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Jonathan Griffus
REALTOR®
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301 Tiffany Hill Road, Weare, NH 03281

$599,900
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New to the Market Active
BEDS4 BATHS2 full SQUARE FEET2,851 MLS#5100275
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLWeare

Listing Courtesy of: Re/Max Innovative Properties - Windham
Agency Contact: akerr@innovativesells.com
Associate Name: Anna Kerr
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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

301 Tiffany Hill Road | MLS# 5100275

This single family home located at 301 Tiffany Hill Road, Weare, NH 03281 is currently listed for sale with an asking price of $599,900. This property was built in 1780 and has 4 bedrooms and 2 full baths with 2851 sq. ft. Tiffany Hill Road is located within the Weare school district. Search Weare real estate on jonathangriffus.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Concrete, Dirt, Interior Stairs, Sump Pump, Unfinished, Exterior Access, Basement Stairs
Basement: Yes
Cooling: None
Fenced: Yes
Heating: Oil, Wood
Home Style: Colonial, Farmhouse
Lot Size: 7.58 Acres
Roof Type: Asphalt Shingle
Stories: 2.5
Taxes: $6,758
Year Built: 1780

Amenities

Attic with Hatch/Scuttle
Dining Area
3+ Fireplaces
Hearth
1st Floor Laundry
Walkup Attic
Barn
Full Fence
Garden Space
Natural Shade
Outbuilding
Covered Porch
Shed
Storage

Feature Descriptions

Appliances: Gas Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, Electric Water Heater, On Demand Water Heater
Baths Full: 2
Construction: Post and Beam, Clapboard Exterior
Construction Status: Existing
Days on Site: 5
Driveway: Crushed Stone, Gravel
Electric: 150 Amp Service
Exterior: Post and Beam, Clapboard Exterior
Flood Zone: No
Flooring: Hardwood, Softwood
Foundation: Stone
Lot: Agricultural, Corner, Country Setting, Farm, Horse/Animal Farm, Field/Pasture, Near Skiing, Near Snowmobile Trails, Rural, Near ATV Trail
Number of Rooms: 9
Road Frontage: 1217
Roads: Dirt
Sewer: 1000 Gallon, Leach Field, Private
Sq. Ft. Above Grade Finished: 2851
Sq. Ft. Total Finished: 2851
Total Stories: 2.5
Water: Drilled Well, Private
Zoning: Rural Agricultural

Local Schools

High School: John Stark Regional HS
Middle School: Weare Middle School
Elementary School: Center Woods Elementary School
School District: Weare

Listed By / Shown By

Listed By

Agency Name: Re/Max Innovative Properties - Windham
Agency Contact: akerr@innovativesells.com
Agent Name: Anna Kerr

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Shown By

Agent Name: Jonathan Griffus
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 2,073.25 per month $1,335.12 Principal & Interest $563.17 Property Tax $174.97 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/21/2026. The listing information on this page last changed on 07/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/21/2026 6:16:08 AM EST) or MLSPIN MLS (last updated Mon 07/20/2026 11:38:26 PM EST) or Prime MLS (last updated Mon 07/20/2026 11:33:29 PM EST) or MREIS (last updated Tue 07/21/2026 2:05:12 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-07-20 23:33:29

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