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For sale
    • Price cut: $26K (7/19)
    $1,549,000

    23 Longwood Dr, Hopkinton, MA 01748

    4beds
    4,836sqft
    : 
    $9,880/mo
    Get pre-qualified
    Single Family Residence
    Built in 1993
    1.41 Acres Lot
    $1,506,600 Zestimate®
    $320/sqft
    $-- HOA

    What's special

    Two-sided gas fireplaceCozy gas fireplaceExpansive deckStone patioPicturesque level corner lotFormal dining roomInviting firepit
    Perfectly sited on a picturesque level corner lot in one of Hopkinton's most coveted and bucolic neighborhoods, this exceptional residence offers an enviable lifestyle just moments from Whitehall Reservoir, where miles of scenic trails, kayaking, fishing, boating, cross-country skiing, and winter ice skating provide year-round outdoor recreation. Thoughtfully designed for both elegant entertaining and comfortable everyday living, the chef's kitchen is beautifully appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, and generous gathering space, flowing seamlessly into what may become your favorite room in the house—a spectacular four-season sunroom with radiant heated floors, walls of windows, and a cozy gas fireplace. Whether you're enjoying morning coffee while watching the sunrise, admiring the brilliant fall foliage, or relaxing by the fire as snow falls outside, this space is simply magical in every season. The dramatic cathedral family room with a wood-burning fireplace creates a warm and inviting gathering place, while the formal dining room and private study offer sophistication and flexibility. The luxurious primary suite is a true retreat, featuring soaring ceilings, abundant natural light, a two-sided gas fireplace, and a spa-inspired bath with radiant heated floors and a soaking tub you'll never want to leave. Four additional spacious bedrooms provide room for family, guests, or a second home office, while the finished lower level offers a spacious family room and dedicated fitness area. Outdoors, an expansive deck, stone patio, and inviting firepit overlook private grounds designed for impromptu barbecues, evenings under the stars, and making lifelong memories with family and friends. Located in one of Hopkinton's most desirable neighborhoods, yet just minutes to top-rated schools, shopping, dining, the commuter rail, and major routes, this home offers the perfect balance of luxury, comfort, and connection to nature. More than simply a beautiful home, 23 Longwood Drive is a place where every season brings something to enjoy and every space invites you to slow down, gather with the people you love, and truly feel at home.
    42 days
    |
    1,568
    |
    55
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    The Macchi Group 508-509-4236,

    William Raveis R.E. & Home Services 781-235-5000,

    Trina Macchi 508-509-4236

    Source: MLS PIN,MLS#: 73537135

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Ceiling Fan(s), Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, French Doors, Recessed Lighting, Lighting - Sconce
      • Level: Second
      Bedroom 2
      • Features: Flooring - Wall to Wall Carpet, Recessed Lighting, Lighting - Overhead, Closet - Double
      • Level: Second
      Bedroom 3
      • Features: Flooring - Hardwood, Attic Access, Recessed Lighting, Wainscoting, Closet - Double
      • Level: Second
      Bedroom 4
      • Features: Flooring - Wall to Wall Carpet, Recessed Lighting, Closet - Double
      • Level: Second
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile, Wainscoting, Lighting - Sconce, Pedestal Sink
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Fireplace, Skylight, Cathedral Ceiling(s), Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Double Vanity
      • Level: Second
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Skylight, Cathedral Ceiling(s), Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Double Vanity, Lighting - Sconce, Lighting - Overhead
      • Level: Second
      Dining room
      • Features: Flooring - Hardwood, French Doors, Wainscoting, Crown Molding
      • Level: First
      Family room
      • Features: Closet, Flooring - Wall to Wall Carpet, Recessed Lighting
      • Level: Basement
      Kitchen
      • Features: Flooring - Stone/Ceramic Tile, Pantry, Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Recessed Lighting, Lighting - Pendant
      • Level: First
      Living room
      • Features: Skylight, Cathedral Ceiling(s), Ceiling Fan(s), Flooring - Hardwood, French Doors
      • Level: First
      Office
      • Features: Flooring - Hardwood, French Doors, Crown Molding
      • Level: First
      Heating
      • Baseboard, Radiant, Heat Pump, Oil, Fireplace
      Cooling
      • Central Air
      Appliances
      • Included: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
      • Laundry: Skylight, Ceiling - Cathedral, Flooring - Stone/Ceramic Tile, Electric Dryer Hookup, Washer Hookup, Lighting - Overhead, Sink, Second Floor
      Features
      • Crown Molding, Cathedral Ceiling(s), Ceiling Fan(s), Recessed Lighting, Closet, Home Office, Sun Room, Exercise Room, Wired for Sound
      • Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
      • Doors: French Doors
      • Windows: Skylight
      • Basement: Full,Finished,Interior Entry,Bulkhead,Radon Remediation System
      • Number of fireplaces: 3
      • Fireplace features: Living Room, Master Bedroom
      Interior area
      • Total structure area: 4,836
      • Total interior livable area: 4,836 sqft
      • Finished area above ground: 3,904
      • Finished area below ground: 932
      Video & virtual tour

      Property

      Parking
      • Total spaces: 9
      • Parking features: Attached, Off Street
      • Attached garage spaces: 3
      • Uncovered spaces: 6
      Accessibility
      • Accessibility features: No
      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Deck, Patio, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting
      Lot
      • Size: 1.41 Acres
      • Features: Corner Lot
      Details
      • Parcel number: M:0R10 B:0034 L:0,531062
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1993

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Private
      • Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer

      Community & HOA

      Community
      • Features: Shopping, Walk/Jog Trails, Medical Facility, Public School, T-Station
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Hopkinton

      Financial & listing details

      • Price per square foot: $320/sqft
      • Tax assessed value: $1,163,400
      • Annual tax amount: $16,497
      • Date on market: 6/17/2026
      • Exclusions: Exercise Equipment, Wall Mounted Tv's In Primary Bed And Ll, Drapes In Dr And Office (Rods Remain)
      • Road surface type: Paved

        Estimated market value

        $1,506,600

        $1.43M - $1.58M

        $5,337/mo

        Price history

        DateEventPrice
        7/19/2026Price change$1,549,000-1.7%$320/sqft
        Source: MLS PIN #73537135 Report a problem
        6/17/2026Listed for sale$1,575,000+81%$326/sqft
        Source: MLS PIN #73537135 Report a problem
        8/9/2019Sold$870,000-2.1%$180/sqft
        Source: Public Record Report a problem
        5/28/2019Pending sale$889,000$184/sqft
        Source: William Raveis Real Estate #72500445 Report a problem
        5/15/2019Listed for sale$889,000+128%$184/sqft
        Source: William Raveis R.E. & Home Services #72500445 Report a problem
        4/30/1999Sold$389,900+37.8%$81/sqft
        Source: Public Record Report a problem
        4/7/1994Sold$283,000$59/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$16,497 +3.7%$1,163,400 +6.9%
        2024$15,907 +4.7%$1,088,800 +13.3%
        2023$15,187 +1.6%$960,600 +9.4%
        2022$14,952 +2.9%$878,000 +3.2%
        2021$14,533 +4.5%$850,900 +3%
        2020$13,902 +18%$826,500 +20.5%
        2019$11,779 +5.8%$686,000 +4.1%
        2018$11,137 +3.3%$659,000 +2.7%
        2017$10,782 +1.3%$641,800 +2.7%
        2016$10,644 +0.2%$625,000 +5.6%
        2015$10,627 +1.9%$591,700
        2014$10,432 +3.3%$591,700 -0.1%
        2012$10,094 +1.9%$592,000
        2011$9,904 +3.6%$592,000 -2.4%
        2010$9,562 +2.2%$606,700 -2.5%
        2009$9,355 +0.9%$622,400 -5%
        2008$9,270 +15%$655,100 +4.3%
        2007$8,061 +8.8%$628,300 +5.8%
        2006$7,406 +12.6%$593,900 +11.3%
        2005$6,576 +13%$533,800 +18.3%
        2004$5,822 +9.6%$451,300 +17.4%
        2003$5,314 +3.7%$384,500 +10%
        2002$5,124 +11.4%$349,500 +10.8%
        1999$4,600 +7.4%$315,300 +5.8%
        1998$4,282 $298,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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: 01748

        Getting around

        10 / 100
        Car-Dependent
        21 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Elmw/Mrthn/Hopkins
        • Middle: Hopkinton Ms
        • High: Hopkinton Hs

        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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