List Price: $800,000 | $258 per sq.ft. | 4 Bedroom | 4 Bathroom | 3 Story Single Family Home
Date Listed Tuesday Apr 21, 2026 | MLS# 5084665
Date Listed Tuesday Apr 21, 2026 | MLS# 5084665
To see this Listing
Address: 236 Main Street Jaffrey NH
Listed by Isabella Luhrs BHG Masiello Keene
Description:
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--ideal for creative or guest use. 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.
Sale Includes : Additional Buildings | Barn | Equipment | Sugar House
Listed by Isabella Luhrs BHG Masiello Keene
Description:
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--ideal for creative or guest use. 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.
Sale Includes : Additional Buildings | Barn | Equipment | Sugar House
Room Information:
Total Rooms: 9
Total Baths: 4
Flooring: Hardwood | Tile
Full Baths: 1
1/2 Baths: 2
3/4 Baths: 1
Bedrooms: 4
Kitchen size: 10.1x15
Total Baths: 4
Flooring: Hardwood | Tile
Full Baths: 1
1/2 Baths: 2
3/4 Baths: 1
Bedrooms: 4
Kitchen size: 10.1x15
Basement: Bulkhead | Concrete Floor | Interior Stairs | Storage Space | Unfinished | Exterior Access | Basement Stairs
Construction Information:
Year Built: 1790
Type: Post and Beam | Wood Frame | Vinyl Siding
Type: Post and Beam | Wood Frame | Vinyl Siding
Building Info
Finished Sq.Ft.: 5505
Above Grade Sq.Ft.: 3105
Below Grade Sq.Ft.: 0
Apx Below Grade Unfinished Sq.Ft.: 1200
Exterior Info
Style: Antique | Colonial | Historic Vintage
Exterior Color White
Roof: Rolled | Shingle | Slate
Utilities
Electric: 200+ Amp Service | Circuit Breaker(s)
Water: Public
Sewer: Public
Land Description:
Agricultural | Country Setting | Farm | Horse/Animal Farm | Field/Pasture | Landscaped | Level | Open | Orchards | Trail/Near Trail | Wooded | Near Country Club | Near Golf Course | Near Paths | Near Shopping | Near Skiing | Near Snowmobile Trails | Near Hospital | Near ATV Trail | Near School(s)
Lot size: 5.62 acres
SuitableUse: Agriculture | Bed and Breakfast | Farm | Horse/Animal Farm | Field/Pasture | Residential
Zoned: Residential - R2
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 362
Driveway: Circular | Gravel
Additional Information
Block - 10
Taxes $13,451
Assesed Value Not Reported
Block - 10
Taxes $13,451
Assesed Value Not Reported
Schools
School District: Jaffrey-Rindge Coop Sch Dst
Elementary School: Jaffrey Grade School
Middle School: Jaffrey-Rindge Middle School
High School: Conant High School
School District: Jaffrey-Rindge Coop Sch Dst
Elementary School: Jaffrey Grade School
Middle School: Jaffrey-Rindge Middle School
High School: Conant High School
