49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres!
Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time.
In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William, and Earl - in the 1940s, Gilligan Brothers homes were often a showcase for the ingenuity and craftsmanship of their founders. And perhaps no home better illustrates their innovative streak than Matthew's family home at 49 Bow Wow Road. Built in 1941 for his family - and retained by them to this day - 49 Bow Wow was stylistically and functionally ahead of its time. Take, for example, the massive stone fireplace and exposed beams in the family room - built with materials reclaimed from a nearby mill. Or, for instance, the sliding wall that opens (still to this day) the family room to the expansive porch with westerly views.
Equally impressive, however, is the 30+ acre parcel of land Matthew Gilligan chose for his family home. It includes two multi-acre meadows, woodlands, pond access, and the western side and top of Little Johnny Mountain. Walking from the front to the rear meadow, observing huge 20+ ft boulders seemingly dropped from the heavens, one imagines a glacier carving through this little valley thousands of years ago. The rear meadow sits next to Little Johnny, and could be a spectacular second home site accessed by an existing farm road. The scramble up the side of Little Johnny brings you to a "table top" mountain with awe-inspiring view potential of Mount Everett and the valley below. From there, one can descend the southern slope to Sheffield's Town Park, which has a frisbee golf course, playground, and ball field. Or cross the meadow and return home via a trail system passing through the forest and a small brook. Kayak and water lovers can cross the road and have rights to the family's small "beach" on Mill Pond.
The home's first floor features two beautiful living spaces, a kitchen with vintage custom cabinetry, a wood-paneled dining room, a bedroom and full bath. The upstairs includes three more bedrooms and a full bath divided into two sections. A cedar closet could be repurposed into an en-suite bath for the primary bedroom. The basement shows off the home's quality build, with high ceilings, updated systems, and a spot for a future wine cellar.
Perfectly functional now, but also ready for its second-ever owner to update the bathrooms and kitchen to their personal preference. The home's "bones" and spectacular property will amply reward future investment.
Two-car garage, high-speed Internet, several hobby farm outbuildings, updated electric panel, Buderus hot water heating system.
Sold for $1,120,000 on 07/31/24
$1,120,000
49 Bow Wow Rd, Sheffield, MA 01257
4beds
2,929sqft
Single Family Residence
Built in 1941
31 Acres Lot
$1,190,400 Zestimate®
$382/sqft
$3,552 Estimated rent
Owner options
What's special
Zillow last checked: 8 hours ago
Listing updated: June 11, 2025 at 07:05am
Listed by:
Jared Kelly 413-854-1504,
WILLIAM PITT SOTHEBY'S - GT BARRINGTON,
Chapin Fish 413-528-4859,
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Bought with:
Michael Linden, 9582674
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Source: BCMLS,MLS#: 243190
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Oil, Hot Water, Fireplace(s)
Appliances
- Included: Dishwasher, Dryer, Range, Refrigerator, Washer
Features
- Cedar Closet(s), Stone Countertop, Walk-In Closet(s)
- Flooring: Linoleum, Wood
- Windows: Bay/Bow Window
- Basement: Unfinished,Interior Entry,Concrete,Bulk head
- Has fireplace: Yes
Interior area
- Total structure area: 2,929
- Total interior livable area: 2,929 sqft
Property
Parking
- Total spaces: 8
- Parking features: Garaged & Off-Street
- Attached garage spaces: 2
- Details: Garaged & Off-Street
Accessibility
- Accessibility features: Accessible Bedroom, Accessible Full Bath
Features
- Patio & porch: Porch, Patio
- Exterior features: Lighting, Deciduous Shade Trees, Mature Landscaping, Landscaped
- Fencing: Partial
- Has view: Yes
- View description: Pasture, Hill/Mountain
- Waterfront features: Other (See Remarks), Pond, Close to Water
- Body of water: Mill Pond
Lot
- Size: 31 Acres
- Features: Wooded, Pasture, Adj to Protected Ld
Details
- Additional structures: Barn/Stable, Outbuilding
- Parcel number: 26:65
- Zoning description: Residential, Agricultural
Construction
Type & style
- Home type: SingleFamily
- Architectural style: NE Farmhouse,Colonial
- Property subtype: Single Family Residence
Materials
- Roof: Asphalt Shingles
Condition
- Year built: 1941
Utilities & green energy
- Electric: 200 Amp, Circuit Breakers
- Sewer: Private Sewer
- Water: Public
- Utilities for property: Cable Available
Community & neighborhood
Location
- Region: Sheffield