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Off market
  • $6,059,800

    40 Toms Hollow Ln, Orleans, MA 02653

    6beds
    4,000sqft
    SingleFamily
    Built in 1999
    3.84 Acres Lot
    $6,059,800 Zestimate®
    $1,515/sqft
    $7,428 Estimated rent

    Home value

    $6,059,800

    $5.21M - $6.97M

    $7,428/mo

    Zestimate® history
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    $7,428/mo

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    Rent Zestimate®

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    $28,699/mo

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    $28,699/mo

    Est. payment

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    What's special

    Cape Cod Cosmopolitan! A sandy lane winds through woods and fields to this remarkable waterfront estate on magnificent Little Pleasant Bay. With 4 acres of rolling woodland, boathouse/cabana and 170'-long private sandy beach frontage on Cape Cod's largest estuary, the property combines urban sophistication with Cape Cod character. A circular seashell drive curves before the gray-shingled center-entrance Colonial. A two-story foyer announces the cathedraled great room beyond whose vivid views and chic surroundings form the home's centerpiece. Flanking the great room is a sleek, state-of-the art kitchen accented with natural brass hardware, custom cabinetry, and cool quartz counter-tops An adjoining dining area with wood-burning hearth affords beautiful bay views, and opens to an enclosed porch and wrap-around deck. Gray-and-white-washed oak plank floors unite the rooms with contemporary flair. A private first floor master suite occupies the opposite wing, with generous bedroom, sharp bath, private deck and beautiful views.The second level hosts three ensuite bedrooms, a loft for reading or media, and private deck with excellent bay views. The finished walkout lower level provides extensive bonus space for recreation, exercise, guest quarters, and other uses. A three-car garage, angled off the main house, is the under-story for a private guest suite hosting two-bedrooms, full bath, kitchenette, dining area, living area, and spacious deck overlooking the bay. The natural, 4-acre setting offers myriad sites for an in-ground pool, coastal walks, play areas. The beach-side cabana, with water and power, enhances beach-side recreation and entertaining. With up-to-the-minute style, exceptional privacy, beautiful bay front location, and excellent rental history, 40 Tom's Hollow perfectly blends cosmopolitan, contemporary and coastal living.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Heating
    • Oil
    Features
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 4,000 sqft

    Property

    Parking
    • Total spaces: 15
    Features
    • Exterior features: Wood
    • On waterfront: Yes
    Lot
    • Size: 3.84 Acres
    Details
    • Parcel number: ORLEM0820B0013L00000

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    Materials
    • Frame
    • Roof: Shake / Shingle
    Condition
    • Year built: 1999

    Community & HOA

    Location
    • Region: Orleans

    Financial & listing details

    • Price per square foot: $1,515/sqft
    • Tax assessed value: $5,318,700
    • Annual tax amount: $33,189

    Price history

    DateEventPrice
    10/22/2025Listing removed$5,900,000$1,475/sqft
    Source: MLS PIN #73352932 Report a problem
    3/29/2025Listed for sale$5,900,000-4.8%$1,475/sqft
    Source: CCIMLS #22501262 Report a problem
    6/3/2022Listing removed--
    Source: MLS PIN #72812296 Report a problem
    7/14/2021Listing removed$6,200,000$1,550/sqft
    Source: MLS PIN #72812296 Report a problem
    4/8/2021Listed for sale$6,200,000+44.2%$1,550/sqft
    Source: CCIMLS #22101707 Report a problem
    11/9/2018Listing removed$4,300,000$1,075/sqft
    Source: Robert Paul Properties #21717283 Report a problem
    11/29/2017Listed for sale$4,300,000+2.4%$1,075/sqft
    Source: Robert Paul Properties #21717283 Report a problem
    11/9/2011Listing removed$4,200,000$1,050/sqft
    Source: ERA Cape Real Estate #21003534 Report a problem
    1/30/2011Listed for sale$4,200,000+20%$1,050/sqft
    Source: ERA Cape Real Estate #21003534 Report a problem
    7/29/2005Sold$3,500,000+677.8%$875/sqft
    Source: Public Record Report a problem
    6/11/1996Sold$450,000$113/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$33,189 +3.6%$5,318,700 +6.4%
    2024$32,035 +10.8%$4,997,600 +7.7%
    2023$28,917 -1.7%$4,641,600 +23.7%
    2022$29,417 $3,752,200
    2021$29,417 +3.6%$3,752,200 -0.1%
    2020$28,386 +4.6%$3,754,800 +2.4%
    2019$27,142 +10.8%$3,667,800 -0.8%
    2018$24,506 +2.1%$3,696,300 -2.6%
    2017$24,013 -1.1%$3,793,600 +0.9%
    2016$24,285 +2.4%$3,759,300 +1.8%
    2015$23,715 +4.2%$3,694,000 +0.6%
    2014$22,755 +9.4%$3,670,200 +7.6%
    2013$20,805 +2.2%$3,410,700 -0.9%
    2012$20,349 +1%$3,443,200 -4.8%
    2011$20,151 +13.4%$3,617,800 +4.8%
    2010$17,771 -0.7%$3,450,700 -5.9%
    2009$17,898 +10.5%$3,667,700 +2.4%
    2008$16,190 +22.6%$3,581,800 +15.8%
    2007$13,207 +36.4%$3,093,000 +32.9%
    2006$9,682 +6.5%$2,327,300 +12.4%
    2005$9,091 +3.2%$2,070,800 +3.7%
    2004$8,808 +13.5%$1,997,300 +31.8%
    2003$7,758 $1,515,300
    Find assessor info on the county website

    Neighborhood: 02653

    Nearby schools

    GreatSchools rating
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    Estimated market value
    $6,059,800
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    Estimated market value
    $6,059,800