South Egremont, MA Homes

• 

  

  

  /27

  $265,000 Sold Jul 23, 2025

  • 800 Sq Ft
  • $331/SF
  • 89 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1860

  34 Church St Unit 2, Lenox, MA 01240

  Discover the perfect opportunity in the heart of downtown Lenox with a Church Street view! This charming condo is an ideal choice for investors, second homeowners, or those seeking a convenient lifestyle. This unit boasts two bedrooms, two full baths, beautiful wood floors, and a cozy gas fireplace. You will immediately have access to various shops, restaurants, and Tanglewood just minutes away!

  Jessica Rizzo Lamacchia Realty, Inc.

  34 Church St Unit 2, Lenox, MA 01240
• 

  

  

  /27

  Est $198,040 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,220 Sq Ft

  144 Mill St, Pittsfield, MA 01201

  144 Mill St, Pittsfield, MA 01201
• 

  

  

  /30

  $240,000

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  63 Reuter Ave, Pittsfield, MA 01201

  Delightful Colonial nestled on a quiet street in Pittsfield's southeast neighborhood. This well-kept home blends classic charm with modern comforts, offering 3 bedrooms, 1 baths, and a spacious, functional layout. Step inside to find beautiful hardwood floors, generous natural light, and a cozy living room that opens to a formal dining space. Updated kitchen features ample cabinetry. Upstairs,

  Jeff Astore WILLIAM RAVEIS REAL ESTATE

  63 Reuter Ave, Pittsfield, MA 01201
• 

  

  

  /25

  $610,000 Sold Jul 22, 2025

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

  • 4 Beds
  • 2.5 Baths
  • Built 2011

  2 Evergreen Trail, Lenox, MA 01240

  Enjoy the peaceful life at Lenox Woods...look out your back windows or screened porch at conservation land and the occasional deer. And inside, you'll enjoy the open living with great room and gas fireplace, kitchen with granite, first floor Primary Suite with vaulted ceiling, plus the finished 2nd floor with family room, 2 large bedrooms with full bath in between and a sweet, newly finished 4th

  Mary Jo Piretti PIRETTI REAL ESTATE

  2 Evergreen Trail, Lenox, MA 01240
• 

  

  

  /43

  Est $310,040 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,098 Sq Ft

  26 Elizabeth St, Pittsfield, MA 01201

  26 Elizabeth St, Pittsfield, MA 01201
• 

  

  /16

  $230,000

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  24 Southern Ave, Pittsfield, MA 01201

  Excellent investment opportunity! This recently updated multi-family home features a 3-bedroom, 1 bathroom downstairs unit and a 2-bedroom, 1-bathroom upstairs unit. Updates include a new roof, gas furnace, radiators, drywall, electrical, and plumbing. Both kitchens and bathrooms have been fully renovated. The downstairs unit has vinyl flooring and a kitchen with granite countertops, while the

  Derek Greene The Greene Realty Group

  24 Southern Ave, Pittsfield, MA 01201
• 

  

  /32

  $300,000 Sold Jul 22, 2025

  • 1,365 Sq Ft
  • $220/SF
  • 29 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1955

  35 Deborah Ave, Pittsfield, MA 01201

  Your new home awaits! Enjoy this charming ranch style home in the heart of Southeast Pittsfield, situated between Williams Street and Elm Street. Featuring 3 bedrooms, spacious living room with fireplace, an abundance of natural lighting, and original hardwood floors throughout. The home has a new roof, central air conditioning, updated appliances, partially finished basement, & new hot water

  Laiken Rapisarda LAMACCHIA REALTY, INC

  35 Deborah Ave, Pittsfield, MA 01201
• 

  

  /22

  Est $304,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  21 May Terrace, Pittsfield, MA 01201

  21 May Terrace, Pittsfield, MA 01201
• 

  

  /25

  $619,900

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  68 Brookside Dr, Pittsfield, MA 01201

  This terrific side hall Colonial offers a spacious, family-friendly layout with timeless appeal and effortless flow. The heart of the home is the large, updated kitchen featuring stone countertops and a sunny dining area, ideal for everyday living and entertaining.Gracious first-floor spaces include a step-down family room with a wood-burning fireplace, built-ins, and gleaming hardwood floors, as

  Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

  68 Brookside Dr, Pittsfield, MA 01201
• 

  

  /40

  $325,000 Sold Jul 22, 2025

  • 2,008 Sq Ft
  • $162/SF
  • 59 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1927

  41 New Hampshire Ave, Pittsfield, MA 01201

  Virtual tour available!Beautiful 2-family flat with detached two-car garage plus 5 off-street spaces. Each unit offers 2 bedrooms, 1 bath, kitchen, living room, dining room and enclosed back porch. The 1st floor unit was recently renovated! There are separate electric meters, and natural gas heat & hot water for each apartment. The home is on city water and sewer. The basement has exterior

  Maria Liccardi LAMACCHIA REALTY, INC

  41 New Hampshire Ave, Pittsfield, MA 01201
• 

  

  /37

  Est $310,769 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  428 Dalton Ave, Pittsfield, MA 01201

  428 Dalton Ave, Pittsfield, MA 01201
• 

  

  /46

  $390,000

  • 6 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  36 Chickering St, Pittsfield, MA 01201

  Charming Duplex in Southeast Pittsfield - Great Investment Opportunity!Welcome to this well-maintained duplex nestled in a desirable Southeast Pittsfield neighborhood! The layout on both sides includes a living room, dining room, large kitchen, and three comfortably sized bedrooms. Unit #38 has one bath and laundry hook-ups in the basement, while Unit #36 has 1.5 baths and laundry hook-ups on the

  Chris LaPatin LAMACCHIA REALTY, INC

  36 Chickering St, Pittsfield, MA 01201
• 

  

  /14

  $396,200 Sold Jul 21, 2025

  • 938 Sq Ft
  • $422/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1968

  5 Morgan Manor Unit 9, Lenox, MA 01240

  This unit is the ''trifecta'' of Morgan Manor: first floor, 2 BR and with garage! Plus it's been fully renovated and has a gorgeous eat in cherry/granite/stainless kitchen, updated bath and beautiful hardwood floors throughout. Maintenance fees of $716/month include your heat, hot water, basic cable/internet and all exterior maintenance....furnishings available if you want to just bring your

  Mary Jo Piretti PIRETTI REAL ESTATE

  5 Morgan Manor Unit 9, Lenox, MA 01240
• 

  

  /74

  Est $608,513 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  304 Dalton Division Rd, Pittsfield, MA 01201

  304 Dalton Division Rd, Pittsfield, MA 01201
• 

  

  /33

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Welcome to 59 Joan Drive, a stunning 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. This inviting home features a spacious open floor plan, perfect for both relaxation and entertainment. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings.

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
• 

  

  /25

  $297,900 Sold Jul 21, 2025

  • 1,244 Sq Ft
  • $239/SF
  • 6 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1927

  224 Jason St, Pittsfield, MA 01201

  This well-cared-for home offers a total of three bedrooms and three bathrooms, including a private in-law suite in the lower level.The in-law suite features its own bedroom, bathroom, kitchen and living area--ideal for extended family, guests, or potential rental opportunities. The basement also features a dedicated workshop space, great for tinkering, crafts, or additional storage.The home has

  Jesse Dimitropolis RE/MAX COMPASS

  224 Jason St, Pittsfield, MA 01201
• 

  

  /27

  Est $319,627 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,274 Sq Ft

  157 Dorchester Ave, Pittsfield, MA 01201

  157 Dorchester Ave, Pittsfield, MA 01201
• 

  

  /20

  $3,799,000

  • 15 Beds
  • 15 Baths
  • 11,945 Sq Ft

  615 Laurel St, Lee, MA 01238

  The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

  Pamela J Long EAST COAST INN BROKERS

  615 Laurel St, Lee, MA 01238
• 

  

  /31

  $310,000 Sold Jul 21, 2025

  • 1,050 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1958

  110 Maple Grove Dr, Pittsfield, MA 01201

  Charming 3-Bedroom Ranch in a desirable southeast neighborhood. This cozy and efficient single level home is ready for your finishing touches. Enjoy the outdoors in your private backyard. Ideal for entertaining, pets or relaxing on the back patio. Attached garage. New oil burner installed 05-2025. Bonus room in the basement for your imagination. Concrete driveway. Front porch for afternoon sun.

  Anthony Riello LAMACCHIA REALTY, INC

  110 Maple Grove Dr, Pittsfield, MA 01201
• 

  

  /9

  Est $296,504 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  786 East St, Lee, MA 01238

  786 East St, Lee, MA 01238
• 

  

  /14

  $219,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

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

  Freshly updated 1 BR/1 BA condo at Lenox Heights. This light‑filled, 800 sq ft condo boasts athoughtfully renovated kitchen with new cabinetry and stainless‑steel appliances, plus plushwall‑to‑wall carpeting for a fresh, clean aesthetic. Step outside onto your private balcony toenjoy your morning coffee. On‑site amenities include an outdoor pool, tennis courts, and

  Samantha Homeyer BIRCH PROPERTIES

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

  

  /37

  $350,000 Sold Jul 18, 2025

  • 1,919 Sq Ft
  • $182/SF
  • 37 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  881 Holmes Rd, Pittsfield, MA 01201

  Enjoy beautiful mountain views from this spacious 4-bedroom, 2-bath Pittsfield split-level on Holmes Road. Featuring a bright open layout, large picture windows, and fresh interior updates, this home offers a flexible floor plan with generous living space. The lower level includes space ideal for a home office or family room. Enjoy outdoor living on the rear deck and a large private yard. With a

  Ed Rich BISHOP WEST REAL ESTATE

  881 Holmes Rd, Pittsfield, MA 01201
• 

  

  /51

  Est $551,015 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
• 

  

  /20

  $189,900

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201

  Welcome to historic Maplewood Condominiums--Owner is offering to pay full second year assessment and $10,000 towards final year assessment for anyone attending the open house on Sunday imeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential buildings.The top-floor, corner unit offers hard wood floors with natural light and a

  Cheryl Ryan BISHOP WEST REAL ESTATE

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201
• 

  

  /38

  $325,000 Sold Jul 18, 2025

  • 1,512 Sq Ft
  • $215/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2005

  97 Dorchester Ave, Pittsfield, MA 01201

  Welcome to this well-maintained Cape-style home, built in 2005. With four spacious bedrooms and two full bathrooms, there's room for everyone. Enjoy the ease of first-floor living with two bedrooms, ideal for guests, a home office, or multigenerational needs. The kitchen features newer stainless-steel appliances. Outside you will find a manageable yard, perfect for low-maintenance living. Enjoy

  Jessica Rizzo LAMACCHIA REALTY, INC

  97 Dorchester Ave, Pittsfield, MA 01201
• 

  

  /33

  Est $780,905 Not Listed For Sale

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

  55 Sherwood Dr, Lenox, MA 01240

  55 Sherwood Dr, Lenox, MA 01240
• 

  

  /44

  $464,900

  • 4 Beds
  • 2 Baths
  • 2,606 Sq Ft

  133 Pomeroy Ave, Pittsfield, MA 01201

  Motivated Seller.! A home that is in move in condition Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /35

  $397,500 Sold Jul 18, 2025

  • 1,941 Sq Ft
  • $205/SF
  • 5 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1902

  955 Barker Rd, Pittsfield, MA 01201

  Quintessential New England farmhouse nestled on over an acre in the heart of the Berkshires! This inviting 3-bedroom home blends timeless charm with modern updates--just minutes from Tanglewood and downtown Lenox. Enjoy serene country living with a sweet front porch, a 2-car garage, and a spacious bonus room ready for your finishing touches to become your ideal outdoor entertainment space. Step

  Victoria Standring LAMACCHIA REALTY, INC

  955 Barker Rd, Pittsfield, MA 01201
• 

  

  /53

  Est $304,244 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 2,856 Sq Ft

  37 S John St, Pittsfield, MA 01201

  37 S John St, Pittsfield, MA 01201
• 

  

  /39

  $479,000

  • 4 Beds
  • 2.5 Baths
  • 4,401 Sq Ft

  350 Washington Mountain Rd, Dalton, MA 01226

  Spacious 4 bed, 3 bath ranch, located on Washington Mountain Rd. in Dalton. This beautiful, brightly lit home, with steel I-Beam construction contains: hardwood floors throughout, a fireplace on each level, replacement windows, primary bedroom with bath and double closets and a heated lower level with walkout, ready to be finished. Outdoor amenities include: an additional 24x40 two bay

  Timothy Johnson NOCHER REALTY

  350 Washington Mountain Rd, Dalton, MA 01226
• 

  

  /33

  $227,000 Sold Jul 16, 2025

  • 1,224 Sq Ft
  • $185/SF
  • 9 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1933

  13 Oswald Ave, Pittsfield, MA 01201

  Delightful three-bedroom, one-bathroom bungalow located off West Housatonic Street in Pittsfield. This charming home features hardwood floors throughout. Enjoy the open concept layout with a dining room flowing into the livingroom. The main floor has two cozy bedrooms and a conveniently located bathroom. Ascend through one of the bedrooms to discover a unique third-floor open bedroom. Outside,

  Mariah Worth LAMACCHIA REALTY, INC

  13 Oswald Ave, Pittsfield, MA 01201
• 

  

  /41

  Est $564,715 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,465 Sq Ft

  85 Spadina Pkwy, Pittsfield, MA 01201

  85 Spadina Pkwy, Pittsfield, MA 01201
• 

  

  /36

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft

  24 Lebanon Ave, Pittsfield, MA 01201

  Welcome home to your contemporary abode perched atop a hill, offering a serene retreat with a modern twist. This 3-bedroom, 1-bath residence is a treasure trove of unique features, designed for those who appreciate style and functionality.Upon entering, the open living and dining area invites you to envision life here, where natural light and space create an inviting atmosphere. The sunken eat-in

  Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  24 Lebanon Ave, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /37

  Est $689,105 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
• 

  

  /55

  $469,900

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  94 Gale Ave, Pittsfield, MA 01201

  This 3 bedroom 2 1/2 bath split level ranch is looking for its second owner! Enter the first floor and walk into big living room, that flows into gorgeous custom kitchen with big island, granite counters, natural gas cooking, 2 sinks, and then continues into Dining room! 1st Floor has Primary Bdrm, with bath, with walk in shower, big tub, and custom vanity w/built in upper cabinetry, 2 more

  Susan Colvin MONARCH REALTY, INC.

  94 Gale Ave, Pittsfield, MA 01201
• 

  

  /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
• 

  

  /27

  Est $292,686 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  19 Eleanor Rd, Dalton, MA 01226

  19 Eleanor Rd, Dalton, MA 01226
• 

  

  /25

  $579,900

  • 3 Beds
  • 4.5 Baths
  • 5,640 Sq Ft

  168 Elm St, Pittsfield, MA 01201

  Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield .This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building offers 3 one bedroom apartments, 2 units will be delivered empty for

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  168 Elm St, Pittsfield, MA 01201
• 

  

  /11

  $1,370,000 Sold Jul 15, 2025

  • 1,109 Sq Ft
  • $1,235/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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