About This Home

This 4-bedroom, 3-bathroom single family at 5 Pine Tree Lane in Vineyard Haven, MA is listed for $1,999,000 ($732 per sqft). Built in 1927, the home offers 2,730 sqft of living space on a 0.18 acres lot.

Key Features

  • Built in 1927
  • 0.18 acre lot
  • 3 stories
  • 3 parking spaces
  • Fireplace

Property Details

3 stories
3 full
3 spaces
1927

Amenities

FireplaceHardwoodA/C
Listing 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 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.

Monthly Cost Estimate

$10,691/mo

20% down · 6.5% · 30 years

Principal$1,446
Interest$8,662
Insurance$583

Estimates only. Actual payments may vary.

Location

5 Pine Tree Lane

Vineyard Haven, MA 02568

Features & Amenities

Interior Features

Walk-In Closet(s)Recessed Lighting

Exterior Features

Underground Sprinkler SystemOutdoor Shower

Property Details

Flooring

TileWoodHardwood

Construction

Shingle Siding

Outdoor Features

PorchDeck

Parking

Driveway

Cooling

Central Air

Appliances

Tankless Water HeaterRange HoodElectric RangeDishwasherRefrigeratorWasher

Questions & Answers

This 4-bedroom, 3-bathroom single family at 5 Pine Tree Lane is listed at $1,999,000 ($732/sqft). The estimated monthly payment is $10,691 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1927, 0.18 acre lot, 3 stories, 3 parking spaces, Fireplace. Interior Features: Walk-In Closet(s), Recessed Lighting. Exterior Features: Underground Sprinkler System, Outdoor Shower.

This property is listed by Alyssa M Halisky and can be reached at 5085252584.

AH

Alyssa M Halisky

Agent at Wallace & Co. Sotheby's Int'l

(508) 525-2584

Listed by Wallace & Co. Sotheby's Int'l · Broker phone: 5086273313 · View on Broker Site

MLS# 22603526· Source: Cape Cod & Islands Association of REALTORS®, Inc.· 57 days on PropertySimple

Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

5 Pine Tree Lane, Vineyard Haven, MA 02568

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