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For sale
  • Price increase: $999 (10/1)
    $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
    $1,884,500 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.
    497 days
    |
    338
    |
    19
    |

    Zillow last checked: 8 hours ago

    Listing updated: October 16, 2025 at 07:55am

    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
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    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: $7,896
    • Date on market: 7/31/2024
    • Road surface type: Paved
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    Estimated market value

    $1,884,500

    $1.79M - $1.98M

    $6,075/mo

    Price history

    Price history
    DateEventPrice
    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

    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%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $11,716/mo
    Principal & interest
    $10183
    Property taxes
    $833
    Home insurance
    $700

      Climate risks

      Neighborhood: 02568

      Nearby schools

      GreatSchools rating

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