See other homes in:
Primary listing photo
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5

166 Keene Road, Winchester, NH, 03470

3beds
2baths
1,808sqft
$479,900
$265price/sqft
$3,683/moest. monthly cost
$147,320/yrincome needed

About This Home

** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** 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.

Getting Around

12
WalkingCar-Dependent
0
TransitVery Limited Transit
16
BikeSomewhat Bikeable

Schools

3/10
Winchester SchoolGrades PK-81.2 mi

Construction

Condition

  • Year built: 1800

Materials

  • Foundation: Stone
  • Roof: Asphalt Shingle
  • Construction materials: Wood Frame,Clapboard Exterior,Wood Siding

Type & Style

  • Home type: SingleFamily
  • Architectural style: New Englander
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Dishwasher,Dryer,Double Oven,Refrigerator,Washer,Oil Water Heater,Instant Hot Water
  • Laundry features: In Basement

Basement

  • Has basement: Yes
  • Basement: Concrete Floor,Full,Unfinished,Interior Access,Interior Entry

Bedrooms & Bathrooms

  • Bedrooms: 3
  • Bathrooms: 2
  • Full bathrooms: 1
  • 1/2 bathrooms: 1

Features

  • Cathedral Ceiling(s),Ceiling Fan(s),Dining Area,Natural Light
  • Flooring: Hardwood,Tile
  • Finished area below ground: 0
  • Finished area above ground: 1,808

Heating & Cooling

  • Heating features: Hot Water,Mini Split,Boiler
  • Cooling features: Mini Split

Interior Area

  • Total structure area: 2,712
  • Total interior livable area: 1,808 sqft

Property

Details

  • Parcel number: WNCHM00030B000018L000000
  • Zoning description: CENTRA

Features

  • Levels: Two
  • Stories: 2
  • Patio & porch: Porch
  • Exterior features: Deck
  • On waterfront: Yes
  • Waterbody name: Ashuelot River
  • Frontage length: Water frontage: 465,Road frontage: 484

Lot

  • Lot size: 4.30 Acres
  • Features: Country Setting,Level,Sloped,Wooded

Parking

  • Parking features: Gravel

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Inland Flooding
    Inland FloodingRelatively High
  • Lightning
    LightningRelatively High
  • Cold Wave
    Cold WaveModerate
  • Ice Storm
    Ice StormModerate
  • Strong Wind
    Strong WindModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Inland Flooding
Lightning
Cold Wave
Ice Storm
Strong Wind
Winter Weather

FEMA Declared Disasters Across New Hampshire Counties

Flood
Severe Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $2,426$29,112
Home Insurance $227$2,724
Property Taxes $747$8,964
Electricity $283$3,398
Total$3,683$44,196

Income You'd Need if You Spent...

35% on housing$126,274/yr
40% on housing$110,490/yr
45% on housing$98,213/yr

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 0.9%
0.9%
0%30.0%
Electricity Growth Rate10-year average: 8.6%
8.6%
0%15.0%
Property Taxes Growth Rate2-year average: -1.7%
-1.7%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$265This listing

vs Other Active Listings

Avg $/sqft

ZIP 03470$210
Cheshire County$248

vs Homes Sold Last Month

Median $/sqft

ZIP 03470$180
Cheshire County$214

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-19Price change$479,900
2026-06-03Listed for sale$499,900
2020-04-28Sold$185,000
2011-05-01Listing removed$55,000
2011-04-29Listed for sale$55,000

For Sale by Agent

AgentJamie Smith
BrokerageBHG Masiello Keene

Similar Homes