Recently Viewed Properties
See This Home
Save This Listing
Close

$800,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 3 Partial Baths
  • 3,105 Sq. Ft.
  • 5.62 Acres
  • 3 Car Garage
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. 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*

Full Property Details for 236 Main St

General

  • Sold For: $800,000
  • Taxes: $13,451 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5084665
  • Added to Site: 50 day(s) ago

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, Horse/Animal Farm, Field/Pasture, 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
Sold by EXP Realty, Julie. Emerson

Listed by BHG Masiello Keene, Isabella S Luhrs and Roger Doyon
Sold by EXP Realty, Julie. Emerson

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

Date
Details
Price
Change
Source
5/22/2026
Sold
$800,000
—
MLS
4/21/2026
Listed
$800,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by BHG Masiello Keene, Isabella S Luhrs and Roger Doyon
Sold by EXP Realty, Julie. Emerson

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
  • 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
175 Hadley Rd, Jaffrey, NH 03452 - Photo 1
$750,000

175 Hadley Rd  Jaffrey, NH 03452

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,910
    Sq. Ft.
Listed by Keller Williams Realty-Metropolitan

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.

41 Willow Ln, Rindge, NH 03461 - Photo 1 Just Listed
$459,900

41 Willow Ln  Rindge, NH 03461

  • Condo
  • Active
  • Updated 54 minutes ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,151
    Sq. Ft.
Listed by EXP Realty
Lot 2 Saybrook Dr, Rindge, NH 03461 - Photo 1 Just Listed
$1,300,000

Lot 2 Saybrook Dr  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 1 hour ago
  • 3
    Beds
  • 2
    Total Baths
  • 3,500
    Sq. Ft.
Listed by EXP Realty
407 Middle Winchendon Rd, Rindge, NH 03461 - Photo 1 Just Listed
$579,000
Open House

407 Middle Winchendon Rd  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 19 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,986
    Sq. Ft.
Listed by EXP Realty
20 Jay Dr, Rindge, NH 03461 - Photo 1 Just Listed
$825,000
Open House

20 Jay Dr  Rindge, NH 03461

  • Single Family
  • Active
  • Updated 14 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 3,012
    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.

59 Westview Dr, Peterborough, NH 03458 - Photo 1 Price Reduced
-$150,000 (-6.67%)
$2,100,000

59 Westview Dr  Peterborough, NH 03458

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 5
    Total Baths
  • 5,330
    Sq. Ft.
Listed by Four Seasons Sotheby's International Realty
77 Brookside Rd, Fitzwilliam, NH 03447 - Photo 1 Price Reduced
-$19,500 (-11.82%)
$145,500

77 Brookside Rd  Fitzwilliam, NH 03447

  • Mobile Home
  • Active
  • Updated 22 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 767
    Sq. Ft.
Listed by BHG Masiello Keene
59 Lakeside Dr, Fitzwilliam, NH 03447 - Photo 1 Price Reduced
-$7,000 (-7.61%)
$85,000

59 Lakeside Dr  Fitzwilliam, NH 03447

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 748
    Sq. Ft.
Listed by Duston Leddy Real Estate
103 Kennybeck Ct, New Ipswich, NH 03071 - Photo 1 Price Reduced
-$4,000 (-0.73%)
$545,000

103 Kennybeck Ct  New Ipswich, NH 03071

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,729
    Sq. Ft.
Listed by BHHS Verani Bedford

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.

65 Roberts Dr, Jaffrey, NH 03452 - Photo 1 Sold
$820,000

65 Roberts Dr  #17  Jaffrey, NH 03452

  • Condo
  • Closed
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,011
    Sq. Ft.
Listed by BHG Masiello Peterborough
Sold by Keller Williams Realty Metro-Concord
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
205 Fitzgerald Rd, Rindge, NH 03461 - Photo 1 Sold
$717,500

205 Fitzgerald Rd  Rindge, NH 03461

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,265
    Sq. Ft.
Listed by Pat Clancey Realty
9 Tervo Rd, Rindge, NH 03461 - Photo 1 Sold
$690,000

9 Tervo Rd  Rindge, NH 03461

  • Single Family
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 2,719
    Sq. Ft.
Listed by Borderline Realty, LLC
Sold by BHHS Verani Bradford

236 Main Street, Jaffrey, NH 03452 (MLS# 5084665) is a Single Family property that was sold at $800,000 on May 22, 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.