166 Keene Road, Winchester, NH
Single Family Residence
Listed by BHG Masiello Keene · Jamie Smith
Property Description
Welcome to 166 Keene Road, a single-family home in Winchester, New Hampshire. The home offers 3 bedrooms, 2 bathrooms and 1,808 square feet of living space, listed at $449,900. Single-family ownership here means your own land, your own walls and room to make the property yours. The numbers worth knowing: 1800 construction and roughly $249 per square foot. See the listing's full details below, and reach out for a private showing of 166 Keene Road.
Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.
Location Highlights
166 Keene Road is a single family residence in Winchester, New Hampshire, listed at $449,900. That works out to about $249 per square foot, for a home built in 1800. It has been on the market for 3 months.
At this latitude, Winchester averages roughly 8.3 hours of sun a day in June and 3.6 in December.
Zoned schools in the Keene Sch Dst SAU #29: Winchester School (Elementary), Winchester School (Middle), KeeneHighS (High). Always confirm zoning with the district office.
Property Details
Essentials & finishes
- Bedrooms:3
- Total Baths:2
- Full Baths:1
- SqFt:1,808
- Price / SqFt:$248.84
- Property Type:Single Family Residence
- Year Built:1800
- County:NH-Cheshire
- Town:Winchester, NH
- Status:Active
- Days on Market:105
Primary Features
Interior Features
Location Information
Financial Details
Additional
External Features
Property History
Annual taxes for this property
| Year | Assessed Tax |
|---|---|
| 2024 | $7,648 |
| 2023 | $7,457 |
| 2022 | $7,266 |
Estimated from list price; verify with the town assessor.
Market Data
Live snapshot computed from active listings in this town
- Active listings in Winchester21
- Average list price$666,536
- Price range$48,000 – $3,995,000
Mortgage Calculator
Estimate your monthly payment for this home
- Principal & Interest$2,275
- Property Tax$637
- Home Insurance$94
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 166 Keene Road, Winchester, NH
Questions About This Listing
How much does 166 Keene Road cost?
166 Keene Road in Winchester, NH is listed at $449,900.
That works out to about $249 per square foot.
How many bedrooms and bathrooms does 166 Keene Road have?
The home has 3 bedrooms and 2 bathrooms.
It offers 1,808 square feet of living space.
What type of home is 166 Keene Road?
Single-family home in Winchester, New Hampshire, built in 1800.
What area is 166 Keene Road in?
The property is in Winchester, New Hampshire (03470).
How do I find 166 Keene Road on the MLS?
The MLS number is #5092617 (PrimeMLS), listed on June 3, 2026.
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