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26 Winthrop Ave, Oak Bluffs, MA, 02557

1beds
1baths
803sqft
$839,000
$1,045price/sqft
$5,543/moest. monthly cost
$221,720/yrincome needed

About This Home

Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile to the top of Circuit Avenue! Title 5 Certification in place for existing one bedroom septic system. Lot is in Zone II and will allow a total of two bedrooms with an advanced treatment system. Land is large enough to have a house and guest house when meeting ZBA requirements or with new Massachusetts Accessory Dwelling Unit law. A short stroll, just one house away, from Wesleyan Park. Close to town, restaurants and all that Oak Bluffs has to offer! Walk to the harbor! This is a little gem, waiting to be polished!! Property is being sold in "As is" condition. Easy to show!!

Getting Around

66
WalkingSomewhat Walkable
0
TransitVery Limited Transit
40
BikeSomewhat Bikeable

Schools

Construction

Condition

  • Year built: 1950

Materials

  • Foundation: Stone

Type & Style

  • Home type: SingleFamily
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Stove: Yes - Propane,Washer: No

Basement

  • Has basement: Yes
  • Basement: Partial. Hot water heater, electric panel. Washing machine connection.

Bedrooms & Bathrooms

  • Bedrooms: 1
  • Bathrooms: 1
  • Full bathrooms: 1
  • Main level bedrooms: 1

Features

  • OSh,Floor 1: Kitchen,Living Room,Bedroom,Full Bath.,Floor 2: Open.
  • Flooring: Harwood

Heating

  • Heating features: PMonitor

Interior Area

  • Total structure area: 803
  • Total interior livable area: 803 sqft

Property

Details

  • Parcel number: OAKBM0017B0010L000
  • Zoning: R1

Features

  • Exterior features: Deck,PubBch
  • Has view: Yes
  • View description: None,Res
  • Frontage type: None

Lot

  • Lot size: 0.34 Acres
  • Features: Huge

Parking

  • Parking features: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneRelatively High
  • Inland Flooding
    Inland FloodingRelatively High
  • Coastal Flooding
    Coastal FloodingModerate
  • Lightning
    LightningModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Hurricane
Inland Flooding
Coastal Flooding
Lightning
Tsunami

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $4,242$50,904
Home Insurance *$608$7,296
Property Taxes $339$4,068
Electricity $354$4,259
Total$5,543$66,516
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$190,045/yr
40% on housing$166,290/yr
45% on housing$147,813/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 8.7%
8.7%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: 2.7%
2.7%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$1,045This listing

vs Other Active Listings

Avg $/sqft

ZIP 02557$758
Dukes County$1,039

vs Homes Sold Last Month

Median $/sqft

ZIP 02557$765
Dukes County$616

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

No zestimate history available

Price History

DateEventPrice
2025-09-15Price change$849,000
2024-07-16Listed for sale$899,000

For Sale by Agent

AgentAlisan Lohan-Conway
BrokerageAlisan Lohan-Conway Properties

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