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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.

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Commonwealth Standard Realty Advisors

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

  1. Home
  2. Listings
  3. 22 Oklahoma Ave, Tisbury, MA 02568
Active
351 Days on market
22 Oklahoma Ave Tisbury — Photo 1 of 21

22 Oklahoma Ave Tisbury — Photo 1 of 21

Recent Drop: $145,000

$1,445,000
$1,300,000

$1,300,000

22 Oklahoma Ave, Tisbury, MA 02568

Tisbury, MA 02568

Beds

4

Baths

2.5

SqFt

1,738

Style

Single Family

Built

1960

3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! A rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental to offset your mortgage. The main house features a stunning sun-room, a cheerful efficient kitchen, and a sweet living room anchored by a beautiful stone fireplace. The main house has been emptied out and awaits the new owner's touch (please refer to images showing digital staging). Both the main house and the apartment have been freshly painted throughout, radiating a clean and bright atmosphere. Situated on a spacious corner lot, the site is large enough to support a 4-bedroom septic system; a design is currently being finalized by Sourati Engineering (buyer to be financially responsible for the upgrade). Other features include oak floors, 2 decks, a vintage garden shed, and a full dry basement.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$748/sqft
Local Avg (Tisbury)$1249/sqft
40% BelowMarket Average

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

Property Details

Financials

Original Price$1,445,000
Annual Taxes$5,795

Parking

Garage0
Off-Street8

Interior Specifications

Total Rooms8
Fireplaces1
FlooringWood, Tile
BasementPartial

Climate & Utilities

HeatingCentral, Baseboard, Oil
CoolingNone
WaterPublic
SewerInspection Required for Sale, Private Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationIrregular
ZoningR20

Property & Lot

Acres0.34
SqFt Lot15,000
Lot FeaturesCorner Lot, Level

Amenities & Appliances

Water Heater

Neighborhood

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

Geography

Floorplan Breakdown

Structural Layout

First
Living RoomDining RoomKitchenMaster BedroomBedroom 2Bedroom 3Bedroom 4
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Master Bedroom
Lvl First
Bedroom 2
Lvl First
Bedroom 3
Lvl First
Bedroom 4
Lvl First

Property History

Price Drop
$1,300,000

Was $1,445,000

May 15, 2026

MLS® 73481062

Listed
$1,445,000

Sep 8, 2025

MLS® 73481062

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: 869 sq ft (the lesser of 900 sq ft or half the 1,738 sq ft principal dwelling). Lot size: 15,000 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: Idalyn Macchia Gilstad

Listing Office: Viewpoints; Bobbi Flake Reed, Inc.

MLS® Number: 73481062

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