Pittsfield, MA 01201

  Perfect vacation or full-time Condo in a great spot at The Pines at Bousquet. Tons of year round activities at your finger tips in the Berkshires. This fabulous End unit has 3 stories of finished space including 5 Bedrooms, 4.5 baths, eat-in kitchen, large living room with gas fireplace & large den in lower level. An abundance of natural light throughout with tons of windows, a great feature for

  Deborah Lincourt Lamacchia Realty, Inc.

  25 Alpine Trail Unit 6-A, Pittsfield, MA 01201
• 

  

  /52

  $320,000 Sold Feb 21, 2025

  20 S Mountain Rd, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 1875

  Last Sold Summary

  • 13% Below List Price
  • $208/SF
  • 43 Days On Market

  Current Estimated Value $340,476

  Last Listing Agent Amy Wood STEEPLEVIEW REALTY - N. ADAMS

  20 S Mountain Rd, Pittsfield, MA 01201
• 

  

  /68

  Est $596,976 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,624 Sq Ft

  38 Shetland Dr, Pittsfield, MA 01201

  38 Shetland Dr, Pittsfield, MA 01201
• 

  

  /38

  $358,000

  • 8 Beds
  • 4 Baths
  • 3,266 Sq Ft

  261 Pomeroy Ave, Pittsfield, MA 01201

  Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

  Marnie Garzone BISHOP WEST REAL ESTATE

  261 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /32

  $372,000 Sold Oct 30, 2025

  207 S Mountain Rd, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $218/SF
  • 108 Days On Market

  Current Estimated Value $370,833

  Last Listing Agent Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  207 S Mountain Rd, Pittsfield, MA 01201
• 

  

  /39

  Est $976,926 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
• 

  

  /13

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  528 Walker St, Lenox Dale, MA 01242

  Large well maintained Colonial on a half acre lot. Large open kitchen with lots of cabinet space. Sliders off kitchen leading to back deck. Bright and sunny living space with a bonus den or office. 3 full sized bedrooms. 2 full baths. Laundry hookups on 2nd floor for convenience. Seller willing to buy down the mortgage rate on this home. PLEASE BOOK SHOWINGS THROUGH SHOWINGTIME.

  Tyler Scaglione Cameron Real Estate Group

  528 Walker St, Lenox Dale, MA 01242
• 

  

  /17

  $345,000 Sold Apr 04, 2025

  17 Danforth Ave, Pittsfield, MA 01201

  • 11 Beds
  • 5 Baths
  • 4,625 Sq Ft
  • Built 1920

  Last Sold Summary

  • 9% Below List Price
  • $75/SF
  • 155 Days On Market

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

  17 Danforth Ave, Pittsfield, MA 01201
• 

  

  /45

  Est $284,690 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,273 Sq Ft

  27 Westover St, Pittsfield, MA 01201

  27 Westover St, Pittsfield, MA 01201
• 

  

  /38

  $710,000 Pending

  • 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
• 

  

  /42

  $975,000 Sold Apr 30, 2025

  4 Woods Ln, Lenox, MA 01240

  • 3 Beds
  • 3.5 Baths
  • 3,017 Sq Ft
  • Built 2002

  Last Sold Summary

  • $323/SF
  • 25 Days On Market

  Current Estimated Value $1,001,722

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.

  4 Woods Ln, Lenox, MA 01240
• 

  

  /16

  Est $233,769 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,320 Sq Ft

  15 Francis Ave, Pittsfield, MA 01201

  15 Francis Ave, Pittsfield, MA 01201

Showing Results 361 - 400, Page 10 of 18