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.
Property Details
Price:
$1,999,000
MLS #:
22603526
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
vineyardhaven
Listed Date:
Jul 21, 2026
Finished Sq Ft:
2,730
Total Sq Ft:
2,730
Lot Size:
7,800 sqft / 0.18 acres (approx)
Year Built:
1927
See this Listing
Schools
Interior
Appliances
Dishwasher, Electric Range, Refrigerator, Range Hood, Washer, Electric, Tankless Water Heater
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood, Wood, Tile
Interior Features
Recessed Lighting, Walk-In Closet(s)
Laundry Features
Electric Dryer
Exterior
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower, Underground Sprinkler System
Fencing
Partial
Lot Features
Cleared, Level
Parking Features
Driveway, Gravel
Parking Spots
3
Parking Total
3
Patio And Porch Features
Deck, Porch
Roof
Asphalt
Stories
3
Financial
Tax Year
2026
Taxes
$9,913
Map
Community
- Address5 Pine Tree Lane Vineyard Haven MA
- CityVineyard Haven
- CountyDukes
- Zip Code02568
Subdivisions in Vineyard Haven
Market Summary
Current real estate data for Single Family in Vineyard Haven as of Aug 25, 2026
10
Single Family Listed
126
Avg DOM
1,142
Avg $ / SqFt
$2,451,900
Avg List Price
Property Summary
- 5 Pine Tree Lane Vineyard Haven MA is a Single Family for sale in Vineyard Haven, MA, 02568. It is listed for $1,999,000 and features 4 beds, 3 baths, and has approximately 2,730 square feet of living space, and was originally constructed in 1927. The current price per square foot is $732. The average price per square foot for Single Family listings in Vineyard Haven is $1,142. The average listing price for Single Family in Vineyard Haven is $2,451,900. To schedule a showing of MLS#22603526 at 5 Pine Tree Lane in Vineyard Haven, MA, contact your Gibson Sotheby’s Int’l Realty agent at 5084327856.
Similar Listings Nearby
5 Pine Tree Lane
Vineyard Haven, MA






















