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For sale
  • Price cut: $999 (2/27)
    $1,999,000

    5 Pine Tree Ln, Tisbury, MA 02568

    4beds
    2,730sqft
    : 
    Single Family Residence
    Built in 1927
    7,840.8 Square Feet Lot
    $1,935,400 Zestimate®
    $732/sqft
    $-- HOA

    What's special

    Central air conditioningOutdoor showerNewly landscaped backyardFinished lower levelStunning mahogany deckSpa-like tile bathUpdated systems
    Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef's kitchen featuring custom cabinetry, high-end appliances, and stylish finishes. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living. Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living spaces. At the heart of the home is a chef's kitchen featuring custom cabinetry, high-end appliances, and stylish finishes perfect for both everyday living and entertaining. The open-concept living and dining areas flow seamlessly, enhanced by updated systems and central air conditioning for year-round comfort. Upstairs, the primary suite provides a serene escape with a spa-like tile bath and soaking tub. Two additional guest bedrooms share a beautifully appointed full bath that also includes convenient laundry. Unique details like a compass rose stained glass window add a distinctive nautical touch. The finished lower level offers even more living space, including a large bedroom ideal for guests or extended family. Outdoors, a stunning mahogany deck overlooks the newly landscaped backyard, complete with an outdoor shower and perfect areas for entertaining. With close proximity to downtown Vineyard Haven and the beaches of Vineyard Sound, this exceptional home captures the essence of island living timeless, refined, and move-in ready.
    596 days
    |
    1,060
    |
    36
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 27, 2026 at 10:32am

    Listed by:

    Alyssa M Halisky 508-525-2584,

    Wallace & Co. Sotheby's International Realty

    Source: Martha's Vineyard MLS,MLS#: 32400203

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Heating
      • Heat Pump
      Cooling
      • Central Air
      Appliances
      • Included: Washer, Refrigerator, Dishwasher, Electric Water Heater
      • Laundry: Second Floor
      Features
      • Recessed Lighting
      • Flooring: Hardwood, Wood, Tile
      • Basement: Finished,Interior Entry
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 2,730
      • Total interior livable area: 2,730 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Open
      • Has uncovered spaces: Yes
      Features
      • Exterior features: Outdoor Shower
      Lot
      • Size: 7,840.8 Square Feet
      • Features: Bike Path, Harbor, School, Shopping, Public Tennis, Medical Facility, In Town Location, Conservation Area, Cleared, Level
      Details
      • Parcel number: 4F1
      • Zoning: R25
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence
      Materials
      • Shingle Siding
      • Foundation: Poured
      • Roof: Asphalt
      Condition
      • Year built: 1927
      • Major remodel year: 2024

      Utilities & green energy

      • Sewer: Septic Tank

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Tisbury

      Financial & listing details

      • Price per square foot: $732/sqft
      • Tax assessed value: $1,043,100
      • Annual tax amount: $9,913
      • Date on market: 7/31/2024
      • Road surface type: Paved
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        Estimated market value

        $1,935,400

        $1.84M - $2.03M

        $7,823/mo

        Price history

        Price history
        DateEventPrice
        2/27/2026Price change$1,999,0000%$732/sqft
        Source: MLS PIN #73480830 Report a problem
        10/1/2025Price change$1,999,999+0%$733/sqft
        Source: MLS PIN #73410635 Report a problem
        9/18/2025Price change$1,999,000-8.9%$732/sqft
        Source: Martha's Vineyard MLS #32400203 Report a problem
        7/15/2025Price change$2,195,000-8.4%$804/sqft
        Source: Martha's Vineyard MLS #32400203 Report a problem
        5/17/2025Listed for sale$2,395,000-3.8%$877/sqft
        Source: LINK #43291 Report a problem
        1/31/2025Listing removed$2,490,000$912/sqft
        Source: LINK #42345 Report a problem
        9/2/2024Price change$2,490,000-3.9%$912/sqft
        Source: Martha's Vineyard MLS #32400203 Report a problem
        7/31/2024Listed for sale$2,590,000$949/sqft
        Source: LINK #42345 Report a problem
        7/19/2024Listing removed$2,590,000$949/sqft
        Source: LINK #42204 Report a problem
        6/24/2024Listed for sale$2,590,000+146.7%$949/sqft
        Source: LINK #42204 Report a problem
        4/28/2023Sold$1,050,000-4.5%$385/sqft
        Source: LINK #40535 Report a problem
        3/10/2023Pending sale$1,100,000$403/sqft
        Source: LINK #40535 Report a problem
        3/2/2023Listed for sale$1,100,000+2100%$403/sqft
        Source: LINK #40535 Report a problem
        6/3/1998Sold$50,000$18/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$7,896 -12.7%$1,043,100 -8%
        2024$9,044 +7.2%$1,133,300 -1.6%
        2023$8,435 +27.1%$1,152,300 +51%
        2022$6,638 +2.6%$762,943 +8.2%
        2021$6,468 +5%$705,300 +6.8%
        2020$6,160 +1.8%$660,215 +0%
        2019$6,054 +5.8%$660,200 +9%
        2018$5,723 -0.2%$605,600 -3.8%
        2017$5,737 +12%$629,700 +12.6%
        2016$5,124 +11.1%$559,400 +8.2%
        2015$4,610 -4.3%$516,800 -10%
        2014$4,818 -0.9%$574,300 +0.1%
        2013$4,863 -0.3%$573,500 -5.8%
        2012$4,878 +2.2%$609,000 -4.1%
        2011$4,774 +9.4%$634,900 -4.4%
        2010$4,364 +7%$664,300 -2.6%
        2009$4,078 +1.8%$681,900 -6.5%
        2008$4,004 +8%$729,300 +10.7%
        2007$3,708 +7.7%$658,600 -0.5%
        2006$3,442 +2%$661,900 +15%
        2005$3,374 +18.2%$575,700 +63.1%
        2004$2,855 +4.7%$352,900
        2003$2,728 +5.6%$352,900
        2002$2,583 +4%$352,900 +89.9%
        2000$2,484 $185,800

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $10,864/mo
        Principal & interest
        $10031
        Property taxes
        $833
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          Climate risks

          Neighborhood: 02568

          Getting around

          12 / 100
          Car-Dependent
          27 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating

          Local experts in 02568

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