Step back in time with this well-maintained 1880 Victorian home, situated on 8 picturesque acres across four parcels in the heart of Friendship, NY. This property blends historic detail with unique outdoor features, making it a one-of-a-kind opportunity. Inside, the home highlights its rich history with custom stained-glass windows in the front bay, beautifully refinished original French doors and door casings, and original windows protected by storm inserts. A full basement offers additional space. The large kitchen has more than enough cupboards and counter space for those large family gatherings. Off from the kitchen is a large newly remodeled bathroom. Four bedrooms and 2 full baths, make this home a great family Outdoors, you’ll find endless possibilities. The property adjoins the Shawmut Trail snowmobile corridor, providing direct access to recreation. A circular concrete driveway welcomes you among mature trees, landscaped flower beds, and expansive porches perfect for birdwatching or relaxing on a swing. The grounds boast exceptional features for entertaining and photography: a covered swing, gazebo, and a remarkable stone “castle” complete with a drawbridge and koi pond—an iconic backdrop for generations of weddings and prom pictures. Additional acreage provides pasture potential, along with an old barn that can easily be rebuilt. A spacious two-car garage with loft storage and a covered grilling/entertainment area rounds out this property’s functionality. Whether you’re searching for a full-time residence, event venue, or hobby farm, 40 Pennsylvania Ave offers unmatched character and opportunity. OMG rights are reserved. You don't want to miss this one and it won't be on the market long! Co list agent is a relative of the sellers. Delayed negotiations until 9/22/2025 at 3pm!