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  • NEW TO MARKET

44 Prospect Hill Rd

Stockbridge, MA 01262

  • $1,299,900
  • 5 Beds
  • 4 Baths
  • 2,976 Sqft
  • 7.33 Acres
  • 1980 Built

Prospect Hill The Berkshires Presents An Architectural Masterpiece

Escape to incredible mountaintop views and woodland privacy on prestigious Prospect Hill Road, Stockbridge, in this contemporary treasure set on 7.43 secluded acres and minutes to Tanglewood, the Stockbridge Bowl, and all that is Berkshire. This exceptional five bedroom, four bath awe-inspiring home is a living art retreat, inviting you to own and experience nature's grandeur inside and out. Discover distant mountain views framed by windows at each level, relax in nooks and a loft, or float in the heated pool, where sunlight dances through the towering trees and vistas unfold in every season. Experience an unprecedented feeling of release and freedom as you climb the winding drive up to the hilltop. The dramatic yet understated multilevel design flows as if ascending the mountain itself. Enter a modern kitchen, finished with granite and stainless, which opens to dining and fireplace living with captivatings views that call you out to the pool and cantilevered, covered wraparound porch. Wake in the morning with coffee to mist rising above the mountains, breathe in fresh air that is filled with the sounds of songbirds, and watch the twinkling sunlight above the clouds. Friends talk of the priceless memories sharing time together in the vibrant joy of summers, the fiery tapestry of autumn, and the serene hush of winter. Enjoy comfortably sized gathering spaces perfect for conversations, connections, and fun-filled games by a cozy fire. Retreat to peace, quiet, and privacy to wrap up the day in the individual bedroom suites on the varying levels. Enjoy many improvements and modern conveniences, quality Buderus and Carrier mechanicals with modern gas-fueled heating and cooling, meticulously maintained with pride. Modest baths offer simple functionality and room for creative license, and a 6-year-old roof and cedar siding speak to quality. A fresh water well complements clean living, while a full concrete foundation provides ample storage and good structure. Preview this special and spectacular property, minutes to countless Berkshire attractions: the Berkshire Cottages (e.g., Naumkeag), Berkshire Botanical Gardens, Lenox Farmer's Market, Norman Rockwell and Chesterwood Museums, and the Clark Art Institute farther north. Or simply sit amidst blue skies or passing storms, watch the gaggle of local wild turkeys, hike or bike out your door, and paddle on Stockbridge Bowl. Design meets seclusion in this masterpiece.

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Property Highlights
  • BUYER BROKER COMPENSATIONInfo : 2%
  • NEIGHBORHOOD : Middle Registry
  • STYLE : Contemporary
  • EXTERIOR FEATURES : Patio, Porch, Pool (In Ground)
  • PRICE/SQFT : $437
  • DAYS ON MARKET : 7
  • MLS : 246844
  • VIEW PROPERTY WEBSITE
  • Tonia L. Scalise

    Tonia L. Scalise

    Real Estate Broker
    M
    View My Profile

Additional Information

LOT DETAILS
  • HAS VIEW: Yes
  • LOT DESCRIPTION: Wooded, Irregular Lot, Waterfront
  • WATER: Private, Well
EXTERIOR FEATURES
  • ROOF: Fiberglass
  • EXTERIOR FEATURES: Patio, Porch, Pool (In Ground)
INTERIOR FEATURES
  • APPLIANCES INCLUDED: Water Purifier, Dishwasher, Microwave, Range, Refrigerator
  • BEDS: 5
  • FLOORING: Ceramic Tile, Wood
  • FULL BATHS: 4
  • HEAT: Propane, Forced Air, Hot Water
  • INTERIOR FEATURES: Vaulted Ceiling(s)
  • ROOMS: 9
ADDITIONAL INFORMATION
  • BASEMENT DESCRIPTION: Concrete, Walk-Out Access, Unfinished, Partial
  • DAYS ON MARKET: 7
  • ELEMENTARY SCHOOL: Muddy Brook Reg.
  • HIGH SCHOOL: Monument Mountain
  • LIVING AREA SQFT: 2976
  • MIDDLE SCHOOL: Monument Valley Reg.
  • ON MARKET DATE: 2025-06-24
  • PARKING: Off Street
  • SEWER: Private Sewer
  • STYLE: Contemporary
  • TAX YEAR: 2025
  • UTILITIES: Cable Available
  • VIEW: Mountain(s), Scenic
  • YEAR BUILT: 1980
  • ZONING: Residential

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Location for 44 Prospect Hill Rd, Stockbridge, MA

Schools for 44 Prospect 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
    Monument Valley Reg.
  • High School
    Monument Mountain
Private Schools
SCHOOL LOCATION GRADE
Berkshire Waldorf High School 6 Main Street Stockbridge, MA 01262 9 - 12
Frontline Church School 160 High Street Lee, MA 01238 11
St Mary's School 115 Orchard Street Lee, MA 01238 PK - 8
Berkshire Country Day School PO BOX 867 Lenox, MA 01240 PK - 9
Berkshire Christian Schools PO BOX 1980 Lenox, MA 01240 PK - 12
The Montessori School of the Berkshires 55 Pittsfield Road Lenox, MA 01240 PK - 8
GreatSchools

*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.

Community

Stockbridge>

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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Request More Info for 44 Prospect Hill Rd, Stockbridge, MA

  • Tonia L. Scalise

    Tonia L. Scalise

    Real Estate Broker
    M
    View My Profile

Listing Courtesy of Tonia Scalise of WILLIAM PITT SOTHEBY'S - LENOX (413.637.4402).

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