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  • Listed by: Brattleboro Area Realty • Rebecca Seymour
    Bought with: Brattleboro Area Realty
    $595,000

    58 Oak Street, Brattleboro, VT 05301

    5beds
    3,748sqft
    Single Family Residence
    Built in 1880
    0.25 Acres Lot
    $595,100 Zestimate®
    $159/sqft
    $3,659 Estimated rent

    Home value

    $595,100

    $536,000 - $661,000

    $3,659/mo

    Zestimate® history
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    What's special

    Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and oversized wavy glass windows that bathe the interior in natural light. The 1st floor is bright and inviting, with a sun-filled dining room and a living room featuring a propane insert for warmth and ambiance. For accessibility, there is a 1st floor full bathroom and bedroom with historic curved wall. The gracious staircase brings you to a reading nook on the landing, 3 bedrooms, and a full bath with a clawfoot tub. The large laundry room offers flexibility to double as a studio, craft, or hobby space. The property also features two accessory apartments, offering excellent income potential or space for guests or extended family. A detached barn has storage above, and plenty off-street parking. The yard has been extensively and thoughtfully landscaped with lush, low-maintenance perennials, stone patios, and garden pathways. A private sauna nestled among the gardens creates a peaceful retreat a after a busy day. This exceptional property is a rare find—gracefully blending history, function, and opportunity in one of Brattleboro’s most coveted locations. Being offered as a single family home.

    Zillow last checked:

    Listing updated:

    Listed by:

    Rebecca Seymour,

    Brattleboro Area Realty 802-257-1335

    Bought with:

    Victoria Woods

    Brattleboro Area Realty

    Source: PrimeMLS,MLS#: 5103977MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 4
    • Full bathrooms: 4
    Heating
    • Baseboard
    Cooling
    • None
    Features
    • In-Law/ADU, Kitchen Island, Natural Light
    • Flooring: Tile, Vinyl, Wood
    • Basement: Unfinished,Interior Entry
    Interior area
    • Total structure area: 5,622
    • Total interior livable area: 3,748 sqft
    • Finished area above ground: 3,748
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Paved, Driveway, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Deck, Garden, Natural Shade, Sauna
    • Fencing: Full
    • Frontage length: Road frontage: 219
    Lot
    • Size: 0.25 Acres
    • Features: Corner Lot, Curbing, Landscaped, Sidewalks, Walking Trails, In Town, Near Shopping, Neighborhood, Near Public Transit, Near School(s)
    Details
    • Parcel number: 8102514119
    • Zoning description: res

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Victorian
    • Property subtype: Single Family Residence
    Materials
    • Clapboard Exterior
    • Foundation: Brick, Fieldstone
    • Roof: Shingle,Slate
    Condition
    • New construction: No
    • Year built: 1880

    Utilities & green energy

    • Electric: 100 Amp Service
    • Sewer: Public Sewer
    • Utilities for property: Cable Available, Phone Available

    Community & HOA

    Location
    • Region: Brattleboro

    Financial & listing details

    • Price per square foot: $159/sqft
    • Tax assessed value: $268,790
    • Annual tax amount: $8,090
    • Date on market: 8/7/2026

    Price history

    DateEventPrice
    8/7/2026Sold$595,000-4.8%$159/sqft
    Source: PrimeMLS #5103977 Report a problem
    1/16/2026Listing removed$625,000$167/sqft
    Source: PrimeMLS #5060836 Report a problem
    9/11/2025Listed for sale$625,000+5%$167/sqft
    Source: PrimeMLS #5060836 Report a problem
    9/21/2023Sold$595,000$159/sqft
    Source: PrimeMLS #4961927 Report a problem
    7/19/2023Listed for sale$595,000+319.8%$159/sqft
    Source: PrimeMLS #4961927 Report a problem
    8/4/2000Sold$141,750$38/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $268,790
    2023-- $268,790
    2022-- $268,790
    2021-- $268,790
    2020-- $268,790
    2019-- $268,790
    2018-- $268,790
    2017-- $268,790 +0.8%
    2016-- $266,680 +9899.3%
    2015-- $2,667
    2014-- $2,667
    2013-- $2,667
    2012-- $2,667
    2011-- $2,667
    2010-- $2,667 +10.4%
    2009-- $2,416
    2008-- $2,416
    2007-- $2,416
    Find assessor info on the county website

    Neighborhood: 05301

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Brattleboro Elem Schools
    • Middle: Brattleboro Area Middle School
    • High: Brattleboro High School
    • District: Brattleboro School District

    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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    With Zillow Showcase(estimated)
    $607,002