16,224

South Lee, MA Homes

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  • /46

    $1,420,000

    • 3 Beds
    • 4.5 Baths
    • 2,691 Sq Ft

    18 Highcrest Rd, Lenox, MA 01240

    Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 319-9976

    18 Highcrest Rd, Lenox, MA 01240
  • /12

    $1,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 776 Sq Ft
    • Apartment for Rent

    30 Danforth Ave Unit 2, Pittsfield, MA 01201

    Updated 2 Bedroom 1 Bathroom. All Rooms Freshly Painted. New Kitchen Appliances: Refrigerator, Range, Stove. Bathroom Updated. Extra Space for Storage inBasement. Plenty of Parking. Large Yard. East to Show!

    Agent Photo

    Dawn Bongiorno

    Keller Williams Realty Boston South West

    (413) 366-3447

    30 Danforth Ave Unit 2, Pittsfield, MA 01201
  • /22

    $325,000 Sold May 16, 2025

    56 Kenwood St, Pittsfield, MA 01201

    • 3 Beds
    • 2 Baths
    • 1,587 Sq Ft
    • Built 1929

    Last Sold Summary

    • $205/SF
    • 4 Days On Market

    Current Estimated Value $327,681

    Last Listing Agent Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

    56 Kenwood St, Pittsfield, MA 01201
    • /79

      Est $587,420 Not Listed For Sale

      • 11 Beds
      • 5 Baths
      • 5,106 Sq Ft

      245 Francis Ave, Pittsfield, MA 01201

      245 Francis Ave, Pittsfield, MA 01201
  • /33

    $299,900

    • 4 Beds
    • 1 Bath
    • 1,170 Sq Ft

    1990 East St, Pittsfield, MA 01201

    Welcome home to this inviting 4-bedroom Cape at 1990 East in Pittsfield. This charming residence offers a warm, sun-filled layout with an updated kitchen and bath that combine comfort and modern style. A brand-new deck expands your living space outdoors, creating a perfect spot for morning coffee, casual dinners, or simply unwinding at the end of the day. Thoughtfully maintained and ready to

    Agent Photo

    John Ciepiela

    BISHOP WEST REAL ESTATE

    (413) 486-5886

    1990 East St, Pittsfield, MA 01201
  • /8

    $1,500 per month plus fees

    7 North Street, Pittsfield MA

    1 Bed

    7 North St, Pittsfield, MA 01201

    Nicely updated, spacious apartment, Heat and Basic Cable included!Contact: or X 24Live in Pittsfields premier 7 North St. building, where architectural details of the past meet contemporary desires of today. This apartment, with updated kitchen and bathroom, has lots closet space, plenty of natural light with high ceilings, a dishwasher, and a WASHER AND DRYER RIGHT IN YOUR

    7 North St, Pittsfield, MA 01201
  • /25

    $145,000 Sold May 01, 2025

    89 Orchard St, Pittsfield, MA 01201

    • 9 Beds
    • 4.5 Baths
    • 3,796 Sq Ft
    • Built 1900

    Last Sold Summary

    • 19% Below List Price
    • $38/SF
    • 81 Days On Market

    Current Estimated Value $168,741

    Last Listing Agent Christian Garner NOCHER REALTY

    89 Orchard St, Pittsfield, MA 01201
    • /39

      Est $172,252 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,181 Sq Ft

      42 Copley Terrace, Pittsfield, MA 01201

      42 Copley Terrace, Pittsfield, MA 01201
  • /15

    $110,000

    • Land
    • 4.62 Acres
    • $23,810 per Acre

    0 Dalton Division Rd, Pittsfield, MA 01201

    Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 366-3881

    0 Dalton Division Rd, Pittsfield, MA 01201
  • /23

    $2,300 total monthly price

    • Condo for Rent

    18 Morgan St Unit 1, Lenox, MA 01240

    Fully renovated, fully furnished, like new Studio Apartment with 1 full bath. Must be seen to be appreciated. Location, location, location. It does not get any better than this. Just minutes from the heart of downtown Lenox and the world class music at Tanglewood. Features include modern finishes and a rare private garage stall.

    Jim Moir WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    18 Morgan St Unit 1, Lenox, MA 01240
  • /31

    $295,000 Sold Feb 19, 2025

    199 Harryel St, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 976 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Below List Price
    • $302/SF
    • 32 Days On Market

    Current Estimated Value $306,569

    Last Listing Agent Erin Vincent BISHOP WEST REAL ESTATE

    199 Harryel St, Pittsfield, MA 01201
    • /31

      Est $275,277 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,383 Sq Ft

      282 Elm St, Pittsfield, MA 01201

      282 Elm St, Pittsfield, MA 01201
  • /62

    $549,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 3,008 Sq Ft

    100 Northumberland Rd, Pittsfield, MA 01201

    Welcome to 100 Northumberland Road - Storybook Berkshire Retreat where timeless charm meets exceptional space and possibility. Located in south east Pittsfield this home sits on .44 acres offering an inviting blend of elegance, comfort & room to grow. Inside, generous living spaces, sun filled rooms, rich architectural details and thoughtful updates create an environment perfect for both everyday

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    (413) 675-5449

    100 Northumberland Rd, Pittsfield, MA 01201
  • /25

    $1,082 per month plus fees

    Lenox Schoolhouse Apartments

    Studio

    109 Housatonic St, Lenox, MA 01240

    The Berkshires' newest community is NOW OPEN!!! Newly renovated studios and one bedrooms with ALL UTILITIES INCLUDED* - Spacious open layouts, brand new interiors, plush carpet, sunlit windows, abundant closet space. Lenox Schoolhouse Apartments is within walking distance to the center of town. Enjoy the local shops, art galleries, restaurants and entertainment. You'll be sure to experience

    109 Housatonic St, Lenox, MA 01240
  • /31

    $318,000 Sold Jul 30, 2025

    135 Imperial Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,252 Sq Ft
    • Built 1959

    Last Sold Summary

    • 6% Above List Price
    • $254/SF
    • 16 Days On Market

    Current Estimated Value $317,620

    Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

    135 Imperial Ave, Pittsfield, MA 01201
    • /37

      Est $351,154 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,126 Sq Ft

      72 Nancy Ave, Pittsfield, MA 01201

      72 Nancy Ave, Pittsfield, MA 01201
  • /38

    $312,000

    • 3 Beds
    • 1 Bath
    • 1,394 Sq Ft

    36 Pittsfield Ave, Pittsfield, MA 01201

    Step into this charming 3-bedroom, 1-bath home tucked away in the comfortable Allendale Parkway neighborhood. With nearly a half acre of land, it could be your perfect blend of comfort and outdoor beauty.Inside, you'll find 1,394 sq. ft. of freshly painted living space with easy-care laminate floors. The first floor offers kitchen, dining room, and a spacious living room where a large bow window

    Agent Photo

    Mary Smith

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 628-2060

    36 Pittsfield Ave, Pittsfield, MA 01201
  • /8

    $1,800 total monthly price

    • 0.5 Baths
    • 1,700 Sq Ft
    • Property for Rent

    1 Fenn St, Pittsfield, MA 01201

    Most desirable ground floor, 1700 sqft office location located on the corner of North and Fenn Streets, in the heart of downtown Pittsfield. BRIGHT OPEN SPACE-GROUND FLOOR- TWO ENTRANCES- KITCHENETTE-PROFESSIONALLY MANAGED- ONE PRIVATE GATED PARKING SPACE

    Buddy Lewis BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    1 Fenn St, Pittsfield, MA 01201
  • /33

    $370,000 Sold Feb 11, 2025

    17 Greenings Ave, Pittsfield, MA 01201

    • 3 Beds
    • 1 Bath
    • 1,125 Sq Ft
    • Built 1971

    Last Sold Summary

    • 3% Below List Price
    • $329/SF
    • 64 Days On Market

    Current Estimated Value $377,742

    Last Listing Agent Chris LaPatin LAMACCHIA REALTY, INC

    17 Greenings Ave, Pittsfield, MA 01201
    • /35

      Est $339,089 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,196 Sq Ft

      43 Dutchess Ave, Pittsfield, MA 01201

      43 Dutchess Ave, Pittsfield, MA 01201
  • /54

    $2,649,000

    • 6 Beds
    • 6.5 Baths
    • 4,289 Sq Ft

    250 West St, Lenox, MA 01240

    Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 423-1264

    250 West St, Lenox, MA 01240
  • /17

    $1,305 - $3,447 per month plus fees

    Forge

    1 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

    Forge is a brand new mixed-income housing community currently under construction in Lenox, MA. The development will include 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge will contain 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments will have their own

    66 Brushwood Way, Lenox, MA 01240
  • /60

    $310,000 Sold Sep 26, 2025

    47 Hawthorne Ave, Pittsfield, MA 01201

    • 6 Beds
    • 2 Baths
    • 2,592 Sq Ft
    • Built 1915

    Last Sold Summary

    • 24% Above List Price
    • $120/SF
    • 15 Days On Market

    Current Estimated Value $304,825

    Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

    47 Hawthorne Ave, Pittsfield, MA 01201
    • /30

      Est $342,052 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft

      19 Preston Ave, Pittsfield, MA 01201

      19 Preston Ave, Pittsfield, MA 01201
  • /45

    $399,999 Pending

    • 4 Beds
    • 2 Baths
    • 1,470 Sq Ft

    100 Elaine Dr, Pittsfield, MA 01201

    Welcome to this beautifully maintained ranch offering the perfect blend of comfort, style and functionality. This move in ready home features 4 bedrooms , 2 full baths and a finished basement. Step inside to find wood floors, a warm and inviting layout with plenty of natural lightening. The kitchen opens to the dinning area. Outside enjoy a lovely front porch for morning coffee, in the backyard

    Agent Photo

    Kellie Perrault

    KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    (413) 422-6204

    100 Elaine Dr, Pittsfield, MA 01201
  • /28

    $1,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft
    • Property for Rent

    35 Livingston Ave, Pittsfield, MA 01201

    Well maintained and immaculately clean 2 bedroom, 1 bath apartment located on the first floor of an owner-occupied duplex. The unit offers comfortable layout with great natural light throughout. Bedroom 2 is on the smaller side but well suited for a sleeping space, guest bedroom or home office. The main living area and both bedrooms feature beautiful hardwood floors, adding warmth and character

    Stacy Hebb NOCHER REALTY

    35 Livingston Ave, Pittsfield, MA 01201
  • /47

    $660,000 Sold Aug 22, 2025

    36 Tucker St, Lenox, MA 01240

    • 4 Beds
    • 2 Baths
    • 2,242 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Above List Price
    • $294/SF
    • 2 Days On Market

    Current Estimated Value $655,372

    Last Listing Agent Katie Soules WILLIAM RAVEIS REAL ESTATE

    36 Tucker St, Lenox, MA 01240
    • /15

      Est $172,598 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,959 Sq Ft

      253 Dewey Ave, Pittsfield, MA 01201

      253 Dewey Ave, Pittsfield, MA 01201
  • /30

    $286,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,780 Sq Ft

    70 Elm St, Pittsfield, MA 01201

    Well-maintained two-family home offering an excellent opportunity for owner-occupancy or investment. Conveniently located across from Greylock Federal Credit Union, shopping, and other local amenities. This property combines comfort, function, and accessibility. The first-floor apartment features two bedrooms, a dining area that opens to a spacious living room, and an in-unit laundry room. The

    Agent Photo

    Kellie Perrault

    KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    (413) 392-4851

    70 Elm St, Pittsfield, MA 01201
  • /8

    $1,000 total monthly price

    • 1 Bed
    • 1 Bath
    • House for Rent

    5 Dewey Ave, Pittsfield, MA 01201

    Property Id: 1335178Recently renovated.Looking for First and Last Month's Rent.Prospect tenants must pass background check:No evictions No criminal recordIncome must be three times monthly rent.Preferably no pets but exceptions can be made.Please call

    5 Dewey Ave, Pittsfield, MA 01201
  • /35

    $385,000 Sold Nov 03, 2025

    57 Joseph Dr, Pittsfield, MA 01201

    • 3 Beds
    • 1.5 Baths
    • 1,204 Sq Ft
    • Built 1965

    Last Sold Summary

    • $320/SF
    • 17 Days On Market

    Current Estimated Value $379,651

    Last Listing Agent Christian Garner NOCHER REALTY

    57 Joseph Dr, Pittsfield, MA 01201
    • /21

      Est $311,673 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,416 Sq Ft

      70 Lebanon Ave, Pittsfield, MA 01201

      70 Lebanon Ave, Pittsfield, MA 01201
  • /42

    $1,420,000

    • 3 Beds
    • 4.5 Baths
    • 2,691 Sq Ft

    18 Highcrest Rd Unit 20, Lenox, MA 01240

    Agent Photo

    Selina Lamb

    Birch Properties

    (413) 591-5654

    18 Highcrest Rd Unit 20, Lenox, MA 01240
  • /7

    $1,075 total monthly price

    • 1 Bed
    • 1 Bath
    • Property for Rent

    235 East St Unit 26, Pittsfield, MA 01201

    Eastview Apartments. Featuring a studio apartment on the basement level with newer paint, kitchen, and bathroom. Clean and move-in ready. Coin-op laundry, off street parking, and security on site. First months rent, last months rent, and half (1/2) security deposit due at lease signing. 2.6-3x Income required. Credit/Background checks (Minimum credit score of 660). Application fee of $45 is

    Cory Evangelisto NOCHER REALTY

    235 East St Unit 26, Pittsfield, MA 01201
  • /5

    $25,000 Sold Oct 01, 2025

    Lot #50 Barker Rd, Pittsfield, MA 01201

    • Land
    • 0.81 Acre
    • $30,788 per Acre

    Last Sold Summary

    • 42% Below List Price
    • 521 Days On Market

    Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

    Lot #50 Barker Rd, Pittsfield, MA 01201
    • /27

      Est $274,114 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,360 Sq Ft

      55 Eleanor Rd, Dalton, MA 01226

      55 Eleanor Rd, Dalton, MA 01226
  • /55

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    8 Samson Ave, Pittsfield, MA 01201

    Lovely 3-Bedroom Ranch with Scenic Views and Endless Potential. Nestled on just over half an acre, this delightful ranch offers peaceful surroundings and picturesque views. Perfect for those seeking tranquility with room to grow. Step into the inviting living room, where a graceful bow window fills the space with natural light, complemented by a cozy fireplace and newer laminate flooring.The

    Agent Photo

    Mary Smith

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 767-4399

    8 Samson Ave, Pittsfield, MA 01201
  • /9

    $3,400 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 850 Sq Ft
    • Condo for Rent

    34 Church St Unit 2B, Lenox, MA 01240

    Downtown Lenox!!Located in the heart of downtown Lenox, Unit 2B is a newly renovated condo nestled within shops, boutiques and numerous restaurants that are a staple to the Berkshires. This condo features 2 bedrooms, 1 full bathroom and an additional half bathroom. The spacious and open kitchen, living and dining area allows for plenty of gathering space. Living area has a beautiful working

    34 Church St Unit 2B, Lenox, MA 01240
  • /49

    $715,000 Sold Mar 28, 2025

    6 Lori Ct, Pittsfield, MA 01201

    • 5 Beds
    • 3 Baths
    • 4,275 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $167/SF
    • 130 Days On Market

    Current Estimated Value $770,782

    Last Listing Agent Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    6 Lori Ct, Pittsfield, MA 01201
    • /24

      Est $2,342,914 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,790 Sq Ft

      165 Kemble St Unit 10, Lenox, MA 01240

      165 Kemble St Unit 10, Lenox, MA 01240

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