Berkshire, MA Homes near St. Mary's School

• 

  

  

  /28

  $550,000 Sold Jun 16, 2025

  • 2,344 Sq Ft
  • $235/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  90 Mandalay Rd, Lee, MA 01238

  Sought after Mandalay Rd. neighborhood in Lee, spacious split level with family room plus formal living room with fireplace. Back yard is private abutting wooded lot., all on just under an acre. Comes with fully applianced, large kitchen with breakfast bar and dining area. Primary en suite bedroom. NIce walking neighborhood, excellent Lee school system.Close to all Berkshire cultural

  Gary Johnston STONE HOUSE PROPERTIES, LLC

  90 Mandalay Rd, Lee, MA 01238
• 

  

  

  /15

  Est $301,971 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,123 Sq Ft

  1715 Cape St, Lee, MA 01238

  1715 Cape St, Lee, MA 01238
• 

  

  

  /29

  $305,000

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

  880 East St Unit 16B, Lee, MA 01238

  The Village at October Mountain. This small village backs up to beautiful October State Forest where you will still see deer grazing.The layout of this Condo with the added windows/skylights and all the walls removed brings the condo to a large open contemporary space with Living dining and kitchen open together. The back porch opens from the dining room with a newer electronic Awning for outdoor

  Ginger Conner RED HORSE REAL ESTATE, LLC

  880 East St Unit 16B, Lee, MA 01238
• 

  

  

  /54

  $1,100,000 Sold Jun 11, 2025

  • 1,826 Sq Ft
  • $602/SF
  • 236 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  40 Frothingham Crossing, Lenox, MA 01240

  Don't miss the opportunity to explore all the possibilities of this Classic Lenox Mid Century home on almost five acres of glorious established gardens, mature landscaping and wonderful privacy with two abutting building lots that have been included in the offering......let your imagination run wild as you create your own vision for this magical property. Built with ultimate design focus of

  Mary Jane White COHEN & WHITE ASSOCIATES

  40 Frothingham Crossing, Lenox, MA 01240
• 

  

  

  /15

  Est $313,066 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  880 East St Unit 200A, Lee, MA 01238

  880 East St Unit 200A, Lee, MA 01238
• 

  

  /34

  $419,000

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

  220 Theresa Terrace, Lee, MA 01238

  Welcome to this charming raised ranch in the heart of Lee, Massachusetts! This home features beautiful hardwood floors, central AC and spacious bedrooms, providing a cozy Berkshires living experience. Enjoy a great backyard, perfect for relaxation and entertaining. Ideally located near cultural attractions like Jacob's Pillow and Tanglewood, as well as downtown and fantastic restaurants, this

  Andreea Duta BISHOP WEST REAL ESTATE

  220 Theresa Terrace, Lee, MA 01238
• 

  

  /38

  $305,000 Sold Jun 03, 2025

  • 2,256 Sq Ft
  • $135/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  170 Laurel St, Lee, MA 01238

  This two family home is nestled in Lee the gateway to the Berkshires. Each unit offers two bedrooms and 1 bathroom. The first floor unit has an inviting entryway to a kitchen, dining room combination with an adjacent roomy bedroom and full bath. The spacious living room is perfect for entertaining. Off the living room is the main bedroom with an extra room that could be used for a sitting area or

  Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  170 Laurel St, Lee, MA 01238
• 

  

  /39

  Est $582,278 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 2,388 Sq Ft

  182 W Park St, Lee, MA 01238

  182 W Park St, Lee, MA 01238
• 

  

  /54

  $2,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,233 Sq Ft

  55 Main St, Stockbridge, MA 01262

  Historic Elegance Reimagined!Wellness-forward design. Artisan craftsmanship. In-town privacy.A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  55 Main St, Stockbridge, MA 01262
• 

  

  /77

  $3,700,000 Sold May 30, 2025

  • 2,882 Sq Ft
  • $1284/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2011

  25 Mahkeenac Terrace, Stockbridge, MA 01262

  Nestled on the shores of the legendary Stockbridge Bowl, this immaculate contemporary lakefront home offers a perfect blend of casual luxury & tranquility. Ideally located moments from Tanglewood & the quintessential Berkshire towns of Lenox & Stockbridge. Cathedral height windows frame breathtaking, unobstructed views of the lake & the majestic Berkshire Hills creating a seamless harmony of

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  25 Mahkeenac Terrace, Stockbridge, MA 01262
• 

  

  /13

  Est $546,386 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  234 Lee Rd, Lenox, MA 01240

  234 Lee Rd, Lenox, MA 01240
• 

  

  /24

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  130 West St, Lenox, MA 01240

  LOCATION, LOCATION, LOCATION....Steps to Morris School....minutes to Tanglewood or Main Street for shopping, the library, groceries or dinner! This 3 bedroom 2 bath 1890's home sits on a half acre lot with large fenced area for pets....this home is waiting for your decorating and updating ideas. First floor bedroom, full bath, living room, dining, kitchen and great enclosed rear porch....steps

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  130 West St, Lenox, MA 01240
• 

  

  /51

  $875,000 Sold May 30, 2025

  • 3,774 Sq Ft
  • $232/SF
  • 4 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1920

  850 Summer St Unit M11, Lee, MA 01238

  Unique opportunity at Fox Hollow - one condo, with two units!Downstairs Unit: the owner's unit has been updated and meticulously maintained, with a newer kitchen, central AC, custom closets, and a large and sunny deck. There are two large bedrooms with en-suite bathrooms, plus an additional smaller bedroom/office.Upstairs Unit: the second unit has 3-4 bedrooms, 2 full baths, a half bath with

  Katie Williams STONE HOUSE PROPERTIES, LLC

  850 Summer St Unit M11, Lee, MA 01238
• 

  

  /38

  Est $639,109 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  770 Summer St Unit 4D, Lee, MA 01238

  770 Summer St Unit 4D, Lee, MA 01238
• 

  

  /40

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 3,524 Sq Ft

  1 Old Tree Farm Rd, Stockbridge, MA 01262

  Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.16 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas

  Suzann Ward HOUSATONIC REAL ESTATE

  1 Old Tree Farm Rd, Stockbridge, MA 01262
• 

  

  /16

  $297,375 Sold May 29, 2025

  • 709 Sq Ft
  • $419/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1968

  2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240

  Immaculate and move-in ready! Looking for a walk-to-town setting? Morgan Manor is close to the village; close to Shakespeare, The Mount, and a short 2 mile drive to Tanglewood. Gleaming hardwood floors, open and updated kitchen. fully applianced including an in-unit stack washer/dryer. Updated lighting, freshly painted, newly replaced windows, custom window treatments. Additional dedicated

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  2 Morgan Manor Unit Bldg 2 - Unit 3, Lenox, MA 01240
• 

  

  /60

  Est $398,946 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 3,512 Sq Ft

  110 Tyringham Rd, Lee, MA 01238

  110 Tyringham Rd, Lee, MA 01238
• 

  

  /50

  $499,900

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  880 East St Unit 3A, Lee, MA 01238

  Gorgeous condo unit at peaceful Village at October Mountain! Discover this stunning end unit, fully furnished condo located in an upscale community. Boasting an abundance of natural sunlight, the unit features a versatile and easy-to-navigate floor plan, perfect for comfortable living. Includes a cozy fireplace and a private deck, ideal for relaxation and entertaining. This spacious 3-bedroom,

  Jason Nocher NOCHER REALTY

  880 East St Unit 3A, Lee, MA 01238
• 

  

  /30

  $315,000 Sold May 28, 2025

  • 1,493 Sq Ft
  • $211/SF
  • 52 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1870

  26 Old Stockbridge Rd Unit 2, Lenox, MA 01240

  Welcome to the Symphony Condominiums just footsteps from downtown Lenox and a short drive to Tanglewood. Enter in to a chef's dream kitchen featuring ample cabinetry for all your storage needs, expansive countertops for effortless meal prep, and a spacious design that invites both cooking and gathering. Off of the kitchen is a formal dining area that leads to a large private balcony with the

  Cory Evangelisto NOCHER REALTY

  26 Old Stockbridge Rd Unit 2, Lenox, MA 01240
• 

  

  /35

  Est $454,839 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  190 E Center St, Lee, MA 01238

  190 E Center St, Lee, MA 01238
• 

  

  /55

  $1,675,000

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

  5 Glendale Rd, Stockbridge, MA 01262

  Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The

  Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

  5 Glendale Rd, Stockbridge, MA 01262
• 

  

  /11

  $375,000 Sold May 28, 2025

  • Land
  • 1.50 Acres
  • $250,000 per Acre

  • 16 Days On Market

  14 Partridge Way, Stockbridge, MA 01262

  A rare opportunity to own a 1.5-acre parcel on a quiet road in the highly sought-after Beachwood community, available only once in many decades. This property is ideally located in a peaceful, nature-filled setting with deeded rights to the Stockbridge Bowl, and is just minutes from the private Beachwood beach and swimming area and is connected to town sewer. It's also conveniently close to

  Gary Lazarus COMPASS MASSACHUSETTS , LLC GB

  14 Partridge Way, Stockbridge, MA 01262
• 

  

  /38

  Est $1,014,148 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 4,148 Sq Ft

  3 Whiteholme Rd, Lee, MA 01238

  3 Whiteholme Rd, Lee, MA 01238
• 

  

  /62

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  90 Via Franco, Lee, MA 01238

  OPEN HOUSE SAT 7/26/25 10:30am-12:00pm. Don't miss this exceptional opportunity to own a spacious and beautifully updated home nestled on 1.34 acres in the heart of the Berkshires. Tucked away in a private setting yet just minutes from shopping, cultural attractions, and I-90, this home offers the perfect balance of peace and convenience. Enjoy the ease of one-level living with an updated kitchen

  Cindy Carrigan LAMACCHIA REALTY, INC

  90 Via Franco, Lee, MA 01238
• 

  

  /32

  $975,000 Sold May 28, 2025

  • 2,264 Sq Ft
  • $431/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  7-B Coldbrooke South -- Unit 7B, Lenox, MA 01240

  Abutting Wyndhurst's Historic Golf Club and Miraval Berkshire Resort - a luxurious wellness destination, this desirable Coldbrooke condo has been beautifully maintained and updated and allows living in Lenox to be easy and convenient. Well laid out floor plan to include a renovated cook's kitchen, large light filled living room with gas fireplace, dining area, and cheerful four season sun

  Lori Rose STONE HOUSE PROPERTIES, LLC

  7-B Coldbrooke South -- Unit 7B, Lenox, MA 01240
• 

  

  /26

  Est $235,207 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 702 Sq Ft

  50 Margerie St, Lee, MA 01238

  50 Margerie St, Lee, MA 01238
• 

  

  /20

  $3,995,000

  • 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
• 

  

  /34

  $450,000 Sold May 27, 2025

  • 1,560 Sq Ft
  • $288/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1850

  295 Prospect St, Lee, MA 01238

  Charming walk-to-town home offers a blend of modern comfort and classic appeal. This well-maintained home features spacious rooms with abundant natural light, cozy living room, and updated kitchen. The fenced-in backyard is perfect for outdoor activities, with a large deck ideal for entertaining. Located just a short walk to downtown shops and restaurants. Short drive to Tanglewood, I-90, the

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  295 Prospect St, Lee, MA 01238
• 

  

  /54

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,883 Sq Ft

  215 Kemble St, Lenox, MA 01240

  215 Kemble St, Lenox, MA 01240
• 

  

  /42

  $465,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  42 East St, Stockbridge, MA 01262

  Set on 6.4 scenic acres, this classic New England farmhouse captures the timeless spirit of Stockbridge, a town beloved for its rich history and cultural legacy. This 2-bed 2-bath home offers authentic charm, featuring beautiful hardwood floors, a spacious kitchen, family room + 1st floor full bath, and a welcoming front porch that evokes a slower, simpler time. Thoughtful updates include a newer

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  42 East St, Stockbridge, MA 01262
• 

  

  /35

  $342,500 Sold May 21, 2025

  • 1,652 Sq Ft
  • $207/SF
  • 29 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  204 Center St, Lee, MA 01238

  Discover this exquisitely renovated 4-bedroom, 2-bathroom home nestled in the heart of Lee, MA, within the picturesque Berkshires. The gourmet kitchen features granite countertops, new flooring and brand new appliances, seamlessly flowing into spacious living areas with abundant natural light. Each bedroom offers generous space, while the updated bathrooms exude contemporary charm. A convenient

  Andreea Duta BISHOP WEST REAL ESTATE

  204 Center St, Lee, MA 01238
• 

  

  /29

  Est $294,861 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  6 Morgan Manor Unit 11, Lenox, MA 01240

  6 Morgan Manor Unit 11, Lenox, MA 01240
• 

  

  /13

  $290,000

  • 1 Bed
  • 1 Bath
  • 709 Sq Ft

  3 Morgan Manor Unit 3 - 8, Lenox, MA 01240

  Welcome to 3‑8 Morgan Manor, a charming one-bedroom condo nestled in the heart of Lenox Village. This move-in-ready unit offers a sunlit layout with cozy carpeting, and efficient space. The condo fee includes heat, hot water, gas, water, and sewer, making for truly hassle-free living. Located in a well-maintained building just steps from downtown Lenox, you'll enjoy easy access to

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  3 Morgan Manor Unit 3 - 8, Lenox, MA 01240
• 

  

  /23

  $317,000 Sold May 20, 2025

  • 952 Sq Ft
  • $333/SF
  • 6 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  38 Hillside Dr, Lenox, MA 01240

  Nestled at the end of a quiet dead-end street, this cozy two-bedroom, one-bath ranch offers a fantastic opportunity in a sought-after location. Just a short walk to downtown Lenox, you'll enjoy easy access to shops, dining, and cultural attractions. Inside, the home features hardwood floors and a practical layout, ready for your personal touch. The full basement provides ample storage or

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  38 Hillside Dr, Lenox, MA 01240
• 

  

  /25

  Est $449,468 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  880 East St Unit 6C, Lee, MA 01238

  880 East St Unit 6C, Lee, MA 01238
• 

  

  /26

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  153 E Dugway Rd, Lenox, MA 01240

  **Opportunity Awaits!**Great Lenox location. Three bedroom, one bath Ranch style home is nestled on 1.14 acres of land on a picturesque street, this gem offers 1344 sq ft on the main floor, with a full walkout lower level to a beautiful large yard. Minutes to downtown, Tanglewood and the best of the Berkshires.

  Matt Carlino MACCARO REAL ESTATE

  153 E Dugway Rd, Lenox, MA 01240
• 

  /2

  $1,350,000 Sold May 15, 2025

  • 1,109 Sq Ft
  • $1217/SF
  • 0 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 2017

  165 Kemble St Unit 3, Lenox, MA 01240

  Enjoy the ultimate luxury of the wellness lifestyle in this residence at Canyon Ranch, Lenox, one of the nation''s premier spas. One of only 19 units, it features a spacious great room, primary suite, kitchen, two fireplaces, private patio. Mandatory annual resort membership affords access to its unparalleled facilities, close to the cultural, culinary, and outdoor amenities in the Berkshires.

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 3, Lenox, MA 01240
• 

  

  /27

  Est $512,354 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  14 Interlaken Rd, Stockbridge, MA 01262

  14 Interlaken Rd, Stockbridge, MA 01262
• 

  

  /29

  $912,000

  • 4 Beds
  • 4 Baths
  • 2,280 Sq Ft

  21 East St, Stockbridge, MA 01262

  **Price Improvement** Nestled in the heart of the Berkshires, this spaciously built 2003 Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving

  Brianna Boffoli Cameron Prestige, LLC

  21 East St, Stockbridge, MA 01262
• 

  

  /27

  $3,850,000 Sold May 15, 2025

  • 3,348 Sq Ft
  • $1150/SF
  • 39 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2017

  165 Kemble St Unit 18, Lenox, MA 01240

  Experience the pinnacle of wellness living in this exquisite Canyon Ranch penthouse in Lenox, a beacon of luxury in one of the nation's most revered destinations. Crafted with meticulous attention to detail by William Caligari, this 3,300+ square foot sanctuary is a testament to high-end design and serene living. The residence boasts three generously sized bedrooms, each with its own ensuite

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  165 Kemble St Unit 18, Lenox, MA 01240

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