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For sale
  • $1,125,000

    8 Oak St, Winchester, MA 01890

    5beds
    2,391sqft
    : 
    $6,886/mo
    Get pre-qualified
    Single Family Residence
    Built in 1870
    4,674 Square Feet Lot
    $-- Zestimate®
    $471/sqft
    $-- HOA

    What's special

    Custom blue-and-white tile backsplashTimeless cabinetryQuartz countertopsFunctional butcher block islandThree off-street parking spacesExterior-vented gas rangeGorgeous wide-plank flooring
    OH 8/1 & 8/2 12-1:30pm Thoughtfully updated 1870 home with a versatile footprint offering many options for multi-generational living, a grand home office setup, dedicated au pair quarters, or separately rented as an Accessory Dwelling Unit (ADU). Elegant renovations have preserved the home's original historic character while seamlessly incorporating today's modern luxuries. A charming farmer's porch welcomes you into the main living area, featuring 8 rooms, 4 bedrooms, and 1.5 baths. The beautifully renovated 2024 eat-in kitchen showcases timeless cabinetry, quartz countertops, a functional butcher block island, custom blue-and-white tile backsplash, an exterior-vented gas range, and direct access to a new 2024 TimberTech deck. Interior highlights include an inviting living room with a striking embossed tin ceiling, a flexible first-floor bedroom or office featuring floor-to-ceiling windows, and gorgeous wide-plank flooring. The walk-out lower-level family room adds excellent bonus space with direct access to the backyard, while three additional bedrooms sit on the second floor. The full bath was tastefully renovated in 2020 with vintage-inspired washstand sinks, and the unfinished basement provides laundry space and storage. The separate, fully integrated living area is ideal for extended family, guests, an au pair, or rental income. This bright secondary suite offers a sunlit living room with its own deck access, an eat-in kitchen, full bath, and spacious second-floor bedroom. Original pine floors on main level and carpet in bedroom. Modern mini-split heating and A/C units provide year-round climate control throughout both distinct living areas. The main home also features gas baseboard and radiator heat, while the suite is independently served by radiator heat. Outside, a patio and three off-street parking spaces complete this exceptional property. The location is a commuter's dream, situated just a short stroll to vibrant Winchester Center, boutique shops, local cafés, and acclaimed restaurants. Commuters will love being near two MBTA Commuter Rail stations, offering a quick two-stop ride straight into Boston's North Station. Best of all, this property sits within the highly sought-after Lynch Elementary School district, placing you directly inside Winchester's top-rated, award-winning public school system. This rare property truly offers the perfect combination of timeless historic charm, high-end modern updates, and outstanding lifestyle versatility.
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    Zillow last checked:

    Listing updated:

    Listed by:

    The Synergy Group 781-570-9007,

    The Synergy Group 888-410-5454,

    Marie Montieth 781-492-1023

    Source: MLS PIN,MLS#: 73555597

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Closet, Flooring - Wood, Lighting - Overhead
      • Level: Second
      • Area: 132
      • Dimensions: 12 x 11
      Bedroom 2
      • Features: Closet, Lighting - Overhead
      • Level: Second
      • Area: 117
      • Dimensions: 13 x 9
      Bedroom 3
      • Features: Closet, Lighting - Overhead
      • Level: Second
      • Area: 160
      • Dimensions: 16 x 10
      Bedroom 4
      • Features: Closet, Flooring - Wood, Lighting - Overhead
      • Level: First
      • Area: 192
      • Dimensions: 16 x 12
      Bathroom 1
      • Features: Bathroom - Half
      • Level: First
      • Area: 21
      • Dimensions: 7 x 3
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Lighting - Pendant
      • Level: Second
      • Area: 55
      • Dimensions: 11 x 5
      Dining room
      • Features: Flooring - Wood, Open Floorplan, Lighting - Overhead
      • Level: First
      • Area: 96
      • Dimensions: 12 x 8
      Family room
      • Features: Lighting - Overhead
      • Level: Basement
      • Area: 306
      • Dimensions: 18 x 17
      Kitchen
      • Features: Flooring - Wood, Countertops - Stone/Granite/Solid, Kitchen Island
      • Level: First
      • Area: 168
      • Dimensions: 14 x 12
      Living room
      • Features: Flooring - Wood, Open Floorplan, Lighting - Overhead
      • Level: First
      • Area: 264
      • Dimensions: 22 x 12
      Heating
      • Baseboard, Hot Water, Ductless
      Cooling
      • Ductless
      Appliances
      • Included: Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
      • Laundry: In Basement
      Features
      • Bathroom - With Tub & Shower, Closet, Dining Area, Lighting - Overhead, Accessory Apt.
      • Flooring: Wood, Tile, Vinyl, Flooring - Vinyl, Flooring - Wood
      • Doors: Insulated Doors
      • Windows: Insulated Windows
      • Basement: Full,Partially Finished
      • Has fireplace: No
      Interior area
      • Total structure area: 2,391
      • Total interior livable area: 2,391 sqft
      • Finished area above ground: 2,091
      • Finished area below ground: 300

      Property

      Parking
      • Total spaces: 3
      • Parking features: Paved Drive, Off Street, Paved
      • Uncovered spaces: 3
      Features
      • Patio & porch: Porch, Deck, Patio
      • Exterior features: Porch, Deck, Patio, Fenced Yard
      • Fencing: Fenced/Enclosed,Fenced
      Lot
      • Size: 4,674 Square Feet
      • Features: Level
      Details
      • Parcel number: 897000
      • Zoning: RG

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Farmhouse
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Year built: 1870

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range, for Electric Range

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School, Sidewalks
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $471/sqft
      • Tax assessed value: $1,045,600
      • Annual tax amount: $11,586
      • Date on market: 7/28/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/28/2026Listed for sale$1,125,000$471/sqft
        Source: MLS PIN #73555597 Report a problem

        Public tax history

        Tax history is unavailable.

        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 01890

        Getting around

        73 / 100
        Very Walkable
        66 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lynch Elementary School
        • Middle: Mccall Middle School
        • High: Winchester Highschool

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

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