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  • Listed by: Re/Max Innovative Properties - Windham • Anna Kerr
    Price cut: $24.9K (8/6)
    $575,000

    301 Tiffany Hill Road, Weare, NH 03281-5203

    4beds
    2,851sqft
    : 
    $4,137/mo
    Get pre-qualified
    Single Family Residence
    Built in 1780
    7.58 Acres Lot
    $559,900 Zestimate®
    $202/sqft
    $-- HOA

    What's special

    Classic timber-frame constructionPeaceful settingFreshly painted exteriorHand-hewn mortise-and-tenon joineryNewer furnaceTwo separate staircasesGrounds feature open fields
    MASSIVE PRICE REDUCTION OF $25K 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 that stretch all the way toward 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.
    28 days
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    4,591
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    325
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    Zillow last checked:

    Listing updated:

    Listed by:

    Anna Kerr,

    Re/Max Innovative Properties - Windham akerr@innovativesells.com,

    Ella Kerr,

    RE/MAX Innovative Bayside

    Source: PrimeMLS,MLS#: 5100275MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Heating
      • Oil, Wood
      Cooling
      • None
      Appliances
      • Included: Gas Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Gas Stove, Electric Water Heater, Instant Hot Water
      • Laundry: 1st Floor Laundry
      Features
      • Dining Area, Hearth
      • Flooring: Hardwood, Softwood
      • Basement: Concrete,Dirt,Interior Stairs,Sump Pump,Unfinished,Exterior Entry,Basement Stairs,Interior Entry
      • Attic: Attic with Hatch/Scuttle,Walk-up
      • Has fireplace: Yes
      • Fireplace features: 3+ Fireplaces
      Interior area
      • Total structure area: 3,090
      • Total interior livable area: 2,851 sqft
      • Finished area above ground: 2,851
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Crushed Stone, Gravel
      Features
      • Levels: 2.5
      • Stories: 2.5
      • Patio & porch: Covered Porch
      • Exterior features: Garden, Natural Shade, Shed, Storage
      • Fencing: Full
      • Frontage length: Road frontage: 1217
      Lot
      • Size: 7.58 Acres
      • Features: Agricultural, Corner Lot, Country Setting, Farm, Horse/Animal Farm, Field/Pasture, Near Skiing, Near Snowmobile Trails, Rural, Near ATV Trail
      Details
      • Additional structures: Barn(s), Outbuilding
      • Parcel number: WEARM00404L000059S000001
      • Zoning description: Rural Agricultural

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Post and Beam, Clapboard Exterior
      • Foundation: Stone
      • Roof: Asphalt Shingle
      Condition
      • New construction: No
      • Year built: 1780

      Utilities & green energy

      • Electric: 150 Amp Service
      • Sewer: 1000 Gallon, Leach Field, Private Sewer
      • Utilities for property: Phone, Cable Available

      Community & HOA

      Location
      • Region: Weare

      Financial & listing details

      • Price per square foot: $202/sqft
      • Tax assessed value: $311,700
      • Annual tax amount: $6,758
      • Date on market: 7/16/2026
      • Road surface type: Dirt

        Estimated market value

        $559,900

        $532,000 - $588,000

        $3,868/mo

        Price history

        DateEventPrice
        8/6/2026Price change$575,000-4.2%$202/sqft
        Source: PrimeMLS #5100275 Report a problem
        7/18/2026Listed for sale$599,900+114.3%$210/sqft
        Source: PrimeMLS #5100275 Report a problem
        9/1/2020Sold$280,000-12.5%$98/sqft
        Source: PrimeMLS #4812174 Report a problem
        6/21/2020Listed for sale$319,900$112/sqft
        Source: RE/MAX Synergy #4812174 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$6,356 +8.4%$311,700 +0.2%
        2023$5,861 +6.8%$311,100 -1.4%
        2022$5,490 -12.6%$315,500 +20.3%
        2021$6,280 $262,200
        2020$6,280 +1%$262,200
        2019$6,217 +3%$262,200
        2018$6,038 +4.9%$262,200 +1.9%
        2016$5,758 -3.4%$257,400 -3.3%
        2015$5,963 $266,100
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 03281

        Getting around

        0 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Center Woods Elementary School
        • Middle: Weare Middle School
        • High: John Stark Regional HS
        • District: Weare

        Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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