Active
303 Days on market
764 East Hill Road New Marlboro — Photo 1 of 42

764 East Hill Road New Marlboro — Photo 1 of 42

Recent Drop: $997,000

$4,995,000
$3,998,000

$3,998,000

Investment Analysis — 764 East Hill Road

New Marlboro, MA 01230 — Southfield

Based on HUD Small Area Fair Market Rent for Berkshire County, MA (part) HUD Metro FMR Area, a 5-bedroom in 01230 carries an estimated $3,070/mo in gross rent — about a 0.04% cap rate and $1,598/yr in estimated NOI at the $3,998,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

5

Baths

5.5

SqFt

5,002

Style

Farm

Built

1798

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. One of the most complete and intact agricultural landscapes remaining in Southern Berkshire County, has no true comparable. Read the history. Experience East Hill Farm. Reach out.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Immersive Experience

Property Details

Financials

Original Price$4,995,000
Annual Taxes$26,400

Parking

Garage8
Off-Street33

Interior Specifications

Total Rooms14
Fireplaces8
FlooringWood, Tile, Flooring - Wood, Concrete, Flooring - Stone/Ceramic Tile
BasementFull, Partial, Walk-Out Access, Interior Entry, Garage Access, Bulkhead, Unfinished

Climate & Utilities

HeatingCentral, Forced Air, Baseboard, Radiant, Oil, Propane, Wood, Fireplace(s), Fireplace
CoolingOther
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionPost & Beam
RoofWood
FoundationStone, Granite
ZoningRRD

Property & Lot

Acres227
SqFt Lot9,888,120
Lot FeaturesWooded, Cleared, Farm, Gentle Sloping, Level

Amenities & Appliances

Water Heater • Oven • Dishwasher • Range • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Pool • Tennis Court(s) • Walk/Jog Trails • Stable(s)

Geography

Floorplan Breakdown

Structural Layout

Second
Family RoomMaster BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 1Bathroom 2Bathroom 3
First
OfficeBedroom 5
Main,First
Living RoomDining RoomKitchen
Living Room
Lvl Main,First

Flooring - Wood, Lighting - Sconce

Dining Room
Lvl Main,First

Flooring - Wood, Lighting - Sconce

Kitchen
Lvl Main,First

Wood / Coal / Pellet Stove, Beamed Ceilings, Flooring - Stone/Ceramic Tile, Flooring - Wood, Window(s) - Picture, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Country Kitchen, Recessed Lighting, Peninsula

Office
Lvl First

Bathroom - Full, Closet, Flooring - Wood, Exterior Access, Flooring - Concrete

Family Room
Lvl Second

Vaulted Ceiling(s), Flooring - Wood, Window(s) - Picture, Balcony - Exterior, Handicap Accessible

Master Bedroom
Lvl Second

Bathroom - Full, Flooring - Wood, Handicap Accessible

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Flooring - Wood, Handicap Accessible

Bedroom 4
Lvl Second

Bathroom - Full, Flooring - Wood, Handicap Accessible

Bedroom 5
Lvl First

Flooring - Wood, Handicap Accessible

Bathroom 1
Lvl Second
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second

Property History

Price Drop
$3,998,000

Was $4,995,000

Jun 18, 2026

MLS® 73451336

Listed
$4,995,000

Nov 4, 2025

MLS® 73451336

Listing Provided By

Listing Agent: Chapin Fish

Listing Office: William Pitt Sotheby's International Realty

MLS® Number: 73451336