$1,999,000

5 Pine Tree Lane, Tisbury, MA 02568

4 beds |
3 baths |
2,730 sqft

Single-Family Home
Built in 1927
7,841sqft lot
—— car garage
$732/sqft
Listed 1 month ago

Property Description

Blending 1920s charm with modern luxury, this beautifully renovated home is tucked into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom cabinetry, high-end appliances, and refined finishes. Open living and dining areas flow seamlessly, enhanced by updated systems and central air. Upstairs, the serene primary suite includes a spa-like tile bath with soaking tub, while two guest bedrooms share a stylish full bath with laundry. Nautical details like a compass rose stained-glass window add charm. The finished lower level provides a large additional bedroom and flexible living space. Outside, a mahogany deck overlooks the newly landscaped yard with outdoor shower and entertaining areas. Just minutes from downtown Vineyard Haven.

Listing Status:: Active
Date Added:: February 27, 2026
Data Last Updated:: April 1, 2026 at 10:07PM
Listing Office:: Wallace & Co. Sotheby's International Realty : 508-627-3313
Listing Agent:: Alyssa Halisky : 508-525-2584
MLS ID:: 73480830

Appliances: Tankless Water HeaterRangeDishwasherRefrigeratorWasherDryer
Laundry: Second Floor
Flooring: WoodTile
A/C: Central Air
Heating: CentralForced Air
Fireplace: Living RoomFireplaceFireplaces: 1
Disability Feature: None

General: PorchDeck - WoodProfessional LandscapingSprinkler SystemOutdoor Shower
Style: Colonial Revival
Parking: DrivewayStone/GravelParking spaces: 3

Roofing: Shingle
Windows: Insulated Windows
General: FrameConcrete Perimeter

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Dukes

Zoning: R254F12448924

Utilities: 200+ Amp Service
Water: Public
Sewer: Private Sewer

Source: MLS Property Information Network

This listing courtesy of Alyssa Halisky , Wallace & Co. Sotheby's International Realty

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Tisbury Elementary School

40 W William St, Vineyard Haven, MA, 02568

Grades PK-8

1.29 miles away

Tisbury Elementary School

40 W William St, Vineyard Haven, MA, 02568

Grades PK-8

1.29 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.