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77 New Marlboro Rd

Monterey, MA 01245

$879,000 PRICE
4 Beds
4 Baths
1,881 Sqft
5.1 Acres
1975 Built

Sometimes Fairy Tales Do Come True...

Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life.

French doors open to a stone patio, while an open staircase rises through the room to the upper level, adding to the home's storybook quality.

A sun-filled pink living room offers a dreamy contrast - soft, light-filled and wrapped in windows overlooking the hydrangeas and surrounding woods. A pleasing counterpoint to the darker, more rustic great room, it is an inviting place to read, relax or gather.

A remodeled kitchen combines form and function, with white cabinetry, stone counters, a farmhouse sink, center island and a stunning commercial-style range beneath a stainless-steel hood. The adjoining dining room creates an easy flow for entertaining.

Four bedrooms are arranged in two separate wings, offering privacy and flexibility. The south wing begins with a first-floor bedroom and bath, continues upstairs to a second bedroom with a newly added bath, and culminates in a third-floor office tucked beneath the peaked roof. On the opposite side of the house, in the north wing, two additional bedrooms each enjoy their own bath. Thoughtful bathroom updates, including the addition of the upstairs bath, bring modern comfort while remaining true to the character of the home.

The story continues outdoors. Hydrangeas spill across the front of the house, mature grapevines climb the arbor, and lawns fade into woods and wild garden areas. The west-facing hillside brings seasonal mountain views through the trees, along with places to dine outdoors, wander, garden or simply enjoy the quiet.

Private and quietly tucked away, yet only about 15 minutes from Great Barrington, with access to Monterey's Lake Garfield town beach and close to the lakes, trails, and outdoor recreation that make this part of the Berkshires so appealing. Low Monterey taxes and high speed internet on site.

Listed by

Elle Villetto
Real Estate Salesperson
M
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Jared Kelly
Associate Broker
M
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Additional Information

LOT DETAILS

HAS VIEW: Yes
LOT DESCRIPTION: Wooded, Landscaped, Few Trees
WATER: Private

EXTERIOR FEATURES

EXTERIOR FEATURES: Accessible Bedroom, Accessible Full Bath, Patio

INTERIOR FEATURES

APPLIANCES INCLUDED: Dishwasher, Dryer, Range, Range Hood, Refrigerator, Washer
BEDS: 4
COOLING: Electric
FLOORING: Ceramic Tile, Wood
FULL BATHS: 4
HEAT: Propane, Electric, Forced Air
INTERIOR FEATURES: Vaulted Ceiling(s)
ROOMS: 9

ADDITIONAL INFORMATION

BASEMENT DESCRIPTION: Crawl Space
DAYS ON MARKET: 6
ELECTRICAL FEATURES: 100 Amp Service
ELEMENTARY SCHOOL: Monterey
HIGH SCHOOL: Mount Everett
LIVING AREA SQFT: 1881
MIDDLE SCHOOL: Mount Everett
ON MARKET DATE: 2026-09-18
PARKING: Off Street
SEWER: Private Sewer
STYLE: Cottage
TAX YEAR: 2026
VIEW: Mountain(s), Scenic
YEAR BUILT: 1975
ZONING: Residential

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Schools for 77 New Marlboro Rd, Monterey, MA

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Elle Villetto
Real Estate Salesperson
M

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Community

Monterey

Berkshire County, Massachusetts

Monterey, located at the Berkshires’ southern end, is a small, quiet community frequently sought after for its pastoral atmosphere and myriad outdoor recreational options. Its vast forest land, verdant...

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Request More Info for 77 New Marlboro Rd, Monterey, MA

Elle Villetto
Real Estate Salesperson
M

View My Profile
Jared Kelly
Associate Broker
M

View My Profile

Schedule a Showing Best Day/Time

Yes, I would like more information from Sotheby's International Realty. Please use and/or share my information with a Sotheby's International Realty agent to contact me about my real estate needs.