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For sale
    • $19,900,000

    33 Boldwater Rd, Edgartown, MA 02539

    5beds
    6,577sqft
    : 
    $115,512/mo
    Get pre-qualified
    Single Family Residence
    Built in 2015
    9.1 Acres Lot
    $17,552,800 Zestimate®
    $3,026/sqft
    $167/mo HOA

    What's special

    Swimming poolTimeless architectureBlueberry groveBeautiful water viewsNaturalized settingMeticulously crafted stone residenceHalf basketball court
    Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting overlooking Edgartown Great Pond has a sandy pond beach and deeded access to the pristine Atlantic Ocean Beach. Ospreys and redtail hawks soar overhead in this naturalized setting that is only 13 minutes to Edgartown village or the MV airport, yet a world away. This is a rare combination of privacy and proximity. An opportunity to own one of the Vineyard’s most distinctive properties. The home was thoughtfully designed to embrace its exceptional surroundings; the residence is filled with natural light and enjoys beautiful water views. Custom floor to ceiling sliding doors invite the outside in. Spacious interiors flow easily to inviting outdoor living spaces, enhanced by a swimming pool, walking paths, blueberry grove and a half basketball court. Timeless architecture and extraordinary ambiance combine to create a peaceful sanctuary. A place to reconnect with nature and experience Martha's Vineyard as it has long been known by those who call it home. A 16’ Duxbury Dory with trailer in excellent condition included with the house, allowing you to explore the great pond and easily access Atlantic Ocean beach rights only 15 minutes away. Simply the Best! If you need more space close-by for family and friends please check out 4 Jacobs Neck, owned by the same family and currently available! Please call listing broker for details.
    83 days
    |
    2,638
    |
    144
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Deb Hancock,

    Hancock Real Estate

    Source: LINK,MLS#: 44437

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      • Main level bedrooms: 3
      Heating
      • Other
      Appliances
      • Included: Stove: La Cornue 70" dual fuel - 2 Wolf Wall ovens, Washer: Yes
      Features
      • A, AC, Ins, Irr, Media, OSh, Floor 1: Soaring twenty foot ceilings in living area, 3 bedrooms with ensuite baths, two half baths, TV room, kitchen with pantry, fieldstone fireplace with pizza oven, sunroom, two offices, library, dressing room, breezeway to gym and attached two car garage. Electric dog door, fenced in yard with dog washing station and luxurious outside shower., Floor 2: First floor breezeway leads to expansive game room with microwave, refrigerator drawers and half bath. FYI: There is a 7 bedroom septic on the property, allowing for two additional bedrooms and options for expansion, if needed. Please consult listing broker for further details.
      • Basement: Partial full basement with wine cellar. Spacious crawl space with Geothermal HVAC heating and cooling system supplied by 24 vertical wells. Hot water supplied by hung boilers and stored in two horizontal 120-gallon tans. Domestic hot water runs through a filtration system.
      • Fireplace features: 1
      Interior area
      • Total structure area: 6,577
      • Total interior livable area: 6,577 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Plenty
      Features
      • Exterior features: WViews, Garden, Patio, P/Pool, C/Tennis, Gym, PvtBch, AscBch, PubBch, Cov
      • Has view: Yes
      • View description: D/Oc
      • Has water view: Yes
      • Water view: D/Oc
      • Waterfront features: Waterfront
      • Frontage type: Waterfront
      Lot
      • Size: 9.1 Acres
      • Features: See Listing broker for details, Spacious with pollinator gardens, blueberry grove and sandy pond beach
      Details
      • Additional structures: Garden shed with sink. Enclosed blueberry grove and half basketball court. Seven bedroom septic in place, allows for two additional bedrooms if needed.
      • Parcel number: EDGAM0043B0003L39
      • Zoning: RES

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Foundation: Poured Concrete
      Condition
      • Year built: 2015

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: Yes
      • Services included: Association road, tennis and pond access
      • HOA fee: $2,000 annually
      Location
      • Region: Edgartown

      Financial & listing details

      • Price per square foot: $3,026/sqft
      • Tax assessed value: $12,816,711
      • Annual tax amount: $35,387
      • Date on market: 5/7/2026
      • Listing agreement: E

        Estimated market value

        $17,552,800

        $16.50M - $18.61M

        $8,976/mo

        Price history

        DateEventPrice
        5/7/2026Listed for sale$19,900,000$3,026/sqft
        Source: LINK #44437 Report a problem
        1/7/2026Listing removed$19,900,000$3,026/sqft
        Source: LINK #43113 Report a problem
        4/7/2025Listed for sale$19,900,000$3,026/sqft
        Source: LINK #43113 Report a problem
        1/23/2025Listing removed$19,900,000$3,026/sqft
        Source: LINK #42313 Report a problem
        8/2/2024Listed for sale$19,900,000+290.2%$3,026/sqft
        Source: LINK #42313 Report a problem
        1/13/2012Sold$5,100,000-3.8%$775/sqft
        Source: LINK #21699 Report a problem
        8/2/2011Listed for sale$5,300,000-10.2%$806/sqft
        Source: Wallace & Co. Sotheby's International Realty #21699 Report a problem
        6/29/2011Listing removed$5,900,000$897/sqft
        Source: Tea Lane Associates Report a problem
        3/18/2011Listed for sale$5,900,000$897/sqft
        Source: Tea Lane Associates Report a problem
        1/10/2011Listing removed$5,900,000$897/sqft
        Source: Tea Lane Associates Report a problem
        9/2/2010Listed for sale$5,900,000$897/sqft
        Source: Tea Lane Associates Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$35,387 +7.1%$13,353,500 +3%
        2024$33,048 +9.3%$12,960,000 +8%
        2023$30,227 +12.1%$11,994,900 +34.8%
        2022$26,965 -7.6%$8,899,184 +0.1%
        2021$29,171 -2.1%$8,893,534
        2020$29,793 +3.8%$8,893,534 +19.9%
        2019$28,696 +2.4%$7,415,000 +2.4%
        2018$28,028 +15%$7,242,300 +5.5%
        2017$24,377 +2.4%$6,866,700 +4.4%
        2016$23,804 +58.6%$6,575,600 +52%
        2015$15,012 +36.8%$4,326,300 +45.9%
        2014$10,974 -28.4%$2,966,000 -31.3%
        2013$15,325 +3.7%$4,316,900 +0.2%
        2012$14,785 -14.2%$4,310,400 -15%
        2011$17,236 +10%$5,069,300
        2010$15,664 +4.5%$5,069,300 -1.6%
        2009$14,985 +6.6%$5,149,600
        2008$14,058 +2.7%$5,149,600 +7.3%
        2007$13,682 +1.6%$4,800,600 +8%
        2006$13,465 +10.9%$4,444,000 +11.6%
        2005$12,145 +3%$3,982,100 +18.6%
        2004$11,788 +23.1%$3,358,300 +29.1%
        2003$9,574 +0.7%$2,601,500 +40.7%
        2001$9,505 +4.9%$1,849,200 +27.3%
        2000$9,064 $1,452,500
        Find assessor info on the county website

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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: 02539

        Getting around

        1 / 100
        Car-Dependent
        51 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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