Listed by R.H. Thackston & Company · Emily Lagerberg · 603-357-2121
Single Family Residence · Winchester, NH
366 Keene Road, Winchester, NH
$399,900
$419,900 · changed Oct 25, 2026
Est. $2,022/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 3
- Baths
- 2
- Sq Ft
- 2,016
- Built
- 2023
- MLS®
- #5108720
Property Description
366 Keene Road sits in Winchester, New Hampshire — a single-family home offering 3 bedrooms, 2 bathrooms and 2,016 square feet of living space. The asking price is $399,900. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries a 0.43-acre lot, 2023 construction and roughly $198 per square foot. See the listing's full details below, and reach out for a private showing of 366 Keene Road.
Sellers are motivated and ready to make a move! Quick and flexible closing available!!! Welcome home to this stunning, three-year-old Colonial featuring 3 bedrooms and 2 bathrooms. Perfectly blending classic architectural charm with modern design, this home offers bright, spacious rooms and an open floor plan designed for effortless everyday living and entertaining. At the heart of the home is a chef-inspired kitchen equipped with a large center island, premium granite countertops, sleek cabinetry, and stainless steel appliances. The main level flows seamlessly from the kitchen into the inviting living and dining areas, creating a warm and connected atmosphere. Upstairs, you will find a generous primary suite with an en-suite bath, alongside two additional well-proportioned bedrooms and laundry area for your convenience. Step outside through the dining area to your private back deck, perfect for morning coffee or weekend barbecues. The deck overlooks a beautiful, level yard that offers plenty of space for outdoor activities, gardening, or relaxing in your own peaceful retreat. With all the benefits of recent construction, this home is entirely move-in ready.
Location Highlights
366 Keene Road is a single family residence in Winchester, New Hampshire, listed at $399,900. That works out to about $198 per square foot, for a home built in 2023. It has been on the market for 8 weeks.
At this latitude, Winchester averages roughly 8.3 hours of sun a day in June and 3.6 in December.
Zoned schools: Winchester School (Elementary). Always confirm zoning with the district office.
Source: zoned school names are PrimeMLS listing data; distances, sun exposure and school facts are Owl’s Nest Real Estate additions (school facts from the NCES, U.S. Department of Education) — not PrimeMLS data.
Property Details
Essentials & finishes
- Bedrooms
- 3
- Total Baths
- 2
- Full Baths
- 1
- SqFt
- 2,016
- Price / SqFt
- $198.36
- Property Type
- Single Family Residence
- Year Built
- 2023
- County
- NH-Cheshire
- Town
- Winchester, NH
- Status
- Active
- Days on Market
- 49
Primary Features
- County
- NH-Cheshire
- Property Type
- Residential
- Year Built
- 2023
- Zoning
- residential
Interior Features
- Appliances
- Dishwasher, Dryer, Microwave, Refrigerator, Electric Stove, Washer
- Basement
- Yes
- Basement Access Type
- Interior
- Basement Description
- Concrete, Full, Unfinished
- 1/4 Baths
- 0
- 3/4 Baths
- 1
- Cooling
- None
- Electric
- 200+ Amp Service, Circuit Breakers
- Flooring
- Tile, Vinyl
- Heating
- Baseboard, Hot Water
- Interior Features
- Ceiling Fan(s), Dining Area, Kitchen Island, Laundry Hook-ups, Primary BR w/ BA, Walk-In Closet(s), 2nd Floor Laundry, Attic with Pulldown
- Rooms - Total
- 6
- SqFt-Approximate Finished Above Grade
- 2,016
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 2,016
- SqFt Approximate Total
- 2,016
Location Information
- School - Elementary
- Winchester School
Financial Details
- Tax - Gross Amount
- $8,599
- Tax Year
- 2026
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Wood Frame, Vinyl Siding
- Covenants
- Unknown
- Flood Zone
- No
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- Two
- Surveyed
- Unknown
- Timeshare/Fractional Ownership
- No
External Features
- Color
- Gray
- Driveway
- Gravel
- Exterior Features
- Deck, Porch, Covered Porch
- Foundation
- Concrete
- Garage
- No
- Lot Features
- Level
- Lot - Acres
- 0.43
- Lot - SqFt
- 18,731
- Road Frontage Type
- Public Maintained Road
- Road Frontage
- TBD
- Roof
- Architectural Shingle
- Sewer
- 1250 Gallon, Private, Septic Tank
- Utilities
- Other
- Water Source
- Public
MLS®: PrimeMLS #5108720; Listed by R.H. Thackston & Company · Emily Lagerberg · 603-357-2121
Property History
Estimated annual taxes for this property
- 2024
- $6,798
- 2023
- $6,628
- 2022
- $6,458
Source: Owl’s Nest Real Estate estimate from the list price at New Hampshire’s average effective tax rate — not PrimeMLS or town assessor data. Verify with the town assessor.
Market Data
Live snapshot computed by Owl’s Nest Real Estate from PrimeMLS IDX active listings in this town
- Active listings in Winchester
- 26
- Average list price
- $382,618
- Price range
- $20,000 – $699,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$2,672/ mo
- Principal & Interest
- $2,022
- Property Tax
- $567
- Home Insurance
- $83
Source: Owl’s Nest Real Estate estimate, not PrimeMLS data. Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.
Around This Property
Schools, everyday places and nearby destinations near 366 Keene Road, Winchester, NH
Assigned Schools
- Elementary
- Winchester School
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How big is 366 Keene Road?
366 Keene Road in Winchester, NH has 3 bedrooms and 2 bathrooms (1 full and 1 three-quarter) in 2,016 square feet of finished living space.
What is the asking price of 366 Keene Road?
366 Keene Road in Winchester, NH is listed for $399,900 on PrimeMLS.
That is about $198 per square foot of finished living space.
It came on the market on September 8, 2026.
What features does 366 Keene Road have?
Inside, the MLS lists these features at 366 Keene Road in Winchester, NH: ceiling fan(s), dining area, kitchen island, laundry hook-ups, primary BR w/ BA, walk-in closet(s), 2nd floor laundry and attic with pulldown.
Outside: deck, porch and covered porch.
Flooring: tile and vinyl.
Listed appliances: dishwasher, dryer, microwave, refrigerator, electric stove and washer; confirm which ones convey in the purchase agreement.
Does 366 Keene Road have a garage?
The MLS lists no garage at 366 Keene Road in Winchester, NH; parking is off a gravel driveway.
What schools serve 366 Keene Road?
The MLS lists these schools for 366 Keene Road in Winchester, NH: Winchester School (elementary).
School assignments can change; confirm with the district.
Is 366 Keene Road still available?
Yes. 366 Keene Road in Winchester, NH is listed as Active on PrimeMLS (MLS #5108720).
Status can change quickly; contact us to confirm availability before you visit.
Who is the listing agent for 366 Keene Road?
366 Keene Road in Winchester, NH is listed by Emily Lagerberg of R.H. Thackston & Company (603-357-2121).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
What kind of property is 366 Keene Road?
366 Keene Road in Winchester, NH is a single-family home built in 2023.
The MLS lists its style as Colonial, with two stories.
Where is 366 Keene Road located?
366 Keene Road is in Winchester, New Hampshire 03470, in Cheshire County.
How much land comes with 366 Keene Road?
366 Keene Road in Winchester, NH sits on 0.43 acres, per the MLS.
The lot is described as level.
Zoning: residential.
The MLS lists it as outside a flood zone.
How much are the property taxes on 366 Keene Road?
Annual property taxes on 366 Keene Road in Winchester, NH are $8,599 for the 2026 tax year, per the MLS.
New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Winchester assessing office.
How is 366 Keene Road heated?
366 Keene Road in Winchester, NH is heated by baseboard and hot water, per the MLS.
The MLS lists no cooling system.
Does 366 Keene Road have town water and sewer?
366 Keene Road in Winchester, NH has public water and a private septic system, per the MLS.
MLS details — water: public; sewer: 1250 gallon, private and septic tank.
Electric: 200+ amp service and circuit breakers.
Plan a water test and septic inspection during your inspection period.
Is there a basement at 366 Keene Road?
Yes. 366 Keene Road in Winchester, NH has a basement with interior access.
The MLS describes it as concrete, full and unfinished.
How does the price of 366 Keene Road compare with other Winchester listings?
At $399,900, 366 Keene Road in Winchester, NH is priced close to the $409,900 median asking price of the 14 single-family homes for sale in Winchester on PrimeMLS as of November 3, 2026 (this listing included).
That figure is Owl's Nest Real Estate's analysis of active listings, and asking prices are not sale prices — ask us for recent comparable sales before you make an offer.
How do I schedule a showing of 366 Keene Road?
To see 366 Keene Road in Winchester, NH, use Request a Showing on this page or call Owl's Nest Real Estate at 401-648-5308.
We can show any MLS-listed home and represent you as your buyer's agent; the listing brokerage represents the seller.
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NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.
This listing data is intended 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 11/03/26.