For Sale
Single family home for sale at 166 Keene Rd, Winchester, NH 03470 | MLS# 5092617 | Listing updated on 2026-09-27
Photo 1 of Single family home for sale at 166 Keene Rd, Winchester, NH 03470 | MLS# 5092617 | Listing updated on 2026-09-27
Photo 2 of Single family home for sale at 166 Keene Rd, Winchester, NH 03470 | MLS# 5092617 | Listing updated on 2026-09-27
Photo 3 of Single family home for sale at 166 Keene Rd, Winchester, NH 03470 | MLS# 5092617 | Listing updated on 2026-09-27
Photo 4 of Single family home for sale at 166 Keene Rd, Winchester, NH 03470 | MLS# 5092617 | Listing updated on 2026-09-27
56+
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Listed by: Jamie Smith | BHG Masiello Keene (603) 352-5433

$429,900

Monthly Est:$2,140

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,808sqft

166 Keene Rd, Winchester, NH 03470

$2,140/moEst:

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  • Single Family Residence

  • Built in 1800

  • $-- HOA

  • 4.3 acres lot

  • $238/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, 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.

  • Houzeo last checked: 1 hour ago
  • Listing updated: September 27, 2026 at 10:40 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5092617 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Nh Cheshire County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    1800

  • HOA Fees

    -

  • Finished Area

    1,808 sqft

  • Lot Size

    4.3 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5092617

  • MLS Status

    (10) Active - Active

  • Days on Market

    132

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Flooring

    Hardwood, Tile

  • Appliances

    Dishwasher, Dryer, Double Oven, Refrigerator, Washer, Oil Water Heater, On Demand Water Heater

  • Sewer

    Public

  • Heating

    Hot Water, Mini Split, Boiler

  • Exterior Features

    Barn, Deck, Porch

  • Interior Features

    Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Natural Light, Basement Laundry

  • Cooling

    Mini Split

Construction

  • Year Built

    Year Built: 1800

  • Home type

    Single Family Residence

  • Property Condition

    Existing

  • Foundation Details

    Stone

  • Architectural Style

    New Englander

  • Roof

    Asphalt Shingle

  • Construction Materials

    Wood Frame, Clapboard, Wood Siding

Utilities & Energy

  • Basement

    Concrete Floor, Full, Interior Entry, Unfinished

  • Water Source

    Public

  • Electric

    200+ Amp Service, Circuit Breakers

  • Utilities

    Cable

Other Features

  • Lot Features

    Country Setting, Level, Sloped, Wooded

Price History

DateEventPrice

09/26/2026

Source: mls_logoNEREN/Prime MLS-NH #5092617

Price Decreased

$429,900 -4.45%

$238/sqft

08/30/2026

Source: mls_logoNEREN/Prime MLS-NH #5092617

Price Decreased

$449,900 -6.25%

$249/sqft

07/18/2026

Source: mls_logoNEREN/Prime MLS-NH #5092617

Listed for Sale

$479,900

$265/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Oct 14, 2026, 11:15AM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 Oct 14, 2026, 11:15AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group