Homes for Sale in 01238

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  /2

  $975,000

  • 10 Beds
  • 6.5 Baths
  • 9,024 Sq Ft

  236 Main St, Lee, MA 01238

  Exceptional investment opportunity in the heart of the Berkshires! Mixed use building featuring six residential apartments and one street level commercial storefront in a high visibility Main Street location. Minutes from the Massachusetts Turnpike, this property offers easy access as a gateway to the Berkshires. Diversified income potential from residential and commercial tenants. This property

  Lisa Kelley MACCARO REAL ESTATE

  236 Main St, Lee, MA 01238
• 

  

  

  /11

  $79,000

  • Land
  • 1 Acre
  • $79,000 per Acre

  60 Woodland Rd, Lee, MA 01238

  Opportunity to own approximately 1 acre of land in the Berkshires with October Mountain State Forest close by. Previously used as a cow pasture, this open parcel offers a pastoral setting with convenient access to downtown Lee, & Lenox, area attractions and Massachusetts Turnpike. An additional 3-acre parcel at 75 Woodland Road is also available, see MLS # for 75 Woodland Rd., properties may be

  Lisa Kelley MACCARO REAL ESTATE

  60 Woodland Rd, Lee, MA 01238
• 

  

  /2

  $69,000

  • Land
  • 3.3 Acres
  • $20,909 per Acre

  75 Woodland Rd, Lee, MA 01238

  Over 3 acres of wooded land on Woodland Road in Lee near October Mountain State Forest. Previously used for logging, this parcel features a wooded, sloping landscape. Convenient to downtown Lee & Lenox and easy access to the Massachusetts Turnpike. Additional pastoral 1 acre parcel available at 60 Woodland Rd., may be purchased together or separately. Buyers and buyer's agents to perform their

  Lisa Kelley MACCARO REAL ESTATE

  75 Woodland Rd, Lee, MA 01238
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  /37

  $624,500

  • 3 Beds
  • 2 Baths
  • 2,448 Sq Ft

  205 Golden Hill Rd, Lee, MA 01238

  Beautiful 3-bedroom, 2-bath ranch home offering an inviting layout, excellent flow, and plenty of room to spread out across 2,448 square feet. You'll never feel cramped in this spacious and comfortable home.The location is hard to beat--just minutes from downtown Lee and a short drive to downtown Lenox, yet tucked away on a peaceful country road. Enjoy scenic pastoral and mountain views while

  Matt Carlino MACCARO REAL ESTATE

  205 Golden Hill Rd, Lee, MA 01238
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  /33

  $267,500

  • 2 Beds
  • 1 Bath
  • 803 Sq Ft

  220 Antelope Dr, Lee, MA 01238

  This log home in Leisure Lee offers two bedrooms and one bathroom in a woodland setting with authentic character. Built with natural woodwork throughout, the property provides a retreat for those seeking genuine timber construction with established community appeal.Inside, the kitchen anchors the dining room, with a rear addition for a family room. While a loft adds functional sleeping or

  Cory Evangelisto NOCHER REALTY

  220 Antelope Dr, Lee, MA 01238
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  /58

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 2,729 Sq Ft

  575 Devon Rd, Lee, MA 01238

  Set on just under an acre along one of Lee's most desirable roads, this beautifully maintained home combines timeless design, quality craftsmanship, and exceptional outdoor living. Overlooking peaceful meadows with stunning sunset views, the setting offers the perfect balance of privacy and natural beauty. Designed for both entertaining and everyday living, the backyard is truly the centerpiece

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  575 Devon Rd, Lee, MA 01238
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  /41

  $410,000

  • 3 Beds
  • 1 Bath
  • 1,502 Sq Ft

  485 Golden Hill Rd, Lee, MA 01238

  Located on desirable Golden Hill Rd., a true '' FIXER UPPER '' that sits on 8 acres with mountain views giving you the opportunity for expansion and the possibility to build your dream home, or ADU. The house has 3 Bedrooms,1 Bath, Living room and an eat-in Kitchen. The Garage is in very poor condition and may need to be taken down. House is being sold AS-IS, no negotiation or concession for any

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  485 Golden Hill Rd, Lee, MA 01238
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  /30

  $289,900

  • 3 Beds
  • 1 Bath
  • 875 Sq Ft

  832 East St, Lee, MA 01238

  Welcome home to this sweet and petite one level easy living ranch style home. Sun filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  832 East St, Lee, MA 01238
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  /39

  $363,000

  • 4 Beds
  • 2 Baths
  • 1,624 Sq Ft

  75 Housatonic St, Lee, MA 01238

  Charming and full of character, this in town Lee home blends timeless original details with thoughtful modern updates. Beautiful hardwood floors, original woodwork, and classic architectural features create warmth throughout. The spacious layout offers comfortable living with abundant natural light and inviting spaces for everyday life or entertaining. A Tesla charger adds modern convenience,

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  75 Housatonic St, Lee, MA 01238
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  /33

  $1,800,000

  • 4 Beds
  • 2.5 Baths
  • 3,462 Sq Ft

  26 Stonebridge Way, Lee, MA 01238

  Escape to your own mountaintop sanctuary where privacy, breathtaking views, and endless possibilities come together. Homestead in the Sky is a rare opportunity to own two parcels totaling 56 acres of pristine mountain land. Whether you dream of creating a family compound, establishing a self-sufficient homestead, developing an exceptional equestrian estate, or simply enjoying a peaceful mountain

  Grace Golden EQUINE HOMES REAL ESTATE, LLC

  26 Stonebridge Way, Lee, MA 01238
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  /34

  $558,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,953 Sq Ft

  50 Mountain View Terrace, Lee, MA 01238

  Ideally located in desirable street in Lee, this well-maintained Cape blends classic charm with thoughtful modern updates. Surrounded by beautiful landscaping, the home features 4 bedrooms and 2 full baths, including 2 bedrooms and a full bath on the first floor for convenient one-level living. The updated 2022 kitchen offers granite countertops, modern appliances, and stylish finishes. Recent

  Judi Panzano HOUSATONIC REAL ESTATE

  50 Mountain View Terrace, Lee, MA 01238
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  /46

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Thoughtfully crafted custom home offering timeless New England character, quality craftmanship, and beautiful eastern mountain views. Rich natural woodwork and exposed beams create a warm, inviting atmosphere throughout. The custom kitchen with granite, marble and butcher block countertops opens to the dining area with French doors leading to a screened in sunroom. Enjoy the expansive deck, stone

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /16

  $94,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  43 Brook Ln, Becket, MA 01223

  FIXER-UPPER IN LAKE COMMUNITY!Originally a two-bedroom, one bath, four-season cottage, this property has been completely gutted inside, offering the opportunity to design and rebuild exactly how you want it. Set in a lake community, this home sits on a newly surveyed lot and is being sold as-is. All systems-electrical, plumbing, heating-will need replacement. This is a renovation project

  Lisa Kelley MACCARO REAL ESTATE

  43 Brook Ln, Becket, MA 01223
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  /43

  $1,550,000

  • 4 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  650 Mallard Ln, Lee, MA 01238

  Experience refined Berkshire living at Devon Meadows, one of the area's most desirable luxury condominium communities. This beautifully appointed residence offers the ease of a first-floor primary suite combined with sophisticated design and exceptional comfort throughout.The open-concept floor plan features soaring ceilings, abundant natural light, and elegant modern finishes. The chef's

  Paula McLean PAULA MCLEAN REALTORS INC.

  650 Mallard Ln, Lee, MA 01238
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  /14

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,014 Sq Ft

  19 Lakeside Dr, Tyringham, MA 01264

  Opportunity to complete this renovation. Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in 2022, New Septic system designed and installed in 2023, Asbestos Remediation in 2025, New roof with new 3/4 plywood board in 2025, Installed 3 new remote controlled skylights in 2025, 3 more trees removed in 2025, U-driveway installed in 2025. Deeded

  Susan Baum BERKSHIRE HOMES AND CONDOS

  19 Lakeside Dr, Tyringham, MA 01264
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  /31

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 1,636 Sq Ft

  25 Valentine Ln, Lee, MA 01238

  IMMACULATE 3 BEDROOM COLONIAL with ONE BEDROOM APARTMENT in SOUTH LEE on a quiet cul de sac. Zoned 2 family, partially fenced back yard, attached garage and central air conditioning. Great investment or family home.

  Rosemary Baumann HOUSATONIC REAL ESTATE

  25 Valentine Ln, Lee, MA 01238
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  /35

  $379,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  135 Tamarack Ave, Lee, MA 01238

  Charming three-bedroom, one full bath ranch offering the ease and convenience of one level living in a highly desirable neighborhood. Situated on a spacious lot, just shy of a half-acre, this home features a large, fenced backyard perfect for entertaining, gardening or simply enjoying the outdoors. Wrap around deck overlooking above ground pool, creating the ideal summer setting. Inside you will

  Lisa Kelley MACCARO REAL ESTATE

  135 Tamarack Ave, Lee, MA 01238
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  /32

  $369,000

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  880 East St Unit 10C, Lee, MA 01238

  Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct

  Susan Baum BERKSHIRE HOMES AND CONDOS

  880 East St Unit 10C, Lee, MA 01238
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  /56

  $979,000

  • 5 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  850 Summer St Unit M14, Lee, MA 01238

  Sitting right on the Lenox-Lee line, Katydid Cottage is one of the few freestanding homes at Fox Hollow - your own house, your own private patio, with Lenox and Tanglewood just up the road. It feels like a single-family home but comes with the ease of condo ownership, so your weekends go to the lake instead of the upkeep. The main floor is where this one really works. The kitchen is bright and

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  850 Summer St Unit M14, Lee, MA 01238
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  /33

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,222 Sq Ft

  3664 Jacobs Ladder Rd, Becket, MA 01223

  Enjoy life on Greenwater Pond in the Berkshires! The views, boating, fishing or just relax and at the end of the day watch the beautiful sunsets all from your little piece of lakefront heaven. I'll let the pictures speak for themselves. This property features a cottage with 3 Bedrooms,eat-in Kitchen and 1 full bath, a large barn and storage shed. Just about a 4 mile trip to the town of Lee and

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  3664 Jacobs Ladder Rd, Becket, MA 01223
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  /8

  $75,000

  • Land
  • 10.1 Acres
  • $7,426 per Acre

  0 Jacobs Ladder Rd Unit 27595846, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  

  Gary Fuls Jr

  Gary L Fuls DBA Re/MAX Transit

  0 Jacobs Ladder Rd Unit 27595846, Becket, MA 01223
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  /41

  $869,000

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

  1571 Pleasant St, South Lee, MA 01260

  Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1994. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens.This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath;

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1571 Pleasant St, South Lee, MA 01260
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  /13

  $145,000

  • Land
  • 10.51 Acres
  • $13,796 per Acre

  0 Goose Pond (Lot #4) Rd Unit 249638, Tyringham, MA 01264

  Rare 10.51 acre building parcel with deeded access to Goose Pond, including a shared dock, sandy swim beach, and tennis/pickleball court. Set on a quiet country road, this wooded property offers exceptional privacy, a gently rolling topography that lends itself beautifully to home construction, along with a passing perc test already in place. Enjoy swimming, kayaking, boating, and all the beauty

  Sarah Dixon WILLIAM RAVEIS - BERKSHIRE

  0 Goose Pond (Lot #4) Rd Unit 249638, Tyringham, MA 01264
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  /65

  $995,000

  • 10 Beds
  • 9 Baths
  • 5,690 Sq Ft

  465 Chapel St, Lee, MA 01238

  For Sale: 9-Unit Victorian Investment Property - Prime South County LocationThis is an exceptional opportunity to own a fully occupied, income-producing Victorian multifamily property set on 2.5 beautifully landscaped acres in a highly desirable South County location. Combining classic charm with strong rental performance, this property is ideal for investors seeking both stability and

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  465 Chapel St, Lee, MA 01238
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  /33

  $329,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  555 Marble St, Lee, MA 01238

  Charming three-bedroom ranch in one of Lee's most convenient locations. Set on a large yard with room to relax, garden, or entertain, this home offers easy living in the heart of the Berkshires. Lee is known as the Gateway to the Berkshires and offers the perfect blend of small-town charm and accessibility. Enjoy wonderful local restaurants, shops, farmers markets, nearby parks, and easy access

  Katie Soules WILLIAM RAVEIS - BERKSHIRE

  555 Marble St, Lee, MA 01238
• 

  

  /23

  $9,000

  $3K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,138 Sq Ft

  Unlisted Address

  Spend your summer on the shores of Greenwater Pond in this peaceful Berkshire waterfront retreat. Offering beautifully designed living spaces, serene water views, and a private dock, this is the perfect setting for long summer days spent kayaking, boating, entertaining, or simply unwinding by the water. The property also offers convenient access to the public boat launch on Greenwater Pond,

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  Unlisted Address
• 

  

  /56

  $3,295,000

  $700K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 6,686 Sq Ft

  37 Main Rd, Tyringham, MA 01264

  ''A Perfect Place Farm'' - a Berkshires Masterpiece on 17+ Acres The one you've been waiting for...a preeminent build in a premier location. 37 Main Rd checks off the wish list: sweeping views, modern comforts, privacy, location, and colonial era character, but in an immaculately kept turnkey 2002 home. Located in Tyringham valley, one of the Berkshires' most majestic locations, 37 Main Rd is

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  37 Main Rd, Tyringham, MA 01264
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  /8

  $68,500

  $7K PRICE DROP

  • Land
  • 10.1 Acres
  • $6,782 per Acre

  0 Jacobs Ladder Rd Unit 45, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  

  Gary Fuls Jr

  RE/MAX Transitions

  0 Jacobs Ladder Rd Unit 45, Becket, MA 01223
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  /16

  $179,000

  • Land
  • 1.8 Acres
  • $99,389 per Acre

  0 Church St, Lee, MA 01238

  Perfect canvas to secure your place in the Berkshires. Beautiful parcel of land with 1.80 acres, this prime property offers privacy and convenience, with town water and town sewer. Enjoy beautiful views, surrounded by the natural beauty and cultural richness of the Berkshires. Whether you envision a full-time residence or weekend retreat, this property provides an exceptional opportunity to bring

  Lisa Kelley MACCARO REAL ESTATE

  0 Church St, Lee, MA 01238
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  /33

  $1,250,000

  $50K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,060 Sq Ft

  201 Chanterwood Rd, Lee, MA 01238

  Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, the home offers 3

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  201 Chanterwood Rd, Lee, MA 01238
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  /9

  $68,500

  $7K PRICE DROP

  • Land
  • 10.1 Acres
  • $6,782 per Acre

  0 Jacobs Ladder Rd Unit 249333, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  Gary Fuls Jr RE/MAX TRANSITIONS

  0 Jacobs Ladder Rd Unit 249333, Becket, MA 01223
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  /41

  $995,000

  • 4 Beds
  • 5 Baths
  • 6,300 Sq Ft

  160 High St, Lee, MA 01238

  Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100

  Jason Saphire www.HomeZu.com

  160 High St, Lee, MA 01238
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  /25

  $549,900

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  15 Martin Ave, Lee, MA 01238

  Well-maintained 3-bedroom, 2.5-bath ranch offering over 1,800 sq ft of comfortable living space. This home features a spacious upper-level bonus room with a fireplace, perfect for a family room, office, or entertaining space. The main level offers a functional layout with bright living areas and three bedrooms, providing flexibility for a variety of uses. A finished basement adds even more living

  Jesse Dimitropolis RE/MAX COMPASS

  15 Martin Ave, Lee, MA 01238
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  /6

  $140,000

  $10K PRICE DROP

  • Land
  • 3.01 Acres
  • $46,512 per Acre

  230 Chanterwood Rd, Lee, MA 01238

  Priced below assessed value, this is the perfect canvas for your dream home! This 3-acre corner lot is tucked away on one of Lee's most desirable roads, offering a blend of privacy and accessibility. Enjoy the serenity of nature while still being just minutes from everything that makes the Berkshires special- 5 minutes to the Premium Outlets and Mass Pike, and a short drive to world-renowned

  Jessie Carlino MACCARO REAL ESTATE

  230 Chanterwood Rd, Lee, MA 01238
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  /11

  $85,000

  • Land
  • 9.44 Acres
  • $9,004 per Acre

  800 Cape St, Lee, MA 01238

  Exceptional opportunity in East Lee! 9.44 acres located in the desirable RB zone offering a flexible mix of residential and business uses. This expansive parcel provides the ideal setting for a residence, live/work concept with plenty of room for creative possibilities. Enjoy a peaceful Berkshire setting while maintaining convenient access to Lee, Lenox, and the Mass Pike. Whether you are looking

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  800 Cape St, Lee, MA 01238
• 

  

  /10

  $115,000

  • Land
  • 4.7 Acres
  • $24,468 per Acre

  0 Goose Pond Rd, Tyringham, MA 01264

  Your chance to own and build near serene and beautiful Goose Pond, with deeded access for canoeing, kayaking, fishing and swimming. This 4.7 acre parcel awaits you, and will become your place to relax, enjoy and make memories. Nature, peace and quiet found here! Minutes to many notable Berkshire attractions, restaurants, shopping and I-90.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Goose Pond Rd, Tyringham, MA 01264
• 

  

  /12

  $70,000

  • Land
  • 2.06 Acres
  • $33,981 per Acre

  0 Goose Pond Rd, Tyringham, MA 01264

  Just minutes from the center of Lee, this wooded lot offers easy access to all that the Berkshires have to offer. You will find a beautiful brook running in the front of the lot. T Just down the road from Goose Pond with a public boat launch and wonderful fishing! Additional land may be available. Seller is open to having the perc test done with offer. Priced well below assessed value.

  Tanya Shepardson Lamacchia Realty, Inc.

  0 Goose Pond Rd, Tyringham, MA 01264
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  /42

  $489,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
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  /45

  $329,900

  $59K PRICE DROP

  • 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
• 

  

  /12

  $425,000

  $60K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,344 Sq Ft

  2 Devon Rd, Lee, MA 01238

  Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  2 Devon Rd, Lee, MA 01238

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