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87-89 Davis Street, Greenfield
$450,000
9 Beds ⋅ 4 Baths ⋅ 73594776 MLS
Rare Investment Opportunity in Downtown Greenfield! Discover this unique three-family property featuring a traditional two-family home and a separate standalone residence. Offering a total of eight bedrooms across three spacious units, this property combines charm, versatility, and strong rental income potential. Each unit has its own separate heat and electricity, along with convenient off-street paved parking.The standalone residence offers the privacy and feel of a single-family home, featuring three bedrooms, one and a half bathrooms, a spacious eat-in kitchen, a separate dining room, and a comfortable living room. A private deck leads to a charming courtyard, providing a wonderful outdoor space to relax or entertain.The main two-family home is filled with character, featuring high ceilings, beautiful hardwood floors, and generously sized living spaces.The first-floor unit offers three bedrooms and one full bathroom, along with a spacious and versatile layout.The second-floor unit features two bedrooms and one full bathroom, with the added potential to expand into the unfinished third-floor space, offering exciting possibilities for additional living area.The second-floor unit features two bedrooms and one full bathroom, with the added potential to expand into the unfinished third-floor space, offering exciting possibilities for additional living area. Located just minutes from downtown Greenfield, shopping, restaurants, I-91, and Route 2, this property provides convenient access to everything the area has to offer. Whether you're an investor looking to expand your portfolio or an owner-occupant seeking the benefits of rental income, this property offers a rare combination of space, flexibility, and opportunity.

87-89 Davis Street, Greenfield
39 Park Street, Montague
$389,900
6 Beds ⋅ 2 Baths ⋅ 73594719 MLS
Well-maintained two-family home in a desirable location in Turners Falls! This attractive property has been nicely cared for over the years, with many important improvements already completed, including a new roof, vinyl siding, replacement windows, and lead compliance certificates. Each apartment offers six rooms, two to three bedrooms, comfortable living spaces, hardwood, vinyl and vinyl plank flooring for easy maintenance, plenty of natural light, built-ins and charming original details that add character throughout. Interior staircases and a full walk-up attic provide additional storage and potential for more living space. Separate utilities and economical natural gas heat and hot water add to the appeal and ease of ownership. Outside, you'll find covered porches on each level, off-street parking, and a comfortable-sized backyard with mature hedges offering a nice degree of privacy without extensive upkeep. Whether you're looking for an investment property, a home where rental income can help offset expenses, or extended family living, this attractive two-family home offers plenty of options with many of the major improvements already done! Offer deadline - 12pm - 11/2

39 Park Street, Montague
25 Pleasant St, Greenfield
$450,000
7 Beds ⋅ 5 Baths ⋅ 73588127 MLS
Fully occupied four-unit multifamily property in a convenient Greenfield location! With most tenants being long-term and tenants responsible for their own utilities, 25–27 Pleasant Street offers an opportunity for buyers looking to add to their investment portfolio. Three units have electric heat and electric hot water, while one unit has gas heat and electric hot water. Ample off-street parking adds everyday convenience and the proximity to amenities and public transportation makes this a practical location for tenants. Ready for its next owner—bring your investment plans and explore the potential!

25 Pleasant St, Greenfield
33 Pleasant Street, Deerfield
$499,900
6 Beds ⋅ 4 Baths ⋅ 73586816 MLS
Extensively updated side-by-side duplex in the heart of South Deerfield that feels more like having two homes in one! Each unit offers three bedrooms, comfortable living and dining areas, updated kitchens and baths, and plenty of natural light. An ideal arrangement for extended family or multi-generational living—close together while still enjoying the privacy and independence of separate homes—or live in one and let the adjoining unit provide rental income to help offset expenses. One side features two full baths, while the other offers one and a half baths, both with laundry. Separate utilities, economical natural gas heat and hot water add to the appeal. Additional improvements include a newer roof, added insulation, new flooring, along with new doors, trim and woodwork throughout much of the home. Glass doors open to inviting back porches, giving each unit its own outdoor space to enjoy a morning coffee while overlooking the yard and creating an easy connection to the outdoors. Set on just over a half acre, the fully fenced private backyard offers plenty of room for gardening, gatherings, play or simply relaxing. A large aluminum Quonset-style garage provides exceptional space for multiple vehicles, a workshop, hobbies or storage. Within walking distance of K–12 schools, the location is hard to beat—next to Deerfield Elementary School and the athletic fields, and a short walk to Frontier Regional School. And for the train enthusiast, there’s a front-row view as trains make their way through South Deerfield. With two homes in one, substantial improvements, a large fenced yard and impressive garage, this is a rare opportunity offering space, versatility and so many possibilities.

33 Pleasant Street, Deerfield
122 S Silver Ln, Sunderland
$995,000
13 Beds ⋅ 5 Baths ⋅ 73586445 MLS
The investment potential of a multi-family property, particularly one that generates $10,900.00 per month, is substantial in today's real estate market! Located in a highly desirable location, this attractive 3 family home is perfect for investors & tenants alike! Recently renovated, including new windows throughout, this home sports separate utilities including public water & sewer. In unit laundry & stainless appliances increase tenant satisfaction & retention rates. Accessible to major routes as well as local amenities - the proximity to educational institutions further enhances its value. Offering 2- 5 BR units alongside 1- 4 BR unit; the combination of spacious living arrangements & the convenience of modern amenities ensures that this property remains a highly attractive option for both long-term residents & potential investors. Moreover, the ample parking spaces available enhances the appeal. The steady cash flow generated by this property underscores its viability as a long-term investment. Added value - the lot can likely support an ADU. Adjacent property located at 124 S Silver also available. An A+ in todays marketplace!

122 S Silver Ln, Sunderland
54 Patten Road, Shelburne
$6,900,000
6 Beds ⋅ 5 Baths ⋅ 73585770 MLS
An extraordinary country estate where timeless architecture, exceptional craftsmanship, and a magnificent natural setting come together across approximately 150 acres. Established farm lanes and wood roads wind through open meadows and woodlands, leading to a potential house site framing one of the area’s most spectacular southerly views, extending across the Mount Holyoke Range and its iconic Seven Sisters. The residence located at the entrance was thoughtfully reimagined while preserving the character of its antique timber frame. Original beams, posts, and stone fireplaces remain integral to the design, complemented by reclaimed wood floors, rustic wood walls, custom architectural details, and exceptional finishes. The open-concept design is centered around a beautifully appointed kitchen that flows seamlessly into the dining and living areas, creating an inviting setting for both everyday living and entertaining. A separate living area offers additional space to gather or unwind. A distinctive two-story private guest wing offers exceptional privacy and flexibility for family and guests. The result is a home that feels warm and inviting yet sophisticated and rich in character and overlooks rolling open meadows and long range views.. Equally impressive is the transformation of the multi-level converted barn into an extraordinary multi-use building, a one-of-a-kind offering within this remarkable country setting. Exceptional craftsmanship and meticulous attention to detail are evident throughout. Beautifully appointed offices, conference and gathering areas, a full kitchen, private balconies, glass wall partitions, and a custom lift for easy access. The expansive lower level provides generous space for cars, recreational equipment, a gym, agricultural or workshop use, along with a full bath, laundry, and dog wash. The grounds feature extensive stonework, lush gardens, an outdoor kitchen, custom fire pit, ponds, stone walls and walkways, outbuildings, garden shed, chicken coop, automated entrance & field gates, all enhanced by beautifully designed outdoor lighting. Conveniently located 10 minutes from I-91 and Shelburne Falls, 1 hour to Bradley Airport and 2 hours from Boston. This remarkable and rare opportunity must be experienced in person to fully appreciate its setting, scale, and quality.

54 Patten Road, Shelburne
217 N Main Street, Deerfield
$875,000
7 Beds ⋅ 6 Baths ⋅ 73583891 MLS
217 North Main Street in South Deerfield, MA is a one of a kind, single story, multi-family property consisting of six units. The property includes 5x studio units and 1x two-bedroom unit. The property is currently 100% occupied. Located near downtown South Deerfield, the property provides access to local shops, restaurants, breweries, outdoor trails, and schools. The property also offers convenient access to major highways, including Interstate 91, providing connectivity throughout the Pioneer Valley, Five College area, and surrounding communities. UMass Amherst, Amherst College, Smith College, and Mount Holyoke College are all a short drive to the south. The property is currently generating approximately $91,000 in annual revenue.

217 N Main Street, Deerfield
23 Graves Street, Deerfield
$1,250,000
11 Beds ⋅ 6 Baths ⋅ 73583890 MLS
23 Graves Street in South Deerfield, MA is a terrific multi-family property consisting of six units. The property includes a mix of 1x one-bedroom unit and 5x two-bedroom units. The property is currently 100% occupied. Located near downtown South Deerfield, the property provides access to local shops, restaurants, breweries, outdoor trails, and schools. The property also offers convenient access to major highways, including Interstate 91, providing connectivity throughout the Pioneer Valley, Five College area, and surrounding communities. UMass Amherst, Amherst College, Smith College, and Mount Holyoke College are all a short drive to the south. In addition to units listed above, there is also a 1BR/1BA unit collecting $1470/mo. In total the property is generating approximately $119,000 in annual revenue.

23 Graves Street, Deerfield
72-78 E Main St, Orange
$539,000
12 Beds ⋅ 4 Baths ⋅ 73583645 MLS
Value-add four-family opportunity with existing rental income and room to grow! The current rent roll includes three apartments, while the fourth unit offers an opportunity to establish an additional rental income stream. Two units are expected to convey occupied by established long term tenants. Rents were increased in 2026, with further potential for an investor or owner-occupant looking to enhance the property’s long-term performance. Features include, electric hot water, oil-fired forced hot-air heat, ample off-street parking, separately metered electricity and a detached garage. Each unit has their own heating/oil tanks. The third floor also has enough space to potentially add another unit or possibly even more bedrooms! The seller will replace the front and rear exterior entry doors. Convenient East Main Street location with easy access to Route 2 for east-west commuting, downtown Orange amenities, and the natural attractions of the North Quabbin region. Outdoor recreation is abundant, with the Quabbin Reservoir, Tully Lake and Tully Trail, Lake Mattawa, and the Millers River all within the surrounding area. Tully Lake offers hiking, biking, boating, fishing, camping, disc golf, swimming, and other year-round recreational opportunities, while nearby Quabbin Reservoir provides designated access for hiking, bicycling, fishing, wildlife viewing, and boating. Orange Riverfront Park also provides local access to the Millers River. Bring your vision and take advantage of this four-unit investment opportunity offering established income, an additional apartment to rent, and access to some of the region’s best outdoor recreation. All four units were inspected for lead paint, with no violations noted on the inspection report; documentation is available upon request. Showings available of building and vacant apartment/s, with showings of occupied apartments available upon accepted offer.

72-78 E Main St, Orange
151 S Main St, Orange
$248,500
9 Beds ⋅ 6 Baths ⋅ 73582523 MLS
Come see this amazing investment opportunity! This property is situated on a beautiful corner lot off a lovely main street close to downtown, Route 2, 122, 202, the high school/middle school, youth baseball field and the town park. Brought down to the studs this property is a clean slate that can easily accommodate up to 9 bedrooms, six baths and a laundry room on both floors. Additionally this property has two stairways leading to both the 2nd and 3rd floors. The 1st-floor layout features open concept formal living and dining areas, space for 2 bed and bathrooms (one en-suite), laundry room and a mud room. The 2nd-floor has plenty of space for 3 more full bathrooms (en-suites) and at least 5 additional bedrooms (2 with vaulted ceilings). The 3rd-floor features a walk out area and has a skylight along with space for an 8th and 9th bedroom with one en-suite, if needed. The exterior is complete and weather tight with new exterior doors. The spacious fenced in back yard and paved driveway (with area for more parking if needed) add to the amenities.

151 S Main St, Orange
151 S Main St, Orange
$248,500
9 Beds ⋅ 6 Baths ⋅ 73582522 MLS
Come see this amazing investment opportunity! This property is situated on a beautiful corner lot off a lovely main street close to downtown, Route 2, 122, 202, the high school/middle school, youth baseball field and the town park. Great opportunity for an owner occupant or investor with plenty of room for an in-law suite. Brought down to the studs this property is a clean slate that can easily accommodate up to 9 bedrooms, six baths and a laundry room on both floors. Additionally this property has two stairways leading to both the 2nd and 3rd floors. The 1st-floor layout features open concept formal living and dining areas, space for 2 bed and bathrooms (one en-suite), laundry room and a mud room. The 2nd-floor has plenty of space for 3 more full bathrooms (en-suites) and at least 5 additional bedrooms (2 with vaulted ceilings). The 3rd-floor features a walk out area and has a skylight along with space for an 8th and 9th bedroom with one en-suite, if needed. The exterior is complete and weather tight with new exterior doors. The spacious fenced in back yard and paved driveway (with area for more parking if needed) add to the amenities.

151 S Main St, Orange
12 Chase, Orange
$419,900
7 Beds ⋅ 4 Baths ⋅ 73580135 MLS
Great investment opportunity in Orange! This 4-family property offers 7 bedrooms, 4 full baths, in approximately 2379 ft.² of living space. The property features separate heat, hot water and electric for each unit along with a 2 car garage, and additional parking. Rents are currently below market offering potential for increased rental income. Conveniently located in your local amenities in transportation. A great opportunity for investors looking to add a multifamily property to their portfolio!

12 Chase, Orange
28-30 Second St, Montague
$774,900
8 Beds ⋅ 4 Baths ⋅ 73557513 MLS
Rare opportunity to acquire this four-family brick investment property as part of a package sale with the neighboring two-family property at 24 Second Street. The building features four units, each offering 4 rooms, 2 bedrooms, and 1 full bath. Also included in the sale is a 10-car detached garage, providing valuable additional income potential through garage rentals. Public parking is conveniently located directly across the street for tenants and guests. Combined with the adjoining two-family, this package offers investors the opportunity to own a substantial multi-property portfolio with excellent rental and income-producing potential. Properties are to be sold together. See MLS #73557503.

28-30 Second St, Montague
30 Main St, Northfield
$449,900
6 Beds ⋅ 3 Baths ⋅ 73557335 MLS
Opportunity awaits with this 3-family property set on 3.75 picturesque acres along scenic Main Street in Northfield. Ideal for investors or owner-occupants, each unit offers 2 bedrooms and 1 bath. Unit 1 features six rooms with spacious living and dining rooms, a family room, wood floors, and three fireplaces. Unit 2 offers five rooms, a fireplace, wood flooring, and a finished walk-up attic providing valuable bonus space. Unit 3 includes four rooms with a comfortable layout. Tenants and owners alike will appreciate the charming screened porch, while the barn offers exceptional storage, space for a workshop, hobby, or equipment space. The expansive grounds provide room to enjoy the peaceful country setting, yet the property remains convenient to local amenities, schools, and major routes. A rare opportunity to own a multi-family property with character, space, and income potential in one of Northfield’s most scenic locations.

30 Main St, Northfield
38 Blueberry Hill Rd, New Salem
$685,900
6 Beds ⋅ 3 Baths ⋅ 73541367 MLS
Attention Equestrians, cattlemen, farmers !!! Come and be the first to see this outstanding colonial home on 16+ 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
75 E Main St, Orange
$1,147,000
13 Beds ⋅ 7 Baths ⋅ 73527492 MLS
Turnkey boutique inn, licensed event venue, and short-term rental operation housed within the iconic Wheeler Mansion, a meticulously restored 1903 Colonial Revival estate in the heart of Orange, MA. Offering nearly 14,000 sq ft on 1.54 acres, this landmark property features 13 guest rms, grand foyer, formal dining room, billiards room, large kitchen with ample storage and expansion potential, event bar, whimsical grounds w/ rock features and private hedge maze, ample onsite parking, and liquor license. Most period furnishings convey. Rich in history yet positioned for future growth, the property is ideally suited for a boutique hotel, wedding venue, corporate retreat, wellness destination, culinary experience, hospitality venture, or private estate. Conveniently located along Route 2A with easy access to Boston, Worcester, Southern NH, and Vermont. A rare opportunity to acquire an established eco tourism hospitality destination w/ multiple revenue streams and endless potential.

75 E Main St, Orange
184 West Rd, Bernardston
$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
24 West Oxbow Road, Charlemont
$1,150,000
6 Beds ⋅ 5 Baths ⋅ 73424606 MLS
Unique, Gambrel Colonial Timber Frame, is a Masterpiece of exceptional detail, boasting museum-grade, reproduction-quality construction. Master carpenter and Architectural Wood Worker, Arnold Jones played a meticulous role in the reproduction construction of the home over a 20-year period. Employing original hand-made techniques, such as chamfered exposed beams, carved shell cupboards, noting raised panel walls, wainscot, doors and shutters have authentic mortise and tenon joinery secured with wooden pegs. The property features high-level masonry, including an arched brick ceiling over the staircase, period doghouse dormers, transom windows, custom doors, wide plank flooring, and reproduction hardware. With 10 fireplaces, a brick cooking oven, the home exudes quality craftsmanship. Offering 6 bedrooms, 5 baths, (3 are en-suite bedrooms), the Estate sits on 55 acres w ponds, meadows, woodlands & a fruit orchard. Located along the scenic Mohawk Trail, famous for four-season recreation.

24 West Oxbow Road, Charlemont

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