16,132

South Lee, MA Homes

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  • /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
    • /24

      Est $224,804 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      60 King St, Pittsfield, MA 01201

      60 King St, 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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /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
    • /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
  • /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
  • /45

    $247,000 Sold Jul 15, 2025

    • 2,856 Sq Ft
    • $86/SF
    • 5 Days On Market
    • 8 Beds
    • 2 Baths
    • Built 1900

    43 Grove St, Pittsfield, MA 01201

    First time to market in decades ~ Large Centrally Located True Duplex! This property has been cherished by the same owner since 1987! It's a fantastic opportunity to own your home while generating rental income or to use as an investment property. Each unit features 4 bedrooms, 1 bathroom, a spacious kitchen with a pantry, dining room, and living room. The duplex boasts separate utilities,

    Maureen Kirby NOCHER REALTY

    43 Grove St, 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
  • /18

    $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, additional family room on the lower level and newer appliances. Enjoy the Tennis/pickle ball courts or take swim

    Toni Marie Gage SIGNATURE ASSOCIATES

    2-5 Rolling Hill Build 2 Unit 5 Ln, Lenox, MA 01240
  • /32

    $405,000 Sold Jul 14, 2025

    • 3,656 Sq Ft
    • $111/SF
    • 4 Days On Market
    • 8 Beds
    • 4 Baths
    • Built 1880

    33 Plunkett St, Pittsfield, MA 01201

    This well-maintained four-family property, renovated in 2017, offers excellent cash flow potential and is ideal for both investors and owner-occupants. Recent upgrades include a new roof, windows, complete electrical and plumbing systems, all certified lead-safe for every unit.Each spacious 2-bedroom apartment has been thoughtfully updated and is separately metered for utilities, ensuring

    Marc Bellora LAMACCHIA REALTY, INC

    33 Plunkett St, Pittsfield, MA 01201
    • /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
  • /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
  • /23

    $189,900 Sold Jul 14, 2025

    • 2,688 Sq Ft
    • $71/SF
    • 24 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1900

    15 Atwood Ave, Pittsfield, MA 01201

    Welcome to 15-17 Atwood Avenue, a well-maintained 2-family home offering great cash flow potential or an idealowner-occupant setup. Each spacious unit features 3 bedrooms and 1 full bath, providing comfortable living withgenerous layouts on both sides. This property is perfect for investors looking to expand their portfolio in a growing rentalmarket. Tenants enjoy private entrances, ample living

    Anthony La Penna Complete Real Estate LLC

    15 Atwood Ave, Pittsfield, MA 01201

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