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258 Main Street, Charlestown, NH

Single Family Residence

For SaleActive
5 Beds|3 Baths|4,748 ft²|Built 1834|Charlestown

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

CountyNH-Sullivan
Property TypeResidential
Year Built1834
ZoningCenter

Interior Features

AppliancesDishwasher, Dryer, Microwave, Double Oven, Gas Range, Refrigerator, Washer
BasementYes
Basement Access TypeInterior
Basement DescriptionConcrete Floor, Insulated, Interior Access, Exterior Access, Interior Stairs, Storage Space, Walkout
1/4 Baths0
3/4 Baths0
CoolingNone
Electric200+ Amp Service
FlooringTile, Wood
HeatingOil, Pellet Stove, Hot Water, Zoned, Radiant Floor
Interior FeaturesWood Fireplace, 3+ Fireplaces, In-Law/Accessory Dwelling, Natural Woodwork, Vaulted Ceiling(s), 1st Floor Laundry
Rooms - Total11
SqFt-Approximate Finished Above Grade4,748
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished4,748
SqFt Approximate Total7,107

Location Information

School - DistrictCharleston School District
School - HighFall Mountain High School
School - Middle/JrCharlestown Middle School

Financial Details

Foreclosed / Bank-Owned / REONo
Tax - Gross Amount$13,559
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionStone
CovenantsNo
Flood ZoneNo
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total StoriesTwo
SurveyedUnknown
Timeshare/Fractional OwnershipNo

External Features

ColorStone/tan
DrivewayGravel
Exterior FeaturesDeck, Porch
FoundationPoured Concrete, Stone
GarageYes
Garage Capacity2
Lot FeaturesLevel, Major Road Frontage, Open Lot, Sidewalks, In Town, Near Shopping
Lot - Acres1
Lot - SqFt43,560
ParkingHeated Garage, Parking Spaces 3 - 5
Road Frontage TypePaved, Public Maintained Road
Road FrontageYes
Road Frontage Length221
RoofAsphalt Shingle
SewerPublic Sewer
UtilitiesUnderground Utilities
Water SourcePublic
MLS®: PrimeMLS #5091263; Listed by Keller Williams Realty Metro-Keene · Ben Prentice

Property History

Annual taxes for this property

YearAssessed 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

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$6,682 / mo
  • 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.

$1,000,000/ Asking Price
For SaleActive
Est. $5,057 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

Owl’s Nest Real Estate · Questions?

401-648-5308

Market Sentiment

Buyer's Market
Buyer’s MarketBalancedSeller’s Market

Based on 29 active · 0 sold in Charlestown (last 90 days)

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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. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of the PrimeMLS.

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