$464,000
Under contractAbout this home
Known locally as the "Simonds House," this 1803 brick Federal offers a rare blend of historic charm, modern upgrades, and incredible versatility. The property sits back from Main Street, giving a wonderful sense of privacy while keeping everything Charlestown has to offer a short distance from the front door. Inside, a welcoming foyer with a sweeping staircase introduces a spacious, flexible layout. The main level features a comfortable living room with a fireplace insert and custom built-in bookcases, a large dining room with a sunny bay alcove, a convenient first-floor bedroom with full bath, large warm and inviting kitchen with exposed beams and brick, and a dedicated laundry room. Upstairs, find the primary suite with double closets and its own fireplace, two additional bedrooms, and a second full bath with double sink vanity. All the heavy lifting has been done here including Rinnai on-demand hot water, a newer roof, vinyl replacement windows, a Thermo Pride furnace, 200-Amp service, and public water/sewer. Beyond the main home exists massive value-add potential. A private 1-bedroom accessory apartment, equipped with its own Rinnai heater, washer/dryer, and screened in porch serves as a major financial asset - perfect for steady rental income, an in-law suite, short-term rental, or guest privacy. Additionally, a ground-level bonus space with its own exterior entrance may be used for a home business, an entertaining hub, or a second efficiency unit. Set on a level lot just under an acre, the grounds feature a private, fenced backyard oasis with a patio and pergola, plus a classic detached barn with upgraded electric, ideal for a workshop, hobbies and extra storage. Don't miss this rare opportunity to own a true piece of history with modern infrastructure and unmatched flexibility.
Property details
- MLS
- Prime MLS
- MLS #
- 5091543
- Property type
- Single Family Residence
- Subdivision
- N/A
- Status
- Under contract
- Days on market
- 36
- On market date
- N/A
- Stories
- N/A
- Total bathrooms
- 3
- Garage spaces
- N/A
- Parking spaces
- N/A
- Lot size
- 0.95 acres
Location
Get directions →Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.
- Enrollment
- 217
- Student:teacher ratio
- 9.9:1
- District
- Fall Mountain Regional School District
- Enrollment
- 146
- Student:teacher ratio
- 11.2:1
- District
- Fall Mountain Regional School District
- Enrollment
- 497
- Student:teacher ratio
- 12.4:1
- District
- Fall Mountain Regional School District
Walkability
Blended score for Charlestown's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
Market position
How this listing compares to current activity in Charlestown, from live MLS data.
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Copyright 2026 PrimeMLS. 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. Data last updated 07/10/26.