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$2,400,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,562 Sq. Ft.
  • 0.49 Acres
  • Updated 1 day ago
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Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club, this property offers unparalleled convenience paired with a sense of seclusion. At the heart of the home is a chef-inspired gourmet kitchen with premium appliances, expansive counter space, a generous pantry room, and window-lined separate dining room ideal for both casual or formal dining. Step outside to a spacious private deck, perfect for al fresco dining and entertaining or unwind on the cozy screened-in porch.Whether you're seeking a year-round residence or an island retreat, this exceptional Vineyard Haven home is a rare opportunity to enjoy the best of Martha's Vineyard.

Full Property Details for 21 Woodlawn Ave

General

  • Price: $2,400,000
  • Taxes: $13,149 (2026)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73493437
  • Updated: 3/30/2026
  • Added to Site: 9 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Parking

  • Parking Features: Off Street, Stone/Gravel

Location

  • County: Dukes

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 2,562
  • Year Built: 1980

Lot Features

  • Lot Size (Acres): 0.49

Financial Considerations

  • Tax Amount: $13,149
  • Tax Year: 2026

Disclosures and Reports

  • Property ID: 6F/11.1, 2449283

Listed by Viewpoints; Bobbi Flake Reed, Inc., Beth Welch

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Listing agent

— 21 Woodlawn Ave —

  • Beth Welch

    Viewpoints; Bobbi Flake Reed, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Woodlawn Ave

School Districts:Tisbury School District, Martha's Vineyard School District
NameGradesDistance
Tisbury Elementary School
40 West William Street, Tisbury, MA 02568
PK-80.5 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Woodlawn Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/23/2026
Listed
$2,400,000
209.68%
MLS
4/28/2000
Sold
$775,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Woodlawn Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,768
3%
$2,083,000
8%
2024
$15,354
13%
$1,924,000
4%
2023
$13,535
7%
$1,849,100
27%
2022
$12,667
15%
$1,456,000
22%
2021
$10,977
-4%
$1,197,100
-3%
2020
$11,484
5%
$1,230,900
3%
2019
$10,983
20%
$1,197,700
24%
2018
$9,119
-3%
$965,000
-7%
2017
$9,433
-1%
$1,035,500
—
2016
$9,526
12%
$1,040,000
10%
2015
$8,470
12%
$949,600
5%
2014
$7,554
-1%
$900,400
—
2013
$7,630
—
$899,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 21 Woodlawn Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Viewpoints; Bobbi Flake Reed, Inc., Beth Welch

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21 Woodlawn Ave, Tisbury, MA 02568 (MLS# 73493437) is a Single Family property with 4 bedrooms and 3 full bathrooms. 21 Woodlawn Ave is currently listed for $2,400,000 and was received on March 23, 2026. Want to learn more about 21 Woodlawn Ave? Do you have questions about finding other Single Family real estate for sale in Vineyard Haven? You can browse all Vineyard Haven real estate or contact a Coldwell Banker agent to request more information.

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