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306 Main St., Great Barrington & 2 Park Row, Suite 1, Chatham, NY. 12037 ⎮ The Brockman Team will be at 448 Main Road at Monterey General, Monterey, MA. 01245
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East Hill Farm at twilight
Chapin Fish Presents

East Hill Farm

764 East Hill Road, New Marlborough, MA
227 Acres · 227 Years
Offered at $3,998,000
After four years of meticulous renovation and refinement, East Hill Farm enters the summer season as one of the most complete and authentic estates in the Berkshires. 227 acres surrounding the 1798 Thomas Shepard House, presented at a price that invites the broadest field of qualified buyers at the moment the season opens.
The Property

A private hilltop world, deeply rooted.

East Hill Farm is not a house on land. It is 227 acres of forest, open pasture, paddocks, stone-walled gardens, a 4-acre pond and a late 18th-century barn, arranged around a 1798 Georgian-Federal estate in a way that took two centuries to become what it is.

This is preservation-level integrity without a moment of stiffness. Protected conservation and state forest land to the north and south secure its privacy and quiet for the long term. This is what the Berkshires looks like, given 227 years to become itself.

The 1798 Thomas Shepard House front facade
The Estate

The Thomas Shepard House

In 1985 the house was taken entirely down to the ground, every post and beam, and rebuilt as it stood in 1798. The original frame was reconstructed from the evidence of its own joinery, a staircase found in the attic, floorboards found in a barn.

Barely perceptible modern systems were woven in. Georgian in form, remarkably livable in spirit. Unusually high ceilings, original wide-board floors, and antique glass that bends the afternoon light.

Tree-lined drive past the red barn at golden hour
The Land

In conversation with itself

The barn anchors the east field. The pond catches every change of light at the bottom of the pasture. The gardens move you from the domestic to the pastoral without a seam.

A vast former Arabian horse barn now anchors a four-residence compound of remarkable flexibility. Over the past four years, nearly a million dollars has gone into the property, from roofs and chimneys to the gunite pool, tennis court, and guest house.

Property Film

A property best understood in motion.

At A Glance

227
Acres
1798
Established
4+
Acre Pond
60
Years of Stewardship
Property Facts

764 East Hill Road, New Marlborough

Listing

Price
$3,998,000
Status
Active
MLS #
73451336
On Market
Nov 4, 2025
Annual Taxes
$26,400
Assessed
$3,891,880
HOA
None

The Thomas Shepard House

Bedrooms
5
Bathrooms
5 full, 1 half
Living Area
5,002 sq ft
Year Built
1798
Style
Georgian · Federal
Construction
Post & beam
Foundation
Stone & granite
Basement
Full, walk-out

The Land

Lot Size
227 acres
Elevation
~1,500 ft
Zoning
RRD
Water
4+ acre pond
Horses
Permitted
Village
Southfield
Parcel
Map 411, Lots 3 & 25

Systems & Parking

Heating
Radiant, baseboard, forced air
Fuel
Oil, propane, wood
Cooling
None currently
Water
Private well
Sewer
Private septic
Electric
200+ amp
Internet
High speed
Garage
8 attached, 25 open

Figures above describe the main house and the land. The guest barn is a separate four-residence structure; its measurements are available from the listing broker. Information is deemed reliable but not guaranteed and should be independently verified.

Gallery

Explore East Hill Farm

Answers

Common Questions

The land and what you do on it
What is there to do on the property?

A gunite pool and bluestone patio, a tennis court, a four-acre spring-fed pond, private trails, formal and vegetable gardens, an orchard, a greenhouse and a gazebo. Across 227 acres the land shifts from open pasture to woodland, so where you are changes what the day looks like.

Can you swim or paddle in the pond?

The pond runs to four acres and is spring-fed, at the bottom of the pasture. Ask the listing broker about swimming and boating access before you visit.

Can you keep horses at East Hill Farm?

Yes, horses are permitted. Stables, paddocks and run-in barns are already here, the pastures are fenced with water sources, and trails run through the property. The 18th-century barn anchors the east field, and the land is zoned RRD.

Can you grow food here?

Yes, and it has been grown here for close to sixty years. A greenhouse, an orchard, vegetable gardens alongside the formal ones, and cleared level ground past that. These gardens weren't planted for a listing.

Is the surrounding land protected?

Conservation and state forest land borders the property to the north and south, which holds the privacy and the quiet in place long-term rather than leaving it to whoever buys the next parcel. The 227 acres themselves remain a single holding.

Living at East Hill Farm
Does East Hill Farm have air conditioning?

Neither the main house nor the guest barn has central air. At roughly 1,500 feet the hilltop catches the breeze, and the nights cool off even in July.

Would I need to add air conditioning?

That's yours to decide. The listing notes cooling is relatively straightforward to add in both the main house and the guest barn.

What are summers like on the property?

Mornings begin cool at that elevation. Afternoons move between the pool, the tennis court, the gardens and the pond, and evenings come back to the porch, the patio, the balcony or the gazebo as the temperature drops.

How is the house heated?

Radiant, baseboard and forced air, running on oil, propane and wood, with the fireplaces on top of that. Water and septic are private, and the electrical service is 200+ amp.

Is there high-speed internet?

Yes. The first-floor office has its own exterior entrance and a full bath, so it works as a separate workspace rather than a converted corner of the house.

Is there a bedroom on the first floor?

Yes, one of the five bedrooms sits on the first floor. The office on that level has a full bath, the kitchen, dining and living rooms are on the same floor, and the house has an accessible entrance.

Cost, location and use
What are the property taxes?

Annual property taxes are $26,400. The town assesses the property at $3,891,880, against an asking price of $3,998,000.

How far is East Hill Farm from New York and Boston?

About two and a half hours to each. Closer in, Southfield is roughly five minutes for coffee, breakfast, lunch or dinner, with Great Barrington a short drive past that.

Could the property operate as a working farm, equestrian property or hosting venue?

The infrastructure is already here for all three — the four-residence guest compound, the stables and pastures, 227 acres. Zoning is RRD, and commercial use may require a special permit, so that's a conversation with the town.

Location

764 East Hill Road

Southfield, New Marlborough, Massachusetts — roughly 1,500 feet up Woodruff Mountain, about two and a half hours from both New York and Boston.

Digital Asset

The Property Brochure

Your Broker

Chapin Fish

"East Hill Farm is unlike anything else I have represented in twenty-five years in the Berkshires. I would be glad to walk you through it personally."

Chapin Fish
Associate Broker · The Brockman Team
William Pitt Sotheby's International Realty