Listed By:
Jamie Smith with BHG Masiello Keene;

$ 449,900 166 Keene Road Winchester, NH

MLS: 5092617   Type: Single Family   County: Cheshire   City: Winchester   Area: Cheshire   Neighborhood: Ashuelot River   Zip: 03470   Style: New Englander  

Mortgage $2,112 /mo

Beds

Baths

Half Baths

Sqr Footage

Acres

Built

3

1

1

1,808

4.3

1800

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.

Elementary School

Middle School

High School

Winchester School
Distance: N/A Miles
Winchester School
Distance: N/A Miles
Keene
Distance: N/A Miles

Price History

6/3/2026 Listed $499,900
7/19/2026 5% - $479,900
8/31/2026 7% - $449,900

Road 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
Easements Yes
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
Resort No
Type Single Family
Block 00
Property Condition Existing
Assessment Amount 187200
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
Property Class Residential
School District Keene Sch Dst SAU #29
Seasonal No
Elementary School Winchester School
Middle School Winchester School
DOM 107
Price Per Sq Ft Total AG 248.84
Last Updated 08/31/2026 23:32:29

Interior Features

Basement Description Concrete Floor,Full,Interior Access,Unfinished
Interior Amenities Cathedral Ceiling,Ceiling Fan,Dining Area,Natural Light,Basement Laundry
Basement Yes
Flooring Hardwood,Tile
Beds 3
Total Rooms 5
Room 1 Level 1
Internet Fiber Optic Internet
Total Finished Area 1808
Rooms: Level 2 Level 2: Bedroom,Level 2: 1/2 Bathroom
Rooms: Level 1 Level 1: Full Bathroom,Level 1: Kitchen,Level 1: Living/Dining
Room 7 Type Bathroom Half
Room 7 Level 2
Room 6 Type Bathroom Full
Room 6 Level 1
Room 5 Type Bedroom
Room 5 Level 2
Room 4 Type Bedroom
Room 4 Level 2
Room 3 Type Bedroom
Room 3 Level 2
Room 2 Type Living/Dining
Room 2 Level 1
Room 1 Type Kitchen
Basement Access Type Interior

Exterior Features

Lot Features Country Setting,Level,Sloping,Wooded
Exterior Amenities Barn,Deck,Porch
Driveway Gravel
Lot Size Area 4.3
Water Source Public
Water Body Name Ashuelot River
Foundation Stone
Lot 18
Color Blue
Waterfront Property Yes
Road Frontage Length 484
Road Frontage Type Public Maintained Road
Surveyed No
Water Body Type River
Lot Size Square Feet 187308
Water Frontage Length 465
Water Body Access Yes
Water Access Details Shared-Private

Property Schools



Direct Link:

https://jenniferrussell.verani.com/property/85-5092617-166-keene-road-winchester-NH-03470

Gallery (60 photos)

Listed By:
Jamie Smith with BHG Masiello Keene;

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Property vs Zip Code Avg (03470)

Price 449K Avg 0

Sqr Feet 1,808 Avg 0

Cost / Sqr Ft $249 Avg $0

Acres 4.3 Avg 0

Visits 90 Avg 0

Days on Site 111 Avg 20,718

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Listed By: Jamie Smith with BHG Masiello Keene;




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Location & Address

Jennifer Russell
82 Portsmouth Avenue
Exeter, NH
603-235-5764