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9 Castle Hill Rd

Stockbridge, MA 01262

$820,000 PRICE
4 Beds
3/1 Baths
2,955 Sqft
3.49 Acres
1830 Built

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away—yet is moments from downtown. The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the layout. Tucked above the detached garage is a charming 1-bedroom, 1-bath apartment--perfect for guests, rental income, or a quiet studio space. The main house boasts a strong short-term rental history, making this a rare opportunity for both lifestyle buyers and investors seeking an income-producing Berkshires property. A spacious, contemporary deck overlooks the peaceful landscape--perfect for morning coffee, evening dinners, or stargazing under Berkshire skies. The entire setting feels straight out of a Norman Rockwell painting-a fitting tribute in the very town the artist called home. With the village of Stockbridge just down the road and Tanglewood, Lenox, and Great Barrington within easy reach, this is the kind of place that draws people to the Berkshires--and keeps them coming back, season after season.

Additional Information

LOT DETAILS

HAS VIEW: Yes
LOT DESCRIPTION: Irregular Lot
WATER: Public

EXTERIOR FEATURES

EXTERIOR FEATURES: Deck

INTERIOR FEATURES

APPLIANCES INCLUDED: Cooktop, Dishwasher, Dryer, Range, Refrigerator, Washer
BEDS: 4
FLOORING: Carpet, Ceramic Tile, Laminate, Wood
FULL BATHS: 3
HEAT: Propane, Oil, Hot Water
INTERIOR FEATURES: In-Law Floorplan, Walk-In Closet(s)
ROOMS: 8

ADDITIONAL INFORMATION

BASEMENT DESCRIPTION: Concrete, Unfinished, Partial
DAYS ON MARKET: 308
ELECTRICAL FEATURES: 100 Amp Service
ELEMENTARY SCHOOL: Muddy Brook Reg.
HIGH SCHOOL: Monument Mountain
LIVING AREA SQFT: 2955
MIDDLE SCHOOL: W.E.B. Du Bois Reg.
ON MARKET DATE: 2026-04-07
PARKING: Off Street, Attached
SEWER: Public Sewer
STYLE: NE Farmhouse
TAX YEAR: 2025
YEAR BUILT: 1830
ZONING: Residential

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Location for 9 Castle Hill Rd, Stockbridge, MA

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Schools for 9 Castle Hill Rd, Stockbridge, MA

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Elementary School
Muddy Brook Reg.
Middle School
W.E.B. Du Bois Reg.
High School
Monument Mountain

Private Schools

SCHOOL	LOCATION	GRADE
Berkshire Waldorf High School	6 Main Street Stockbridge, MA 01262	9 - 12
Berkshire Meadows	249 N PLAIN RD Great Barrington, MA 01236	UG
Berkshire Country Day School	55 INTERLAKEN ROAD, ROUTE 183 Stockbridge, MA 01262	PK - 8

*UG = ungraded.
Detailed school information provided by GreatSchools.org © . All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

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Community

Stockbridge

Berkshire County, Massachusetts

The Berkshire village of Stockbridge boasts one of the most iconic Main Streets in the country, captured in a famous painting by Norman Rockwell. Surrounded by mountains with the Housatonic winding through...

Market Stats for Stockbridge, Massachusetts

An exclusive report that informs you of residential real estate sales activity and trends in Stockbridge, Massachusetts.

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Great Barrington Brokerage
306 Main Street
Great Barrington, MA 01230
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