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For sale
  • $5,450,000

    8 Paddock Rd, Oak Bluffs, MA 02557

    4beds
    3,300sqft
    : 
    Single Family Residence
    Built in 2018
    1.95 Acres Lot
    $5,108,400 Zestimate®
    $1,652/sqft
    $375/mo HOA

    What's special

    Refined finishesBeautifully curated groundsDedicated laundry roomExpansive great roomHeated saltwater poolClassic coastal architectureThoughtful architectural details
    Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combination of privacy, elegance, and seamless indoor-outdoor living. At its core, an expansive great room features soaring cathedral ceilings, rich paneling, and exquisite millwork. Bathed in natural light from dormers and oversized windows, the space is both grand and inviting. Three sets of French doors open to a bluestone terrace with multiple seating areas and a heated saltwater pool—creating a stunning backdrop for al fresco dining, entertaining, and quiet relaxation. The chef’s kitchen is thoughtfully positioned to overlook both the dining area and great room, allowing for effortless everyday living and gracious hosting. The home’s layout is equally intentional: one wing offers a secondary living room or study, along with a luxurious primary suite complete with a spa-like bath and dressing room. The opposite wing features three spacious guest bedrooms, each with cathedral ceilings, walk-in closets, and ensuite baths, ensuring comfort and privacy for family and guests alike. Additional amenities include a well-appointed mudroom with side entrance, a dedicated laundry room, and a finished lower level with a media room, full bath, and abundant storage. Custom built-ins, refined finishes, and thoughtful architectural details enhance the home’s timeless appeal throughout. Surrounded by beautifully curated grounds, the property offers a true sense of seclusion. Residents of The Preserve enjoy access to scenic walking trails connecting to conservation land, as well as convenient proximity to the bike path, Farm Neck Golf Club, and all down-island towns.
    25 days
    |
    1,580
    |
    119
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lesley Heidt,

    Sandpiper Realty

    Source: LINK,MLS#: 44395

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      • Main level bedrooms: 4
      Heating
      • Heat Pump
      Appliances
      • Included: Stove: Yes, Washer: Yes
      Features
      • A, AC, Ins, Irr, Media, OSh
      • Flooring: Hardwood and tile
      • Basement: Nicely finished with a media room, full bath, and lots of storage space. Not included in square footage noted above.
      • Fireplace features: Yes, in central great room
      Interior area
      • Total structure area: 3,300
      • Total interior livable area: 3,300 sqft

      Property

      Parking
      • Parking features: Circular car court
      Features
      • Exterior features: Patio, P/Pool, Cov, PubBch
      • Has view: Yes
      • View description: Pond, Pasture
      • Has water view: Yes
      • Water view: Pond
      • Frontage type: None
      Lot
      • Size: 1.95 Acres
      • Features: Professionally landscaped grounds and fenced pool area
      Details
      • Additional structures: Shed in the back yard for outside gear.
      • Parcel number: OAKBM0042B0027L003
      • Zoning: R3

      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

      HOA
      • Has HOA: Yes
      • HOA fee: $4,500 annually
      Location
      • Region: Oak Bluffs

      Financial & listing details

      • Price per square foot: $1,652/sqft
      • Tax assessed value: $3,289,900
      • Annual tax amount: $16,416
      • Date on market: 4/30/2026
      • Listing agreement: E
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        Estimated market value

        $5,108,400

        $4.85M - $5.36M

        $6,620/mo

        Price history

        DateEventPrice
        4/10/2026Listed for sale$5,450,000$1,652/sqft
        Source: MLS PIN #73499730 Report a problem
        12/15/2025Listing removed$5,450,000$1,652/sqft
        Source: LINK #43612 Report a problem
        8/7/2025Listed for sale$5,450,000$1,652/sqft
        Source: Martha's Vineyard MLS #32500251 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$16,096 +2.6%$3,187,300 +6.3%
        2024$15,685 +6.2%$2,999,100 +7.2%
        2023$14,770 +5%$2,797,300 +35%
        2022$14,070 +6.8%$2,072,100 +15.9%
        2021$13,179 +5.8%$1,788,200 +6.9%
        2020$12,451 +228.7%$1,673,500 +239.7%
        2019$3,788 +3.6%$492,600 +5.5%
        2018$3,657 +66.7%$467,000 +73.5%
        2017$2,194 +18.7%$269,200 +18.1%
        2016$1,848 +1.9%$227,900
        2015$1,814 -36.6%$227,900 -38.6%
        2013$2,862 -10.6%$371,200 -14.3%
        2012$3,201 +33%$433,100 +26.5%
        2011$2,406 +6.2%$342,300 -4.8%
        2010$2,266 -3.4%$359,700 -7.4%
        2009$2,345 +7.3%$388,300
        2008$2,186 $388,300

        Find assessor info on the county website

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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.
          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: 02557

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