AndrewGoldberg
Buy
Property SearchSearch all available MLS listingsSet AlertsGet notified about new listingsNeighborhood GuidesExplore local communities & data
Boston, MA
Newton, MA
Medford, MA
Brookline, MA
Cambridge, MA
Somerville, MA
View All Neighborhoods →
Featured PropertiesBrowse our exclusive local listings
50 Brooks Street
4 Edward Cody Ln
52 Mystic St
View All Featured →
Sell
Home ValuationGet a free, instant estimateMy ListingsBrowse my active market properties
Insights
Resources
ResourcesHelpful guides and tools
About
Meet the AgentMy background and experienceClient StoriesRead reviews from past clients
Contact Me
Buy
Property Search
Set Alerts
Neighborhood Guides
Boston, MA
Back BayBeacon HillSeaport DistrictSouth EndNorth EndSouth BostonFenway-KenmoreCharlestownDorchesterJamaica PlainAllstonRoslindaleWest RoxburyEast BostonMission HillBay VillageBrightonRoxbury
Newton, MA
Medford, MA
Brookline, MA
Cambridge, MA
Somerville, MA
View All Neighborhoods →
Featured Properties
50 Brooks Street
4 Edward Cody Ln
52 Mystic St
View All Featured →
Sell
Home Valuation
My Listings
Insights
Resources
Resources
About
Meet the Agent
Client Stories
Contact Me

Andrew Goldberg

I'm Andrew Goldberg, a Boston real estate advisor specializing in first-time buyers across Greater Boston. I guide you A to Z—from first search to closing day.

Explore

  • Home
  • About
  • Home Search
  • Set Alerts
  • My Active Listings
  • Featured Listings
  • Home Valuation
  • Insights
  • Testimonials
  • Resources
  • Contact
  • Privacy Policy

Contact

  • 10 Lincoln St, Newton, MA, 02461
  • (617) 256-7438
  • andrew@commonwealthstandard.com

Brokerage

Commonwealth Standard Realty Advisors

© 2026 Andrew Goldberg. All rights reserved.
Equal Housing Opportunity. Information deemed reliable but not guaranteed.

  1. Home
  2. Listings
  3. 5 Pinetree Lane, Tisbury, MA 02568
Active
106 Days on market
5 Pinetree Lane Tisbury — Photo 1 of 21

5 Pinetree Lane Tisbury — Photo 1 of 21

$1,999,000

5 Pinetree Lane, Tisbury, MA 02568

Tisbury, MA 02568

Beds

4

Baths

3

SqFt

2,730

Style

Single Family

Built

1927

Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for the day without the rush, and evenings where relaxation is never compromised. The thoughtful design ensures that personal space is always readily available. With four bedrooms, this home provides ample space for rest and rejuvenation. Envision each room becoming a personalized sanctuary, tailored to individual preferences and needs. Whether it's a tranquil space for sleep, a vibrant area for hobbies, or a practical room for remote work, these bedrooms offer the flexibility to adapt to any lifestyle. The 2730 square feet of living area unfolds to provide a comfortable and inviting environment.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$732/sqft
Local Avg (Tisbury)$1250/sqft
41% BelowMarket Average

* Analysis is based on 20 actively listed and recently sold comparable properties strictly within Tisbury, MA.

Property Details

Financials

Original Price$1,999,000
Annual Taxes$7,896.27

Parking

Garage0
Off-Street4

Interior Specifications

Total Rooms11
Fireplaces1
Flooring--
BasementFull

Climate & Utilities

HeatingForced Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionStone
RoofShingle
FoundationConcrete Perimeter
ZoningR25

Property & Lot

Acres0.18
SqFt Lot7,800
Lot FeaturesCorner Lot

Neighborhood

Public Transportation • Shopping • Highway Access • House of Worship

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bedroom 3Bathroom 2
First
Dining RoomKitchenFamily RoomBathroom 1
Basement
Bedroom 4
Dining Room
Lvl First

Flooring - Hardwood

Kitchen
Lvl First

Closet/Cabinets - Custom Built, Flooring - Hardwood

Family Room
Lvl First

Flooring - Hardwood

Master Bedroom
Lvl Second

Walk-In Closet(s), Flooring - Hardwood

Bedroom 2
Lvl Second
Bedroom 3
Lvl Second

Closet, Flooring - Hardwood

Bedroom 4
Lvl Basement

Closet, Flooring - Hardwood

Bathroom 1
Lvl First

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Bathroom 2
Lvl Second

Bathroom - Full

Property History

Listed
$1,999,000

May 11, 2026

MLS® 73516062

Listed
$1,999,000

Feb 27, 2026

MLS® 73480830

Expired
$1,999,999

Dec 31, 2025

MLS® 73410635

Listed
$1,999,999

Jul 29, 2025

MLS® 73410635

Population

9,412

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$115K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

21.5%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

164 housing units permitted in the last 12 months (+80% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

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.

Full Tisbury, MA market report ZIP 02568 market data
Listing Provided By

Listing Agent: Kristin Francoeur

Listing Office: Gibson Sotheby's International Realty

MLS® Number: 73516062

Related Insights

View All
Real Estate
Jul 7, 2026

Boston Office Slump: Massachusetts Tax Risk

June's Million-Dollar Map: Where $1M Is a Starter Home vs. a
Real Estate
Jun 26, 2026

June's Million-Dollar Map: Where $1M Is a Starter Home vs. a

View All Insights

Browse More Homes in Tisbury

Explore other active listings in the area.

  • 59 Hagerty Drive
    $6,150,000
    59 Hagerty Drive
    Tisbury, MA
    6 bd7 ba5,034 sqft
  • 159 Lake Street
    $2,195,000
    159 Lake Street
Tisbury, MA
5 bd4 ba3,328 sqft
  • 21 W Spring St
    $1,450,000
    21 W Spring St
    Tisbury, MA
    4 bd3 ba1,270 sqft
  • 36 Hines Point Rd
    $3,100,000
    36 Hines Point Rd
    Tisbury, MA
    3 bd1 ba973 sqft
  • 124 Main St.
    $2,695,000
    124 Main St.
    Tisbury, MA
    5 bd4 ba2,374 sqft
  • 528 Main Street
    $1,800,000
    528 Main Street
    Tisbury, MA
    4 bd4 ba2,670 sqft