236 Main Street Jaffrey, NH 03452
Sold
Listing Courtesy of: MLS LogoPrimeMLS / Listed By: Isabella Luhrs, Better Homes And Gardens Real Estate The Masiello Group; Roger Doyon, The Masiello Group / Bought By: Julie Emerson, eXp Realty

  236 Main Street Jaffrey, NH 03452

Sold on 05/22/2026
$800,000 (USD)
4
BED
4
BATH
3,105
SQFT
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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. 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*

Sold Date:
05/22/2026
Lot Size
5.62 acres
Type
Single-Family Home
Year Built
1790
Style
Colonial, Historic Vintage, Antique
School District
Jaffrey-Rindge Coop Sch Dst
County
Cheshire County

Listed By

Isabella Luhrs, Better Homes And Gardens Real Estate The Masiello Group
Roger Doyon, Better Homes And Gardens Real Estate The Masiello Group
Bought with
Julie Emerson, eXp Realty
Source
PrimeMLS
Last checked Jun 13 2026 at 6:57 PM GMT+0000
Bathroom Details
  • Full Bathroom: 1
  • 3/4 Bathroom: 1
  • Half Bathrooms: 2
Interior Features
  • Dining Area
  • Draperies
  • Master Br W/ Ba
  • Natural Woodwork
  • Blinds
  • Wood Stove Hook-Up
  • Natural Light
  • In-Law/Accessory Dwelling
  • Programmable Thermostat
  • Walk-In Closet(s)
  • Wood Fireplace
  • 1st Floor Laundry
  • Indoor Storage
  • 2 Fireplaces
  • Walkup Attic
Lot Information
  • Level
  • Landscaped
  • Country Setting
  • Wooded
  • Farm
  • Agricultural
  • Trail/Near Trail
  • Pasture
  • Open Lot
  • Orchard(s)
  • Near School(s)
  • Near Snowmobile Trails
  • Near Paths
  • Near Shopping
  • Near Skiing
  • Near Country Club
  • Near Hospital
  • Near Golf Course
  • Near Atv Trail
  • Horse/Animal Farm
Property Features
  • Fireplace: Wood Fireplace
  • Fireplace: 2 Fireplaces
  • Foundation: Stone
  • Foundation: Granite
Heating and Cooling
  • Hot Air
  • Oil
  • Attic Fan
  • Whole House Fan
Basement Information
  • Unfinished
  • Bulkhead
  • Storage Space
  • Concrete Floor
  • Exterior Access
  • Basement Stairs
  • Interior Stairs
Flooring
  • Hardwood
  • Tile
Exterior Features
  • Deck
  • Barn
  • Outbuilding
  • Garden
  • Storage
  • Building
  • Stable(s)
  • Greenhouse
  • Full Fence
  • Roof: Slate
  • Roof: Shingle
  • Roof: Rolled/Hot Mop
Utility Information
  • Utilities: Cable Available
  • Sewer: Public Sewer
  • Fuel: Oil
School Information
  • Elementary School: Jaffrey Grade School
  • Middle School: Jaffrey-Rindge Middle School
  • High School: Conant High School
Parking
  • Garage
  • Parking Spaces 6+
  • Driveway
  • Auto Open
  • Attached
  • Barn
  • Storage Above
Stories
  • 3
Living Area
  • 3,105 sqft

Listing Price History

Date
Event
Price
% Change
$ (+/-)
Apr 21, 2026
Listed
$800,000
-
-
Disclaimer: © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 6/13/26 11:57
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