301 Tiffany Hill Road, Weare, NH 03281

• 4 beds |
• 2 baths |
• 3,090 sqft

Property Description

Step back in time and own a remarkable piece of New Hampshire history! Believed to date back to circa 1794, the historic Old Osborne House offers approximately 2,896 square feet of living space on 7.58 picturesque acres, blending timeless character with endless possibilities. Rich in original architectural details, this antique Colonial features 4 bedrooms, 2 bathrooms, six fireplaces, two separate staircases, original wide-plank pine floors, and hand-hewn post-and-beam construction that showcases the craftsmanship of a bygone era. Adding to its intrigue are two hidden rooms beneath the home, believed by local historians to have been connected to the Underground Railroad, making this property as fascinating as it is beautiful. A standout feature is the impressive barn complex, including an attached 40' x 26' two-story workshop and a magnificent 56' x 40' two-story bank barn with classic timber-frame construction, hand-hewn mortise-and-tenon joinery, and a drive-under lower level. Whether your vision includes horses, farming, workshops, antiques, or preserving a historic estate, the possibilities are endless. Privately tucked away on a quiet dirt road, this secluded property offers access to an extensive network of walking, horseback riding, and ATV trails winding through the surrounding woods, with some trails leading all the way to Horace Lake. The grounds feature open fields, mature fruit and hickory trees, perennial gardens, and a peaceful setting that perfectly complements the property's rural charm. Approximately 5 acres have electric fencing ready for your animals! Several major updates have already been completed, including a new roof, on-demand heating system, newer furnace, 12 Andersen windows, blown-in insulation in the exterior walls, and a freshly painted exterior. Additional TLC offers an incredible opportunity to restore and personalize this iconic homestead while preserving its rich history and architectural charm. OPEN HOUSE SAT 7/25 10 to 12 pm

Listing Status:

Active

Date Added:

July 16, 2026

Data Last Updated:

July 27, 2026 at 6:58PM

Listing Office:

Re/Max Innovative Properties - Windham : 603-484-8594

Listing Agent:

Anna Kerr : : akerr@innovativesells.com

MLS ID:

5100275

Interior

• General: Attic with Hatch/ScuttleDining Area3+ FireplacesHearth1st Floor LaundryWalkup Attic
• Appliances: Gas CooktopDishwasherDryerMicrowaveRefrigeratorWasherGas StoveElectric Water HeaterOn Demand Water Heater
• Basement: ConcreteDirtInterior StairsSump PumpUnfinishedExterior AccessBasement Stairs
• Flooring: HardwoodSoftwood
• A/C: None
• Heating: OilWood

Exterior

• General: BarnFull FenceGarden SpaceNatural ShadeOutbuildingCovered PorchShedStorage
• Style: ColonialFarmhouse

Construction

• Roofing: Asphalt Shingle
• General: Post and BeamClapboard ExteriorStone

Location

• Road/Access: Dirt
• School District: Weare
• County: Hillsborou

Lot

• Driveway: Crushed StoneGravel
• Zoning: Rural Agricultural
• Current Use: None

Utilities

• Utilities: Cable AvailablePhone
• Water: Drilled WellPrivate
• Sewer: 1000 GallonLeach FieldPrivate