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For sale
  • $17,500,000

    12 Caleb Pond Ln, Edgartown, MA 02539

    5beds
    6,061sqft
    : 
    $100,595/mo
    Get pre-qualified
    Single Family Residence
    Built in 2009
    2.1 Acres Lot
    $16,138,800 Zestimate®
    $2,887/sqft
    $-- HOA

    What's special

    Pool and spaWarm wood finishesTwo queen suitesGourmet kitchenPrivate chappaquiddick compound
    This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoor living spaces perfect for entertaining. Inside, warm wood finishes complement the home's comfortable scale, while the gourmet kitchen, spacious living room with a stone fireplace, and walls of windows showcase the spectacular harbor views. The second floor includes two queen suites, a bunkroom, and breathtaking water views from nearly every room. The finished lower level features a home theater and recreation room. A private path leads to the property's beach and deep-water dock, while a barn across the meadow offers a fitness center, guest suite, and basketball court. Cruise to Main Street Edgartown by skiff or take the nearby Chappy Ferry. This exceptional waterfront retreat offers the perfect blend of privacy, luxury, and island living.
    30 days
    |
    4,673
    |
    231
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Gerrett Conover,

    Landvest MV

    Source: LINK,MLS#: 44732

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Heating
      • OFHA
      Appliances
      • Included: Stove: Yes, Washer: Yes
      Features
      • AC, Media, OSh, Floor 1: Gourmet kitchen with island opens up to living room with stone fireplace and dining area, all with waterviews and access through sliding glass doors to harbor facing wrap around deck., Floor 2: Consists of 3 bedrooms and 2 baths
      • Flooring: Slate & hardwood
      • Basement: Finished basement with media room, washer/dryer, ample storage
      • Fireplace features: Yes-stone
      Interior area
      • Total structure area: 6,061
      • Total interior livable area: 6,061 sqft

      Property

      Parking
      • Parking features: Yes-Ample
      Features
      • Exterior features: PvtBch, Deck, Garden, Gym, H/Tub, Patio, Porch, P/Pool, WViews
      • Has view: Yes
      • View description: Harbor, Res
      • Has water view: Yes
      • Water view: Harbor
      • Waterfront features: Bay/Harbor
      • Frontage type: Bay/Harbor
      Lot
      • Size: 2.1 Acres
      • Features: Yes-Harbor facing
      Details
      • Additional structures: Two additional dwellings: 1-bed/1-bath guest house and barn with 1-bed/1-bath and fitness center.
      • Parcel number: EDGAM0030B0036L
      • Zoning: R120

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • Year built: 2009
      • Major remodel year: 2021

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Cbl

      Community & HOA

      Location
      • Region: Edgartown

      Financial & listing details

      • Price per square foot: $2,887/sqft
      • Tax assessed value: $8,559,883
      • Annual tax amount: $21,857
      • Date on market: 7/16/2026
      • Listing agreement: E

        Estimated market value

        $16,138,800

        $15.33M - $16.95M

        $6,282/mo

        Price history

        DateEventPrice
        7/16/2026Listed for sale$17,500,000+25%$2,887/sqft
        Source: LINK #44732 Report a problem
        11/7/2023Sold$14,000,000+180%$2,310/sqft
        Source: LINK #41522 Report a problem
        10/5/2007Sold$5,000,000$825/sqft
        Source: LINK #10862 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,578 +7.8%$7,010,600 +3.8%
        2024$17,229 +8%$6,756,400 +6.8%
        2023$15,947 -8.8%$6,328,100 +9.7%
        2022$17,479 -14%$5,768,577 -6.9%
        2021$20,331 -2%$6,198,465 +0.1%
        2020$20,747 -12.5%$6,193,165 +1.1%
        2019$23,707 +4.4%$6,125,800 +4.4%
        2018$22,714 +7.1%$5,869,200 -1.7%
        2017$21,207 +3.6%$5,973,700 +5.6%
        2016$20,474 +5.8%$5,655,800 +1.4%
        2015$19,351 -2%$5,576,600 +4.5%
        2014$19,748 +5.9%$5,337,300 +1.6%
        2013$18,655 +3.5%$5,254,800
        2012$18,024 +40.6%$5,254,800 +39.3%
        2011$12,823 +5.8%$3,771,400 -3.8%
        2010$12,120 +7.4%$3,922,200 +1.1%
        2009$11,288 +4.9%$3,878,900 -1.6%
        2008$10,765 +4.7%$3,943,300 +9.4%
        2007$10,277 -5.9%$3,605,900
        2006$10,926 -47.1%$3,605,900 -46.7%
        2005$20,643 +34.5%$6,768,100 +54.8%
        2004$15,345 +9.9%$4,371,700 +15.2%
        2003$13,960 +12.6%$3,793,600 +57.3%
        2001$12,394 -4.6%$2,411,300 +15.8%
        2000$12,992 $2,082,100
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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: 02539

        Getting around

        1 / 100
        Car-Dependent
        37 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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