Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$800,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 3 Partial Baths
  • 3,105 Sq. Ft.
  • 5.62 Acres
  • 3 Car Garage
  • Updated 38 minutes ago
See This Home
Save This Home
See This Home
Save 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-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.

Full Property Details for 236 Main St

General

  • Price: $800,000
  • Taxes: $13,451 (2025)
  • Status: Active
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5084665
  • Updated: Today (4/21/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 9
  • Interior Features: Blinds, Dining Area, Draperies, Wood Fireplace, 2 Fireplaces, In-Law/ADU, Primary BR w/ BA, Natural Light, Natural Woodwork, Indoor Storage, Walk-In Closet, Wood Stove Hookup, Programmable Thermostat, 1st Floor Laundry, Walkup Attic
  • Fireplace: Yes
  • Appliances: Dishwasher, Dryer, Double Oven, Wall Oven, Electric Range, Refrigerator, Washer, Water Heater
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 1
  • 3/4 Bathrooms: 1
  • Half Bathrooms: 2
  • Bathroom 1: Bathroom Three Quarter, 8.4 x 6.5, Level 2
  • Bathroom 2: Bathroom Half, 4.3 x 4.11, Level 2
  • Bathroom 3: Bathroom Full, 10.2 x 9.1, Level 2
  • Bathroom 4: Bathroom Half, 3.1 x 7.6, Level 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 15.4 x 13.3, Level 2
  • Bedroom 1: 15.4 x 13.8, Level 2
  • Bedroom 2: 13.7 x 13.11, Level 2
  • Bedroom 3: 13.7 x 12.9, Level 2

Other Rooms

  • Foyer/Entry: 10.1 x 15, Level 1
  • Living Room: 15.4 x 32.4, Level 1
  • Kitchen: Kitchen, 15.9 x 20.1, Level 1
  • Dining Room: Dining Room, 17.9 x 15, Level 1
  • Office: 13.7 x 15.6, Level 1
  • Studio: 29.6 x 42.1, Level 2
  • Mud Room: Mudroom, 15.4 x 8.5, Level 1

Additional Information

  • Equipment: HW/Batt Smoke Detector, Whole BldgVentilation

Exterior

  • Exterior Features: Barn, Building, Deck, Full Fence, Garden Space, Outbuilding, Storage, Greenhouse, Stable(s)
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Parking: Auto Open, Storage Above, Driveway, Garage, Parking Spaces 6+, Barn, Attached

Location

  • County: Cheshire
  • Driving Directions: GPS Works. Sign on Property.

School Information

  • School District: Jaffrey-Rindge Coop Sch Dst
  • Elementary School: Jaffrey Grade School
  • Middle School: Jaffrey-Rindge Middle School
  • High School: Conant High School

Heating & Cooling

  • Cooling Type: Attic Fan, Whole House Fan
  • Heating Type: Oil, Hot Air

Utilities

  • Sewer: Public

Structural Information

  • Construction Status: Existing
  • Basement Entrance: Interior
  • Basement Desc.: Bulkhead, Concrete Floor, Interior Stairs, Storage Space, Unfinished, Exterior Access, Basement Stairs
  • Roof: Rolled, Shingle, Slate
  • Stories/Levels: 3
  • Square Feet: 3,105
  • Finished Total: 3,105 Sq. Ft.
  • Finished Above Grnd: 3,105 Sq. Ft.
  • Year Built: 1790

Lot Features

  • Lot Size (Acres): 5.62
  • Lot Size (Sq. Ft.): 244,807
  • Frontage: Yes Road Frontage
  • Frontage Feet: 362
  • Driveway/Sidewalk: Circular, Gravel
  • Potential Use: Agriculture, Bed and Breakfast, Farm, Field/Pasture, Horse/Animal Farm, Residential
  • Zoning: Residential - R2

Financial Considerations

  • Price Per Sq. Ft.: $257.65
  • Tax Amount: $13,451
  • Tax Year: 2025

Disclosures and Reports

  • Block: 10
  • Lot Number: 1

Listed by BHG Masiello Keene, Isabella S Luhrs and Roger Doyon

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listed by BHG Masiello Keene, Isabella S Luhrs and Roger Doyon

Listing agents

— 236 Main St —

  • Isabella S Luhrs

    BHG Masiello Keene

  • Roger Doyon

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 236 Main St

School District:Jaffrey-Rindge Cooperative School District
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 236 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/21/2026
Listed
$800,000
77.78%
MLS
9/30/2022
Sold
$450,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 236 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$13,451
6%
$709,800
84%
2024
$12,635
-2%
$385,200
—
2023
$12,846
8%
$385,200
—
2022
$11,933
11%
$385,200
—
2021
$10,743
1%
$385,200
—
2020
$10,605
-6%
$385,200
19%
2019
$11,233
6%
$322,500
—
2018
$10,643
-11%
$322,500
-11%
2017
$11,962
—
$362,800
—
2016
$11,972
-1%
$362,800
—
2015
$12,052
6%
$362,800
-6%
2014
$11,320
1%
$384,384
—
2013
$11,186
—
$384,384
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 236 Main St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by BHG Masiello Keene, Isabella S Luhrs and Roger Doyon

Similar Properties near 236 Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

60 Roberts Dr, Jaffrey, NH 03452 - Photo 1
$799,000

60 Roberts Dr  #8  Jaffrey, NH 03452

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,011
    Sq. Ft.
Listed by BHG Masiello Peterborough
40 Roberts Dr, Jaffrey, NH 03452 - Photo 1
$789,000

40 Roberts Dr  #3  Jaffrey, NH 03452

  • Single Family
  • Active
  • 5
    Beds
  • 3
    Total Baths
  • 2,059
    Sq. Ft.
Listed by BHG Masiello Peterborough
57 Roberts Dr, Jaffrey, NH 03452 - Photo 1
$779,000

57 Roberts Dr  #19  Jaffrey, NH 03452

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 1,944
    Sq. Ft.
Listed by BHG Masiello Peterborough
84 Old Jaffrey Rd, Peterborough, NH 03458 - Photo 1
$750,000

84 Old Jaffrey Rd  Peterborough, NH 03458

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,537
    Sq. Ft.
Listed by H. G. Johnson Real Estate

Just Listed near 236 Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

100 Steele Rd, Peterborough, NH 03458 - Photo 1 Just Listed
$550,000

100 Steele Rd  #A  Peterborough, NH 03458

  • Condo
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,768
    Sq. Ft.
Listed by Duston Leddy Real Estate
75-77 Hancock St, Peterborough, NH 03458 - Photo 1 Just Listed
$990,000

75-77 Hancock St  Peterborough, NH 03458

  • Commercial Investment
  • Active
Listed by Cameron Prestige, LLC
7 Governor Square, Peterborough, NH 03458 - Photo 1 Just Listed
$375,000

7 Governor Square  Peterborough, NH 03458

  • Condo
  • Active
  • Updated 15 hours ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,610
    Sq. Ft.
Listed by Four Seasons Sotheby's International Realty
17 Lucy Ln, Peterborough, NH 03458 - Photo 1 Just Listed
$310,000

17 Lucy Ln  Peterborough, NH 03458

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,115
    Sq. Ft.
Listed by EXP Realty

Price Reduced near 236 Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

9 Tervo Rd, Rindge, NH 03461 - Photo 1 Price Reduced
-$25,100 (-3.46%)
$699,900

9 Tervo Rd  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,719
    Sq. Ft.
Listed by Borderline Realty, LLC
60 Wilder St, Peterborough, NH 03458 - Photo 1 Price Reduced
-$5,000 (-1.16%)
$424,900

60 Wilder St  Peterborough, NH 03458

  • Single Family
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,390
    Sq. Ft.
Listed by EXP Realty
265 Route 123, Sharon, NH 03458 - Photo 1
$3,800,000

265 Route 123  Sharon, NH 03458

  • Single Family
  • Active
  • 4
    Beds
  • 5
    Total Baths
  • 6,190
    Sq. Ft.
Listed by Four Seasons Sotheby's International Realty
45 Camp Cir, Fitzwilliam, NH 03447 - Photo 1 Price Reduced
-$5,000 (-3.13%)
$155,000

45 Camp Cir  Fitzwilliam, NH 03447

  • Mobile Home
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 754
    Sq. Ft.
Listed by Realty One Group Next Level

Recent Sales near 236 Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

219 Gilmore Pond Rd, Jaffrey, NH 03452 - Photo 1 Sold
$867,500

219 Gilmore Pond Rd  Jaffrey, NH 03452

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,596
    Sq. Ft.
Listed by BHG Masiello Peterborough
Sold by East Key Realty
Roberts Dr, Jaffrey, NH 03452 - Photo 1 Sold
$773,189

Roberts Dr  #18  Jaffrey, NH 03452

  • Condo
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,011
    Sq. Ft.
Listed by BHG Masiello Peterborough
Sold by BHG Masiello Peterborough
Roberts Dr, Jaffrey, NH 03452 - Photo 1 Sold
$706,650

Roberts Dr  #20  Jaffrey, NH 03452

  • Condo
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,011
    Sq. Ft.
Listed by BHG Masiello Peterborough
Sold by Compass New England, LLC
158 Great Rd, Jaffrey, NH 03452 - Photo 1 Sold
$800,000

158 Great Rd  Jaffrey, NH 03452

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,207
    Sq. Ft.
Listed by Four Seasons Sotheby's International Realty
Sold by RE/MAX Innovative Properties

236 Main Street, Jaffrey, NH 03452 (MLS# 5084665) is a Single Family property with 4 bedrooms, 1 full bathroom and 3 partial bathrooms. 236 Main Street is currently listed for $800,000 and was received on April 21, 2026. Want to learn more about 236 Main Street? Do you have questions about finding other Single Family real estate for sale in Jaffrey? You can browse all Jaffrey real estate or contact a Coldwell Banker agent to request more information.

Tour this property