Active
76 Days on market
392 Greenfield Rd Deerfield — Photo 1 of 42

392 Greenfield Rd Deerfield — Photo 1 of 42

Recent Drop: $59,100

$859,000
$799,900

$799,900

392 Greenfield Rd, Deerfield, MA 01342

Deerfield, MA 01342

Beds

5

Baths

2

SqFt

3,856

Style

Single Family

Built

1816

STEP INTO LIVING HISTORY in this extraordinary 1763 Antique Colonial, believed to be one of the very first homes outside Old Deerfield - possibly the first. Owned by only two families in over 250 years, it’s rich with stories and old-world charm: grand, beautifully scaled rooms, intricate woodwork, wide-plank flooring and remarkable 18th- and 19th-century details. Lovingly restored, it offers the ideal blend of historic character and modern comfort. The kitchen and baths are tastefully updated, and major systems - roof, heating, plumbing, and electrical - have been substantially improved. The current owner also installed all new windows and achieved full deleading compliance. Set on 41 acres, with about 30 acres in Chapter 61A, the land is perfect for exploring, gardening, animals, or simply peaceful privacy. More than a home, this is a rare piece of New England history full of opportunity, waiting for its next true caretaker to love and preserve it.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$207/sqft
Local Avg (Deerfield)$292/sqft
29% BelowMarket Average

* Analysis is based on 8 actively listed and recently sold comparable properties strictly within Deerfield, MA.

Property Details

Financials

Original Price$859,000
Annual Taxes$7,465

Parking

Garage0
Off-Street6

Interior Specifications

Total Rooms11
Fireplaces6
FlooringHardwood, Flooring - Hardwood
BasementPartial, Interior Entry, Bulkhead, Unfinished

Climate & Utilities

HeatingForced Air, Natural Gas, Fireplace(s)
CoolingCentral Air
WaterPublic
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationStone, Brick/Mortar
ZoningRA

Property & Lot

Acres41.9
SqFt Lot1,825,177
Lot FeaturesWooded, Cleared, Farm

Amenities & Appliances

Water Heater • Range • Dishwasher • Range Hood

Neighborhood

Walk/Jog Trails • Medical Facility • Conservation Area • Highway Access • Private School • Public School

Geography

Floorplan Breakdown

Structural Layout

Second
OfficeMaster BedroomBedroom 3Bedroom 4Bedroom 5Bathroom 2
First
Dining Room
Main,First
Living RoomKitchenFamily RoomBedroom 2Bathroom 1
Living Room
Lvl Main,First

19.9 x 14.5

Closet/Cabinets - Custom Built, Flooring - Hardwood, Cable Hookup, Lighting - Sconce, Lighting - Overhead

Dining Room
Lvl First

15 x 13.8

Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead

Kitchen
Lvl Main,First

18.2 x 12.9

Closet/Cabinets - Custom Built, Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Dryer Hookup - Electric, Exterior Access, Recessed Lighting, Remodeled, Washer Hookup, Gas Stove, Lighting - Overhead

Office
Lvl Second

19 x 14

Closet, Flooring - Hardwood

Family Room
Lvl Main,First

23.4 x 18.11

Closet, Flooring - Hardwood, Lighting - Overhead

Master Bedroom
Lvl Second

15.9 x 15.7

Closet, Flooring - Hardwood

Bedroom 2
Lvl Main,First

16.7 x 16.6

Bedroom 3
Lvl Second

16.7 x 15.1

Flooring - Hardwood

Bedroom 4
Lvl Second

19 x 15.1

Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood

Bedroom 5
Lvl Second

13.8 x 12.5

Closet, Flooring - Hardwood

Bathroom 1
Lvl Main,First

9.7 x 4.3

Bathroom - Full, Bathroom - With Shower Stall, Lighting - Sconce

Bathroom 2
Lvl Second

7.7 x 7.7

Bathroom - Full, Bathroom - With Shower Stall, Flooring - Hardwood, Lighting - Overhead

Property History

Price Drop
$799,900

Was $829,900

Aug 28, 2026

MLS® 73541665

Price Drop
$829,900

Was $859,000

Aug 3, 2026

MLS® 73541665

Listed
$859,000

Jun 25, 2026

MLS® 73541665

Sold
$630,860

Dec 6, 2024

MLS® 73297600

Listed
$615,000

Oct 2, 2024

MLS® 73297600

Population

1,267

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$109K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

29.8%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Franklin County

60 housing units permitted in the last 12 months (-26% vs the prior 12 months) — 0 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,856 sq ft principal dwelling). Lot size: 1,825,177 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Listing Provided By

Listing Agent: Jill Vincent Lapan

Listing Office: Canon Real Estate, Inc.

MLS® Number: 73541665

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