5 Pine Tree Lane
Vineyard Haven, MA · $1,999,000
Zillow ↗
📊 STR projections🏖️ Beach distances🌊 Flood-zone risk📄 Investment dossier💰 Cash-flow analysis

5 Pine Tree Lane

Vineyard Haven, MA 02568
$1,999,000
1 days on market · Listed Jul 22, 2026
Data refreshed Jul 22, 2026
🌊 Not in FEMA SFHA
View on Zillow ↗
Type
SF
Beds
4
Baths
3
Sq Ft
2,730
Acres
0.18
Year Built
1927
$ / Sq Ft
$732
Days on Market
1

Investment Snapshot

Monthly Carrying
$••,•••
Cash Flow / yr
$••,•••
Cash-on-Cash
••%
Cash Required
$••,•••
Projected Revenue / yr
$••,•••
Avg Daily Rate
$••,•••
Occupancy
••%
STR Range (P50)
$••,•••

Location & Nearby

Map of 5 Pine Tree Lane, Vineyard Haven MA with nearby beaches and points of interest
HThis property
  • A
    🌲 West Chop Woods
    0.53 mi
  • B
    🚴 West Chop Loop
    0.92 mi
  • C
    🏖️ Eastville Beach
    1.03 mi
  • D
    Tisbury Town Dock
    1.07 mi
  • E
    🛝 Vineyard Haven Playground
    1.08 mi
  • F
    🌲 Owen Park
    1.10 mi
  • G
    Mink Meadows Golf Club
    1.11 mi
  • H
    🏖️ Owen Park Beach
    1.15 mi

About this property

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.

Similar listings in Vineyard Haven

📋 Vineyard Haven Short-Term Rental Rules
Registration, taxes, occupancy caps, and enforcement for STRs in Vineyard Haven
Listed by Alyssa M Halisky, Wallace & Co. Sotheby's International Realty