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Under contract
  • $995,000

    16 Happy Hollow Rd, Wayland, MA 01778

    4beds
    2,188sqft
    : 
    $6,993/mo
    Get pre-qualified
    Single Family Residence
    Built in 1954
    0.72 Acres Lot
    $979,300 Zestimate®
    $455/sqft
    $-- HOA

    What's special

    Wood-burning fireplaceCentral air conditioningPrivate backyardDedicated laundry roomLarge outdoor deckLevel lot
    Welcome home to this charming, meticulously maintained 4-bedroom, 2-bathroom classic Cape style house located in a highly desirable Wayland neighborhood. Set on a level lot with a private backyard and a large outdoor deck, this move-in ready home offers warmth, character, and thoughtful modern updates throughout.The main level features a spacious living room with a wood-burning fireplace and an updated eat-in kitchen overlooking the yard, alongside a large screened-in sunroom—ideal for everyday living and indoor-outdoor entertaining. The first-floor layout includes two bedrooms and one full bath, offering convenient main-level living.Upstairs, the second floor boasts two additional bedrooms, a versatile bonus room (perfect for a home office), and a second full bathroom.The finished basement lower level offers versatile bonus living space with fireplace, a dedicated laundry room, and direct access to the attached 2-car garage. Additional highlights include a new 2025 water heater and central air conditioning. Located within a 1/2 mile of top rated Wayland elementary, middle and high schools, near local shopping centers, and major commuting routes.
    4 days
    1,473
    167

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Nikki Milott McCay 617-721-5452,

    Gibson Sotheby's International Realty 781-894-8282

    Source: MLS PIN,MLS#: 73594514

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 288
      • Dimensions: 18 x 16
      Bedroom 2
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 135
      • Dimensions: 15 x 9
      Bedroom 3
      • Features: Closet, Flooring - Wood
      • Level: First
      • Area: 120
      • Dimensions: 12 x 10
      Bedroom 4
      • Features: Closet, Flooring - Wood
      • Level: First
      • Area: 110
      • Dimensions: 10 x 11
      Bathroom 1
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
      • Level: Second
      Dining room
      • Features: Flooring - Wood, Window(s) - Picture, Recessed Lighting
      • Level: First
      • Area: 88
      • Dimensions: 8 x 11
      Family room
      • Features: Flooring - Wall to Wall Carpet
      • Level: Basement
      • Area: 252
      • Dimensions: 21 x 12
      Kitchen
      • Features: Flooring - Wood, Deck - Exterior, Recessed Lighting
      • Level: First
      • Area: 209
      • Dimensions: 19 x 11
      Living room
      • Features: Flooring - Wood, Window(s) - Picture, Recessed Lighting
      • Level: First
      • Area: 234
      • Dimensions: 18 x 13
      Office
      • Features: Flooring - Wood
      • Level: Second
      • Area: 144
      • Dimensions: 16 x 9
      Heating
      • Baseboard, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood
      • Laundry: Sink, In Basement
      Features
      • Office
      • Flooring: Wood, Tile, Vinyl, Carpet, Flooring - Wood
      • Basement: Full,Partially Finished,Walk-Out Access,Garage Access
      • Number of fireplaces: 2
      • Fireplace features: Family Room, Living Room
      Interior area
      • Total structure area: 2,188
      • Total interior livable area: 2,188 sqft
      • Finished area above ground: 1,911
      • Finished area below ground: 277

      Property

      Parking
      • Total spaces: 9
      • Parking features: Under, Paved Drive, Off Street
      • Attached garage spaces: 2
      • Uncovered spaces: 7
      Features
      • Patio & porch: Porch - Enclosed, Deck - Wood
      • Exterior features: Porch - Enclosed, Deck - Wood, Storage
      Lot
      • Size: 0.72 Acres
      • Features: Level
      Details
      • Parcel number: 862280
      • Zoning: R40

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1954

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Shopping, Pool, Tennis Court(s), Walk/Jog Trails, Golf, Bike Path, Public School
      • Subdivision: Happy Hollow
      HOA
      • Has HOA: No
      Location
      • Region: Wayland

      Financial & listing details

      • Price per square foot: $455/sqft
      • Tax assessed value: $968,200
      • Annual tax amount: $14,358
      • Date on market: 10/23/2026
      • Listing terms: Seller W/Participate
      • Road surface type: Paved

        Estimated market value

        $979,300

        $930,000 - $1.03M

        $4,537/mo

        Price history

        DateEventPrice
        10/26/2026Contingent$995,000$455/sqft
        Source: MLS PIN #73594514 Report a problem
        10/23/2026Listed for sale$995,000+99%$455/sqft
        Source: MLS PIN #73594514 Report a problem
        7/23/2012Sold$500,000+0.2%$229/sqft
        Source: Public Record Report a problem
        5/10/2012Listed for sale$499,000+95.7%$228/sqft
        Source: Benoit Mizner Simon & Co. - Wellesley - Central St #71380491 Report a problem
        4/10/1987Sold$255,000$117/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,552 +5.8%$931,000 +5%
        2024$13,758 +3%$886,500 +10.5%
        2023$13,355 +5.7%$802,100 +16.5%
        2022$12,632 +4.3%$688,400 +5.3%
        2021$12,110 +4.3%$653,900
        2020$11,613 +5.3%$653,900 +8.4%
        2019$11,032 +6%$603,500 +4.6%
        2018$10,403 +2.9%$577,000 +3.5%
        2017$10,113 +9.9%$557,500 +5.1%
        2016$9,201 $530,600
        Find assessor info on the county website

        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.
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        Climate risks

        Neighborhood: 01778

        Getting around

        13 / 100
        Car-Dependent

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Happy Hollow
        • Middle: Wayland M.S.
        • High: Wayland H.S.

        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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