392 Greenfield Rd Deerfield — Photo 1 of 42
Recent Drop: $59,100
$799,900
Investment Analysis — 392 Greenfield Rd
Deerfield, MA 01342
Based on HUD Small Area Fair Market Rent for Franklin County, MA, a 5-bedroom in 01342 carries an estimated $3,260/mo in gross rent — about a 2.78% cap rate and $22,266/yr in estimated NOI at the $799,900 list price. Adjust every assumption in the calculator below.
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.
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.
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.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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
Living Room
Lvl Main,First19.9 x 14.5
Closet/Cabinets - Custom Built, Flooring - Hardwood, Cable Hookup, Lighting - Sconce, Lighting - Overhead
Dining Room
Lvl First15 x 13.8
Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead
Kitchen
Lvl Main,First18.2 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 Second19 x 14
Closet, Flooring - Hardwood
Family Room
Lvl Main,First23.4 x 18.11
Closet, Flooring - Hardwood, Lighting - Overhead
Master Bedroom
Lvl Second15.9 x 15.7
Closet, Flooring - Hardwood
Bedroom 2
Lvl Main,First16.7 x 16.6
Bedroom 3
Lvl Second16.7 x 15.1
Flooring - Hardwood
Bedroom 4
Lvl Second19 x 15.1
Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood
Bedroom 5
Lvl Second13.8 x 12.5
Closet, Flooring - Hardwood
Bathroom 1
Lvl Main,First9.7 x 4.3
Bathroom - Full, Bathroom - With Shower Stall, Lighting - Sconce
Bathroom 2
Lvl Second7.7 x 7.7
Bathroom - Full, Bathroom - With Shower Stall, Flooring - Hardwood, Lighting - Overhead
Property History
$799,900
Was $829,900
Aug 28, 2026
MLS® 73541665
$829,900
Was $859,000
Aug 3, 2026
MLS® 73541665
$859,000
Jun 25, 2026
MLS® 73541665
$630,860
Dec 6, 2024
MLS® 73297600
$615,000
Oct 2, 2024
MLS® 73297600
Listing Agent: Jill Vincent Lapan
Listing Office: Canon Real Estate, Inc.
MLS® Number: 73541665
