- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around
- Nearby Homes





Street View
Listed by: Jamie Smith | BHG Masiello Keene (603) 352-5433
$429,900
Monthly Est:$2,140
3 Beds
- 2 Baths
1 full bath + 1 half bath
1,808sqft
166 Keene Rd, Winchester, NH 03470
$429,900
$2,140/moEst:
Get Pre-Approved
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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Download App
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
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
| Date | Event | Price |
|---|---|---|
09/26/2026 Source: | Price Decreased | $429,900 -4.45% $238/sqft |
08/30/2026 Source: | Price Decreased | $449,900 -6.25% $249/sqft |
07/18/2026 Source: | Listed for Sale | $479,900 $265/sqft |
Nearby Homes
Find Homes by Property Features in Winchester, NH
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




