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$685,000
3 Beds ⋅ 3 Baths ⋅ 73554536 MLS
Right in the heart of Shelburne Falls, this extraordinary Octagon home is a true work of art. Thoughtfully restored by a local master builder, it blends historic architecture with exceptional craftsmanship and modern comfort. Radiant heated tile floors, handcrafted built-ins, custom lighting, and a dramatic spiral staircase lead to a rooftop cupola and mahogany deck with sweeping village views. Zoned for both residential and commercial use, this unique property was once home to a beloved art gallery and offers endless live/work possibilities. The detached studio/guesthouse is a standout feature, complete with its own utilities and bath, making it ideal for guests, an artist's studio, office, gallery, or wellness space. Beautiful gardens, fruit trees, stone walls, and a close location to nearby shops, restaurants, the Bridge of Flowers, library, and farmers market complete this one of a kind offering.

14 Main St, Shelburne
$610,000
4 Beds ⋅ 3 Baths ⋅ 73555921 MLS
Set on a private, wooded 1.64-acre double lot just minutes from Downtown Greenfield, I-91, and Route 2, this sophisticated Cape Cod home offers a rare blend of vintage character and modern convenience. Meticulously updated, the residence preserves its original historic soul with exposed wood beams, period wainscoting, custom built-ins, and classic dentil crown molding. Up-to-date kitchen appliances, refreshed fixtures, and a new casement kitchen window seamlessly elevate the home while keeping its authentic feel. The circular floor plan connects the dining area, living space, and cozy country kitchen, while the layout features 4 versatile bedrooms, 3 full baths, and a bright enclosed sunroom. The finished lower level area includes a fireplace and double doors that open directly to the backyard deck area. Complete with a modern Roth oil tank, Enviroshake engineered roofing, public water and sewer, a 2-car garage, and grounds framed by stone walls and pathways, this move-in ready property is truly a turnkey Greenfield classic.

636 Bernardston Rd, Greenfield
$645,000
3 Beds ⋅ 2 Baths ⋅ 73541919 MLS
Stunning Habitat Post & Beam home on 1+ acres, offers the perfect blend of privacy & craftsmanship surrounded by natural beauty. Near Leverett border & minutes to the University of Massachusetts in Amherst, this home features breathtaking natural woodwork that sets it apart the moment you step in. Thoughtful layout includes glorious great room w/cathedral ceilings, lovely eat-in-kitchen, separate dining room, 1st fl bedroom & full bath. Upstairs a beautiful loft area, 2 spacious bedrooms, addt'l full bath & unfinished attic space for your creativity! Finished basement is ideal for many uses. Outside attached garage & outdoor shed add everyday practicality, while newer expansive deck creates a serene escape you'll never want to leave. 2026 updates: NEW roof, front door & railing, exterior & interior painting. 4 bedroom septic! This home delivers a true retreat feel w/out sacrificing accessibility. Properties w/this level of character & quality are rarely available. Now is your chance!

470 Montague Rd, Sunderland
$699,900
6 Beds ⋅ 3 Baths ⋅ 73541367 MLS
Attention Equestrians, cattlemen, farmers !!! Come and be the first to see this outstanding colonial home on 18+ acres with stables, hay barn, corals, heated tack room and pastures ready for haying and grazing. Up until just a few weeks ago this property was being used as an active horse stable but could also be used for any type of other agricultural and live stock uses. This houses interior offers and ideal opportunity for true country living. A wonderful new master suite on the first floor with private bath and 5 additional bedrooms on the second with potential for others, it would make a great equestrian Airbnb. Large gourmet kitchen with commercial appliances. A formal federal style dinning room offers a great place for family meals and entertaining. The large formal living area makes this home comfortable and roomy. Being at the end of a dead end street you can find all the privacy you want with woods and rolling pasture. Book your private showing today

38 Blueberry Hill Rd, New Salem
$675,000
4 Beds ⋅ 4 Baths ⋅ 73533552 MLS
Wonderful, expansive contemporary home set on over 5 acres of land with 2 streams amidst the natural beauty of the hills of Buckland. Featuring over 3500 sq ft ,including a finished walkout basement, this 8 room,4 bedroom,2 full and 2 half-bath home with cathedral ceiling and balcony offers a fabulous floor plan for family living as well as a country getaway for seasonal recreation. Enjoy the beauty of your surroundings from a 58x13 deck as well as a spacious and welcoming front porch and patio with firepit. As an additional bonus, the 36x32 garage with high ceilings, water,electric,septic connection and large walkup space offers a terrific opportunity for expansion and creative use such as studio, home office or au pair living. Nearby you'll find Berkshire East and Zoar Outdoor, offering year-round recreational activities and the historic village of Shelburne Falls with its Bridge of Flowers. Schools abound Charlemont ,Deerfield, Eaglebrook, Stoneleigh-Burnham are all a short commute.

7 E Buckland Road, Buckland
$659,900
9 Beds ⋅ 3 Baths ⋅ 73529005 MLS
Rare opportunity to own the only 3-family property in New Salem! This well-maintained 1730 Colonial offers three spacious units, Each has a full bath, separate utilities, and washer/dryer hookups. One unit is currently vacant, creating an immediate opportunity for owner occupancy or market-rate rental income. The property also includes a 3-car garage with studio space above, beautiful grounds, generous outdoor space, and 3-season porches on both levels for two of the units. Recent updates include a roof in 2013, Mass Save re-insulation in early 2023, and freshly painted exterior siding that adds to the property’s curb appeal and charm. Located close to historic New Salem center, approximately 1.5 miles to a Quabbin gate, 10 minutes to Route 2, and 20 minutes to Amherst. A truly unique income-producing property in a highly sought-after school district—perfect for investors or owner-occupants alike. Don’t miss this exceptional opportunity

1 South Main St, New Salem
$649,500
6 Beds ⋅ 6 Baths ⋅ 73520649 MLS
Every family has its own story, and this home is ready for the next chapter. Set on 8 private acres in Bernardston, this versatile property offers the flexibility today's buyers are searching for. Whether you're welcoming aging parents, creating space for adult children, blending households, or simply wanting room to spread out, the layout offers separation without sacrificing connection. The nostalgic 90's aesthetic is making a comeback, offering the perfect opportunity to embrace its retro charm or make it your own. Two fireplaces create cozy gathering spaces, while the spacious primary suite features an ensuite bath and an oversized closet larger than the bedroom itself. The sellers have invested in important system and structural improvements, prioritizing function and peace of mind. Enjoy beautiful views from the upper-level deck, fenced areas for pets or gardens, and the privacy that only 8 acres can provide.

184 West Rd, Bernardston
$649,000
3 Beds ⋅ 3 Baths ⋅ 73519260 MLS
Experience an inspired Contemporary retreat at 247 Montague Road. Designed to embrace its 4.46-acre forest setting, the main living area and kitchen are located on the top floor. This elevated layout creates a serene "treehouse" feel, with large windows showcasing the treetops and distant mountain peaks.The transition to the outdoors is seamless: a wooden catwalk leads from the kitchen to a network of sloping paths through the private woods. The grounds are ready for hobbies with a functional greenhouse and storage shed. The middle level houses a primary suite featuring a walk-in closet and a full bath with both a tub and shower, 2 additional bedrooms, and a renovated full bath with laundry. Modern comforts include central heat and A/C, plus a versatile walk-out lower level. Located near the Peace Pagoda, this home offers a rare blend of architectural character and quiet, scenic living. It is a true sanctuary for those looking to live among the beauty of Leverett.

247 Montague Rd, Leverett
$699,900
2 Baths ⋅ 73511194 MLS
This building is a great opportunity with plenty of uses in the Limited Commercial zoning district on a corner lot. It is located on a busy street where Federal Street changes to Bernardston Rd., and close to Route 2 and I-91. It consists of two units with two half-baths between them. Interior features also include imported Italian tile flooring. There are separate electric meters, air-conditioning condensers, and two furnaces. There are also 19 parking spaces with two points of access. There is also an electric pylon sign in place. Allowable uses include bars, restaurants, retail, office, medical center, trade shop, and personal service establishments. Special Permit uses include various types of cannabis establishments, auto-shop, gas station, and dry-cleaning. See the attached pages from the city's zoning bylaws for a complete list of permitted uses and special permit uses.

443-445 Bernardston Rd., Greenfield
$650,000
4 Beds ⋅ 3 Baths ⋅ 73504549 MLS
Newly updated Home for sale near Berkshire East Ski Resort in Charlemont, MA! This spacious mountain-view home in Western Massachusetts is ideal as a primary residence, vacation home, ski house, or weekend getaway. Located near Berkshire East Mountain Resort and the Deerfield River, this property offers easy access to skiing, snowboarding, mountain biking, rafting, fishing, hiking, and all the outdoor recreation Charlemont is known for. Inside, enjoy hardwood and wide pine floors, abundant natural light, and a large layout perfect for entertaining. Town records list 4 bedrooms, plus 2 finished bonus rooms in the basement currently used as bedrooms, with a 7-bedroom septic system. Outside, relax by the heated in-ground pool, enjoy sunset views, and experience four-season living near Berkshire East.

14 East Hawley Rd, Charlemont
$699,000
3 Beds ⋅ 2 Baths ⋅ 73504161 MLS
Come enjoy the tranquility of the small Quabbin town. Breathtaking views of the Reservoir await you on your morning walk or hike, or just take a stroll around the common with its historic elegance. Just minutes to Amherst or Rt2. This very private location is just what you have been waiting for. Home to be completed in September but come in early and pick colors or make some upgrades.

lot 1 Daniel Shays Hwy, New Salem
$699,000
4 Beds ⋅ 3 Baths ⋅ 73490458 MLS
Located at 2930 Shelburne Falls Rd in Conway, this newly built single-family home showcases clean, modern design with quality finishes including solid doors, porcelain tile, and engineered hardwood flooring. The home offers four well-sized bedrooms featuring spacious closets, along with two full bathrooms and a half bath. With 2,280 square feet of living space, there is plenty of room for everyday living and a variety of lifestyle needs. Set on a 44,866 square foot lot, the property provides privacy and space for outdoor activities, along with a spacious back deck for relaxing or entertaining. Conveniently located just minutes from the center of Shelburne Falls, with easy access to shops, restaurants, and the Bridge of Flowers. This property is the perfect blend of quiet peaceful living and convenient access to nearby amenities

2930 Shelburne Falls Rd, Conway
$699,000
10 Beds ⋅ 10 Baths ⋅ 73407929 MLS
Discover the hidden potential of 151 Smead Hill—a historic property in Greenfield’s Rural Residential zone that once served as a sought-after wedding venue and now awaits a visionary entrepreneur ready to craft a multi-use enterprise. With flexible, adaptable spaces ideal for a boutique bed and breakfast, innovative event venue, or seasonal retreat, this property benefits from zoning that permits open space cluster development. Zoning offers a pathway for creative reconfiguration—concentrating development while preserving expansive, natural communal areas that could eventually pave the way for modern co-housing or shared amenity communities, all set against a backdrop of timeless rural charm.

151 Smead Hill Rd, Greenfield
$699,000
73362415 MLS
Discover the hidden potential of 151 Smead Hill—a historic property in Greenfield’s Rural Residential zone that once served as a sought-after wedding venue and now awaits a visionary entrepreneur ready to craft a multi-use enterprise. With flexible, adaptable spaces ideal for a boutique bed and breakfast, innovative event venue, or seasonal retreat, this property benefits from zoning that permits open space cluster development. Zoning offers a pathway for creative reconfiguration—concentrating development while preserving expansive, natural communal areas that could eventually pave the way for modern co-housing or shared amenity communities, all set against a backdrop of timeless rural charm.

151 Smead Hill Rd, Greenfield
$675,000
73226737 MLS
Iconic former school building, nestled in historic downtown Orange, across from town hall. The building comprises three levels of office, classroom, and workshop space, plus a large walk-up attic and potentially usable basement area. Off-street parking lot at rear of property. Currently arranged as office and studio space, the building's flexible layout opens doors to a myriad of additional uses or redevelopment options. Easily accessible to major New England metro areas in all directions via MA Route 2, I-91, or US Route 202, and a quick drive to Amherst area colleges. Mixed-use residential and commercial schematic design available.

34 N Main St, Orange

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