19 N Main St Petersham — Photo 1 of 38
Recent Drop: $175,000
$975,000
Investment Analysis — 19 N Main St
Petersham, MA 01366
Based on HUD Small Area Fair Market Rent for Western Worcester County, MA HUD Metro FMR Area, a 7-bedroom in 01366 carries an estimated $2,920/mo in gross rent — about a 1.94% cap rate and $18,892/yr in estimated NOI at the $975,000 list price. Adjust every assumption in the calculator below.
Beds
7
Baths
8.5
SqFt
5,435
Style
Single Family
Built
1842
"Winterwood at Petersham"- a rare opportunity to own this former inn located in the heart of picturesque Petersham. Currently used as a 14- room single family home, this property is steeped in history and timeless New England charm and has been lovingly preserved through the years. It can be envisioned as a grand private residence, multigenerational retreat or unique hospitality opportunity (subject to local regulations). From gracious gathering spaces to intimate sitting rooms, it blends character and architectural elegance w/ modern comforts.1st floor has fireplaced living & dining rooms, fireplaced library with custom bookcases, den w/ wet bar, sitting room, kitchen w/commercial sized gas stove and refrigerator. 2nd level has 6 bedrooms w/ full baths,5 with fireplaces, 2 half baths. 3rd floor has 2-room suite w/full bath, office and bedroom. Whole house generator, high speed internet. Enjoy 25-acre conservation across street, short drive to Mt. Wachusett & Quabbin Reservoir,
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 5,435 sq ft principal dwelling). Lot size: 169,884 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 • Microwave • Refrigerator • Washer • Dryer
Neighborhood
Shopping • Walk/Jog Trails • Conservation Area • Highway Access • House of Worship • Public School
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Main,FirstBeamed Ceilings, Flooring - Hardwood, French Doors, Exterior Access, Recessed Lighting, Crown Molding, Decorative Molding
Dining Room
Lvl Main,FirstCloset/Cabinets - Custom Built, Flooring - Hardwood, Wainscoting, Decorative Molding
Kitchen
Lvl Main,FirstCeiling Fan(s), Flooring - Vinyl, French Doors, Kitchen Island, Country Kitchen, Exterior Access, Second Dishwasher, Stainless Steel Appliances, Gas Stove
Office
Lvl ThirdFlooring - Wood
Family Room
Lvl Main,FirstCoffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, French Doors, Exterior Access
Master Bedroom
Lvl SecondBathroom - Full, Ceiling Fan(s), Flooring - Wall to Wall Carpet, French Doors
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondBathroom - Full, Fireplace, Flooring - Wood
Bedroom 4
Lvl SecondBathroom - Full, Fireplace, Flooring - Wall to Wall Carpet
Bedroom 5
Lvl SecondBathroom - Full, Fireplace, Closet, Flooring - Wood
Bathroom 1
Lvl FirstBathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 2
Lvl SecondBathroom - Half, Flooring - Stone/Ceramic Tile
Bathroom 3
Lvl SecondBathroom - Half, Flooring - Stone/Ceramic Tile
Property History
$975,000
Was $1,150,000
Sep 3, 2026
MLS® 73528747
$1,150,000
Jun 1, 2026
MLS® 73528747
Listing Agent: Frances Hendershaw
Listing Office: Coldwell Banker Realty - Leominster
MLS® Number: 73528747
