166 Keene Road Winchester, NH $ 499,900
166 Keene Road
$ 499,900
Recently Listed
Open House 6/6 11am - 1pm
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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
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Single Family Home for sale in Winchester, NH

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.

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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

Single Family Active

Price

$ 499,900

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

New Englander

Lot Size

3.3

Year Built

1800

Town/City

Winchester

County/Region

Cheshire

MLS | Web ID

5092617

Features
Interior
Basement 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
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General
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
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
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Exterior
Lot 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
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* Excluded Features
List By
Jamie Smith

Listing Agent

Bhg Masiello Keene

Broker

jamiesmith@masiello.com

Email

Affordability Calculator

$3,078
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Monthly Principal & Interest
$3,078
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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.
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Nearby
5487865 Elementary School
5487864 Middle School
Keene High School High School
Pricing History
DatePricePrice ChangeDescription
6/3/2026$499,900 Listed Price

Map


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166 Keene Road, Winchester, NH, 03470 is a Single Family Home for sale at $499,900 with 1,808 sqft and a lot size of 3.3. 166 Keene Road has 3 bedrooms, 1.1 baths, and was built in 1800. The property's zip code is 03470 which is in Winchester, NH