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Listed by Keller Williams Realty Metro-Keene · Ben Prentice

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258 Main Street, Charlestown, NH

Single Family Residence

For SaleActive

Listed by Keller Williams Realty Metro-Keene · Ben Prentice

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

Property Description

Here's your chance at a Charlestown single-family home: 258 Main Street, priced at $949,900. Expect 5 bedrooms, 3 bathrooms and 4,748 square feet of living space. Homes like this trade on the fundamentals: space, privacy and a New Hampshire address that works year-round. Also on the sheet: garage parking for 2, 1834 construction and roughly $200 per square foot. Scroll on for current photos, the complete spec sheet and this Charlestown listing's market context.

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.

Location Highlights

258 Main Street is a single family residence in Charlestown, New Hampshire, listed at $949,900. That works out to about $200 per square foot, for a home built in 1834. It has been on the market for 4 months.

At this latitude, Charlestown averages roughly 8.4 hours of sun a day in June and 3.6 in December.

Zoned schools in the Charleston School District: Charlestown Middle School (Middle), FallMount (High). Always confirm zoning with the district office.

Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.

Property Details

Essentials & finishes

  • Bedrooms:5
  • Total Baths:3
  • Full Baths:3
  • SqFt:4,748
  • Price / SqFt:$200.06
  • Property Type:Single Family Residence
  • Year Built:1834
  • County:NH-Sullivan
  • Town:Charlestown, NH
  • Status:Active
  • Days on Market:121

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, Exterior Entry, Insulated, Interior Entry, Storage Space, Interior Stairs, Walk-Out Access
1/4 Baths0
3/4 Baths0
CoolingNone
Electric200+ Amp Service
FlooringTile, Wood
HeatingOil, Pellet Stove, Hot Water, Zoned, Radiant Floor, Boiler
Interior FeaturesWood Fireplace, 3+ Fireplaces, In-Law/ADU, 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 - HighFallMount
School - Middle/JrCharlestown Middle School

Financial Details

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
UtilitiesUnderground Utilities
Water SourcePublic
MLS®: PrimeMLS #5091263; Listed by Keller Williams Realty Metro-Keene · Ben Prentice

Property History

Estimated annual taxes for this property

YearEst. Tax
2024$16,148
2023$15,744
2022$15,341

Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.

Market Data

Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town

  • Active listings in Charlestown27
  • Average list price$374,473
  • Price range$59,900 – $674,900

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$6,347 / mo
  • Principal & Interest$4,803
  • Property Tax$1,346
  • Home Insurance$198

Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. 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.

Around This Property

Schools, everyday places and nearby destinations near 258 Main Street, Charlestown, NHSource: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.

MiddleCharlestown Middle School
High SchoolFallMount
DistrictCharleston School District
$949,900/ Asking Price
For SaleActive

Listed by Keller Williams Realty Metro-Keene · Ben Prentice

Est. $4,803 / mo20% down · 30yr · 6.5%

Owl’s Nest Real Estate estimate, not MLS data.

Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

How much does 258 Main Street cost?

258 Main Street in Charlestown, NH is listed at $949,900.

That works out to about $200 per square foot.

How many bedrooms and bathrooms does 258 Main Street have?

The home has 5 bedrooms and 3 bathrooms.

It offers 4,748 square feet of living space.

What type of home is 258 Main Street?

Single-family home in Charlestown, New Hampshire, built in 1834.

What area is 258 Main Street in?

The property is in Charlestown, New Hampshire (03603).

How do I find 258 Main Street on the MLS?

The MLS number is #5091263 (PrimeMLS), listed on May 27, 2026.

PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

This listing data is intended 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 09/28/26.