301 Tiffany Hill Road

Active Under ContractVirtual Tour
Active Under ContractVirtual Tour
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Contract Out
$525,000
4 beds2,851 sqft
301 Tiffany Hill Rd, Weare, NH 03281
Est: $3,366/moGet pre-approved
Single FamilyProperty Type
7.58 acresLot Size
1780Year Built
$184/sq ftPrice per sq ft

Description

Reduced price! 525K for a 4-bedroom, 2850 sqft, 7.58 private acres! Don't miss the opportunity to own this amazing home and land, and 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...Reduced price! 525K for a 4-bedroom, 2850 sqft, 7.58 private acres! Don't miss the opportunity to own this amazing home and land, and 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!
59 days on Market
  • Listed by: Anna Kerr • Re/Max Innovative Properties - Windham akerr@innovativesells.com
  • Listed by: Ella Kerr • RE/MAX Innovative Bayside
Last updated: 09/15/2026 06:13 PM • Source: New England Real Estate Network, MLS#: 5100275

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Listing Courtesy of Re/Max Innovative Properties - Windham; RE/MAX Innovative Bayside
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$3,366 per month

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$2,803

Property Taxes

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Property Information for 301 Tiffany Hill Road

Property Details
  • Taxes: $6,758 / year
  • MLS Type: Residential / Single Family
  • County: Hillsborough County
  • Zoning: Rural Agricultural
Building Information
  • Stories: 2
  • Year Built: 1780
  • Lot Size: 7.58 AC / 330,184 SF
Summary
Location and General Information
  • City: Weare
  • County: NH-Hillsborough
  • Directions: Take 114 to Quaker St., cross intersection of Thorndike Rd., stay left at fork, property is on right.
  • Latitude: 43.099567000001002
  • Longitude: -71.769769999999994
  • Road Frontage: Yes
  • Seasonal: No
  • State: NH
  • Street Designation: Road
  • Map: 404
  • Zip Code: 03281-5203
Taxes and HOA Information
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Crushed Stone, Gravel
Property
Lot Information
  • Block: 01
  • Lot: 59
  • Lot Features: Agricultural, Corner, Country Setting, Farm, Horse/Animal Farm, Field/Pasture, Near Skiing, Near Snowmobile Trails, Rural, Near ATV Trail
  • Lot Size Acres: 7.58
  • Road Frontage Length: 1217.0
  • Total Finished Area: 2851.0
  • Above Grade Finished Area: 2851.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 118.0
  • AboveGradeUnfinishedAreaSource: Public Records
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 121.0
  • BelowGradeUnfinishedAreaSource: Public Records
  • Lot Size Square Feet: 330185.0
  • Total Area: 3090.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Easements: Unknown
  • Flood Zone: No
  • PreConstruction: No
  • Possible Use: Farm, Field/Pasture, Horse/Animal Farm
  • Surveyed: Unknown
  • Year Built: 1780
  • School District: Weare
  • High School: John Stark Regional HS
  • Middle/Jr School: Weare Middle School
  • Elementary School: Center Woods Elementary School
  • Property Tax Relief Program: No
Utilities
  • Electric: 150 Amp Service
  • Sewer: 1000 Gallon, Leach Field, Private
  • Water Source: Drilled Well, Private
  • Utilities: Cable Available, Phone
  • Internet: High Speed Intrnt Avail
Interior and Exterior Features
Exterior Features
  • Construction Materials: Post and Beam, Clapboard Exterior
  • Roof: Asphalt Shingle
Interior Features
  • Appliances: Gas Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, Electric Water Heater, On Demand Water Heater
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Concrete, Dirt, Interior Stairs, Sump Pump, Unfinished, Exterior Access, Basement Stairs
  • Flooring: Hardwood, Softwood
  • Heating: Oil, Wood
  • Cooling: None
  • Total Stories: 2.5
  • Rooms Total: 9
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 0
  • Bedrooms Total: 4
  • Bathrooms Total: 2

Property History for 301 Tiffany Hill Road

DateEvent & SourcePriceAppreciation
Sep 15, 2026

Active Under Contract

New England Real Estate Network #5100275

—
Jul 16, 2026

Listed (Active)

New England Real Estate Network #5100275

$599,900—
Sep 1, 2020

Sold (Public Record)

Public Record #676424156

$280,000—
DateEvent & SourcePrice
09/15/2026

Active Under Contract

New England Real Estate Network #5100275

—
07/16/2026

Listed (Active)

New England Real Estate Network #5100275

$599,900
09/01/2020

Sold (Public Record)

Public Record #676424156

$280,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 301 Tiffany Hill Road

Taxable ValueLand$105,300Additions$207,000Total$312,300
Tax Record2025$6,758 ($563 / month)
Home Facts
Beds4Baths2Total Finished SqFt3,131 SqFtAbove Grade Finished SqFt3,131 SqFtStories3Lot Size330,185 SqFtStyleSingle Family ResidenceYear Built1780Year Renovated1780ZoningRURALCountyHILLSBOROUGHAPNWEAR M:00404 L:000059 S:000001

Schools near 301 Tiffany Hill Road

This home is within John Stark Regional School District.
Rating
School
Type
Grades
Distance
Center Woods School
Public - PK to 3
Weare Middle School
Public - 4 to 8
John Stark Regional High School
Public - 9 to 12
Rating
School
Distance
Center Woods School
PublicPK to 3

Weare Middle School
Public4 to 8

John Stark Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Re/Max Innovative Properties - Windham; RE/MAX Innovative Bayside

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/30/2026 05:13 AM