764 East Hill Rd, New Marlborough, MA 01230 (MLS# 248147)


$3,998,000
764 East Hill Rd
New Marlborough, MA 01230
MLS# 248147
5 beds  |  6 baths  |  5002 sqft

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1_EHF_0347_web 03_Paddock with horses_WPSIRLCF Georgian 1798 Farm House_WPSIR_LCF2229 056b_IMG_5849_50_51 08_Pool and patio_WPSIRLCF 04_EHF Pond Summer v2_WPSIRLCF 02_Up the Hill_WPSIRLCF 06_EHF West yard_WPSIRLCF 07_West Garden_WPSIRLCF 019_022_EXT_Pool House 09_Tennis_2jpg_WPSIRLCF 10_Wood road and trails_WPSIRLCF 058_027_EXT_ADIRONDACK CHAIRS 11_Pool and Gardens_WPSIRLCF 12_West patio_WPSIRLCF 13_Across the field_WPSIRLCF 14_Sugar maple and barn from road_WPSIRL 16_garden at twilight_WPSIRLCF 18_Pond Evening_WPSIRLCF 20_Greenhouse_WPSIRLCF 21_Out from the entry hall_WPSIRLCF 22_interior doors_WPSIRLCF 23_SW Liv Rm_WPSIRLCF 24_the music room_WPSIRLCF 25_DIning room_WPSIRLCF 26_kitchen_2_WPSIRLCF 27_kitchen2_WPSIRLCF 28_Breakfast Table view_WPSIRLCF 29_Southeast bedroom_WPSIRLCF 30_Southwest Bedroom_WPSIRLCF 31_Northwest bedroom_WPSIRLCF 32_Northeast bedroom_WPSIRLCF 33_Sunroom Bath_WPSIRLCF 34_Sunroom_WPSIRLCF 35_Library at EHF_WPSIRLCF 36_Back BR_WPSIRLCF 37_East Side Twilight_WPSIRLCF 38_Guest Hse Sign_WPSIRLCF 39_Guest Hse_WPSIRLCF 40_Guest house residence 2_WPSIRLCF 41_Guest House residence 1_WPSIRLCF 42_paddock to pond_WPSIRLCF 009_7797-West Facade 05_East Hill Farm Thomas Shepard House_W 44_vegetable garden at twilight_WPSIRLCF 64_Ext_Pond Twilight 45_Evening vista_WPSIRLCF 01_EastHillFarm_WPSIRLCF 063b_048_EXT_VEG GARDEN6 46_House Facade_WPSIRLCF 47_East Hill Farm from Above_WPSIRLCF

Property Description
East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world. Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming. A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis. A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. Read the whole story. Read the whole story - Click!

Details
Maps
Documents
Contract Information
Accessory Dwelling Unit: No
Original List Price: 4995000
Limited Service: No
Agent Interest: None
Current Price: $3,998,000
Status: Active
List Date: 2025-06-27
List Price: $3,998,000
Location, Tax & Legal
Village: Southfield
Elem School: NM Central
Middle School: Mount Everett
High School: Mount Everett
Taxes: 26400
Tax Year: 2025
Page: 319
Registry: South Registry
Street #: 764
Street Name: East Hill
Street Ext: Rd
State/Province: MA
Postal Code: 01230
Map Ref: Map 411, Parcels 3 and a portion of 25
General Property Description
Surveillance: No
Realtor.COM Type: Residential - Single Family
Total Bathrooms: 6
Parking Spaces: 25
Parking Spaces Type: Garaged & Off-Street
Sq Ft Source: Assessor
Total Rooms: 14
Total Bedrooms: 5
Garage Stalls: 8
Year Built Source: Assessor
Yr Blt Description: Renovated Since
Lot Size Dimensions: irregular
Lot Size SqFt: 9888120
Sq Ft Liv Apx: 5002
Total Full Baths: 5
Total Half Baths: 1
Year Built Apx: 1798
Acres Apx: 227
Remarks & Misc
Additional Disclosures: Sq Footage, Total Room, Bedroom Count and Bathroom Count do not include the Guest Barn - see the description for more info or please reach out. Title V has not passed, but perc tests have been conducted and the systems have been sited. A design is underway and should be ready soon.
Directions: Directions from the Southfield Store - East Hill Farm is just 5 minutes to coffee, breakfast, lunch and dinner. Travel East on East Hill Rd. to East Hill Farm. From The Old Inn on the Green, Cantina 229 and Gedney Farm, all in New Marlboro village travel south on New Marlboro - Southfield Rd 1.3 miles, left on Norfolk Rd � miles to left on East Hill Rd.and travel 2.1 miles.
Marketing/Headline: 227 ACRES, 227 YEARS: 1798 COLONIAL FARM WITH SPECTACULAR ACREAGE & RESTORED GEORGIAN FARMHOUSE
Restrict Covenants
No: 1
Appliances Incl
Built-In Gas Oven: 1
Cooktop: 1
Dishwasher: 1
Dryer: 1
Energy Star Rated Dishwasher: 1
Range: 1
Range Hood: 1
Refrigerator: 1
Washer: 1
Basement
Bulk head: 1
Concrete Floor: 1
Full: 1
Interior Access: 1
Unfinished: 1
Exterior Amenities
Barn/Stable: 1
Deck: 1
Fenced Yard: 1
Outbuilding: 1
Paddock: 1
Patio: 1
Pool - In Ground: 1
Porch: 1
Privacy: 1
Tennis Court(s): 1
Deciduous Shade Trees: 1
Mature Landscaping: 1
Flood Hazard Area
Unk: 1
Floor
Brick: 1
Ceramic Tile: 1
Wood: 1
Fuel
Oil: 1
Propane: 1
Wood: 1
Garage
Attached: 1
Auto Opener: 1
Multiple: 1
Oversized: 1
Heat/Cool/Vent
Boiler: 1
Forced Air: 1
Hot Water: 1
HVAC Zones: 1
Hybrid: 1
Multizone: 1
Radiant: 1
Hot Water
Electric: 1
Oil: 1
Propane: 1
Interior Amenities
Alarm System: 1
Backup Generator: 1
Cathedral Ceilings: 1
Fireplace (s): 1
Granite Counter: 1
Inlaw/Guest Qtrs: 1
Interior Balcony: 1
Vaulted Ceilings: 1
Internet Service
Fiber Optic Availabl: 1
Land Use
61A: 1
Farm Land: 1
Farming: 1
Horses Allowed: 1
Orchards: 1
Pasture: 1
Row Crops: 1
Lead Paint
Unk: 1
Lot Description
Add'L Land Avail: 1
Adj to Protected Ld: 1
Irregular Shape: 1
Pasture: 1
Wooded: 1
Water Features
Brook: 1
Frontage on Water: 1
Pond: 1
Private Beach: 1
Public Beach: 1
Title V
Fail: 1
Underground Oil Tank
No: 1
Water
Private: 1
Well: 1
Right to Farm Comm
Yes: 1
Well Detail
Drilled: 1
Sewer
Private: 1
Building Info
Exterior Color: PURE WHITE
Wood Fireplace #: 8
Easement
Yes: 1
Survey
Yes: 1
Right of Way
Yes: 1
Accessibility
1st Flr Bdrm w/Bath: 1
1st Flr Full Bath: 1
Elevator: 1
Electric Type
200 Amp: 1
Circuit Breaker: 1
Energy Features
Storm Windows: 1
Views
Distant: 1
Hill/Mountain: 1
Pastoral: 1
Pond: 1
Scenic: 1
Construction
Plank: 1
Condition
Certified Historic: 1
Roof
Slate: 1
Asphalt Shingles: 1
Wood Shake: 1
Style
Colonial: 1
Georgian: 1
Historic: 1
NE Farmhouse: 1
Timber Frame: 1
Zoning
Agricultural: 1
Other: 1
Residential: 1
Insulation
Unknown: 1
Seller Disc
No: 1
Exterior Siding
Clapboard: 1
Possession
Close Of Escrow: 1
Status Change Info
Status Change Date: 2025-11-01
Property Features
Restrict Covenants: No
Title V: Fail
Underground Oil Tank: No
Water: Private; Well
Well Detail: Drilled
Sewer: Private
Easement: Yes
Survey: Yes
Right of Way: Yes
Right to Farm Comm: Yes
Flood Hazard Area: Unk
Views: Distant; Hill/Mountain; Pastoral; Pond; Scenic
Water Features: Brook; Frontage on Water; Pond; Private Beach; Public Beach
Lot Description: Add'L Land Avail; Adj to Protected Ld; Irregular Shape; Pasture; Wooded
Land Use: 61A; Farm Land; Farming; Horses Allowed; Orchards; Pasture; Row Crops
Electric Type: 200 Amp; Circuit Breaker
Style: Colonial; Georgian; Historic; NE Farmhouse; Timber Frame
Interior Amenities: Alarm System; Backup Generator; Cathedral Ceilings; Fireplace (s); Granite Counter; Inlaw/Guest Qtrs; Interior Balcony; Vaulted Ceilings
Internet Service: Fiber Optic Availabl
Accessibility: 1st Flr Bdrm w/Bath; 1st Flr Full Bath; Elevator
Exterior Amenities: Barn/Stable; Deck; Fenced Yard; Outbuilding; Paddock; Patio; Pool - In Ground; Porch; Privacy; Tennis Court(s); Deciduous Shade Trees; Mature Landscaping
Appliances Incl: Built-In Gas Oven; Cooktop; Dishwasher; Dryer; Range; Range Hood; Refrigerator; Washer; Energy Star Rated Dishwasher
Energy Features: Storm Windows
Construction: Plank
Condition: Certified Historic
Exterior Siding: Clapboard
Roof: Asphalt Shingles; Slate; Wood Shake
Basement: Bulk head; Concrete Floor; Full; Interior Access; Unfinished
Floor: Brick; Ceramic Tile; Wood
Garage: Attached; Auto Opener; Oversized; Multiple
Fuel: Oil; Propane; Wood
Hot Water: Electric; Oil; Propane
Insulation: Unknown
Lead Paint: Unk
Zoning: Agricultural; Other; Residential
Seller Disc: No
Possession: Close Of Escrow
Supplements
WHERE THE WORLD FALLS AWAY 227 acres. 227 years. One extraordinary hilltop farm. Drive up East Hill Road through Southfield village, past the store, climbing toward the top of Woodruff Mountain. The dirt road is well-maintained and lightly traveled. Sugar maples line your approach - massive, ancient trees that have watched over this land since before the house was built. Behind them, set back from the road, stands the kind of barn that makes photographers stop their cars. Three-and-a-half stories of hand-hewn timber, painted proper New England red, moved here piece by piece from Amherst, Massachusetts, because the sellers understood that a farm needs a real barn. Not a replica. The real thing. The house stops your heart Federal period, 1798, when John Adams was president. This wasn't just another farmhouse. When Thomas Shepard commissioned John Collar to build this, he was making a statement. 8 rooms. 5 fireplaces. Ceilings higher than any farmer needed. Those distinctive 12-over-12 windows with hand-blown glass that turns the morning light liquid. A facade with sidelight windows and dentil cornice that announced to every traveler: here lives a person of substance. Walk through that front door and the wide center hall opens before you. Original wide-plank floors - King's boards, they called them, because timber this wide was supposed to be reserved for the Royal Navy's masts. Twin parlors flank the entrance, flooded with southern light. To your left, the original keeping room, now the dining room, where that massive cooking fireplace with its beehive oven still works perfectly after 227 years. The draft in these fireplaces is extraordinary. The woodwork throughout is original or crafted by hand precisely to match. Chair rails, wainscoting, built-in china cabinets with their original hardware. Those small cupboards tucked around the chimneys - John Collar's signature touch. Five Families in 227 Years Jesse Hartwell married Thomas Shepard's niece and turned the house into a meeting place for progressive thinkers, and through the 19th century, the Hartwell family made this their home. Then came the Arabian horse breeders in the 1930s who added the newer rear ell and built what's now the guest house. The current sellers bought the house and five acres in 1969, then spent the next five decades not just restoring but thoughtfully expanding it. You'll be only the fifth family to call East Hill Farm home - and despite its National Register status, free to shape its future as you see fit. That newer section? Radiant heat underfoot, a proper mudroom with laundry, a family room or perfect home office with its own kitchen, and an elevator up to a sun-filled library with built-in shelves and an ensuite bedroom and bath. A luminous sunroom framing year-round sunsets, with sweeping views across the formal gardens, horse pastures, and the shimmering pond below. Upstairs in the original part of the house, an additional four bedrooms, each with its own character. The canopy bedroom with its blue and white toile - that's not staging, that's how the family lives. Wide hallways, deep closets, and in that large upstairs hall above the front door, a perfect spot to sit and read while gazing out the neoclassical window over your barn, fields and forest, mountains in the distance. 5 full and 1 half baths in all - some original 1930s with their good bones, others from the 1980s restoration. The kitchen? Also 1980s, completely functional with good counter space, and a working wood-fired stove alongside modern appliances. Morning light streams in from the east, and sunset views are to the west, opening onto fieldstone patios on either side. Everything works: Oil heat from a Viessman German boiler, cedar shake roof (much replaced in 2021), private well water so good they've bottled it up for guests, backup generator, fiber internet. The bones are so good and the mechanicals so solid that you can move in tomorrow or update to your taste - the house won't fight you either way. 227 Acres: A Complete World East Hill Farm is more than the sum of its parts. From the original five-acre homestead, the current owners passionately reunited land to create the breathtaking 227-acre estate it is today. 154 acres stretching across the north side of East Hill Road, and 73 tranquil acres to the south. To the north a substantial portion of the property borders Sandisfield State Forest and thousand of acres of protected land. To the south you have a section along Hotchkiss Road that is part of the New Marlboro Land Trust. Each acre is part of a dream fulfilled, a landscape that invites endless exploration and inspiration. Walk west from the kitchen patio between the formal gardens. Brick paths wind through perennial beds the mother sketched out: heritage roses, peonies, iris. A long row of prolific blueberry bushes. In the vegetable garden, established asparagus and rhubarb come back stronger every year. Passing that perfect garden shed with its slate roof, as mist rises off the pond, becomes part of your morning coffee stroll. The pond. About four acres, brook-fed, crystal clear. The family created it, and for decades it's been their private swimming hole, sailing spot, fishing paradise. Circle the pond and you'll find the big fishing rock on the west side, the perfect swimming spot on the east. Or head into the forest. Miles of trails, including a loop road that connects to Sandisfield State Forest. In spring, Lee Brook, the largest of several on the farm, roars with snowmelt. Up where the brook crosses the trail, it forms a waterfall after a hard rain. These are the headwaters of the Whiting River, and you own it. This isn't just acreage - it's a complete ecosystem. Meadows, forests, water, gardens, pastures, each flowing naturally into the next. Built for Whatever You Dream That magnificent barn across the country road - 3,550 sf on a full stone foundation, electricity, running water, lower level for equipment, main floor with stalls and work rooms, massive hay loft. Four pastures with water sources, run-in barns with power and water, and additional smaller outbuildings. The infrastructure is thoughtfully designed, whether your dreams include horses, alpacas, heritage sheep, a flourishing market garden, an orchard, festive celebrations, a tranquil retreat center, or simply savoring the seasons as they change across your land. The guest house tells its own story. Built as stables for those 1930s Arabians, it's now 6,668 sf divided into four independent residences, with cathedral ceilings, and fireplaces. Some families would use this for multi-generational living. Others might see a writer's or artist's retreat, a wedding venue, or wellness center. The bones are spectacular - soaring spaces and abundant light. Morning swims in the sparkling gunite pool with its serene fieldstone waterfall. Afternoons spent on the newly resurfaced tennis court. Evenings wandering down to the pond, soaking in the tranquility. Or embrace the rhythm of nature: January mornings breaking ice on water troughs, February afternoons tapping maples for syrup, and March evenings tending seedlings in the greenhouse, dreaming of summer tomatoes. The possibilities are manifold; life on East Hill Farm is generous and abundant. The History You Can Touch Walk these 227 acres and feel it: the weight of continuity. Five families in 227 years. Thomas Shepard, who helped found New Marlborough. The Hartwells, who held it for a century. Arabian horse breeders who landed their plane in the pasture. The current family, who pieced the scattered acres back together, whose daughters gathered eggs, boiled sap into syrup, grew the gardens that still bloom today.((Some things do endure. That which matters can be preserved. In a disposable world, permanence is possible. The next chapter begins with you. The Berkshire Life, Perfected Twenty minutes to Great Barrington's restaurants and shops. Less than ten to the Southfield Store. Tanglewood for summer concerts, Jacob's Pillow for dance, Butternut for winter skiing. Bradley Airport an hour away, Manhattan and Boston each two and a half hours. But honestly? Once you're here, leaving becomes the hard part. Mornings at East Hill Farm start with the mourning doves' lullaby that sounds like memory itself. The Sandhill Cranes return each spring to the lower pastures, their distinctive call announcing another season. Summer evenings, you'll sit on the west porch watching the sun set over your pond while fireflies rise from the meadows, and emerge from the woods. Winter nights, you'll build fires in those perfect fireplaces and be grateful they built that beehive oven so large. Everything here has been cared for with a deep knowledge of history and respect for nature and tradition. The heritage roses still bloom. The stone walls still stand true. The forest trails lead to hidden waterfalls and forgotten cellar holes. The gardens produce abundance. The pastures are ready to graze horses. Or you could simply walk your 227 acres knowing that in a world of constant change, you've found something real, something lasting, something irreplaceable. East Hill Farm offers what money rarely can buy: authenticity at scale. A genuine 18th-century house that works for 21st-century life. Land enough that you own your own hilltop. Buildings that tell the story of America. Privacy without isolation. History without the museum ropes. And beyond price - a place of profound peace that has endured through every chapter of American history, a hilltop sanctuary. Wake each morning in that otherworldly, untouchable tranquility that settles over your land as the rest of the world falls away. Watch the sun set where generations have watched it set, Be part of something larger than yourself, while making it entirely your own. 227 acres. 227 years. Some things are meant to be. Come see.

Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Chapin Fish

Last Updated: July - 14 - 2026

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