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For sale
  • $26,850,000

    37 Sankaty Head Rd, Nantucket, MA 02554

    8beds
    12,096sqft
    : 
    Single Family Residence
    Built in 2006
    6 Acres Lot
    $-- Zestimate®
    $2,220/sqft
    $-- HOA

    What's special

    Commanding a presence high on the Sconset Bluff, this private family compound is inarguably one of the most stunning properties on Nantucket. Sited so as to enjoy sweeping, unobstructed views of the Atlantic Ocean, Sesachacha Pond, and Sankaty Light, the 6-acre estate includes a 12,000 square foot main residence, a 2 bedroom guest house, and a water feature. This water feature is unmatched with a fire pit and seating area, surrounded by a wrap around pool. While using these outdoor amenities, enjoy spectacular sunsets and sunrises over the Atlantic Ocean. Originally constructed in 2006 and extensively and thoughtfully renovated in 2024, this legacy property has extraordinary architectural details and exquisite museum-quality finishes. Drawing inspiration from the island’s serene natural color palette, the interior is washed in soothing sandy beiges, coastal grays, and nautical blues, seamlessly blending with the breathtaking seascape to create a tranquil and calming respite. 37 Sankaty Head Road marks an opportunity for a new owner to create their own tradition of exceptional living. Quiet elegance is the hallmark of this residence. Generously-sized, light-filled rooms feature intricate box trim and coved ceilings, solid panel doors, and exquisitely crafted bespoke details that add dimension and depth. Every element—from the light fixtures to the carefully chosen pops of color—has been selected with reflection and intention.
    148 days
    |
    8,888
    |
    329
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Gary Winn & Morgan Winn,

    Maury People Sotheby's International Realty

    Source: LINK,MLS#: 92534

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 8
      • Bathrooms: 10
      • Full bathrooms: 8
      • 1/2 bathrooms: 2
      • Main level bedrooms: 1
      Heating
      • GFHA
      Appliances
      • Included: Stove: Yes, Washer: Yes
      Features
      • A, AC, Disp, Ins, Irr, OSh, Floor 1: The foyer sets a tone of understated luxury. Oversized windows and multiple sets of French doors from the living and dining areas invite access to the expansive decks and patios, while two large fireplaces offer warmth during chilly late summer evenings. The kitchen, the true heart of the home, features a custom-designed center island, top-of-the-line appliances, and finely crafted cabinetry. Here, ocean views accompany every meal prep, casual meal, or gathering with family and friends. Adjacent to the kitchen, a cozy seating area with a fireplace opens to a spacious stone patio that overlooks the water, perfect for al fresco dining. A fully-equipped California kitchen further facilitates outdoor entertaining. Parallel to the kitchen, a hallway leads to a first-floor guest suite, which boasts a cozy fireplace and a luxurious spa bathroom, complete with a walk-in shower, freestanding soaking tub, and elegant French doors. The first floor also has a powder room and laundry room., Floor 2: Ascending the grand staircase, illuminated by a striking chandelier, one finds the primary suite—a sanctuary with soaring ceilings that enhance its airy ambiance. An expansive private balcony invites gentle ocean breezes and panoramic views, while the spacious spa bath, featuring a large shower, soaking tub, double vanity, and walk-in closet, complete this serene retreat. Two additional ensuite bedrooms, each with private balconies, provide luxurious accommodations for family or guests.
      • Flooring: Oak
      • Basement: The lower level extends the home’s living space, offering a well-appointed kitchenette, a gym/dance studio, extensive laundry facilities, additional living space, and two more bedrooms, ideal for hosting guests or extended family. This includes a built in bunk room and a king suite with direct access to the outside. The basement also provides easy access to the utility space and additional storage areas, ensuring that every need is met in this thoughtfully designed lower level.
      • Has fireplace: No
      • Fireplace features: 3
      • Furnished: Yes
      Interior area
      • Total structure area: 12,096
      • Total interior livable area: 12,096 sqft

      Property

      Parking
      • Parking features: Ample
      Features
      • Exterior features: Porch, P/Pool, Deck, Garden, Gym
      • Has view: Yes
      • View description: Ocean
      • Has water view: Yes
      • Water view: Ocean
      • Frontage type: Oceanfront
      Lot
      • Size: 6 Acres
      • Features: Yes
      Details
      • Additional structures: Spacious two car garage accessible by guest cottage.
      • Parcel number: 2
      • Zoning: LUG3

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Foundation: Poured
      Condition
      • Year built: 2006
      • Major remodel year: 2024

      Utilities & green energy

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

      Community & HOA

      Location
      • Region: Nantucket

      Financial & listing details

      • Price per square foot: $2,220/sqft
      • Tax assessed value: $15,720,131
      • Annual tax amount: $51,562
      • Date on market: 8/12/2025
      • Listing agreement: E
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        $49,605/mo

        Price history

        Price history
        DateEventPrice
        3/17/2026Listed for sale$26,850,000$2,220/sqft
        Source: LINK #92534 Report a problem
        12/11/2025Listing removed$26,850,000$2,220/sqft
        Source: LINK #92534 Report a problem
        8/12/2025Listed for sale$26,850,000$2,220/sqft
        Source: LINK #92534 Report a problem
        10/22/2024Listing removed$26,850,000$2,220/sqft
        Source: LINK #91573 Report a problem
        8/20/2024Listed for sale$26,850,000+300.7%$2,220/sqft
        Source: LINK #91573 Report a problem
        7/28/2016Sold$6,700,000-16.2%$554/sqft
        Source: LINK #77899 Report a problem
        4/28/2016Price change$7,995,000-20%$661/sqft
        Source: Maury People Sotheby's International Realty #77899 Report a problem
        2/24/2015Listed for sale$9,995,000$826/sqft
        Source: Maury People Sotheby's International Realty #77899 Report a problem
        12/10/2014Listing removed$9,995,000$826/sqft
        Source: Maury People Sotheby's International Realty #77899 Report a problem
        5/15/2014Listed for sale$9,995,000+159.5%$826/sqft
        Source: Maury People Sotheby's International Realty #77899 Report a problem
        11/1/2004Sold$3,851,000$318/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$51,562 +109%$15,720,131 +99.5%
        2024$24,668 -17.5%$7,881,154 -15.4%
        2023$29,904 +5.7%$9,315,795 +23.2%
        2022$28,284 +5.1%$7,562,609 +2%
        2021$26,912 -0.4%$7,413,700 -5.4%
        2020$27,032 +4.3%$7,835,500 +1.6%
        2019$25,917 +5%$7,713,400 +10.3%
        2018$24,681 -9.4%$6,991,800 -13%
        2017$27,231 +0.4%$8,032,700 -0.5%
        2016$27,133 -1.2%$8,075,400 +6.1%
        2015$27,474 +9.4%$7,610,400 +14%
        2014$25,111 +0.1%$6,678,500 -2.3%
        2013$25,086 +10.6%$6,835,500 +9.1%
        2012$22,675 -19%$6,263,900 -19.9%
        2011$28,003 +0.5%$7,822,000 -15.5%
        2010$27,873 +4.1%$9,260,200 -4.6%
        2009$26,780 +3.4%$9,702,800
        2008$25,906 +69.4%$9,702,800 +58%
        2007$15,289 +3.3%$6,140,000 +17.8%
        2006$14,807 +2.9%$5,213,700 +19.5%
        2005$14,394 +14.5%$4,361,700 +8.6%
        2004$12,568 -7.7%$4,015,400 +0.9%
        2003$13,610 +21.8%$3,979,400 +40.3%
        2001$11,172 $2,835,500

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $141,937/mo
        Principal & interest
        $137014
        Property taxes
        $4923
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          Climate risks

          Neighborhood: 02554

          Getting around

          9 / 100
          Car-Dependent
          22 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

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