33 Windemere Rd, Oak Bluffs, MA 02557
Home value
$1,790,700
$1.59M - $2.01M
$6,448/mo
Owner options
$6,448/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$6,448/mo
Rent Zestimate®
$7,895/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$7,895/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
LINK,
LINK
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 2
- Full bathrooms: 2
Interior area
- Total structure area: 2,125
- Total interior livable area: 2,125 sqft
Property
Features
- Frontage type: None
Lot
- Size: 5,222 Square Feet
Details
- Parcel number: OAKBM0006B0047L000
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- Year built: 1910
- Major remodel year: 1988
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: None
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $800/sqft
- Tax assessed value: $1,426,000
- Annual tax amount: $6,960
- Date on market: 10/2/2026
- Listing agreement: E
Price history
| Date | Event | Price |
|---|---|---|
| 9/14/2026 | Sold | $1,700,000$800/sqft |
Source: LINK #45005 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,960 +2.5% | $1,378,300 +6.2% |
| 2024 | $6,789 -0.5% | $1,298,100 +0.4% |
| 2023 | $6,825 +14.5% | $1,292,600 +47.2% |
| 2022 | $5,962 -9.8% | $878,100 -2.1% |
| 2021 | $6,612 +5% | $897,200 +6% |
| 2020 | $6,296 -0.5% | $846,300 +2.9% |
| 2019 | $6,326 +7.4% | $822,600 +9.3% |
| 2018 | $5,891 +5.6% | $752,400 +9.9% |
| 2017 | $5,579 +3.3% | $684,600 +2.8% |
| 2016 | $5,400 +4.4% | $665,900 +2.5% |
| 2015 | $5,172 +2% | $649,700 +0.1% |
| 2014 | $5,069 -3% | $649,000 -4.3% |
| 2013 | $5,227 +1.4% | $677,900 -2.9% |
| 2012 | $5,157 +2.2% | $697,800 -2.8% |
| 2011 | $5,046 +4.5% | $717,800 -6.4% |
| 2010 | $4,829 -1.9% | $766,500 -6% |
| 2009 | $4,923 +7.3% | $815,000 |
| 2008 | $4,588 +0.9% | $815,000 +0.2% |
| 2007 | $4,546 +16% | $813,200 +19.3% |
| 2006 | $3,919 +10.1% | $681,600 +16.3% |
| 2005 | $3,558 +15% | $586,100 +142.5% |
| 2001 | $3,094 | $241,700 |
Neighborhood: 02557
Nearby homes
- $2,495,0004 bd3 ba1.3k sqft34 Windemere Rd, Oak Bluffs, MA 02557For Sale

- $893,600-- bd-- ba-- sqft39 Windemere Rd, Oak Bluffs, MA 02557Off Market
- $1,320,0002 bd2 ba2.1k sqft27 Windemere Rd, Oak Bluffs, MA 02557Off Market
- $1,142,400-- bd-- ba-- sqft38 Windemere Rd, Oak Bluffs, MA 02568Off Market
- $801,500-- bd-- ba-- sqftWindemere Rd, Oak Bluffs, MA 02557Off Market
- $2,493,9002 bd2 ba2k sqft34 R Windemere Rd, Oak Bluffs, MA 02557Off Market
- $1,489,0002 bd2 ba676 sqft45 Windemere Rd, Oak Bluffs, MA 02557Sold
- $3,455,2004 bd3 ba1.8k sqft28 Beach Rd, Oak Bluffs, MA 02557Off Market
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 1.2 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 3 mi
Sell for more on Zillow
Sell for more on Zillow
- Massachusetts
- Dukes County
- Oak Bluffs
- 02557
- 33 Windemere Rd