Date
Details
Price
Change
Source
6/03/2026
Listed
$499,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/60
$499,900 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/60
Property Description
** 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.
Full Property Details
Full Property Details for 166 Keene Rd
General
- Price: $499,900
- Taxes: $6,330 (2026)
- Status: Active
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5092617
- Updated: 6/4/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 5
- Interior Features: Cathedral Ceiling, Ceiling Fan, Dining Area, Natural Light, Basement Laundry
- Appliances: Dishwasher, Dryer, Double Oven, Refrigerator, Washer, Oil Water Heater, On Demand Water Heater
- Flooring: Hardwood, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
- Bathroom 1: Bathroom Half, Level 2
- Bathroom 2: Bathroom Full, Level 1
Bedrooms
- Total Bedrooms: 3
- Bedroom 1: Level 2
- Bedroom 2: Level 2
- Bedroom 3: Level 2
Other Rooms
- Kitchen: Kitchen, Level 1
Exterior
- Exterior Features: Barn, Deck, Porch
- Color: Blue
Location
- County: Cheshire
- Driving Directions: GPS is accurate.
School Information
- School District: Keene Sch Dst SAU #29
- Elementary School: Winchester School
- Middle School: Winchester School
- High School: Keene High School
Heating & Cooling
- Cooling Type: Mini Split
- Heating Type: Hot Water, Mini Split, Boiler
Utilities
- Sewer: Public
Structural Information
- Construction Status: Existing
- Basement Entrance: Interior
- Basement Desc.: Concrete Floor, Full, Interior Access, Unfinished
- Roof: Asphalt Shingles
- Stories/Levels: 2
- Square Feet: 1,808
- Finished Total: 1,808 Sq. Ft.
- Finished Above Grnd: 1,808 Sq. Ft.
- Year Built: 1800
Lot Features
- Lot Size (Acres): 3.3
- Lot Size (Sq. Ft.): 143,748
- Frontage: Yes Road Frontage
- Frontage Feet: 484
- Driveway/Sidewalk: Gravel
- Zoning: CENTRA
Water Features
- Water Front: Yes
- Water Access: Yes
- Water Front Type: River
- Water Front Name: Ashuelot River
- Water Front Owned: 1
Financial Considerations
- Price Per Sq. Ft.: $276.49
- Assessment Year: 2024
- Assessment Amount: $187,200
- Tax Amount: $6,330
- Tax Year: 2026
Disclosures and Reports
- Lot Number: 18
Listed by BHG Masiello Keene, Jamie Smith
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listed by BHG Masiello Keene, Jamie Smith
Listing agent
— 166 Keene Rd —
Jamie Smith
BHG Masiello Keene
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 166 Keene Rd
School District:Winchester School District, Winchester, NH
| Name | Grades | Distance |
|---|---|---|
Winchester School 85 Parker Street, Winchester, NH 03470 | PK-8 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 166 Keene Rd
Tax History
Tax History for 166 Keene Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,476
—
$187,200
8%
2023
$5,474
10%
$172,800
—
2022
$4,959
-10%
$172,800
—
2021
$5,493
11%
$172,800
—
2020
$4,971
-7%
$172,800
15%
2019
$5,360
3%
$150,400
—
2018
$5,223
8%
$150,400
-5%
2016
$4,848
-2%
$158,800
-2%
2015
$4,960
-9%
$162,200
-9%
2014
$5,437
—
$177,800
—
2013
$5,464
—
$177,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 166 Keene Rd
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 8 hours ago
- 5Beds
- 3Total Baths
- 2,406Sq. Ft.
Listed by North New England Real Estate Group
- Single Family
- Active
- Updated 13 hours ago
- 3Beds
- 2Total Baths
- 1,512Sq. Ft.
Listed by Keller Williams Realty Metro-Keene
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 2,368Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 3,369Sq. Ft.
Listed by Greenwald Realty Group
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Mobile Home
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 924Sq. Ft.
Listed by Acorn Real Estate Group Llc
- Multi-Family
- Active
- Updated 6 days ago
- 3Units
- 0.53Acres
Listed by BHG Masiello Brattleboro
- Single Family
- Active
- Updated 4 hours ago
- 2Beds
- 2Total Baths
- 1,080Sq. Ft.
Listed by Keller Williams Realty Metro-Keene
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,524Sq. Ft.
Listed by BHG Masiello Keene
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 8 hours ago
- 5Beds
- 3Total Baths
- 2,406Sq. Ft.
Listed by North New England Real Estate Group
- Lots/Land
- Active
- Updated 4 hours ago
- 20.9Acres
Listed by Realty One Group Next Level
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 4Total Baths
- 3,276Sq. Ft.
Listed by RE/MAX Town & Country
- Single Family
- Active
- Updated 22 hours ago
- 5Beds
- 4Total Baths
- 2,637Sq. Ft.
Listed by Keller Williams Realty-Metropolitan
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 4Beds
- 2Total Baths
- 2,656Sq. Ft.
Listed by Carmen Murray
Sold by BHG Masiello Brattleboro
Sold by BHG Masiello Brattleboro
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,832Sq. Ft.
Listed by Listwithfreedom.com
Sold by Borderline Realty, LLC
Sold by Borderline Realty, LLC
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 1,668Sq. Ft.
Listed by Keller Williams Realty Metro-Keene
Sold by Signature Realty LLC
Sold by Signature Realty LLC
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 2,200Sq. Ft.
Listed by Beaman Land and Home Sales
Sold by Galloway Real Estate LLC
Sold by Galloway Real Estate LLC
166 Keene Road, Winchester, NH 03470 (MLS# 5092617) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 166 Keene Road is currently listed for $499,900 and was received on June 03, 2026. Want to learn more about 166 Keene Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.