258 Main Street, Charlestown, NH
Single Family Residence
Listed by Keller Williams Realty Metro-Keene · Ben Prentice
Property Description
Set in the heart of the Charlestown Main Street Historic District, this exceptional 1834 home known locally as “The Stone Cottage” and featured in the National Register of Historic Places, is a rare opportunity to own one of New Hampshire’s estimated 50 surviving stone houses. Meticulously restored over an 8-year period, the home seamlessly blends historic character with thoughtful modern upgrades, and is only a stone’s throw from essential amenities. Offering 5 total bedrooms and 3 full baths, the residence showcases remarkable craftsmanship throughout, including original wide pine floors, soaring 8’10” ceilings on the main level, and an extraordinary collection of 9 working fireplaces with soapstone hearths, both original and custom. A stunning 2005 library addition features custom Douglas fir timber frame construction and connects through a hidden passageway to an expansive in-law suite with a kitchenette and separate garage access. The library also includes beautifully tiled bath with seamless shower design on the first floor, making this home ideal for multigenerational living or guest accommodations. The heated oversized 2-car garage has an interior handicap-accessible ramp, while the breezeway and two-level wraparound deck create inviting transitional living and entertaining spaces. The kitchen is equally impressive with custom cherry cabinetry, tiled flooring, a large quartz breakfast island, JennAir cooktop, and Kenmore double ovens. Additional highlights include 7-zone radiant heat throughout, pellet stove, and a beehive oven and fireplace in the basement. The walkout basement also has it’s own garage-door for toys and equipment storage. Major system updates include roof, plumbing, electrical, furnace, and insulation. This is not just a home, but a chance to own a truly one-of-a-kind piece of Historic New England.
Property Details
Essentials & finishes
- Bedrooms:5
- Total Baths:3
- Full Baths:3
- SqFt:4,748
- Price / SqFt:$210.61
- Property Type:Single Family Residence
- Year Built:1834
- County:NH-Sullivan
- Town:Charlestown, NH
- Status:Active
- Days on Market:47
Primary Features
Interior Features
Location Information
Financial Details
Additional
External Features
Property History
Annual taxes for this property
| Year | Assessed Tax |
|---|---|
| 2024 | $17,000 |
| 2023 | $16,575 |
| 2022 | $16,150 |
Estimated from list price; verify with the town assessor.
Market Data
Live snapshot computed from active listings in this town
- Active listings in Charlestown29
- Average list price$302,517
- Price range$28,000 – $699,500
- Market sentimentBuyer's Market
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- Principal & Interest$5,057
- Property Tax$1,417
- Home Insurance$208
Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

Tom DeMatteo
Owl’s Nest Real Estate · Questions?
Market Sentiment
Buyer's MarketBased on 29 active · 0 sold in Charlestown (last 90 days)

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