Skip main navigation
Pending
    • $8,900,000

    150 E Chop Dr, Oak Bluffs, MA 02557

    8beds
    8,170sqft
    : 
    $53,129/mo
    Get pre-qualified
    Single Family Residence
    Built in 2018
    0.64 Acres Lot
    $8,078,900 Zestimate®
    $1,089/sqft
    $-- HOA

    What's special

    Exceptional craftsmanshipArtisan millworkEight bedroomsExpansive light-filled living spacesEffortless indoor-outdoor living
    BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, craftsmanship, and irreplaceable setting. Designed by Hutker Architects, built by J.G. Early, and landscape designed by Dan Gordon Landscape Architects, the home reflects a level of design and craftsmanship virtually impossible to replicate today. Originally conceived as a generational estate, the residence pairs exceptional craftsmanship with modern construction designed to withstand decades of coastal exposure. From artisan millwork to landscapes seamlessly integrated into the natural surroundings, every element was purposefully considered. Spanning over 8,000+ square feet with eight bedrooms, the property offers expansive, light-filled living spaces oriented toward sweeping ocean views and effortless indoor-outdoor living. Ideally located just moments from the East Chop Beach Club, East Chop Tennis Club, and East Chop Yacht Club, this home places you at the center of one of the island’s most established and desirable enclaves.
    51 days
    |
    810
    |
    17
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Andrew McElhinney,

    Compass LLC

    Source: LINK,MLS#: 44397

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 8
      • Bathrooms: 9
      • Full bathrooms: 7
      • 1/2 bathrooms: 2
      • Main level bedrooms: 1
      Heating
      • Heat Pump
      Appliances
      • Included: Stove: THERMADOR, Washer: LG
      Features
      • A, AC, Ins, Irr, Media, OSh, WdStove, Floor 1: An open-concept living room, dining area, and kitchen are framed by abundant windows that flood the space with natural light and showcase picturesque views, connecting you to the expansive front deck and screened porch, ideal for indoor-outdoor living. The first floor also features a well-appointed bedroom with an ensuite bath, a dedicated laundry room, and a versatile sitting room perfect for relaxing or additional entertaining space., Floor 2: The second floor features six well-thought-out bedrooms, offering ample accommodations for family and guests. This level is further enhanced by a dedicated office ideal for working remotely, and a comfortable sitting room that provides a quiet retreat for reading, relaxation, or additional living space.
      • Flooring: 3
      • Basement: A thoughtfully designed 1, 498 sq. ft. finished basement offers exceptional additional living space, featuring a dedicated media room, a fully equipped gym area, and a convenient half bath. This level also includes an oversized pantry for ample storage, as well as well-organized utility spaces.
      • Fireplace features: 5
      Interior area
      • Total structure area: 8,170
      • Total interior livable area: 8,170 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Private parking court
      Features
      • Exterior features: ScrPorch, Porch, Patio, WViews, Gym
      • Has view: Yes
      • View description: Ocean
      • Has water view: Yes
      • Water view: Ocean
      • Frontage type: None
      Lot
      • Size: 0.64 Acres
      • Features: Professionally landscaped. Designed by Dan Gordon
      Details
      • Additional structures: A 576 sq. ft. attached garage offers generous space for vehicles, storage, and seasonal equipment, with convenient direct access to the home for added ease and functionality.
      • Parcel number: OAKBM0002B0048L000
      • Zoning: RES

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Foundation: Poured concrete
      Condition
      • Year built: 2018

      Utilities & green energy

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

      Community & HOA

      Location
      • Region: Oak Bluffs

      Financial & listing details

      • Price per square foot: $1,089/sqft
      • Tax assessed value: $12,188,500
      • Annual tax amount: $60,821
      • Date on market: 5/7/2026
      • Listing agreement: E

        Estimated market value

        $8,078,900

        $7.59M - $8.56M

        $3,668/mo

        Price history

        DateEventPrice
        7/19/2026Pending sale$8,900,000$1,089/sqft
        Source: LINK #44397 Report a problem
        6/22/2026Contingent$8,900,000$1,089/sqft
        Source: LINK #44397 Report a problem
        5/7/2026Listed for sale$8,900,000$1,089/sqft
        Source: LINK #44397 Report a problem
        4/29/2026Listing removed$8,900,000$1,089/sqft
        Source: MLS PIN #73386607 Report a problem
        10/9/2025Price change$8,900,000-10.1%$1,089/sqft
        Source: MLS PIN #73386607 Report a problem
        7/23/2025Price change$9,900,000-20.2%$1,212/sqft
        Source: MLS PIN #73386607 Report a problem
        6/5/2025Listed for sale$12,400,000-6.1%$1,518/sqft
        Source: MLS PIN #73386607 Report a problem
        6/2/2025Listing removed$13,200,000$1,616/sqft
        Source: LINK #42039 Report a problem
        3/21/2025Listed for sale$13,200,000$1,616/sqft
        Source: Martha's Vineyard MLS #32400128 Report a problem
        3/5/2025Contingent$13,200,000$1,616/sqft
        Source: Martha's Vineyard MLS #32400128 Report a problem
        5/27/2024Listed for sale$13,200,000+417.6%$1,616/sqft
        Source: Martha's Vineyard MLS #32400128 Report a problem
        4/26/2017Listing removed$2,550,000$312/sqft
        Source: RE/MAX on island #21504982 Report a problem
        3/7/2017Pending sale$2,550,000$312/sqft
        Source: RE/MAX on island #21504982 Report a problem
        3/7/2017Listed for sale$2,550,000-5.4%$312/sqft
        Source: RE/MAX on island #21504982 Report a problem
        10/23/2015Sold$2,695,000+5.7%$330/sqft
        Source: CCIMLS #21504982 Report a problem
        7/15/2015Listing removed$2,550,000$312/sqft
        Source: RE/MAX On Island #71842782 Report a problem
        5/26/2015Listed for sale$2,550,000-3.8%$312/sqft
        Source: RE/MAX on island #21504982 Report a problem
        11/2/2014Listing removed$2,650,000$324/sqft
        Source: RE/MAX On Island #21405279 Report a problem
        6/5/2014Listed for sale$2,650,000-7.8%$324/sqft
        Source: RE/MAX On Island #71693709 Report a problem
        11/2/2013Listing removed$2,875,000$352/sqft
        Source: RE/MAX On Island #71529363 Report a problem
        5/22/2013Listed for sale$2,875,000$352/sqft
        Source: RE/MAX On Island #71529363 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$59,616 -2.2%$11,805,100 +1.3%
        2024$60,963 +19.5%$11,656,500 +20.7%
        2023$51,006 +9.6%$9,660,300 +40.9%
        2022$46,542 +0.9%$6,854,500 +9.6%
        2021$46,107 +0.5%$6,256,100 +1.4%
        2020$45,900 +19.8%$6,169,400 +23.9%
        2019$38,302 +187.9%$4,980,800 +193.2%
        2018$13,302 -16.5%$1,698,900 -13.1%
        2017$15,927 +3.4%$1,954,200 +2.9%
        2016$15,399 +3.7%$1,898,800 +1.8%
        2015$14,851 +3.2%$1,865,700 +1.3%
        2014$14,388 -7%$1,842,300 -8.2%
        2013$15,473 +0%$2,006,900 -4.1%
        2012$15,468 -4.6%$2,093,100 -9.2%
        2011$16,212 +7.4%$2,306,100 -3.7%
        2010$15,092 +10.2%$2,395,600 +5.7%
        2009$13,690 +7.3%$2,266,500
        2008$12,760 -5.8%$2,266,500 -6.4%
        2007$13,539 -6.9%$2,422,000 -4.2%
        2006$14,540 -4.2%$2,528,700 +1.1%
        2005$15,175 +6%$2,500,000 +19.2%
        2004$14,322 +12.3%$2,096,900 +14.8%
        2003$12,753 -11.2%$1,827,100 +62.8%
        2001$14,368 $1,122,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 02557

        Getting around

        25 / 100
        Car-Dependent
        22 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes

            Nearby cities

            Nearby zip codes

            Other Oak Bluffs Topics

              Search
              Updates
              Favorites
              Plan
              Inbox