List Price: $599,900 | $210 per sq.ft. | 4 Bedroom | 2 Bathroom | 2.5 Story Single Family Home
Listed Thursday Jul 16, 2026 | MLS# 5100275
301 Tiffany Hill Road Weare NH
Listed by Anna Kerr Re/Max Innovative Properties - Windham
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

Appliances : Gas Cooktop | Dishwasher | Dryer | Microwave | Refrigerator | Washer | Gas Stove | Electric Water Heater | On Demand Water Heater
Flooring: Hardwood | Softwood
Heating: Oil | Wood
Total Rooms: 9
Total Baths: 2
Full Baths: 2
Total Bedrooms: 4

Building Info
Year Built: 1780
Type: Post and Beam | Clapboard Exterior
Total Structure SqFt.: 3090
Finished Sqft. Above Ground: 2851
Apx Below Grade Unfinished SqFt.: 121
Basement: Concrete | Dirt | Interior Stairs | Sump Pump | Unfinished | Exterior Access | Basement Stairs

Exterior Info
Style: Colonial | Farmhouse
Roof: Asphalt Shingle

Utilities
Electric: 150 Amp Service
Water: Drilled Well | Private
Sewer: 1000 Gallon | Leach Field | Private

Land Description:
Agricultural | Corner | Country Setting | Farm | Horse/Animal Farm | Field/Pasture | Near Skiing | Near Snowmobile Trails | Rural | Near ATV Trail
Lot size: 7.58 acres
SuitableUse: Farm | Horse/Animal Farm | Field/Pasture
Zoned: Rural Agricultural
Surveyed: Unk
Flood Zone: No
Seasonal: No
Road Frontage: 1217
Driveway: Crushed Stone | Gravel



Docs Available : Deed | Property Disclosure | Tax Map
Easement - Unknown
Block - 01
Taxes $6,758
Assesed Value Not Reported
Schools
School District: Weare
Elementary School: Center Woods Elementary School
Middle School: Weare Middle School
High School: John Stark Regional HS

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