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Ad #6968534
MLS #24142076
Listing photo

WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill

764 East Hill Rd, New Marlborough, MA 01230
$3,998,000
5Beds
6Baths
5,002Sqft
227Acres

About this property

WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern additions: radiant heat, elevator, sun-filled library, luminous sunroom overlooking formal gardens and 4-acre spring-fed pond. The 227 acres aren't just land-they're composition. Meadow unfolding to pond positioned where morning & evening light catch it. Mature forest giving way to unbroken views. Trails looping you gently home by blue hour. Stone walls, pool, tennis court, greenhouse. Magnificent 3,550sf hand-hewn barn moved here. Northern land borders State Forest; southern abuts conservation land-permanent privacy. Guest house (6,668sf): 4 residences replete with possibilities-multigenerational living, art studios, writing spaces, media rooms, yoga, creative sanctuary. Cathedral ceilings, fireplaces, soaring light. The quiet money cannot buy: depth of silence settling at dusk, Milky Way stretching clear across valley, no light pollution. Architecture, land, and sky speaking the same language. Where hosting feels like breathing, completely natural. 5 families in 227 years. You'll be 5th. 5 min to dining, 20 min to Great Barrington, 2.5 hrs to Boston/NYCplete and irrepla Drive up East Hill Road through Southfield village, and as you climb towards the top ancient sugar maples, older than the house itself, line your approach. Then the house stops your heart: Federal period elegance, 1798, when John Adams was president. Master craftsman Captain John Collar built this with distinctive dentil cornice, sidelight entry, unusually high ceilings announcing substance and permanence. Walk through that front door into the wide center hall. Original wide-plank floors, King's boards, timber so wide it was meant for Royal Navy masts. Twin parlors flooded with southern light. The original keeping room, now dining room, where massive cooking fireplace with beehive oven still drafts perfectly after 227 years. Woodwork throughout original or hand-crafted to match: chair rails, wainscoting, and a myriad of details preserved through meticulous restoration. From 5-acre homestead, current owners reassembled this estate over 50 years, piecing scattered parcels back together with patience & vision. Walk west through formal gardens the mother sketched: heritage roses, peonies, iris, blueberries. Garden shed with slate roof, morning mist rising off the pond. Asparagus & rhubarb returning stronger annually. In spring, Lee Brook roars with snowmelt, forming waterfalls. The barn that makes photographers stop: 3.5 stories of hand-hewn timber because authenticity matters. 4 fenced pastures with water, run-in barns, ready for horses, market garden, orchard, whatever you dream. What looks comparable on paper rarely matches how East Hill lives. This land is edited: meadows framed for views, forest placed for privacy, pond as focal pause. Approaches reveal the house at perfect angles; rooms read like viewfinders. Hosting turnkey: contiguous lawns for tented dinners, terraces for intimate gatherings, trails for morning walks. This isn't potential-it's a finished landscape masterpiece. When daylight softens and the first stars emerge, you understand what makes this place sacred. The kind of stillness that lets you hear your own thoughts, punctuated only by wind through grass, the distant call of sandhill cranes, water moving over stones. Houses and grounds feel woven into the landscape itself, not imposed upon it-every sightline deliberately composed over decades. Years & fortunes can't recreate what decades & devotion built here. Harmony already

Property Features

5 Beds
6 Baths
5,002 Sqft
Built in 1798
227 Acres
Has Fireplace
Radiant, Hot Water(Heating), Zoned
$26,415 / yr property tax
Berkshire County

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Karen Climo

William Pitt Sotheby's International Realty

413-429-6732

Location

Map
Listing Agent: Karen Climo 413-429-6732
Broker: William Pitt Sotheby's International Realty 203-644-1470 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Sep 7, 2026

Photo Gallery

WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 1
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 2
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 3
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 4
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 5
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 6
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 7
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 8
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 9
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 10
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 11
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 12
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 13
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 14
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 15
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 16
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 17
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 18
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 19
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 20
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 21
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 22
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 23
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 24
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 25
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 26
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 27
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 28
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 29
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 30
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 31
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 32
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 33
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 34
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 35
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 36
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 37
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 38

$3,998,000

5
Beds
6
Baths
5,002
Sqft

764 East Hill Rd, New Marlborough, MA 01230

By contacting this agent you agree to these Terms and Conditions.
Home Massachusetts New Marlborough
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 1
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 2
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 3
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 4
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill - photo 5
MLS# 24142076
Home For Sale
$3,998,000

764 East Hill Rd, New Marlborough, MA 01230

5
Beds
6
Baths
5,002
Sqft
227
Acres
$3,998,000

764 East Hill Rd, New Marlborough, MA 01230

5 Beds
6 Baths
5,002 Sqft
227 Acres
Accessibility Features
Accessible Elevator Installed

WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill

WHERE THE WORLD FALLS AWAY 227 acres. 227 years. At East Hill Road's summit, East Hill Farm is a fully realized estate where infrastructure, land, and possibility are complete and in place. The 1798 Thomas Shepard House-museum-quality restoration featuring 5 bedrooms, 5.5 baths, 5 fireplaces, original King's board floors, hand-blown glass windows-awaits your vision for kitchens and baths. Modern additions: radiant heat, elevator, sun-filled library, luminous sunroom overlooking formal gardens and 4-acre spring-fed pond. The 227 acres aren't just land-they're composition. Meadow unfolding to pond positioned where morning & evening light catch it. Mature forest giving way to unbroken views. Trails looping you gently home by blue hour. Stone walls, pool, tennis court, greenhouse. Magnificent 3,550sf hand-hewn barn moved here. Northern land borders State Forest; southern abuts conservation land-permanent privacy. Guest house (6,668sf): 4 residences replete with possibilities-multigenerational living, art studios, writing spaces, media rooms, yoga, creative sanctuary. Cathedral ceilings, fireplaces, soaring light. The quiet money cannot buy: depth of silence settling at dusk, Milky Way stretching clear across valley, no light pollution. Architecture, land, and sky speaking the same language. Where hosting feels like breathing, completely natural. 5 families in 227 years. You'll be 5th. 5 min to dining, 20 min to Great Barrington, 2.5 hrs to Boston/NYCplete and irrepla Drive up East Hill Road through Southfield village, and as you climb towards the top ancient sugar maples, older than the house itself, line your approach. Then the house stops your heart: Federal period elegance, 1798, when John Adams was president. Master craftsman Captain John Collar built this with distinctive dentil cornice, sidelight entry, unusually high ceilings announcing substance and permanence. Walk through that front door into the wide center hall. Original wide-plank floors, King's boards, timber so wide it was meant for Royal Navy masts. Twin parlors flooded with southern light. The original keeping room, now dining room, where massive cooking fireplace with beehive oven still drafts perfectly after 227 years. Woodwork throughout original or hand-crafted to match: chair rails, wainscoting, and a myriad of details preserved through meticulous restoration. From 5-acre homestead, current owners reassembled this estate over 50 years, piecing scattered parcels back together with patience & vision. Walk west through formal gardens the mother sketched: heritage roses, peonies, iris, blueberries. Garden shed with slate roof, morning mist rising off the pond. Asparagus & rhubarb returning stronger annually. In spring, Lee Brook roars with snowmelt, forming waterfalls. The barn that makes photographers stop: 3.5 stories of hand-hewn timber because authenticity matters. 4 fenced pastures with water, run-in barns, ready for horses, market garden, orchard, whatever you dream. What looks comparable on paper rarely matches how East Hill lives. This land is edited: meadows framed for views, forest placed for privacy, pond as focal pause. Approaches reveal the house at perfect angles; rooms read like viewfinders. Hosting turnkey: contiguous lawns for tented dinners, terraces for intimate gatherings, trails for morning walks. This isn't potential-it's a finished landscape masterpiece. When daylight softens and the first stars emerge, you understand what makes this place sacred. The kind of stillness that lets you hear your own thoughts, punctuated only by wind through grass, the distant call of sandhill cranes, water moving over stones. Houses and grounds feel woven into the landscape itself, not imposed upon it-every sightline deliberately composed over decades. Years & fortunes can't recreate what decades & devotion built here. Harmony already
263 days
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Property Details

HOME DETAILS

5 Beds
6 Baths
5,002 Sqft
Built in 1798
227 Acres

INTERIOR

Has Fireplace
Radiant, Hot Water(Heating), Zoned

FINANCIAL & COMMUNITY

$26,415 / yr property tax
Berkshire County
See More Details

Location

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Ad Statistics

Ad Number
6968534
Viewed
123 times
Listing Status
Active
Added
Dec 18, 2025
Last Refreshed
Sep 07, 2026 10:21:22 PM

Listing Information

Data Source
SmartMLS, Inc.
Source Property ID
24142076
Listing Agent: Karen Climo 413-429-6732
Broker: William Pitt Sotheby's International Realty 203-644-1470 Listing Site
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.09.07
Terms & Policy