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26 Winthrop Ave, Oak Bluffs MA 02557

Oak Bluffs, MA 02557
$839,000
Est. $4,742/month
1
Beds
1
Baths
804
Sq Ft
$1,044
Price/Sq Ft
0.34
Acres
1950
Year Built
4
Parking
1
Days on Market
Active Listed Jul 13, 2026 • MLS# 73548644 Copied! • Updated Jul 14, 2026

About this home

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.

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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jul 13, 2026
$839,000
Original listing

Tax History

Year Taxes Assessment
2025 $3,598 $712,500

Financial Details

Annual Property Tax
$3,598
Tax Year 2025
Assessed Value
$712,500

Facts & Features

Home Facts

Type Residential
Style Single Family Residence
Year Built 1950
Living Area 804 sq ft
Lot Size 0.34 acres
Bedrooms 1
Full Baths 1
Total Rooms 4

Interior

Heating Forced Air, Oil
Cooling None
Flooring None
Appliances Electric Water Heater
Fireplace None
Basement Partial, Bulkhead
Laundry None
Features None

Exterior

Construction Frame
Architecture Cape
Roof Shingle
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features Off Street
Total Spaces 4
Electric None
Water Public
Sewer Private Sewer
Gas None
Other None
Annual Tax $3,598
Assessed Value $712,500
Fee Includes None
Amenities None
Optional Fee Includes None
Down Payment Resource Eligible
Seller Disclosures Property Is Being Sold As Is.
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Dukes
Total market time (incl. prior listings) 6 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1950
Bedrooms
1
Full Bathrooms
1
Living Area
804 sq ft
Total Rooms
4

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring:
Appliances: Electric Water Heater
Interior Features:
Windows:
Basement: Partial, Bulkhead
Laundry:
Security:

Construction & Materials

Style: Cape
Year Built: 1950
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Stone, Irregular, Other

Heating, Cooling & Utilities

Heating: Forced Air, Oil
Cooling: None
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Wooded, Cleared
Road Surface:

Parking & Garage

Total Parking Spaces: 4
Parking Features: Off Street
School District
Martha's Vineyard School District local
School Safety 2024-25
5.0% Above Average
5.0% Suspensions 1.3% In-School
0.5% below state avg
E

Elementary Schools

3 schools
A-
Oak Bluffs Elementary School
0.3 mi | #105 of 352 | Score: 49.0
Improved 16 spots from last year
-9.2 below state avg
402 students Diverse
Grades PK-08
Vineyard Montessori School
2.2 mi
Grades PK-08
C+
Tisbury Elementary School
2.4 mi | #239 of 352 | Score: 37.3
Dropped 104 spots from last year
-20.9 below state avg
312 students Diverse
Diverse Student Body
Grades PK-08
H

High Schools

1 school
A-
Martha's Vineyard Regional High School
2.8 mi | #95 of 346 | Score: 60.5
Improved 49 spots from last year
+2.3 above state avg
744 students Diverse
19 sports • 1,209 athletes
Strong AP Program Rising School Career Tech Programs College Ready Curriculum
Grades 09-12
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
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Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $300
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

26 Winthrop Ave, Oak Bluffs MA 02557

Oak Bluffs, MA 02557

Listing Information

Listing Agent Alisan Lohan - Conway
Listing Office Alisan Lohan - Conway Properties
Office Phone 508-627-1858
Agent MLS ID CT008356
Office MLS ID AC2193
Listing Data Updated Jul 14, 2026 3:30 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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