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44 Prospect Hill Rd, 
Stockbridge, MA 01262

$1,299,900


5

Beds


4

Baths


2,976

Sq Ft


Single Family

Active

Listed by

Tonia L. Scalise

William Pitt Sotheby'S - Lenox

413-637-4402

Last updated:

July 3, 2025, 10:45 AM

MLS#

246844

Source:

MA BCMLS

About This Home

44 Prospect Hill Rd

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.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1980

Price Summary

1,299,900

$436 per Sq. Ft.

MLS #:

246844

Last Updated:

July 3, 2025, 10:45 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

4

Interior

Living Area:

2,976 Sq. Ft.


Structure

Structure

Architectural Style:

Contemporary

Building Area:

2,976 Sq. Ft.

Year Built:

1980


Lot

Lot Size (Sq. Ft):

319,294


Finances & Disclosures

Finances

Price:

$1,299,900

Price per Sq. Ft:

$436 per Sq. Ft.

Source:MA BCMLS
The data relating to real estate for sale on this web page comes in part from the Internet Data Exchange (IDX) of the Southern Missouri Regional MLS, LLC, Inc. Real estate listings held by Brokerage firms other than Coldwell Banker Choice Properties are marked with the IDX logo and detailed information about them includes the name of the listing Brokers. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information being provided is not guaranteed, and all information should be verified by the consumer. Any representation that a web site contains all listings shall only mean that the website contains all listing available to the public through the IDX data feed. There may be other properties offered through a REALTOR® that have not been displayed on this site. © 2025 Southern Missouri Regional MLS, LLC. All rights reserved. www.somomls.com

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