5 Pine Tree Lane Tisbury — Photo 1 of 24
$1,999,000
Investment Analysis — 5 Pine Tree Lane
Tisbury, MA 02568 — Vineyard Haven
Based on HUD Small Area Fair Market Rent for Taunton-Mansfield-Norton, MA HUD Metro FMR Area, a 4-bedroom in 02568 carries an estimated $2,970/mo in gross rent — about a 0.86% cap rate and $17,173/yr in estimated NOI at the $1,999,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
3
SqFt
2,730
Style
Single Family
Built
1927
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom cabinetry, high-end appliances, and refined finishes. Open living and dining areas flow seamlessly, enhanced by updated systems and central air. Upstairs, the serene primary suite includes a spa-like tile bath with soaking tub, while two guest bedrooms share a stylish full bath with laundry. Nautical details like a compass rose stained-glass window add charm. The finished lower level provides a large additional bedroom and flexible living space. Outside, a mahogany deck overlooks the newly landscaped yard with outdoor shower and entertaining areas. Just minutes from downtown Vineyard Haven.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,730 sq ft principal dwelling). Lot size: 7,800 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Immersive Experience
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Tankless Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Walk/Jog Trails • Golf • Bike Path • Conservation Area
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstDining Room
Lvl FirstFlooring - Hardwood, Slider
Kitchen
Lvl FirstCountertops - Stone/Granite/Solid, Kitchen Island, Stainless Steel Appliances
Master Bedroom
Lvl SecondBathroom - Full, Walk-In Closet(s)
Bedroom 2
Lvl SecondBedroom 3
Lvl SecondBedroom 4
Lvl BasementBathroom 1
Lvl FirstBathroom 2
Lvl SecondBathroom 3
Lvl SecondProperty History
$1,999,000
May 11, 2026
MLS® 73516062
$1,999,000
Feb 27, 2026
MLS® 73480830
$1,999,999
Dec 31, 2025
MLS® 73410635
$1,999,999
Jul 29, 2025
MLS® 73410635
Listing Agent: Alyssa Halisky
Listing Office: Provided by MLS PIN
MLS® Number: 73480830
