236 Main St

Jaffrey NH 03452

5505 sq. ft.

244807 sq. ft.

Single-Family

Last sold for $800,000

Isabella Luhrs, last sold this property on 22 May 2026 after 100 days on market.

Overview

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*

Features

4 bedrooms

4 bathrooms

3 carspaces

3 garage spaces

5505 sq. ft. floor area

244807 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Jaffrey over the last 12 months, the estimated median property value of 236 Main St is $763k.

Median value

$763k

Estimated value range

$100k - $867.5k

Median days on market

Estimated value trend

67%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Jaffrey. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 236 Main St

2026

Sold

$800,000

22 May 2026 by Isabella Luhrs, of BHG Masiello Keene

2025

Sold

$763,000

15 Aug 2025 by Matthew Cabana, of EXP Realty

2022

Sold

$450,000

30 Sep 2022 by Stephanie Murphy, of Keller Williams Realty-Metropolitan

Happy sellers in Jaffrey

We have insufficient information to provide an overview of customer satisfaction for Jaffrey. Viewing the agent profiles, reviews and sales for Jaffrey can provide insights for this location.