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For sale
  • $899,990

    2 Sherwood Dr, Halifax, MA 02338

    4beds
    2,729sqft
    : 
    $5,916/mo
    Get pre-qualified
    Single Family Residence
    Built in 2001
    1.3 Acres Lot
    $889,300 Zestimate®
    $330/sqft
    $-- HOA

    What's special

    Central vacuum systemPool cabanaInground poolIrrigation systemTwo-car garagePrivate backyard oasisFinished basement
    Exceptional Luxury Living in Halifax’s Premier NeighborhoodWelcome to an extraordinary oversized home in one of Halifax’s most prestigious neighborhoods, where generous living spaces, exceptional amenities, and resort-style outdoor living come together to create a truly remarkable property.From the moment you enter, quality and comfort are evident throughout, with beautiful hardwood floors and spacious, thoughtfully designed living areas. The main level features a dedicated home office and convenient first-floor laundry, making everyday living both practical and refined.The impressive kitchen provides an inviting gathering space, while the expansive primary suite offers a private retreat complete with a walk-in closet and luxurious ensuite bath featuring a jetted tub. Three additional generously sized bedrooms provide plenty of space for guests, or flexible living arrangements.A two-car garage adds convenience and storage, while the finished basement expands the home’s living and entertaining possibilities with a dedicated media/recreation space.Step outside and discover your own private backyard oasis. The inground pool is complemented by an impressive cabana featuring its own kitchen and full bath—perfect for summer entertaining, poolside gatherings, and extended outdoor living without having to head back inside. A backyard putting green adds a unique touch for golf enthusiasts, while the irrigation system keeps the grounds looking their best.Additional features include whole-house speakers and a central vacuum system, adding both convenience and enjoyment to this exceptional home.Did I mention the tree house even has a clear roof for stargazing and electricity? With its substantial living space, luxurious primary suite, resort-style backyard, pool cabana, putting green, and enviable location in Halifax’s premier neighborhood, this is a rare opportunity to enjoy an elevated lifestyle in a home designed for both everyday living and unforgettable entertaining.
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    Zillow last checked:

    Listing updated:

    Listed by:

    Tina Kenyon 781-217-4243,

    Keller Williams Realty Signature Properties 781-924-5766

    Source: MLS PIN,MLS#: 73562229

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 2
      • 1/2 bathrooms: 3
      Primary bedroom
      • Features: Bathroom - Full, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Hot Tub / Spa, Double Vanity
      • Level: Second
      • Area: 572
      • Dimensions: 22 x 26
      Bedroom 2
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 156
      • Dimensions: 13 x 12
      Bedroom 3
      • Features: Closet, Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 156
      • Dimensions: 13 x 12
      Bedroom 4
      • Features: Closet, Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 120
      • Dimensions: 12 x 10
      Bedroom 5
      • Features: Flooring - Wall to Wall Carpet
      • Level: Basement
      • Area: 100
      • Dimensions: 10 x 10
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Full, Bathroom - With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile
      • Level: Second
      • Area: 80
      • Dimensions: 10 x 8
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Jacuzzi / Whirlpool Soaking Tub, Double Vanity
      • Level: Second
      • Area: 100
      • Dimensions: 10 x 10
      Bathroom 3
      • Features: Bathroom - Half, Flooring - Engineered Hardwood
      • Level: First
      • Area: 48
      • Dimensions: 6 x 8
      Dining room
      • Features: Ceiling Fan(s), Flooring - Hardwood, Chair Rail, Wainscoting, Tray Ceiling(s)
      • Level: Main,First
      • Area: 156
      • Dimensions: 13 x 12
      Kitchen
      • Features: Dining Area, Pantry, Kitchen Island, Cabinets - Upgraded, Country Kitchen, Deck - Exterior, Exterior Access, Open Floorplan, Recessed Lighting, Flooring - Engineered Hardwood
      • Level: First
      • Area: 240
      • Dimensions: 20 x 12
      Living room
      • Features: Cathedral Ceiling(s), Open Floorplan, Sunken
      • Level: First
      • Area: 288
      • Dimensions: 16 x 18
      Office
      • Features: Ceiling Fan(s), Flooring - Hardwood, French Doors, Tray Ceiling, Flooring - Engineered Hardwood
      • Level: First
      • Area: 144
      • Dimensions: 12 x 12
      Heating
      • Baseboard
      Cooling
      • Central Air
      Appliances
      • Included: Water Heater, Range, Dishwasher, Microwave, Vacuum System
      • Laundry: Upgraded Countertops, Main Level, Electric Dryer Hookup, Washer Hookup, First Floor
      Features
      • Ceiling Fan(s), Tray Ceiling(s), Bathroom - 3/4, Closet, Home Office, Bonus Room, Game Room, Central Vacuum, Wired for Sound
      • Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Engineered Hardwood, Flooring - Wall to Wall Carpet
      • Doors: French Doors
      • Windows: Insulated Windows
      • Basement: Full,Finished,Partially Finished,Bulkhead
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 2,729
      • Total interior livable area: 2,729 sqft
      • Finished area above ground: 2,729
      • Finished area below ground: 936

      Property

      Parking
      • Total spaces: 12
      • Parking features: Attached, Paved Drive, Off Street
      • Attached garage spaces: 2
      • Uncovered spaces: 10
      Features
      • Patio & porch: Porch, Deck, Deck - Composite
      • Exterior features: Porch, Deck, Deck - Composite, Pool - Inground, Cabana, Rain Gutters, Storage, Sprinkler System
      • Has private pool: Yes
      • Pool features: In Ground
      • Waterfront features: Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)
      Lot
      • Size: 1.3 Acres
      • Features: Corner Lot, Wooded
      Details
      • Additional structures: Cabana
      • Foundation area: 2028
      • Parcel number: 3941326
      • Zoning: res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 2001

      Utilities & green energy

      • Electric: 110 Volts
      • Sewer: Private Sewer
      • Water: Public, Private
      • Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Pool, Walk/Jog Trails, Golf, Bike Path, Conservation Area, House of Worship, Public School, T-Station, University
      • Subdivision: Highland Woods
      HOA
      • Has HOA: No
      Location
      • Region: Halifax

      Financial & listing details

      • Price per square foot: $330/sqft
      • Tax assessed value: $826,200
      • Annual tax amount: $11,633
      • Date on market: 8/13/2026
      • Exclusions: Fridge Washer And Dryer Not Included In Sale

        Estimated market value

        $889,300

        $845,000 - $934,000

        $5,666/mo

        Price history

        DateEventPrice
        8/13/2026Listed for sale$899,990+66%$330/sqft
        Source: MLS PIN #73562229 Report a problem
        7/7/2015Sold$542,000-3.2%$199/sqft
        Source: Public Record Report a problem
        5/20/2015Pending sale$559,900$205/sqft
        Source: Compass Realty Brokerage Services, LLC #71835571 Report a problem
        5/13/2015Listed for sale$559,900-4.3%$205/sqft
        Source: Compass Realty Brokerage Services, LLC #71835571 Report a problem
        9/5/2014Listing removed$585,000$214/sqft
        Source: Compass Realty Brokerage Services, LLC #71687581 Report a problem
        5/27/2014Listed for sale$585,000+368%$214/sqft
        Source: Compass Realty Brokerage Services, LLC #71687581 Report a problem
        5/23/2001Sold$125,000$46/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$11,452 +2%$802,500 +3%
        2024$11,222 +4.2%$779,300 +7.6%
        2023$10,773 +6%$724,000 +23.9%
        2022$10,159 $584,200
        2021$10,159 +1.7%$584,200 +2%
        2020$9,990 +1.9%$572,800 +2.1%
        2019$9,802 +3.8%$561,100 +4.9%
        2018$9,443 +0.5%$535,000 +5.5%
        2017$9,398 +10.4%$507,200 +14.7%
        2016$8,514 +1.5%$442,300 +0.1%
        2015$8,388 +5.6%$441,700 +3.8%
        2014$7,946 +6.6%$425,600 +2.7%
        2013$7,453 -9.6%$414,300 -15.6%
        2012$8,249 +6%$491,000 -0.5%
        2011$7,782 +9.5%$493,500 -2.9%
        2010$7,107 $508,000
        Find assessor info on the county website

        Monthly payment

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        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: 02338

        Getting around

        0 / 100
        Car-Dependent
        23 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Halifax Elem
        • Middle: Slrms
        • High: Slrhs

        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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