6,941

Berkshire, MA Homes near St. Mary's School

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    • /33

      Est $477,786 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,708 Sq Ft

      80 East St, Lee, MA 01238

      80 East St, Lee, MA 01238
  • /19

    $949,000

    • 11 Beds
    • 6 Baths
    • 4,863 Sq Ft

    Unlisted Address

    Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

    Matt Carlino MACCARO REAL ESTATE

    Unlisted Address
  • /53

    $605,000 Sold May 09, 2025

    • 2,622 Sq Ft
    • $231/SF
    • 211 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1800

    3 Church Rd, Tyringham, MA 01264

    Tyringham is arguably the most beautiful place in the Berkshires. The majestic east-west valley has retained its historic character, with antique homes nestled among rolling farm fields and gently sloping hills.Just off Main Rd, on a quiet lane known as Church Road, sits the NorthRUP/ROP-Wilson House. Built in the late 1700s in the Georgian-Federal period, the home underwent a Greek Revival

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    3 Church Rd, Tyringham, MA 01264
    • /58

      Est $1,319,601 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,199 Sq Ft

      100 Old Stockbridge Rd, Lenox, MA 01240

      100 Old Stockbridge Rd, Lenox, MA 01240
  • /50

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,301 Sq Ft

    20 E Dugway Rd, Lenox, MA 01240

    Lenox Estate on 36 Acres - Two HomesJust one mile from the center of Lenox, this unique estate offers exceptional space and versatility with two separate residences. The main home boasts 4,100 square feet with five bedrooms and three and a half bathrooms--perfect for spacious living or entertaining. The second home is a charming 1,200-square-foot residence with two bedrooms and two full baths,

    Tanya Shepardson LAMACCHIA REALTY, INC

    20 E Dugway Rd, Lenox, MA 01240
  • /23

    $299,000 Sold May 02, 2025

    • 1,272 Sq Ft
    • $235/SF
    • 17 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1951

    45 Birch St, Lee, MA 01238

    Embrace the ease of one floor living. Charming 3 bed 1 .5 bath Cape style home located on a quiet cul de sac street. Includes a one car garage and a nice size back yard.

    Matt Carlino MACCARO REAL ESTATE

    45 Birch St, Lee, MA 01238
    • /29

      Est $695,384 Not Listed For Sale

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

      14 Stonebridge Way, Lee, MA 01238

      14 Stonebridge Way, Lee, MA 01238
  • /24

    $299,900

    • 1 Bed
    • 1 Bath
    • 658 Sq Ft

    2 Wallace Rd Unit DH-B, Stockbridge, MA 01262

    Come experience this charming condo in the beautiful Heron Pond Community in Stockbridge. Thoughtful use of space with large, private front patio facing expansive manicured lawns and gardens. Enjoy 1-level living, (1-bed,1-bath with separate dining room) fully applianced kitchen with pantry and instant boiling water faucet. Washer and Dryer included. Zoned smart heating thermostats.

    Susan Calkins STONE HOUSE PROPERTIES, LLC

    2 Wallace Rd Unit DH-B, Stockbridge, MA 01262
  • /50

    $595,000 Sold May 02, 2025

    • 3,983 Sq Ft
    • $149/SF
    • 403 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1964

    510 East St, Lee, MA 01238

    MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a

    Mary Jane Dunlop BERKSHIRE ACCESS REALTY, INC

    510 East St, Lee, MA 01238
    • /43

      Est $930,211 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft

      49 Sargent Brook Rd, Lenox, MA 01240

      49 Sargent Brook Rd, Lenox, MA 01240
  • /4

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,909 Sq Ft

    0 Goose Pond Rd, Tyringham, MA 01264

    This is a '' To Be Built'' home. All one level living. Wonderful flow to the design with a primary bedroom suite in a separate area of the house. Turn key home price includes all interior finishes. Final price will vary depending on buyer's selections and/or upgrades. Price does not include excavation, septic, or well.

    Tanya Shepardson LAMACCHIA REALTY, INC

    0 Goose Pond Rd, Tyringham, MA 01264
  • /29

    $295,000 Sold Apr 30, 2025

    • 1,240 Sq Ft
    • $238/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 2004

    55 Marble St Unit 1, Lee, MA 01238

    Beautiful End Unit-Marble Heights Townhouse Condominium! Wonderful location within walking distance to downtown Lee, 'Gateway to the Berkshires'! Beautiful hardwood floors & local marble details throughout. Open living room/dining room, slider to private porch/patio for relaxing or grilling. Galley style kitchen with cherry cabinets, granite countertops and high-end stainless appliances. First

    Lisa Kelley MACCARO REAL ESTATE

    55 Marble St Unit 1, Lee, MA 01238
    • /34

      Est $310,006 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,630 Sq Ft

      95 E Center St, Lee, MA 01238

      95 E Center St, Lee, MA 01238
  • /45

    $569,777

    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    31 Saint Ann's Ave, Lenox, MA 01240

    OWN - Instead of Renting - this Tanglewood Season! A unique opportunity with past rental income up to $16,000 for the summer months--ideal for music lovers and art-minded Berkshires visitors. This 1915 gem--the Claude and Louise Delahaye House--is tucked away on peaceful St. Ann's Ave, just steps from the iconic St. Ann's Church. Enjoy an easy stroll to downtown Lenox's shops, dining, and

    Audrey Matys BERKSHIRE LISTINGS

    31 Saint Ann's Ave, Lenox, MA 01240
  • /33

    $1,111,111 Sold Apr 30, 2025

    • 1,248 Sq Ft
    • $890/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1957

    80 Under Mountain Rd, Lenox, MA 01240

    9+ Acres on Under Mountain Rd in Lenox!Very rare opportunity to purchase a home with 9.4 acres of cleared, level land on coveted Under Mountain Road in Lenox. This cherished property has been held in the same family for 70 years. Neighboring protected land, this unique parcel boasts distant views of the Berkshire hills.With 650+ feet of frontage, this parcel offers multiple building lot

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    80 Under Mountain Rd, Lenox, MA 01240
    • /48

      Est $784,970 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,352 Sq Ft

      151 Fox Run, Lee, MA 01238

      151 Fox Run, Lee, MA 01238
  • /45

    $369,000

    • 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
  • /42

    $975,000 Sold Apr 30, 2025

    • 3,017 Sq Ft
    • $323/SF
    • 25 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    4 Woods Ln, Lenox, MA 01240

    Nestled within the breathtaking grounds of the former Cranwell Resort, now the renowned Miraval Resort, 4 Woods Lane offers the perfect blend of luxury, tranquility, and modern comfort. This exceptional 3-bedroom, 3.5-bath home boasts stunning distant views, bringing the beauty of nature right to your doorstep.The spacious first-floor primary suite ensures effortless living, with no stair entry

    Paula McLean PAULA MCLEAN REALTORS INC.

    4 Woods Ln, Lenox, MA 01240
    • /38

      Est $445,920 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,372 Sq Ft

      880 East St Unit 500C, Lee, MA 01238

      880 East St Unit 500C, Lee, MA 01238
  • /50

    $2,250,000

    • 4 Beds
    • 4 Baths
    • 2,738 Sq Ft

    8 Yale Hill Rd, Stockbridge, MA 01262

    A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    8 Yale Hill Rd, Stockbridge, MA 01262
  • /30

    $485,000 Sold Apr 25, 2025

    • 1,848 Sq Ft
    • $262/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    50 Pine St, Lee, MA 01238

    Perched on a sun-drenched knoll with distant views, this beautifully renovated New England farmhouse blends historic charm with modern comfort. Just minutes from Beartown State Forest, the Housatonic River, and a short drive to Stockbridge village, this home offers the perfect retreat for nature lovers and those seeking a connection to the Berkshires' storied landscape.Classic Beauty,

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    50 Pine St, Lee, MA 01238
    • /16

      Est $327,396 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft

      105 Saint James Ave, Lee, MA 01238

      105 Saint James Ave, Lee, MA 01238
  • /27

    $1,969,000

    • Land
    • 56 Acres
    • $35,161 per Acre

    26 A Stonebridge Way, Tyringham, MA 01264

    Own the entire mountain top! If privacy and views are your top priority then this is for you. You'll own 56 acres that includes a 4 bed/3 bath house, workshop, 2 chicken coups, and a barn. Stunning views over Goose Pond and sunrises you'll never tired of. The land stretches down into Tyringham valley where you can enjoy riding on your own trails. Minutes to Goose Pond boat launch, less than

    Melissa Dimassimo STONE HOUSE PROPERTIES, LLC

    26 A Stonebridge Way, Tyringham, MA 01264
  • /26

    $920,000 Sold Apr 18, 2025

    • 3,017 Sq Ft
    • $305/SF
    • 132 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    22 Woods Ln, Lenox, MA 01240

    First time on the market this impeccably maintained townhome at Fairwynds II, is set on the grounds of Miraval, a luxury wellness resort and spa. It is just off the golf course at the end of a cul-de-soc. Open living plan on the first floor is great for gathering with others or just having a nice airy feel. This home is thoughtfully designed with 3 en suite bedrooms and each guest room having

    Suzanne Crerar STONE HOUSE PROPERTIES, LLC

    22 Woods Ln, Lenox, MA 01240
    • /36

      Est $475,281 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,054 Sq Ft

      880 East St Unit 500A, Lee, MA 01238

      880 East St Unit 500A, Lee, MA 01238
  • /24

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,140 Sq Ft

    90 Maple St, Lee, MA 01238

    Come and see this quaint, cape style home situated close to downtown Lee. This home has been completely renovated. A spacious kitchen includes new cabinets, stone countertops and appliances. The living room and dining room are flooded with natural light and are the perfect space for entertaining. Also located on the first floor are a bedroom and a half bath. The primary bedroom and full

    Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    90 Maple St, Lee, MA 01238
  • /29

    $379,000 Sold Apr 14, 2025

    • 1,372 Sq Ft
    • $276/SF
    • 29 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1953

    170 Pleasant St, Lee, MA 01238

    Introducing the Perfect Home for Easy Living! Step into the charm and comfort of this spacious light filled living & dining room with a large bay window, 3 bedrooms, 1 bath ranch-style home that embodies the essence of one-floor living at its finest. Nestled in a serene neighborhood, this 1950's gem boasts a large backyard, one-car garage, a delightful screened porch, and a cute front porch with

    Matt Carlino MACCARO REAL ESTATE

    170 Pleasant St, Lee, MA 01238
    • /26

      Est $735,992 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,204 Sq Ft

      109 West St, Lenox, MA 01240

      109 West St, Lenox, MA 01240
  • /13

    $185,000

    • Land
    • 11 Acres
    • $17,209 per Acre

    83 Goose Pond Rd, Tyringham, MA 01264

    Build your dream home with deeded rights to Goose Pond with boat docking availability. Lot is mostly cleared. A rough drive is in place. 10.75 Acres. Minimal HOA includes Tennis Court and Deeded right to private beach on the pond. Goose Pond is considered a pristine lake in the foothills of the Berkshires. Close to all the Berkshires has to offer. Minutes to the MA Pike, Lee, Lenox Tanglewood,

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    83 Goose Pond Rd, Tyringham, MA 01264
  • /38

    $560,000 Sold Apr 11, 2025

    • 2,432 Sq Ft
    • $230/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    30 Galway Ct, Lenox, MA 01240

    You can't beat the location of this Garrison Colonial, set on a rare 3.7-acre lot in desirable Lenox! Tucked back from the road for added privacy, this home offers hardwood floors, a spacious family room with a wood-burning fireplace and cathedral ceilings, a large country eat-in kitchen, and first-floor laundry. With four generously sized bedrooms, 2.5 bathrooms, and town services, it's designed

    Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    30 Galway Ct, Lenox, MA 01240
    • /20

      Est $509,483 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 806 Sq Ft

      356 Golden Hill Rd, Lee, MA 01238

      356 Golden Hill Rd, Lee, MA 01238
  • /17

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    lot 1 N Beckett, Lee, MA 01238

    Single Family modular home on 3 Acres of land, in a serene and beautiful setting. There are two Modular homes to pick from, the New Haven and the Rolling Brook. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge's

    The Mary Scimemi Team Leading Edge Real Estate

    lot 1 N Beckett, Lee, MA 01238
  • /31

    $377,800 Sold Apr 10, 2025

    • 1,388 Sq Ft
    • $272/SF
    • 10 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1932

    35 Circular Ave, Lee, MA 01238

    Charming colonial style home nestled in the Berkshires. Wonderful location, close proximity to many cultural & recreational venues including Tanglewood, Laurel Lake, hiking, downtown shopping and restaurants. Hardwood flooring throughout, large living room w/wood burning fireplace, formal dining room, new kitchen in 2022, half bath, 3/4 season sun porch overlooking deck & fenced in yard. Second

    Lisa Kelley MACCARO REAL ESTATE

    35 Circular Ave, Lee, MA 01238
    • /30

      Est $620,354 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 3,114 Sq Ft

      57 Housatonic St, Lenox, MA 01240

      57 Housatonic St, Lenox, MA 01240
  • /13

    $399,900

    • 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
  • /51

    $1,300,000 Sold Apr 03, 2025

    • 2,548 Sq Ft
    • $510/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    5 Wheatleigh Dr, Stockbridge, MA 01262

    THE BERKSHIRE HOUSE YOU'VE BEEN LOOKING FOR IS NOW AVAILABLE!!! This Contemporary is minutes from Tanglewood and the Village of Lenox, private on 6+ acres overlooking Lily Pond and has deeded rights to a private beach on Stockbridge Bowl! An open Great Room of living/dining/kitchen with fireplace and a double volume wall of windows maximizes the view from every vantage and direct access to a

    Cortney Dupont COHEN & WHITE ASSOCIATES

    5 Wheatleigh Dr, Stockbridge, MA 01262
    • /36

      Est $625,068 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      150 West St, Lenox, MA 01240

      150 West St, Lenox, MA 01240
  • /19

    $99,000

    • Land
    • 3.00 Acres
    • $33,000 per Acre

    lot 1 Becket Rd, Lee, MA 01238

    BUILD YOUR DREAM HOME ON 3 ACRES IN LEE, MA! This stunning lot is ready for you to create your ideal home in a serene and beautiful setting. Nestled in a peaceful, wooded landscape, this lot offers a perfect blend of privacy and natural beauty while being conveniently located. Minutes to walking trails, Basin Pond, and Finery Pond are at your back yard. Lenox and Stockbridge’s famous Bed and

    The Mary Scimemi Team Leading Edge Real Estate

    lot 1 Becket Rd, Lee, MA 01238
  • /5

    $150,000 Sold Apr 03, 2025

    • Land
    • 21 Acres
    • $7,096 per Acre
    • 154 Days On Market

    Unlisted Address

    Beautiful lot located on a highly desirable street. Less than a mile from the town beach at Stockbridge Bowl ! Town sewer available on the street. Plenty of land to build your dream home and still have space for walking trails and ample acreage to enjoy all that nature has to offer.

    Tanya Shepardson LAMACCHIA REALTY, INC

    Unlisted Address
    • /25

      Est $779,175 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,297 Sq Ft

      110 Fox Run, Lee, MA 01238

      110 Fox Run, Lee, MA 01238

Showing Results 121 - 160, Page 4 of 18

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