2,730 Sq. Ft.
$732 / Sq. Ft.
2,730
Sq. Ft.
$732
per Sq. Ft.

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,...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.
  1. Listed by Alyssa Halisky • Wallace & Co. Sotheby's International Realty

Property Details for 5 Pine Tree Lane

Number of Parking Spaces
3.0
Parking Features
Gravel, Driveway
Waterfront
No
Zoning
R25
Style
Other
Community Features
Beach Access, Beach
TopographyLot Desc:View
None, Res
LISTING UPDATED: 01/20/2026 04:14 PM

Property Details for 5 Pine Tree Lane

StatusActive
MLS #32400203
Days on Market466
Taxes$7,896 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1927
Lot Size0.18 AC / 7,840 SF
CountyDukes County

Location

Listing Courtesy of Wallace & Co. Sotheby's International Realty, Alyssa Halisky
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Building Information for 5 Pine Tree Lane

Stories3Year Built1927Building Size-Lot Size0.18 AC / 7,840 SF

Payment Calculator

$10,401 per month

30 year fixed, 6.15% Interest

Principal and Interest

$9,743

Property Taxes

$658

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 5 Pine Tree Lane

Summary
Location and General Information
  • Gentle Slope: Level
  • MLS Area Major: 1
Taxes and HOA Information
  • Tax Year: 2025.0
  • Title Reference - Book: 1675
  • Parcel Number: 4-F-1
  • Annual Assoc Fee: $0
  • Annual Taxes: $7,896
  • Other Assessments: 0.0
  • Legal and Taxes:Annual Taxes: $7,896
Parking
  • Garage: No
  • Attached: No
  • Parking Description:Improved Driveway: Yes
  • Parking Description:Stone/Gravel: Yes
Property
Lot Information
  • Lot Size Source: Assessor
  • Additional SqFt Source: Plans
  • Lot Features: Cleared
  • Acres: 0.18
  • Lot Size Units: Acres
  • Lot Size Square Feet: 7840.8
  • Total Finished Space: 2730.0
  • Legal and Taxes:Map/Lot: 4-F-1
  • General Property Info:Leased Land: No
Property and Assessments
  • Year Built Details: Actual
  • Year Built: 1927
  • Property Sub-Type: Single Family Residence
  • Property Type: Residential
  • Legal and Taxes:Land Assessments: 863900.0
  • Legal and Taxes:Building Assessments: 179200.0
  • Legal and Taxes:Other Assessments: 0.0
  • Legal and Taxes:Total Assessment: 1043100.0
Utilities
  • Water Source: Public
  • Fuel Type:Electric: True
  • Utilities: Cbl
Interior and Exterior Features
Interior Features
  • Heating: Heat Pump
  • Stories: 3
  • Cooling: Central Air
  • Number of Fireplaces: 1
  • Fireplace: Yes
  • Interior Features: Walk-In Closet(s), Recessed Lighting
  • Basement: Yes
  • Flooring: Wood, Tile, Hardwood
  • Foundation Details: Poured
  • Room Total: 11
  • Total Floor Plans Count: 1
  • Bathrooms Total (Integer): 3
  • Bathrooms Total (Decimal): 3.00
  • Bathrooms Total (Notational): 3.00
  • Cooling: Yes
  • Fireplace Features: 1
  • Heating: Yes
  • Bedrooms - Total: 4
  • Baths - Full: 3
  • Baths - Half: 0
  • Kitchen Appliances: Tankless Water Heater, Range Hood, Electric Dryer, Washer, Refrigerator
  • Basement Description:Interior Access: Yes
  • Floors:Hardwood: Yes
  • Floors:Tile: Yes
  • Floors:Wood: Yes
  • Heating:Heat Pump: Yes
  • Cooling:Central Air: Yes
Exterior Features
  • Exterior Features: Outdoor Shower
  • Construction Materials: Shingle
  • Roof Description:Asphalt: Yes
Rental
Rental Information
  • Landlord Pays:Sewer: Septic Tank

Property History for 5 Pine Tree Lane

DateEvent & SourcePriceAppreciation
Dec 31, 2025

Expired

MLS PIN #73410635

$1,999,999—
Sep 18, 2025

Price Change

LINK #43291

$1,999,000—
Jul 29, 2025

Listed (Active)

MLS PIN #73410635

$2,195,000—
Jul 15, 2025

Price Change

LINK #43291

$2,195,000—
May 17, 2025

Listed (Active)

LINK #43291

$2,395,000—
Jan 31, 2025

Canceled

LINK #42345

$2,490,000—
Sep 1, 2024

Price Change

Martha's Vineyard MLS #32400203

$2,490,000—
Jul 31, 2024

Listed (Active)

LINK #42345

$2,590,000—
Jul 31, 2024

Listed (Active)

Martha's Vineyard MLS #32400203

$2,590,000—
Jul 23, 2024

Canceled

Martha's Vineyard MLS #32400160

—
Jul 19, 2024

Canceled

LINK #42204

$2,590,000—
Jun 25, 2024

Listed (Active)

Martha's Vineyard MLS #32400160

$2,590,000—
Jun 24, 2024

Listed (Active)

LINK #42204

$2,590,000—
Apr 28, 2023

Sold

LINK #40535

$1,050,000—
Apr 28, 2023

Sold

Martha's Vineyard MLS #32300131

$1,050,000—
Mar 9, 2023

Under Agreement

LINK #40535

—
Mar 9, 2023

Contingent

LINK #40535

—
Mar 2, 2023

Listed (Active)

LINK #40535

$1,100,000—
Jul 25, 2008

Sold (Public Record)

Public Record #326421233

$1—
Jun 13, 2008

Canceled

LINK #17626

$698,000—
May 30, 2008

Listed (Active)

LINK #17626

$698,000—
Feb 10, 2004

Sold (Public Record)

Public Record #326420710

$1

-85.1% / yr

Jun 3, 1998

Sold (Public Record)

Public Record #89178368

$50,000—
DateEvent & SourcePrice
12/31/2025

Expired

MLS PIN #73410635

$1,999,999
09/18/2025

Price Change

LINK #43291

$1,999,000
07/29/2025

Listed (Active)

MLS PIN #73410635

$2,195,000
07/15/2025

Price Change

LINK #43291

$2,195,000
05/17/2025

Listed (Active)

LINK #43291

$2,395,000
01/31/2025

Canceled

LINK #42345

$2,490,000
09/01/2024

Price Change

Martha's Vineyard MLS #32400203

$2,490,000
07/31/2024

Listed (Active)

LINK #42345

$2,590,000
07/31/2024

Listed (Active)

Martha's Vineyard MLS #32400203

$2,590,000
07/23/2024

Canceled

Martha's Vineyard MLS #32400160

—
07/19/2024

Canceled

LINK #42204

$2,590,000
06/25/2024

Listed (Active)

Martha's Vineyard MLS #32400160

$2,590,000
06/24/2024

Listed (Active)

LINK #42204

$2,590,000
04/28/2023

Sold

LINK #40535

$1,050,000
04/28/2023

Sold

Martha's Vineyard MLS #32300131

$1,050,000
03/09/2023

Under Agreement

LINK #40535

—
03/09/2023

Contingent

LINK #40535

—
03/02/2023

Listed (Active)

LINK #40535

$1,100,000
07/25/2008

Sold (Public Record)

Public Record #326421233

$1
06/13/2008

Canceled

LINK #17626

$698,000
05/30/2008

Listed (Active)

LINK #17626

$698,000
02/10/2004

Sold (Public Record)

Public Record #326420710

$1

-85.1% / yr

06/03/1998

Sold (Public Record)

Public Record #89178368

$50,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Pine Tree Lane

Taxable ValueLand$863,900Additions$179,200Total$1,043,100
Tax Record2025$7,896 ($658 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt1,444 SqFtAbove Grade Finished SqFt1,444 SqFtStories2Lot Size7,800 SqFtStyleSingle Family ResidenceYear Built1927CountyDUKESAPNTISB M:0004F B:00000 L:00001

Schools near 5 Pine Tree Lane

This home is within Marthas Vineyard School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - PK to 7
Rating
School
Distance
Tisbury Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

Vineyard Montessori School
PrivatePK to 7

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

5 Pine Tree Lane is a single family home for sale in Vineyard Haven, MA 02568. This property was listed for sale on July 31, 2024 by Wallace & Co. Sotheby's International Realty, it's currently listed at $1,999,000. It has been on the market for a total of 466 days and was last sold on April 28, 2023. This listing's school districts are Tisbury School District, Marthas Vineyard School District. Nearby schools include Tisbury Elementary School, Martha's Vineyard Regional High School and Vineyard Montessori School. 5 Pine Tree Lane is a 4-bed, 3-bath, 2,730 sqft single family home built in 1927.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Wallace & Co. Sotheby's International Realty, Alyssa Halisky

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.