235 Windsor Road, Hillsborough, NH

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 garage parking for 1, 1785 construction and roughly $394 per square foot. 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 6 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