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  • Listed by: BHHS Verani Upper Valley • Allison Griep
    Bought with: KW Coastal and Lakes & Mountains Realty/Hanover
    $399,000

    273 Route 5 North, Windsor, VT 05089

    4beds
    2,888sqft
    Single Family Residence
    Built in 1790
    1.22 Acres Lot
    $388,900 Zestimate®
    $138/sqft
    $3,705 Estimated rent

    Home value

    $388,900

    $369,000 - $408,000

    $3,705/mo

    Zestimate® history
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    What's special

    Beautifully preserved brick-and-frame colonialTruly unforgettable kitchenFresh interior paintClassic standing seam roof
    Motivated Seller - Price Improved! Own a remarkable piece of Vermont history in the heart of Windsor. Built circa 1790, this beautifully preserved brick-and-frame Colonial blends timeless New England character with the modern updates today's buyers appreciate. Rich in craftsmanship and architectural detail, this one-of-a-kind home offers the perfect balance of historic charm, everyday comfort, and exciting future potential. Inside, you'll find wide-plank hardwood and softwood floors, abundant natural light from updated windows, fresh interior paint, and thoughtfully updated electrical and heating systems. A classic standing seam roof enhances both the home's historic appeal and long-term durability. At the heart of the home is a truly unforgettable kitchen, where carefully repurposed materials create a warm, inviting space full of personality and Vermont character. The attached one-car garage features a dedicated workshop and storage area, while the expansive attic—accessible from both levels—offers incredible flexibility for a studio, workshop, additional storage, or future finished living space. Located just moments from Artisans Park, downtown Windsor, and Interstate 91 (Exit 9), this property provides convenient access to the Upper Valley, DHMC, Dartmouth College, and nearby NH communities. Whether you're commuting, working remotely, or looking for a centrally located Vermont home, you'll appreciate the convenience without sacrificing small-town charm. With commercial zoning potential, this property presents a rare opportunity for entrepreneurs, professionals, investors, or anyone seeking a live-work lifestyle. Imagine a boutique office, gallery, creative studio, or small business operating from one of Windsor's historic homes while enjoying all the comforts of a private residence. Whether you're searching for a historic Vermont home, a unique investment property, or a place where your home and business can thrive, stop scrolling and come see.

    Zillow last checked:

    Listing updated:

    Listed by:

    Allison Griep,

    BHHS Verani Upper Valley Phone:802-698-3379,

    Katie Ladue Gilbert,

    BHHS Verani Upper Valley

    Bought with:

    Sandra Dell

    KW Coastal and Lakes & Mountains Realty/Hanover

    Source: PrimeMLS,MLS#: 5080622MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 1
    • 3/4 bathrooms: 1
    • 1/2 bathrooms: 1
    Heating
    • Oil, Baseboard, Hot Water, Zoned
    Cooling
    • None
    Appliances
    • Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
    Features
    • Hearth, Kitchen Island, Kitchen/Dining, Primary BR w/ BA, Natural Light, Walk-In Closet(s)
    • Flooring: Hardwood, Softwood
    • Basement: Bulkhead,Crawl Space,Partial,Interior Stairs,Storage Space,Unfinished,Interior Entry
    • Attic: Attic with Hatch/Scuttle
    • Fireplace features: Wood Stove Hook-up
    Interior area
    • Total structure area: 3,688
    • Total interior livable area: 2,888 sqft
    • Finished area above ground: 2,888
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 1
    • Parking features: Shared Driveway, Gravel, Storage Above, Barn, Attached
    • Garage spaces: 1
    Accessibility
    • Accessibility features: 1st Floor 3/4 Bathroom, 1st Floor Bedroom, 1st Floor Hrd Surfce Flr, Kitchen w/5 Ft. Diameter
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Patio, Covered Porch
    • Exterior features: Garden, Natural Shade
    • Has spa: Yes
    • Spa features: Heated
    • Frontage length: Road frontage: 300
    Lot
    • Size: 1.22 Acres
    • Features: Level
    Details
    • Zoning description: R
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial,Historic Vintage
    • Property subtype: Single Family Residence
    Materials
    • Wood Frame
    • Foundation: Brick, Stone
    • Roof: Metal,Standing Seam
    Condition
    • New construction: No
    • Year built: 1790

    Utilities & green energy

    • Electric: 200+ Amp Service, Circuit Breakers
    • Sewer: Private Sewer, Septic Tank
    • Utilities for property: None

    Community & HOA

    Location
    • Region: Windsor

    Financial & listing details

    • Price per square foot: $138/sqft
    • Annual tax amount: $7,346
    • Date on market: 3/25/2026
    • Road surface type: Paved

    Price history

    DateEventPrice
    9/25/2026Sold$399,000-3.6%$138/sqft
    Source: PrimeMLS #5080622 Report a problem
    7/30/2026Pending sale$413,900$143/sqft
    Source: PrimeMLS #5080622 Report a problem
    4/28/2026Price change$413,900-2.4%$143/sqft
    Source: PrimeMLS #5080622 Report a problem
    3/25/2026Listed for sale$424,000$147/sqft
    Source: PrimeMLS #5080622 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 05089

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: State Street School
    • Middle: Windsor High School
    • High: Windsor High School
    • District: Windsor

    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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