Listed by BHG Masiello Keene · Chris Thompson · 603-352-5433
Single Family Residence · Winchester, NH
44 Gunn Mountain Road, Winchester, NH
$349,900
Est. $1,769/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 4
- Baths
- 2
- Sq Ft
- 2,018
- Built
- 1890
- MLS®
- #5112930
Property Description
From its address at 44 Gunn Mountain Road, this single-family home puts you in Winchester, New Hampshire. On offer: 4 bedrooms, 2 bathrooms and 2,018 square feet of living space, at a list price of $349,900. 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 0.5-acre lot, garage parking for 2 and 1890 construction. Browse the gallery and specs below; if it fits, we can have you through the door quickly.
When you look for a good family home, I hope you're lucky enough to find one like this! Same owners for the past 35yrs, mountains of updates and improvements, and investment! From the plumbing, heating system, 200A electrical, hot water, appliances, siding and so much more! (see the disclosures) The icing on the cake is the 24x36' garage with two full stories! You'll walk into a large sunroom, then step into a big family kitchen, with doorways to the office and living room. A full ADA bath on the first floor has a large step in shower, whirlpool tub and laundry! Beautiful floors throughout, replacement windows and tall ceilings will make you feel right at home. The garage is absolutely amazing, has dedicated electrical service, GOBS of storage or hobby space! (Garage was $75k) This is an affordable family home in a quiet setting that you can move into with confidence and pride.
Location Highlights
44 Gunn Mountain Road is a single family residence in Winchester, New Hampshire, listed at $349,900. That works out to about $173 per square foot, for a home built in 1890. It has been on the market for 4 weeks.
At this latitude, Winchester averages roughly 8.3 hours of sun a day in June and 3.6 in December.
Zoned schools in the Winchester: Winchester School (Elementary), Winchester School (Middle). 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
- 4
- Total Baths
- 2
- Full Baths
- 1
- SqFt
- 2,018
- Price / SqFt
- $173.39
- Property Type
- Single Family Residence
- Year Built
- 1890
- County
- NH-Cheshire
- Town
- Winchester, NH
- Status
- Active
- Days on Market
- 15
Primary Features
- County
- NH-Cheshire
- Property Type
- Residential
- Year Built
- 1890
- Zoning
- 1F
Interior Features
- Appliances
- Dishwasher, Dryer, Refrigerator, Washer, Gas Stove
- Basement
- Yes
- Basement Access Type
- Interior
- Basement Description
- Climate Controlled, Concrete, Concrete Floor, Full, Exterior Entry, Storage Space, Unfinished
- 1/4 Baths
- 0
- 3/4 Baths
- 1
- Cooling
- None
- Electric
- 200+ Amp Service
- Flooring
- Bamboo, Ceramic Tile, Hardwood, Manufactured
- Heating
- Boiler, Baseboard, Oil, Pellet Stove
- Interior Features
- Ceiling Fan(s), Dining Area, Primary BR w/ BA, Whirlpool Tub, 1st Floor Laundry, Walkup Attic
- Rooms - Total
- 7
- SqFt-Approximate Finished Above Grade
- 2,018
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 2,018
- SqFt Approximate Total
- 3,022
Location Information
- School - District
- Winchester
- School - Elementary
- Winchester School
- School - Middle/Jr
- Winchester School
Financial Details
- Cable Company
- Fidium Fiber
- Electric Company
- Eversource
- Fuel Company
- davis oil Keene
- Possession
- Close Of Escrow
- Tax - Gross Amount
- $5,100
- Tax Year
- 2026
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Wood Frame
- Covenants
- Unknown
- Flood Zone
- No
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- 1.75
- Surveyed
- Unknown
- Timeshare/Fractional Ownership
- No
External Features
- Color
- beige
- Driveway
- Gravel
- Exterior Features
- Garden, Enclosed Porch, Heated Porch, Storage, Double Pane Window(s)
- Foundation
- Concrete Slab
- Garage
- Yes
- Garage Capacity
- 2
- Lot Features
- Country Setting, Sloped, Abuts Conservation
- Lot - Acres
- 0.5
- Lot - SqFt
- 21,780
- Road Frontage Type
- Public Maintained Road
- Road Frontage
- Yes
- Road Frontage Length
- 100
- Roof
- Architectural Shingle
- Sewer
- 1000 Gallon, Concrete, Leach Field, Private, Septic Tank
- Utilities
- Cable Available, Propane, Phone
- Water Source
- Public
MLS®: PrimeMLS #5112930; Listed by BHG Masiello Keene · Chris Thompson · 603-352-5433
Property History
Estimated annual taxes for this property
- 2024
- $5,948
- 2023
- $5,799
- 2022
- $5,651
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
- $384,058
- Price range
- $20,000 – $699,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$2,338/ mo
- Principal & Interest
- $1,769
- Property Tax
- $496
- Home Insurance
- $73
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 44 Gunn Mountain Road, Winchester, NH
Assigned Schools
- Elementary
- Winchester School
- Middle
- Winchester School
- District
- Winchester
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How much does 44 Gunn Mountain Road cost?
44 Gunn Mountain Road in Winchester, NH is listed for $349,900 on PrimeMLS.
That is about $173 per square foot of finished living space.
It came on the market on October 5, 2026.
How many bedrooms and bathrooms does 44 Gunn Mountain Road have?
44 Gunn Mountain Road in Winchester, NH has 4 bedrooms and 2 bathrooms (1 full and 1 three-quarter) in 2,018 square feet of finished living space.
What is the lot size of 44 Gunn Mountain Road?
44 Gunn Mountain Road in Winchester, NH sits on 0.5 acres, per the MLS.
The lot is described as country setting and sloped.
It has 100 feet of road frontage (public maintained road).
Zoning: 1F.
The MLS lists it as outside a flood zone.
What are the annual property taxes for 44 Gunn Mountain Road?
Annual property taxes on 44 Gunn Mountain Road in Winchester, NH are $5,100 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.
What heating and cooling does 44 Gunn Mountain Road have?
44 Gunn Mountain Road in Winchester, NH is heated by boiler, baseboard, oil and pellet stove, per the MLS.
The MLS lists no cooling system.
What are the water and sewer systems at 44 Gunn Mountain Road?
44 Gunn Mountain Road in Winchester, NH has public water and a private septic system, per the MLS.
MLS details — water: public; sewer: 1000 gallon, concrete, leach field, private and septic tank.
Electric: 200+ amp service (Eversource).
Other utilities: cable available, propane and phone; cable provider Fidium Fiber.
Plan a water test and septic inspection during your inspection period.
Does 44 Gunn Mountain Road have a basement?
Yes. 44 Gunn Mountain Road in Winchester, NH has a basement with interior access.
The MLS describes it as climate controlled, concrete, concrete floor, full, exterior entry, storage space and unfinished.
What are the key features of 44 Gunn Mountain Road?
Inside, the MLS lists these features at 44 Gunn Mountain Road in Winchester, NH: ceiling fan(s), dining area, primary BR w/ BA, whirlpool tub, 1st floor laundry and walkup attic.
Outside: garden, enclosed porch, heated porch, storage and double pane window(s).
Flooring: bamboo, ceramic tile, hardwood and manufactured.
Listed appliances: dishwasher, dryer, refrigerator, washer and gas stove; confirm which ones convey in the purchase agreement.
What parking does 44 Gunn Mountain Road have?
44 Gunn Mountain Road in Winchester, NH has a 2-car garage and a gravel driveway.
What school district is 44 Gunn Mountain Road in?
The MLS places 44 Gunn Mountain Road in Winchester, NH in the Winchester school district.
Listed schools: Winchester School (elementary) and Winchester School (middle).
School assignments can change; confirm with the district.
Is 44 Gunn Mountain Road still for sale?
Yes. 44 Gunn Mountain Road in Winchester, NH is listed as Active on PrimeMLS (MLS #5112930).
Status can change quickly; contact us to confirm availability before you visit.
Which brokerage has 44 Gunn Mountain Road listed?
44 Gunn Mountain Road in Winchester, NH is listed by Chris Thompson of BHG Masiello Keene (603-352-5433).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
What type of home is 44 Gunn Mountain Road?
44 Gunn Mountain Road in Winchester, NH is a single-family home built in 1890.
The MLS lists its style as Farmhouse, with 1.75 stories.
What town is 44 Gunn Mountain Road in?
44 Gunn Mountain Road is in Winchester, New Hampshire 03441, in Cheshire County.
Location notes from the MLS: abuts conservation.
How does the price of 44 Gunn Mountain Road compare with other Winchester listings?
At $349,900, 44 Gunn Mountain Road in Winchester, NH is priced below 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 can I see 44 Gunn Mountain Road in person?
To see 44 Gunn Mountain 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.