Agent profile image in chat bubble
Agent profile image in chat header

Adam Dow

| The Dow Group | #1 Real Estate Team in New Hampshire

Agent profile image in message

166 Keene Rd , Winchester, NH 03470
$449,900
Est. Payment: $999.78/mo
3 Bed
2 Bath
1808 Sqft
Status: Active | Days on site: 89
Get Pre-Qualified
1653 - 615587
By proceeding and clicking the sign up button, you consent to receive calls and texts (SMS/MMS) including marketing and promotional communications, from , its affiliates, and agents or vendors acting on their behalf. These communications may be delivered using an automatic telephone dialing system or by using an artificial or prerecorded voice. Message and data rates may apply. To opt out of text messages, reply STOP. Your consent is not required as a condition of any purchase. By continuing, you also agree to our Terms of Use and Privacy Policy.

House Description

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.

Highlights

Listed by Jamie Smith , BHG Masiello Keene , 603-352-5433.

Property Type

Residential

Lot/Acreage
4.3

Year Built

1800

County

Cheshire

School District

Keene Sch Dst SAU #29

Listing ID

5092617

Questions about this listing?

Contact Agent

Interior Features

Bedrooms and Bathrooms
  • Bedrooms:3
  • Bathrooms:2
  • Full Bathrooms:1
  • 1/2 Bathrooms:1
Appliances:Dishwasher, Dryer, Double Oven, Refrigerator, Washer, Oil Water Heater, On Demand Water Heater
Air Cond:Mini Split
Fireplaces:
Floor:Hardwood,Tile
Above Ground Sq Ft:1808
Basement:Yes,Concrete Floor,Full,Unfinished,Interior Access
Other:
  • Level 1:Full Bathroom, Kitchen, Living/Dining
  • Additional:Cathedral Ceiling, Ceiling Fan, Dining Area, Natural Light, Basement Laundry

Exterior Features

Lot:Existing,Waterfront,Ashuelot River, Waterbody Type: River, Waterbody Access: Exclusively Owned, Waterfront: 465 ft
Zoning:CENTRA
Roof:Asphalt Shingle
Others:
  • Additional:Barn, Deck, Porch, Shared-Private
Sewer:Public
Principal Interest
$1,000
Taxes
$528

Home Price

$449,900

Loan Details

30 yrs
%

Down Payment

20%
$89,980
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$999.78

Principal

Taxes

Principal Taxes HOA Total
Monthly $999.78 $527.50 $0.00 $1,527.28
Yearly $11,997.33 $6,330.00 $0.00 $18,327.33
Total $359,920.00 $189,900.00 $0.00 $549,820.00

Today's Rates

30 Year

0%

20 Year

0%

15 Year

0%

Never Miss a Property

Be the first to know when a property hits the market.

Current Listings

Last 30 Days
N/A
Sep 2026

Average Price

All Price Ranges
N/A
Sep 2026

Average Days on Market

All Price Ranges
N/A
Sep 2026
Market insight data is pulled from the same city as the listing being viewed (Winchester, NH).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.