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$1,999,000
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Property Description
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 finishesperfect 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 bedroomideal 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 livingtimeless, refined, and move-in ready.
Full Property Details
Full Property Details for 5 Pine Tree Ln
General
- Price: $1,999,000
- Taxes: $7,896 (2025)
- Status: Active
- Type: Single Family
- Source: MarthasVineyardFlex
- MLS ID: 32400203
- Updated: 9/18/2025
- Added to Site: 553 day(s) ago
Interior
- Number of Rooms: 11
- Interior Features: Recessed Lighting
- Fireplace: Yes
- Fireplace(s): Living Room: Wood Burning
- Appliances: Washer, Refrigerator, Dishwasher, Electric Water Heater
- Flooring: Hardwood, Wood, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Walk-In Closet(s), Private Full Bath
Other Rooms
- Kitchen: Kitchen
- Dining Room: Dining Room
- Laundry: Second Floor
Exterior
- Exterior Features: Outdoor Shower
Parking
- Total Spaces: 3
Location
- Area: West Chop
- County: Dukes
- Driving Directions: Main Street to Pine Tree Lane. House is first on right.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Heat Pump
- Heating Fuel: Heat Pump
Utilities
- Sewer: Septic Tank
Structural Information
- Architectural Style: Other
- Construction: Shingle Siding
- Basement Desc.: Finished, Interior Entry
- Roof: Asphalt
- Stories/Levels: 3
- Square Feet: 2,730
- Year Built: 1927
- Property Condition: Updated/Remodeled
Lot Features
- Lot Size (Acres): 0.18
- Lot Size (Sq. Ft.): 7,800
- Lot Size Source: Assessor
- Frontage: Public
- Street/Road Desc.: Paved
- Lot Features: Bike Path, Harbor, School, Shopping, Public Tennis, Medical Facility, In Town Location, Conservation Area, Cleared, Level
- Zoning: R25
Financial Considerations
- Tax Amount: $7,896
- Tax Year: 2025
Disclosures and Reports
- APN: 4F1
- Property ID: 4F1
Listed by Alyssa M Halisky
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Schools
Schools serving 5 Pine Tree Ln
School Districts:Tisbury School District, Martha's Vineyard School District
| Name | Grades | Distance |
|---|---|---|
Tisbury Elementary School 40 West William Street, Tisbury, MA 02568 | PK-8 | 1.3 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 3.6 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5 Pine Tree Ln
Date
Details
Price
Change
Source
9/18/2025
Price Reduced
$1,999,000
-8.93%
MLS
7/15/2025
Price Reduced
$2,195,000
-8.35%
MLS
5/18/2025
Price Reduced
$2,395,000
-3.82%
MLS
9/01/2024
Price Reduced
$2,490,000
-3.86%
MLS
7/31/2024
Listed
$2,590,000
146.67%
MLS
4/28/2023
Sold
$1,050,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5 Pine Tree Ln
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,896
-13%
$1,043,100
-8%
2024
$9,044
7%
$1,133,300
-2%
2023
$8,435
27%
$1,152,300
51%
2022
$6,638
3%
$762,943
8%
2021
$6,468
5%
$705,300
7%
2020
$6,160
2%
$660,215
—
2019
$6,054
6%
$660,200
9%
2018
$5,723
—
$605,600
-4%
2017
$5,737
12%
$629,700
13%
2016
$5,124
11%
$559,400
8%
2015
$4,610
-4%
$516,800
-10%
2014
$4,818
-1%
$574,300
—
2013
$4,863
—
$573,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5 Pine Tree Ln
5 Pine Tree Lane, Tisbury, MA 02568 (MLS# 32400203) is a Single Family property with 4 bedrooms and 3 full bathrooms. 5 Pine Tree Lane is currently listed for $1,999,000 and was received on July 31, 2024. Want to learn more about 5 Pine Tree Lane? Do you have questions about finding other Single Family real estate for sale in Vineyard Haven? You can browse all Vineyard Haven real estate or contact a Coldwell Banker agent to request more information.

