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Pending
  • $939,000

    39 Rolling Ln, Wayland, MA 01778

    4beds
    1,740sqft
    : 
    $6,727/mo
    Get pre-qualified
    Single Family Residence
    Built in 1955
    0 Square Feet Lot
    $944,800 Zestimate®
    $540/sqft
    $-- HOA

    What's special

    Beautiful private backyardNewly renovated half bath
    Four bedroom Colonial tucked away on a cul-de-sac in one of Wayland’s most desirable neighborhoods. This home features an exceptional floor plan with a seamless flow connecting the kitchen, dining area, and a living room centered by a fireplace—perfect for everyday living and entertaining. The main level provides ultimate flexibility with an extra bonus room ideal for a home office or mudroom, a newly renovated half bath, and direct access to the attached 2-car garage. Upstairs find four bedrooms and a beautifully updated full bathroom. Full basement with exterior access. Beautiful private backyard. Enjoy an unbeatable location close to Happy Hollow School and Wayland High School, local tennis/basketball courts, the community pool, and major commuter routes.
    30 days
    1,151
    75

    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#: 73575603

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 192
      • Dimensions: 16 x 12
      Bedroom 2
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 121
      • Dimensions: 11 x 11
      Bedroom 3
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 108
      • Dimensions: 9 x 12
      Bedroom 4
      • Features: Closet, Flooring - Wood
      • Level: Second
      • Area: 80
      • Dimensions: 10 x 8
      Primary bathroom
      • Features: No
      Bathroom 1
      • Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
      • Level: First
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid
      • Level: Second
      Dining room
      • Features: Flooring - Wood
      • Level: First
      • Area: 110
      • Dimensions: 11 x 10
      Kitchen
      • Features: Flooring - Stone/Ceramic Tile
      • Level: First
      • Area: 180
      • Dimensions: 18 x 10
      Living room
      • Features: Skylight, Flooring - Wood
      • Level: First
      • Area: 299
      • Dimensions: 23 x 13
      Office
      • Features: Flooring - Wood, Exterior Access, Recessed Lighting
      • Level: First
      • Area: 110
      • Dimensions: 11 x 10
      Heating
      • Central, Baseboard, Natural Gas
      Cooling
      • None
      Appliances
      • Included: Range, Dishwasher, Refrigerator, Washer, Dryer
      • Laundry: In Basement
      Features
      • Recessed Lighting, Office
      • Flooring: Wood, Tile, Flooring - Wood
      • Basement: Full,Walk-Out Access,Sump Pump,Unfinished
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,740
      • Total interior livable area: 1,740 sqft
      • Finished area above ground: 1,740

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Paved Drive, Off Street
      • Attached garage spaces: 2
      • Uncovered spaces: 4
      Lot
      • Size: 0 Square Feet
      Details
      • Parcel number: 861641
      • Zoning: R40

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1955

      Utilities & green energy

      • Sewer: Private Sewer
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Wayland

      Financial & listing details

      • Price per square foot: $540/sqft
      • Tax assessed value: $983,400
      • Annual tax amount: $14,584
      • Date on market: 9/11/2026
      • Listing terms: Seller W/Participate

        Estimated market value

        $944,800

        $898,000 - $992,000

        $4,511/mo

        Price history

        DateEventPrice
        9/28/2026Pending sale$939,000$540/sqft
        Source: MLS PIN #73575603 Report a problem
        9/15/2026Contingent$939,000$540/sqft
        Source: MLS PIN #73575603 Report a problem
        9/10/2026Listed for sale$939,000$540/sqft
        Source: MLS PIN #73575603 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,336 +5.7%$917,200 +4.9%
        2024$13,569 +5.3%$874,300 +12.9%
        2023$12,890 +5.3%$774,200 +16.1%
        2022$12,241 +5.3%$667,100 +6.2%
        2021$11,629 +4.3%$627,900
        2020$11,152 +3.8%$627,900 +6.8%
        2019$10,743 +6.1%$587,700 +4.7%
        2018$10,124 +2.5%$561,500 +3.1%
        2017$9,877 +7.5%$544,500 +2.7%
        2016$9,190 $530,000
        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

        3 / 100
        Car-Dependent
        13 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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