236 Main Street, Jaffrey, NH 03452
Local realty services provided by:CENTURY 21 Gold Key Realty
236 Main Street,Jaffrey, NH 03452
$800,000
- 4 Beds
- 4 Baths
- - sq. ft.
- Single family
- Sold
Listed by: isabella luhrs, roger doyon
Office: bhg masiello keene603-352-5433
MLS#:5084665
Source:PrimeMLS
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Price summary
- Price:$800,000
About this home

The Captain Gilmore House - Steeped in history and rich in character, this c.1768 center-hall Colonial offers a rare opportunity to own a home with direct ties to the American Revolution. Once owned by Captain Roger Gilmore, a veteran of the Battle of Bunker Hill, the property also served as an early meeting place for town Selectmen, placing it at the very heart of Jaffrey, New Hampshire’s civic beginnings. Lovingly cared for by both current and past stewards, this remarkable home welcomes you through a grand front door into an impressive foyer. Inside, the home showcases timeless craftsmanship with 10-foot ceilings, hand-carved woodwork, & a working fireplace that evokes its 18th-century origins. Thoughtfully preserved & updated, featuring 4 bedrooms, 4 baths, pegged hardwood floors, expansive living & dining rooms, a first-floor study, & walk-up attic offering exceptional potential for additional finished space. A light-filled kitchen connects seamlessly through a breezeway to an attached 3-car garage with a finished studio above. Set on over five picturesque (5.62ac), horse-friendly acres, the grounds offer fenced pasture, classic New England stone walls, & mature maple trees that provide both brilliant autumn color and sap for the property’s vintage sugar house. A 5-stall barn with hayloft anchors the rear of the property, while a freestanding conservatory presents a unique restoration opportunity. A singular offering where history, character, & modern livability converge. Recent updates include a thoughtfully updated chef’s kitchen, a remodeled powder room, refreshed bathrooms throughout, new fencing with full pasture enclosure, interior paint throughout and more. Rich in history with original details reflecting a level of craftsmanship that has become increasingly rare—& simply can’t be replicated today. Located just moments to Jaffrey’s town center, approx. 1.5 hrs to Boston and 4 hrs to NYC. Pre-inspected & move-in ready. *SELLER ACCEPTING BACK-UP OFFERS*...
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Home facts
- Year built:1790
- Listing ID #:5084665
- Added:53 day(s) ago
- Updated:June 14, 2026 at 06:36 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:1
- Rooms Total:9
- Flooring:Hardwood, Tile
- Kitchen Description:Dishwasher, Refrigerator
- Basement Description:Bulkhead, Concrete Floor, Exterior Access, Interior, Storage Space, Unfinished
Heating and cooling
- Cooling:Attic Fan, Whole House Fan
- Heating:Hot Air, Oil
Structure and exterior
- Roof:Rolled, Shingle, Slate
- Year built:1790
- Levels:3 Story
Schools
- High school:Conant High School
- Middle school:Jaffrey-Rindge Middle School
- Elementary school:Jaffrey Grade School
Utilities
- Sewer:Public Available
Finances and disclosures
- Price:$800,000
- Tax amount:$13,451 (2025)
Features and amenities
- Appliances:Refrigerator, Washer
- Laundry features:Dryer, Washer
- Amenities:Circuit Breaker(s)
Parking
- Parking description:Circular Driveway, Gravel Driveway
- Garage spaces:3
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