301 Tiffany Hill Road
Weare, NH, 03281 $ 565,000
Bedrooms4 Baths2.0 Sq 2,851 Monthly Estimate*
$ 3,567
Listed by Anna Kerr, Re/Max Innovative Properties - Windham, akerr@innovativesells.com
for $565,000 with 4 bedrooms and 2 full baths. This 2,851 square foot home was built in 1780 on a lot size of 7.58.
ONLY $565K! 4-bedroom, 2850 sqft, 7.58 private acres! Don't miss the opportunity to own an incredible piece of history! 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 is surrounded by peaceful, wooded landscapes stretching 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. Make this iconic homestead with its rich history and architectural charm yours!
See more
FeaturesInteriorBasement Description Concrete Dirt Interior Stairs Sump Pump Unfinished Exterior Access Basement Stairs
Interior Amenities Attic with Hatch/Scuttle Dining Area 3+ Fireplaces Hearth 1st Floor Laundry Walkup Attic
Basement Yes
Flooring Hardwood Softwood
Beds 4
Total Rooms 9
See more
GeneralRoad Frontage Yes
Sewer 1000 Gallon Leach Field Private
Heating Oil Wood
Cooling None
Utilities Phone Cable Available
Roof Asphalt Shingle
Appliances Gas Cooktop Dishwasher Dryer Microwave Refrigerator Washer Gas Stove Electric Water Heater On Demand Water Heater
Garage No
Flood Zone No
Zoning Rural Agricultural
3/4 Baths 0
Full Baths 2
Half Baths 0
Bathrooms 2
Year Built 1780
Electric 150 Amp Service
Style Colonial Farmhouse
Stories Count 2.5
Type Single Family
Block 01
Property Condition Existing
Tax Year 2025
Status Detail 0
Covenants No
Construction Materials Post and Beam Clapboard Exterior
Directions Take 114 to Quaker St. cross intersection of Thorndike Rd. stay left at fork property is on right.
High School John Stark Regional HS
City Weare
School District Weare
Seasonal No
Elementary School Center Woods Elementary School
Middle School Weare Middle School
DOM 42
Price Per Sq Ft Total AG 198.18
See more
ExteriorLot Features Agricultural Corner Country Setting Farm Horse/Animal Farm Field/Pasture Near Skiing Near Snowmobile Trails Rural Near ATV Trail
Exterior Amenities Barn Full Fence Garden Space Natural Shade Outbuilding Covered Porch Shed Storage
Driveway Crushed Stone Gravel
Lot Size Area 7.58
Water Source Drilled Well Private
Foundation Stone
Lot 59
See more
* Excluded FeaturesList ByRe/Max Innovative Properties - WindhamBroker
akerr@innovativesells.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,567
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Weare, NH
Average List Price $574,553
Percent of Sale Price 2%
About Weare, NH 9,133 Population
17% Since 2002
$ 88,135 Median Income
42.64 Median Age
39% Households with Children
Trends Information provided by ATTOM Data Solutions.
1783805 Elementary School
448407 Middle School
John Stark Regional HS High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/29/2026 | $565,000 | -1.74% | Price Down |
| 8/6/2026 | $575,000 | -4.15% | Price Down |
| 7/16/2026 | $599,900 | | Listed Price |