236 Main St

Jaffrey, NH 03452

$800,000
Price
4
Beds
3,105 Sq. Ft.
$258 / Sq. Ft.
3,105
Sq. Ft.
$258
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Under Contract
Under Contract

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...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
  1. Listed by Isabella Luhrs • BHG Masiello Keene
  2. Listed by Roger Doyon • BHG Masiello Keene

Property Details for 236 Main Street

Zoning
Residential - R2
LISTING UPDATED: 05/02/2026 02:22 AM

Property Details for 236 Main Street

StatusUnder Contract
MLS #5084665
Days on Market10
Taxes$13,451 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1790
Lot Size5.62 AC / 244,807 SF
CountyCheshire County
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Location

Listing Courtesy of BHG Masiello Keene
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Building Information for 236 Main Street

Stories3Year Built1790Building Size-Lot Size5.62 AC / 244,807 SF

Payment Calculator

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$5,149 per month

30 year fixed, 6.46% Interest

Principal and Interest

$4,028

Property Taxes

$1,121

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 236 Main Street

Summary
Location and General Information
  • City: Jaffrey
  • County: NH-Cheshire
  • Directions: GPS Works. Sign on Property.
  • Latitude: 42.823762934521845
  • Longitude: -72.040580822090149
  • Road Frontage: Yes
  • Seasonal: No
  • State: NH
  • Street Designation: Street
  • Map: 237
  • Zip Code: 03452
Taxes and HOA Information
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Circular, Gravel
Property
Lot Information
  • Block: 10
  • Lot: 1
  • Lot Features: 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 Acres: 5.62
  • Road Frontage Length: 362.0
  • Total Finished Area: 3105.0
  • Above Grade Finished Area: 3105.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 1200.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 1200.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 244807.0
  • Total Area: 5505.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Suitable Use: Agriculture, Bed and Breakfast, Farm, Horse/Animal Farm, Field/Pasture, Residential
  • Surveyed: Unknown
  • Year Built: 1790
  • School District: Jaffrey-Rindge Coop Sch Dst
  • High School: Conant High School
  • Middle/Jr School: Jaffrey-Rindge Middle School
  • Elementary School: Jaffrey Grade School
Utilities
  • Electric Company: Eversource
  • Cable Company: Xfinity
  • Fuel Company: Red's of Jaffrey
  • Electric: 200+ Amp Service, Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable Available
  • Internet: Fiber Optic Internt Avail, High Speed Intrnt at Site
  • Water Company: Town of Jaffrey
Interior and Exterior Features
Exterior Features
  • Color: White
  • Construction Materials: Post and Beam, Wood Frame, Vinyl Siding
  • Roof: Rolled, Shingle, Slate
Interior Features
  • Appliances: Dishwasher, Dryer, Double Oven, Wall Oven, Electric Range, Refrigerator, Washer, Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete Floor, Interior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
  • Rooms: Level 1: Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Foyer, Level 1: Kitchen, Level 1: Living Room, Level 1: Mudroom, Level 1: Office/Study
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom, Level 2: 1/2 Bathroom, Level 2: 3/4 Bathroom, Level 2: Primary Bedroom, Level 2: Studio
  • Flooring: Hardwood, Tile
  • Heating: Oil, Hot Air
  • Cooling: Attic Fan, Whole House Fan
  • Total Stories: 3
  • Rooms Total: 9
  • Bathrooms Full: 1
  • Bathrooms Half: 2
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 4
Room Information
Room 1
  • Room Dimensions: 10.1x15
  • Room Level: 1
  • Room Type: Foyer
Room 2
  • Room Dimensions: 15.4x32.4
  • Room Level: 1
  • Room Type: Living Room
Room 3
  • Room Dimensions: 13.7x15.6
  • Room Level: 1
  • Room Type: Office/Study
Room 4
  • Room Dimensions: 17.9x15
  • Room Level: 1
  • Room Type: Dining Room
Room 5
  • Room Dimensions: 15.9x20.1
  • Room Level: 1
  • Room Type: Kitchen
Room 6
  • Room Dimensions: 15.4x8.5
  • Room Level: 1
  • Room Type: Mudroom
Room 7
  • Room Dimensions: 3.1x7.6
  • Room Level: 1
  • Room Type: Bathroom Half
Room 8
  • Room Dimensions: 10.2x9.1
  • Room Level: 2
  • Room Type: Bathroom Full
Room 9
  • Room Dimensions: 8.4x6.5
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 10
  • Room Dimensions: 4.3x4.11
  • Room Level: 2
  • Room Type: Bathroom Half
Room 11
  • Room Dimensions: 13.7x12.9
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 13.7x13.11
  • Room Level: 2
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 15.4x13.8
  • Room Level: 2
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 15.4x13.3
  • Room Level: 2
  • Room Type: Primary Bedroom
Room 15
  • Room Dimensions: 29.6x42.1
  • Room Level: 2
  • Room Type: Studio
Rental
Rent Information
  • Rented: No

Property History for 236 Main Street

DateEvent & SourcePriceAppreciation
May 1, 2026

Active Under Contract

New England Real Estate Network #5084665

—
Apr 21, 2026

Listed (Active)

New England Real Estate Network #5084665

$800,000—
Mar 23, 2026

Expired

New England Real Estate Network #5076173

—
DateEvent & SourcePrice
05/01/2026

Active Under Contract

New England Real Estate Network #5084665

—
04/21/2026

Listed (Active)

New England Real Estate Network #5084665

$800,000
03/23/2026

Expired

New England Real Estate Network #5076173

—

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 236 Main Street

Taxable ValueLand$87,000Additions$265,100Total$352,100
Home Facts
Baths2.5Total Finished SqFt5,121 SqFtAbove Grade Finished SqFt5,121 SqFtUnfinished Basement SqFt1,200 SqFtStories1Lot Size21,780 SqFtStyleGovernmental / Public UseYear Built1900Year Renovated1995ZoningC-1 VICountyCHESHIREAPNMRLB M:13 L:135

Schools near 236 Main Street

This home is within Jaffrey-Rindge Coop School District.
Rating
School
Type
Grades
Distance
Jaffrey Grade School
Public - PK to 5
Jaffrey-Rindge Middle School
Public - 6 to 8
Conant High School
Public - 9 to 12
St Patrick School
Private - PK to 8
Rating
School
Distance
Jaffrey Grade School
PublicPK to 5

Jaffrey-Rindge Middle School
Public6 to 8

Conant High School
Public9 to 12

St Patrick School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of BHG Masiello Keene

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 05/08/2026 05:44 AM