Listed by Keller Williams Realty-Metropolitan · Krissy LaPorte · 603-232-8282
Single Family Residence · Hillsborough, NH
235 Windsor Road, Hillsborough, NH
$1,500,000
Est. $7,585/mo · 20% down, 30-yr, 6.5% (Owl’s Nest Real Estate estimate, not MLS data)
- Beds
- 6
- Baths
- 8
- Sq Ft
- 3,806
- Built
- 1785
- MLS®
- #5082711
Property Description
Offered at $1,500,000, this Hillsborough single-family home at 235 Windsor Road pairs New Hampshire living with everyday convenience. It counts 6 bedrooms, 8 bathrooms and 3,806 square feet of living space. 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 5.6-acre lot, garage parking for 1 and 1785 construction. Everything below — photos, details, schools and market data — updates live from the MLS.
Stonewall Farm presents a rare opportunity to acquire a historic 1785 Federal-style farmhouse operating as a bed and breakfast and event venue on 5.6± acres along scenic Windsor Road in Hillsborough. The property offers 5 guest bedrooms and 6 bathrooms, all rentable, along with separate owner’s quarters. Spacious common areas and a country kitchen create a warm and inviting setting for overnight stays, retreats, and small events. A 1,664± SF barn in excellent condition accommodates up to 100 guests indoors, with capacity for up to 200 guests when tented. The barn is equipped with central air conditioning and heat, and includes a 3/4 bathroom and kitchen, making it well suited for catered events. The property is complemented by expansive grounds, mature gardens, fruit trees, and multiple outdoor areas, creating an ideal setting for weddings, private events, and retreats. Existing business infrastructure is in place with permits secured, and the sale includes the transfer of the business name, goodwill, and the majority of furnishings, allowing for a seamless transition. The property has been featured on NH Chronicle and in Yankee Magazine, contributing to its established presence and recognition. The current owners have operated in a retirement capacity in recent years, presenting a strong opportunity to scale revenue through increased marketing and operational focus. Conveniently located near Route 9 and U.S. Route 202, offering accessibility while maintaining a private, picturesque country setting with nearby trail access and year-round recreational appeal. Convenient access to multiple ski areas including Crotched Mountain and Pat’s Peak within 30 minutes, and Mount Sunapee within 45 minutes, supporting year-round tourism and guest demand.
Location Highlights
235 Windsor Road is a single family residence in Hillsborough, New Hampshire, listed at $1,500,000. That works out to about $394 per square foot, for a home built in 1785. It has been on the market for 7 months.
At this latitude, Hillsborough averages roughly 8.4 hours of sun a day in June and 3.6 in December.
Zoned schools in the Hillsboro-Deering SAU #34: Hillsboro-Deering Elementary (Elementary), Hillsboro-Deering Middle (Middle), Hillsboro (High). 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
- 6
- Total Baths
- 8
- Full Baths
- 4
- SqFt
- 3,806
- Price / SqFt
- $394.11
- Property Type
- Single Family Residence
- Year Built
- 1785
- County
- NH-Hillsborough
- Town
- Hillsborough, NH
- Status
- Active
- Days on Market
- 195
Primary Features
- County
- NH-Hillsborough
- Property Type
- Residential
- Year Built
- 1785
- Zoning
- RURAL
Interior Features
- Appliances
- Gas Cooktop, Dishwasher, Microwave, Double Oven, Wall Oven, Refrigerator, Electric Stove, Propane Water Heater, On Demand Water Heater, Washer, Warming Drawer
- Basement
- Yes
- Basement Access Type
- Interior
- Basement Description
- Dirt, Gravel, Interior Stairs, Sump Pump, Unfinished
- 1/4 Baths
- 0
- 3/4 Baths
- 3
- Cooling
- Central Air, Other
- Electric
- 200+ Amp Service, Circuit Breakers, Generator
- Flooring
- Hardwood, Softwood
- Heating
- Baseboard, Propane, Hot Water, Gas Fireplace, Radiator, Wood Stove
- Interior Features
- Dining Area, Draperies, Gas Fireplace, Fireplace Screens/Equip, Wood Fireplace, 3+ Fireplaces, Hearth, Kitchen/Dining, Primary BR w/ BA, Natural Light, Natural Woodwork, Vaulted Ceiling(s), Walk-in Pantry, Window Treatment, Wood Stove Hook-up, 1st Floor Laundry
- Rooms - Total
- 12
- SqFt-Approximate Finished Above Grade
- 3,806
- SqFt-Approximate Finished Below Grade
- 0
- SqFt Approximate Total Finished
- 3,806
- SqFt Approximate Total
- 7,064
Location Information
- School - District
- Hillsboro-Deering SAU #34
- School - Elementary
- Hillsboro-Deering Elementary
- School - High
- Hillsboro
- School - Middle/Jr
- Hillsboro-Deering Middle
Financial Details
- Electric Company
- NH Electrical Cooperative
- Fuel Company
- Eastern Propane
- Tax - Gross Amount
- $15,754
- Tax Year
- 2025
- Taxes TBD
- No
Additional
- Construction Status
- Existing
- Construction
- Clapboard, Wood Frame
- Covenants
- Unknown
- Flood Zone
- No
- Pre-Construction
- No
- Property Sub Type
- Single Family Residence
- Seasonal
- No
- Total Stories
- Two
- Surveyed
- Yes
- Timeshare/Fractional Ownership
- No
External Features
- Color
- White
- Driveway
- Dirt, Gravel
- Exterior Features
- Barn, Garden, Patio, Porch
- Foundation
- Fieldstone, Granite
- Garage
- Yes
- Garage Capacity
- 1
- Lot Features
- Country Setting, Pasture, Landscaped, Level, Rolling Slope, Wooded, Private
- Lot - Acres
- 5.6
- Lot - SqFt
- 243,936
- Parking
- Driveway, Off Street, On Site, Parking Spaces 21+
- Road Frontage Type
- Paved, Public
- Road Frontage
- Yes
- Road Frontage Length
- 387
- Roof
- Metal, Architectural Shingle, Asphalt Shingle
- Sewer
- Leach Field, Private, Septic Tank
- Utilities
- Cable
- Water Source
- Drilled Well, Private
MLS®: PrimeMLS #5082711; Listed by Keller Williams Realty-Metropolitan · Krissy LaPorte · 603-232-8282
Property History
Estimated annual taxes for this property
- 2024
- $25,500
- 2023
- $24,863
- 2022
- $24,225
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 Hillsborough
- 50
- Average list price
- $415,867
- Price range
- $16,900 – $1,995,000
Mortgage Calculator
Estimate your monthly payment for this home
Estimated Monthly Payment
$10,022/ mo
- Principal & Interest
- $7,585
- Property Tax
- $2,125
- Home Insurance
- $313
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 235 Windsor Road, Hillsborough, NH
Assigned Schools
- Elementary
- Hillsboro-Deering Elementary
- Middle
- Hillsboro-Deering Middle
- High School
- Hillsboro
- District
- Hillsboro-Deering SAU #34
Source: Google Maps Platform (Places) and Owl’s Nest Real Estate — not PrimeMLS data.
Questions About This Listing
How much does 235 Windsor Road cost?
235 Windsor Road in Hillsborough, NH is listed for $1,500,000 on PrimeMLS.
That is about $394 per square foot of finished living space.
It came on the market on April 8, 2026.
How many bedrooms and bathrooms does 235 Windsor Road have?
235 Windsor Road in Hillsborough, NH has 6 bedrooms and 8 bathrooms (4 full, 3 three-quarter and 1 half) in 3,806 square feet of finished living space.
Does 235 Windsor Road have a basement?
Yes. 235 Windsor Road in Hillsborough, NH has a basement with interior access.
The MLS describes it as dirt, gravel, interior stairs, sump pump and unfinished.
What are the key features of 235 Windsor Road?
Inside, the MLS lists these features at 235 Windsor Road in Hillsborough, NH: dining area, draperies, gas fireplace, fireplace screens/equip, wood fireplace, 3+ fireplaces, hearth and kitchen/dining.
Outside: barn, garden, patio and porch.
Flooring: hardwood and softwood.
Listed appliances: gas cooktop, dishwasher, microwave, double oven, wall oven, refrigerator, electric stove, propane water heater, on demand water heater and washer; confirm which ones convey in the purchase agreement.
What parking does 235 Windsor Road have?
235 Windsor Road in Hillsborough, NH has a 1-car garage and a dirt and gravel driveway.
Parking details: driveway, off street, on site and parking spaces 21+.
What school district is 235 Windsor Road in?
The MLS places 235 Windsor Road in Hillsborough, NH in the Hillsboro-Deering SAU #34.
Listed schools: Hillsboro-Deering Elementary (elementary), Hillsboro-Deering Middle (middle) and Hillsboro (high).
School assignments can change; confirm with the district.
Is 235 Windsor Road still for sale?
Yes. 235 Windsor Road in Hillsborough, NH is listed as Active on PrimeMLS (MLS #5082711).
Status can change quickly; contact us to confirm availability before you visit.
Which brokerage has 235 Windsor Road listed?
235 Windsor Road in Hillsborough, NH is listed by Krissy LaPorte of Keller Williams Realty-Metropolitan (603-232-8282).
Owl's Nest Real Estate shows it through the PrimeMLS IDX feed; we are not the listing brokerage.
What type of home is 235 Windsor Road?
235 Windsor Road in Hillsborough, NH is a single-family home built in 1785.
The MLS lists its style as Colonial, with two stories.
What town is 235 Windsor Road in?
235 Windsor Road is in Hillsborough, New Hampshire 03244, in Hillsborough County.
What is the lot size of 235 Windsor Road?
235 Windsor Road in Hillsborough, NH sits on 5.6 acres, per the MLS.
The lot is described as country setting, pasture, landscaped, level, rolling slope and wooded.
It has 387 feet of road frontage (paved and public).
Zoning: RURAL.
The MLS says the lot has been surveyed.
The MLS lists it as outside a flood zone.
What are the annual property taxes for 235 Windsor Road?
Annual property taxes on 235 Windsor Road in Hillsborough, NH are $15,754 for the 2025 tax year, per the MLS.
New Hampshire towns set their own tax rates and revalue periodically, so confirm the current bill with the Hillsborough assessing office.
What heating and cooling does 235 Windsor Road have?
235 Windsor Road in Hillsborough, NH is heated by baseboard, propane, hot water, gas fireplace, radiator and wood stove, per the MLS.
Cooling: central air.
What are the water and sewer systems at 235 Windsor Road?
235 Windsor Road in Hillsborough, NH has a private drilled well and a private septic system, per the MLS.
MLS details — water: drilled well and private; sewer: leach field, private and septic tank.
Electric: 200+ amp service, circuit breakers and generator (NH Electrical Cooperative).
Other utilities: cable.
Plan a water test and septic inspection during your inspection period.
How does the price of 235 Windsor Road compare with other Hillsborough listings?
At $1,500,000, 235 Windsor Road in Hillsborough, NH is priced above the $499,900 median asking price of the 23 single-family homes for sale in Hillsborough 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 235 Windsor Road in person?
To see 235 Windsor Road in Hillsborough, 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.