Active Under Contract

23 Days on market

99 Oak Lane West Tisbury — Photo 1 of 31

$2,200,000

99 Oak Lane, West Tisbury, MA 02575

West Tisbury, MA 02575

Beds

Baths

SqFt

3,771

Style

Single Family

Built

1977

This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet of living space. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up and down Island destinations. Future expansion to 12 bedrooms is possible with a septic upgrade, although the current system meets all regulations. Enjoy effortless access to Lambert’s Cove Beach, 7a Foods, North Tisbury Farm, State Road Restaurant, and all the iconic West Tisbury landmarks.

Market Value Analysis

This Property

Size (SqFt) →Price →

Limited sample — based on 4 comparable properties.

This Property$583/sqft

Local Avg (West Tisbury)$826/sqft

29% BelowMarket Average

* Analysis is based on 4 actively listed and recently sold comparable properties strictly within West Tisbury, MA.

Financials

Original Price$2,200,000

Annual Taxes$12,400

Parking

Garage1

Off-Street7

Interior Specifications

Total Rooms10

Fireplaces1

Flooring--

BasementFull, Crawl Space

Climate & Utilities

HeatingCentral, Forced Air, Propane

CoolingCentral Air

WaterPrivate

SewerPrivate Sewer

Building & Exterior

Construction--

RoofShingle

FoundationConcrete Perimeter, Block

ZoningRU

Property & Lot

Acres2.9

SqFt Lot126,324

Lot FeaturesCleared, Level

Neighborhood

Public Transportation • Pool • Walk/Jog Trails • Bike Path • Conservation Area

Geography

Population

2,718

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

Median Household Income

$173K

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

Renter-Occupied Homes

8.4%

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 3,771 sq ft principal dwelling). Lot size: 126,324 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 West Tisbury, MA market report ZIP 02575 market data

Listing Provided By

Listing Agent: Rose Ryley

Listing Office: Century 21 North East Homes

MLS® Number: 73564420