166 Keene Road

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Active
$449,900
3 beds1,808 sqft$249/sqft
166 Keene Rd, Winchester, NH 03470
Est: $2,852/moGet pre-approved
Single FamilyProperty Type
4.3 acresLot Size
1800Year Built
$249/sq ftPrice per sq ft

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,...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.
101 days on Market
  • Listed by: Jamie Smith • BHG Masiello Keene
Last updated: 08/31/2026 11:32 PM • Source: New England Real Estate Network, MLS#: 5092617

Location

Listing Courtesy of BHG Masiello Keene
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$2,852 per month

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Principal and Interest

$2,325

Property Taxes

$528

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Property Information for 166 Keene Road

Property Details
  • Taxes: $6,330 / year
  • MLS Type: Residential / Single Family
  • County: Cheshire County
  • Water Body Type: River
  • Waterfront Property: Yes
  • Zoning: CENTRA
Building Information
  • Stories: 2
  • Year Built: 1800
  • Lot Size: 4.30 AC / 187,308 SF
Summary
Location and General Information
  • City: Winchester
  • County: NH-Cheshire
  • Directions: GPS is accurate.
  • Latitude: 42.785097369828478
  • Longitude: -72.382744093254104
  • Mount Location: Roof
  • Mount Type: Fixed Rack
  • Road Frontage: Yes
  • Seasonal: No
  • State: NH
  • Street Designation: Road
  • Map: 30
  • Zip Code: 03470
Taxes and HOA Information
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Gravel
Property
Lot Information
  • Block: 00
  • Lot: 18
  • Lot Features: Country Setting, Level, Sloping, Wooded
  • Lot Size Acres: 4.3
  • Road Frontage Length: 484.0
  • Water Frontage Length: 465.0
  • Water Body Access: Yes
  • Water Body Name: Ashuelot River
  • Waterfront Property Rights: Exclusively Owned
  • Total Finished Area: 1808.0
  • Above Grade Finished Area: 1808.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 904.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 187308.0
  • Total Area: 2712.0
Property and Assessments
  • Assessment Amount: $187,200
  • Assessment Year: 2024
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Easements: Yes
  • Flood Zone: No
  • Power Production Ownership: Third-Party Owned
  • Power Production Type: Photovoltaics
  • PreConstruction: No
  • Resort: No
  • Surveyed: No
  • Water Body Restrictions: Unknown
  • Year Built: 1800
  • School District: Keene Sch Dst SAU #29
  • High School: Keene High School
  • Middle/Jr School: Winchester School
  • Elementary School: Winchester School
Utilities
  • Electric: 200+ Amp Service, Circuit Breaker(s)
  • Sewer: Public
  • Water Source: Public
  • Utilities: Cable
  • Water Access Details: Shared-Private
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: Blue
  • Construction Materials: Wood Frame, Clapboard Exterior, Wood Siding
  • Roof: Asphalt Shingle
Interior Features
  • Appliances: Dishwasher, Dryer, Double Oven, Refrigerator, Washer, Oil Water Heater, On Demand Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete Floor, Full, Unfinished, Interior Access
  • Rooms: Level 1: Level 1: Full Bathroom, Level 1: Kitchen, Level 1: Living/Dining
  • Rooms: Level 2: Level 2: Bedroom, Level 2: 1/2 Bathroom
  • Flooring: Hardwood, Tile
  • Heating: Hot Water, Mini Split, Boiler
  • Cooling: Mini Split
  • Total Stories: 2
  • Rooms Total: 5
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 3
  • Bathrooms Total: 2
Room Information
Room 1
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Level: 1
  • Room Type: Living/Dining
Room 3
  • Room Level: 2
  • Room Type: Bedroom
Room 4
  • Room Level: 2
  • Room Type: Bedroom
Room 5
  • Room Level: 2
  • Room Type: Bedroom
Room 6
  • Room Level: 1
  • Room Type: Bathroom Full
Room 7
  • Room Level: 2
  • Room Type: Bathroom Half

Property History for 166 Keene Road

DateEvent & SourcePriceAppreciation
Jun 3, 2026

Listed (Active)

New England Real Estate Network #5092617

$499,900—
Apr 27, 2020

Sold

New England Real Estate Network #4802678

$185,000—
Apr 27, 2020

Pending

New England Real Estate Network #4802678

—
DateEvent & SourcePrice
06/03/2026

Listed (Active)

New England Real Estate Network #5092617

$499,900
04/27/2020

Sold

New England Real Estate Network #4802678

$185,000
04/27/2020

Pending

New England Real Estate Network #4802678

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 166 Keene Road

Taxable ValueLand$37,600Additions$149,600Total$187,200
Tax Record2024$5,476 ($456 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt1,808 SqFtAbove Grade Finished SqFt1,808 SqFtStories2Lot Size143,748 SqFtStyleSingle Family ResidenceYear Built1900Year Renovated1900ZoningCENTRACountyCHESHIREAPNWNCH M:00030 B:000018 L:000000

Schools near 166 Keene Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Winchester School
Public - PK to 8
Keene High School
Public - 9 to 12
Rating
School
Distance
Winchester School
PublicPK to 8

Keene High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 166 Keene Road, Winchester, NH 03470

166 Keene Road is a single family home for sale in Winchester, NH 03470. This property was listed for sale on June 3, 2026 by BHG Masiello Keene, it's currently listed at $449,900. It has been on the market for a total of 101 days and was last sold on April 27, 2020. This listing's school districts are Winchester School District, Keene School District. Nearby schools include Winchester School and Keene High School. 166 Keene Road is a 3-bed, 2-bath, 1,808 sqft single family home built in 1800.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of BHG Masiello Keene

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 09/12/2026 10:25 PM