5 Pine Tree Lane Vineyard Haven, MA $ 1,999,000
5 Pine Tree Lane
$ 1,999,000
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5 Pine Tree Lane

Vineyard Haven, MA, 02568
$ 1,999,000
Bedrooms4 Baths3.0 Sq 2,730

Monthly Estimate*

$ 12,622

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Single Family Home for sale in Vineyard Haven, MA

for $1,999,000 with 4 bedrooms and 3 full baths. This 2,730 square foot home was built in 1927 on a lot size of 0.18.

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.

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Single Family Active

Price

$ 1,999,000

Bedrooms

4

Full Bath

3

Property Type

Single Family

Taxes

$ 9,913

Style

Other

Lot Size

0.18

Year Built

1927

Town/City

Vineyard Haven

County/Region

Dukes

MLS | Web ID

22603526

Features
General
Sewer Septic Tank
Cooling Central Air
Roof Asphalt
Appliances Dishwasher Washer Range Hood Refrigerator Electric Range Electric Dryer Electric Water Heater
Zoning R25
Patio/Porch Features Deck Porch
Architectural Style Other
Construction Materials Shingle Siding
Year Built 1927
Stories Count 3
Township Vineyard Haven
Property Subtype Single Family Residence
Tax Year 2026
County Dukes
New Construction false
Property Type Residential
HOA false
Garage Y/N false
Total Rooms 11
Full Baths 3
Status Active
Directions Main Street to Pine Tree Lane. House is first on right.
City Vineyard Haven
High School District Martha's Vineyard
Lot Size Units Acres
Lot Size Square Feet 7800
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 9913.12
Showing Instructions Call listing agent
Home Warranty Y/N false
Property Condition Updated/Remodeled Actual
Virtual Tour https://mls.ricoh360.com/4cb2e00e-4df3-4e92-8c63-9586f4099704 https://mls.ricoh360.com/4cb2e00e-4df3-4e92-8c63-9586f4099704
Building Area Units Square Feet
Primary Bedroom Level Second
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Martha's Vineyard
Elementary School District Martha's Vineyard
Tax Assessed Value 1336000
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Interior
Interior Amenities Recessed Lighting
Basement Finished Interior Entry
Flooring Hardwood Tile Wood
Total Fireplaces 1
Fireplace Features Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room Second Floor
Total Bedrooms 4
Main Level Bathrooms 1
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen
Total Baths 3
Primary Bathroom Features Private Full Bath
Living Room Features Living Room
Bedroom 4 Features Bedroom 4
Bedroom 3 Features Bedroom 3 Shared Full Bath
Bedroom 2 Features Bedroom 2 Shared Full Bath
Dining Room Features Dining Room
Primary Bedroom Features Walk-In Closet(s)
Bedroom 4 Level Basement
Bedroom 3 Level Second
Second Bedroom Level Second
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Exterior
Exterior Amenities Outdoor Shower
Fencing Partial
Lot Features Bike Path School Medical Facility Shopping Public Tennis In Town Location Conservation Area Cleared Level
Total Parking 3
Lot Size Area 0.18
Foundation Details Poured
Building Area Total 2730
Lot Size Acres 0.18
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N false
Road Frontage Type Public
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* Excluded Features
List By
Alyssa M Halisky

Listing Agent

Wallace & Co. Sotheby's International Realty

Broker

alyssa@wallacemv.com

Email

Affordability Calculator

$13,448
Per Month
94%
6%
0%
Monthly Principal & Interest
$12,622
Monthly Property Taxes
$826
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2088120 Elementary School
2088116 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/21/2026$1,999,000 Listed Price

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5 Pine Tree Lane, Vineyard Haven, MA, 02568 is a Single Family Home for sale at $1,999,000 with 2,730 sqft and a lot size of 0.18. 5 Pine Tree Lane has 4 bedrooms, 3.0 baths, and was built in 1927. The property's zip code is 02568 which is in Vineyard Haven, MA