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  • Listed by: Re/Max Innovative Properties - Windham • Anna Kerr
    Price cut: $5K (10/1)
    $520,000

    301 Tiffany Hill Road, Weare, NH 03281-5203

    4beds
    2,851sqft
    : 
    $3,986/mo
    Get pre-qualified
    Single Family Residence
    Built in 1780
    7.58 Acres Lot
    $514,600 Zestimate®
    $182/sqft
    $-- HOA

    What's special

    Classic timber-frame constructionPeaceful settingFreshly painted exteriorHand-hewn mortise-and-tenon joineryNewer furnaceTwo separate staircasesGrounds feature open fields
    BACK ON THE MARKET at an amazing new price of $520,000! SELLER OFFERING $20,000 TOWARD BUYER’S CLOSING COSTS & CONCESSIONS! OPEN HOUSE SAT 10-12 & SUN 3-5. Step back in time and own a remarkable piece of NH history! Believed to date to circa 1794, the historic Old Osborne House offers approx. 2,850+ sq. ft., 4 bedrooms, 2 baths & 7.58 private acres. Rich in original character, this antique Colonial features 6 fireplaces, original wide-plank pine floors, 2 staircases & hand-hewn post-and-beam construction. A hidden room beneath the home adds to its intrigue and is believed by local historians to have connections to the Underground Railroad. The impressive barn complex includes a 40' x 26' 2-story workshop and a magnificent 56' x 40' 3-story bank barn with classic timber-frame construction, hand-hewn joinery & drive-under lower level with multiple bays. Approx. 5 acres feature electric fencing, offering possibilities for horses, farming, workshops & more. Privately situated on a quiet dirt road, the property offers open fields, mature fruit & hickory trees, perennial gardens & a peaceful rural setting. Located not far from Horace Lake and numerous walking & hiking trails. Recent improvements include a new roof, on-demand heating system, newer furnace, 12 Andersen windows, blown-in exterior wall insulation & freshly painted exterior. While many important improvements have been completed, the home will benefit from additional updates & TLC, offering an opportunity to further restore and enhance this unique historic property while preserving its character & charm. A truly special property with history, land, exceptional barns & endless potential.
    77 days
    2,383
    129

    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
      • Special conditions: Standard

      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: $182/sqft
      • Tax assessed value: $311,700
      • Annual tax amount: $6,758
      • Date on market: 7/16/2026
      • Road surface type: Dirt

        Estimated market value

        $514,600

        $489,000 - $540,000

        $3,686/mo

        Price history

        DateEventPrice
        10/1/2026Price change$520,000-1%$182/sqft
        Source: PrimeMLS #5100275 Report a problem
        9/10/2026Price change$525,000-7.1%$184/sqft
        Source: PrimeMLS #5100275 Report a problem
        8/29/2026Price change$565,000-1.7%$198/sqft
        Source: PrimeMLS #5100275 Report a problem
        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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