




26 Winthrop Ave, Oak Bluffs, MA, 02557
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
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
- Inland Flooding
- Coastal Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
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
| Monthly | Annual | |
|---|---|---|
| Mortgage | $4,242 | $50,904 |
| Home Insurance * | $608 | $7,296 |
| Property Taxes | $339 | $4,068 |
| Electricity | $354 | $4,259 |
| Total | $5,543 | $66,516 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
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.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
No zestimate history available
Price History
| Date | Event | Price |
|---|---|---|
| 2025-09-15 | Price change | $849,000 |
| 2024-07-16 | Listed for sale | $899,000 |
