Recently Listed Open House 6/6 11am - 1pm
166 Keene Road
Winchester, NH, 03470 $ 499,900
Bedrooms3 Baths1.1 Sq 1,808 Monthly Estimate*
$ 3,078
Listed by Jamie Smith, BHG Masiello Keene, jamiesmith@masiello.com
for $499,900 with 3 bedrooms and 1 full bath, 1 half bath. This 1,808 square foot home was built in 1800 on a lot size of 3.3.
** OPEN HOUSE SATURDAY, JUNE 6 FROM 11AM-1PM** 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.
See more
Open House
6/6/2026 11:00 AM - 1:00 PM
166 Keene Road Winchester, NH
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorBasement Description Concrete Floor Full Unfinished Interior Access
Interior Amenities Cathedral Ceiling Ceiling Fan Dining Area Natural Light Basement Laundry
Basement Yes
Flooring Hardwood Tile
Beds 3
Total Rooms 5
See more
GeneralRoad Frontage Yes
Sewer Public
Heating Hot Water Mini Split Boiler
Cooling Mini Split
Utilities Cable
Roof Asphalt Shingle
Appliances Dishwasher Dryer Double Oven Refrigerator Washer Oil Water Heater On Demand Water Heater
Garage No
Flood Zone No
Zoning CENTRA
3/4 Baths 0
Full Baths 1
Half Baths 1
Bathrooms 2
Year Built 1800
Electric 200+ Amp Service Circuit Breaker(s)
Style New Englander
Stories Count 2
Construction Status Existing
Type Single Family
Block 00
Assessment Amount 187200
Auction No
Tax Year 2026
Status Detail 0
Covenants No
Construction Materials Wood Frame Clapboard Exterior Wood Siding
Directions GPS is accurate.
High School Keene High School
City Winchester
School District Keene Sch Dst SAU #29
Seasonal No
Elementary School Winchester School
Middle School Winchester School
DOM 1
Price Per Sq Ft Total AG 276.49
See more
ExteriorLot Features Country Setting Level River Frontage Sloping Wooded
Exterior Amenities Barn Deck Porch
Driveway Gravel
Lot Size Area 3.3
Water Source Public
Water Body Name Ashuelot River
Foundation Stone
Lot 18
Waterfront Property Yes
Water Body Type River
Water Body Access Yes
Water Access Details Shared-Private
See more
* Excluded FeaturesList Byjamiesmith@masiello.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,078
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Winchester, NH
Average List Price $676,120
Percent of Sale Price 35%
About Winchester, NH 4,307 Population
4% Since 2002
$ 47,989 Median Income
42.93 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
5487865 Elementary School
5487864 Middle School
Keene High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/3/2026 | $499,900 | | Listed Price |