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For sale
    • $3,500,000

    16 Longmeadow Rd, Milton, MA 02186

    5beds
    5,700sqft
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    Single Family Residence
    Built in 1994
    0.92 Acres Lot
    $3,375,400 Zestimate®
    $614/sqft
    $-- HOA

    What's special

    Three-car garageFormal dining room
    Welcome to 16 Longmeadow Road, a custom-built masterpiece showcasing exceptional architectural detail at every turn. A dramatic two-story foyer with grand staircase and soaring ceilings sets the tone for this five-bedroom, four-and-a-half-bath residence in the highly sought-after Indian Cliffs Estates. The luxurious primary suite spans 500 square feet and features a spa-inspired ensuite with whirlpool tub, steam shower, and dual walk-in closets. The gourmet eat-in kitchen is a chef's dream, with a center island featuring a gas stove, dual sinks, and French doors flooded with natural light—flowing seamlessly into the formal dining room and sophisticated lounge complete with fireplace and wet bar, creating an entertainer's paradise. An additional living room with 11-foot tray ceiling, fireplace, and custom media cabinetry offers the perfect retreat. The home features a guest suite with separate entrance—ideal for an au pair, multi-generational living, or a private office sanctuary. Throughout, five walk-in closets, multiple linen closets, and a cedar closet provide unparalleled storage. The three-car garage and expansive rear patio with private well irrigation complete this exceptional property. Situated on nearly one acre and just 300 yards from Wollaston Golf Club, this residence offers both privacy and prestige.
    12 hours
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    223
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    11
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    Zillow last checked:

    Listing updated:

    Listed by:

    Emily Edwards 617-320-3870,

    Gibson Sotheby's International Realty 617-426-6900

    Source: MLS PIN,MLS#: 73553103

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      • Main level bedrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Flooring - Wall to Wall Carpet, Dressing Room, Closet - Double, Tray Ceiling(s)
      • Level: Second
      • Area: 396
      • Dimensions: 18 x 22
      Bedroom 2
      • Features: Bathroom - Full, Closet, Flooring - Wall to Wall Carpet
      • Level: Main,First
      • Area: 324
      • Dimensions: 18 x 18
      Bedroom 3
      • Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 272
      • Dimensions: 16 x 17
      Bedroom 4
      • Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 180
      • Dimensions: 15 x 12
      Bedroom 5
      • Features: Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 180
      • Dimensions: 15 x 12
      Bathroom 1
      • Features: Bathroom - Double Vanity/Sink, Closet - Linen, Flooring - Marble, Hot Tub / Spa, Steam / Sauna
      • Level: Second
      • Area: 77
      • Dimensions: 11 x 7
      Bathroom 2
      • Features: Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Closet - Linen
      • Level: Second
      • Area: 112
      • Dimensions: 8 x 14
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower
      • Level: First
      • Area: 60
      • Dimensions: 10 x 6
      Dining room
      • Features: Flooring - Hardwood, French Doors, Wainscoting, Pocket Door
      • Level: First
      • Area: 225
      • Dimensions: 15 x 15
      Family room
      • Features: Flooring - Hardwood, Tray Ceiling(s), Window Seat
      • Level: First
      • Area: 374
      • Dimensions: 22 x 17
      Kitchen
      • Features: Vaulted Ceiling(s), Closet, Flooring - Stone/Ceramic Tile, Dining Area, Pantry, Countertops - Stone/Granite/Solid, French Doors, Kitchen Island, Breakfast Bar / Nook, Gas Stove
      • Level: First
      • Area: 725
      • Dimensions: 29 x 25
      Living room
      • Features: Flooring - Hardwood, Wet Bar, Pocket Door
      • Level: First
      • Area: 336
      • Dimensions: 16 x 21
      Office
      • Level: First
      • Area: 81
      • Dimensions: 9 x 9
      Heating
      • Baseboard, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Water Heater, Oven, Dishwasher, Disposal, Trash Compactor, Range, Refrigerator, Freezer, Washer, Dryer
      • Laundry: Electric Dryer Hookup, Laundry Chute, Washer Hookup, Sink, First Floor
      Features
      • Walk-In Closet(s), Bathroom - Full, Storage, Bathroom - Tiled With Shower Stall, Bathroom - Half, Bonus Room, Game Room, Office, Bathroom, Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar, Laundry Chute
      • Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
      • Doors: Insulated Doors, French Doors
      • Windows: Insulated Windows
      • Basement: Full,Interior Entry,Bulkhead,Concrete,Unfinished
      • Number of fireplaces: 2
      • Fireplace features: Family Room, Living Room
      Interior area
      • Total structure area: 5,700
      • Total interior livable area: 5,700 sqft
      • Finished area above ground: 5,700

      Property

      Parking
      • Total spaces: 9
      • Parking features: Attached, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street, Paved
      • Attached garage spaces: 3
      • Uncovered spaces: 6
      Features
      • Patio & porch: Porch, Patio
      • Exterior features: Porch, Patio, Sprinkler System, Stone Wall
      Lot
      • Size: 0.92 Acres
      Details
      • Parcel number: M:000K B:005D L:0027,133488
      • Zoning: RA
      • Other equipment: Intercom

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Georgian,French Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame, Brick
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1994

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public, Private
      • Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Pool, Tennis Court(s), Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Private School, Public School, University
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Milton

      Financial & listing details

      • Price per square foot: $614/sqft
      • Tax assessed value: $2,540,900
      • Annual tax amount: $30,008
      • Date on market: 7/22/2026

        Estimated market value

        $3,375,400

        $3.21M - $3.54M

        $7,963/mo

        Price history

        DateEventPrice
        7/22/2026Listed for sale$3,500,000$614/sqft
        Source: MLS PIN #73553103 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$26,104 +2.5%$2,353,800 +0.9%
        2024$25,463 -2.5%$2,331,800 +1.8%
        2023$26,109 +8.2%$2,290,300 +18.4%
        2022$24,131 -1.5%$1,935,100 +3.7%
        2021$24,497 +1.1%$1,865,700 +1%
        2020$24,229 +2.5%$1,846,700 +3%
        2019$23,632 -0.1%$1,793,000 +4.6%
        2018$23,663 +6.8%$1,713,500 +4.9%
        2017$22,153 +5.7%$1,633,700 +5.2%
        2016$20,964 -3.4%$1,552,900 -0.3%
        2015$21,712 -1.9%$1,557,500 +5.5%
        2014$22,124 +2%$1,475,900
        2013$21,696 +2.4%$1,475,900
        2012$21,179 -2.3%$1,475,900 -4.2%
        2011$21,679 +5.4%$1,540,800
        2010$20,570 +12.3%$1,540,800 -1.2%
        2009$18,316 -1.3%$1,560,100 -7.9%
        2008$18,548 +1%$1,693,900
        2007$18,362 +10.2%$1,693,900 +3.2%
        2006$16,660 +6.8%$1,641,400 +10.9%
        2005$15,606 +1.7%$1,480,600 +17%
        2004$15,340 -9.9%$1,265,700 -12.8%
        2003$17,020 +12%$1,451,000 +61.1%
        2002$15,198 +34.9%$900,900 +46.5%
        1999$11,262 $615,100
        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.
        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: 02186

        Getting around

        7 / 100
        Car-Dependent
        30 / 100
        Some Transit
        26 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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