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$839,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 1 Bed
  • 1 Full Bath
  • 804 Sq. Ft.
  • 0.34 Acres
  • Updated 19 hours ago
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This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with lots of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in compliance Massachusetts ADU regulation - 760 CMR 71.00. Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue! Title 5 Certification in place. Lot is in Zone II and will allow a total of two bedrooms with upgrade to an advanced treatment system. Just one house from Wesleyan Park or stroll to Harbor and Town. Empty and easy to show.

Full Property Details for 26 Winthrop Ave

General

  • Price: $839,000
  • Taxes: $3,598 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73548644
  • Updated: 7/13/2026
  • Added to Site: 6 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 1

Parking

  • Parking Features: Off Street

Location

  • County: Dukes

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 804
  • Year Built: 1950

Lot Features

  • Lot Size (Acres): 0.34

Financial Considerations

  • Tax Amount: $3,598
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: Property is being sold "As is".
  • Property ID: M:0017 B:0010 L:000, 3877060

Listed by Alisan Lohan - Conway Properties, Alisan Lohan - Conway

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Listing agent

— 26 Winthrop Ave —

  • Alisan Lohan - Conway

    Alisan Lohan - Conway Properties

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 26 Winthrop Ave

School Districts:Oak Bluffs School District, Martha's Vineyard School District
NameGradesDistance
Oak Bluffs Elementary School
50 Tradewinds Road, Oak Bluffs, MA 02557
PK-80.5 mi
Marthas Vineyard Regional High School
100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557
9-122.7 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 26 Winthrop Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/08/2026
Listed
$839,000
—
MLS
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 26 Winthrop Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,598
1%
$712,500
5%
2024
$3,546
-3%
$678,000
-2%
2023
$3,663
3%
$693,800
33%
2022
$3,548
10%
$522,600
19%
2021
$3,233
5%
$438,700
6%
2020
$3,078
6%
$413,700
10%
2019
$2,894
5%
$376,300
6%
2018
$2,768
4%
$353,500
8%
2017
$2,670
2%
$327,600
2%
2016
$2,610
5%
$321,800
3%
2015
$2,495
7%
$313,500
5%
2014
$2,340
—
$299,600
—
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.

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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 Alisan Lohan - Conway Properties, Alisan Lohan - Conway

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26 Winthrop Ave, Oak Bluffs, MA 02557 (MLS# 73548644) is a Single Family property with 1 bedroom and 1 full bathroom. 26 Winthrop Ave is currently listed for $839,000 and was received on July 08, 2026. Want to learn more about 26 Winthrop Ave? Do you have questions about finding other Single Family real estate for sale in Oak Bluffs? You can browse all Oak Bluffs real estate or contact a Coldwell Banker agent to request more information.

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