Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to the boardwalk to reach the beach, swim, kayak, canoe, and sunbathe. Two story Beach Cottage, first floor kitchen leads to the dining, living and sun room, Queen bedroom and a full bath. Second floor features three bedrooms. Master Queen en-suite with water view, Guest Bunk bedroom and Twin bedroom which share full bath. Wood floors, water views throughout, new outdoor shower. In the morning enjoy what mother nature has in store for you. The cry of gulls,deer running on the beach, it is just solitude. Property is being sold with 2 unbuildable lots. You will never have to worry about losing your view. This is a property worth seeing. Leases are in place for 2026 to be transferred to Buyer at closing. Showings only on Sunday from 12:00pm until 2:30pm during the rental season.
For sale
$2,700,000
34 Windemere Rd, Oak Bluffs, MA 02557
4beds
1,399sqft
Est.:
Single Family Residence
Built in 1910
0.72 Acres Lot
$-- Zestimate®
$1,930/sqft
$-- HOA
What's special
Two story beach cottageNew outdoor showerBeautiful beach cottageTwin bedroomQueen bedroomGuest bunk bedroomIncredible waterviews
- 1034 days |
- 1,400 |
- 55 |
Zillow last checked: 7 hours ago
Listing updated: December 10, 2025 at 11:42pm
Listed by:
JoJo Lambert,
Island Home Realty Inc.
Source: LINK,MLS#: 40654
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
- Main level bedrooms: 1
Heating
- Heat Pump
Appliances
- Included: Stove: Yes, Washer: Yes
Features
- AC, Ins, Irr, Media, OSh, Floor 1: Open floor plan living/dining room. Sunroom, Kitchen, Queen bedroom, a full bath, and a Laundry section in the kitchen. Living/Dining/Sunroom/kitchen all have waterviews., Floor 2: Second floor, Three bedrooms and 2 full bath. Master is a Queen suite with water view, Bunk bed guest bedroom waterview, and the other guest bedroom is Twins which share the guest bath.
- Flooring: 2
- Basement: Unfinished
- Fireplace features: 1
Interior area
- Total structure area: 1,399
- Total interior livable area: 1,399 sqft
Property
Parking
- Parking features: Yes Off street
Features
- Exterior features: Deck, PubBch, WViews
- Has view: Yes
- View description: None, D/Pnd
- Has water view: Yes
- Water view: D/Pnd
- Frontage type: None
Lot
- Size: 0.72 Acres
- Features: Deeded Access is over the next door neighbors yard to the boardwalk to the Lagoon/beach, Expansive Front yard Waterviews with access to the water
Details
- Additional structures: Shed & Gazebo
- Parcel number: OAKBM0006B0046L001
- Zoning: R1
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Foundation: Yes concrete blocks
Condition
- Year built: 1910
- Major remodel year: 2019
Utilities & green energy
- Sewer: Septic Tank
- Water: Town
- Utilities for property: Cbl
Community & HOA
Location
- Region: Oak Bluffs
Financial & listing details
- Price per square foot: $1,930/sqft
- Tax assessed value: $1,571,400
- Annual tax amount: $8,297
- Date on market: 4/3/2023
- Listing agreement: E
Estimated market value
Not available
Estimated sales range
Not available
$7,256/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/6/2025 | Price change | $2,700,000-8.5%$1,930/sqft |
Source: LINK #40654 Report a problem | ||
| 3/25/2024 | Listed for sale | $2,950,000$2,109/sqft |
Source: LINK #40654 Report a problem | ||
| 1/31/2024 | Listing removed | $2,950,000$2,109/sqft |
Source: LINK #40654 Report a problem | ||
| 4/3/2023 | Listed for sale | $2,950,000-7.8%$2,109/sqft |
Source: LINK #40654 Report a problem | ||
| 12/15/2022 | Listing removed | $3,200,000$2,287/sqft |
Source: LINK #39595 Report a problem | ||
| 5/13/2022 | Listed for sale | $3,200,000-20%$2,287/sqft |
Source: LINK #39595 Report a problem | ||
| 1/22/2022 | Listing removed | $3,999,000$2,858/sqft |
Source: LINK #38803 Report a problem | ||
| 10/7/2021 | Listed for sale | $3,999,000+272%$2,858/sqft |
Source: LINK #38803 Report a problem | ||
| 6/15/2018 | Sold | $1,075,000-46.3%$768/sqft |
Source: LINK #33914 Report a problem | ||
| 5/26/2017 | Listing removed | $2,000,000$1,430/sqft |
Source: Martha's Vineyard Seacoast Properties #30531 Report a problem | ||
| 5/15/2017 | Listed for sale | $2,000,000-4.8%$1,430/sqft |
Source: Martha's Vineyard Seacoast Properties #30531 Report a problem | ||
| 10/19/2010 | Listing removed | $2,100,000$1,501/sqft |
Source: Alisan Lohan-Conway Properties #21005101 Report a problem | ||
| 5/29/2010 | Listed for sale | $2,100,000+578.5%$1,501/sqft |
Source: Alisan Lohan-Conway Properties #21005101 Report a problem | ||
| 1/20/1998 | Sold | $309,500$221/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,896 +2.1% | $1,563,500 +5.7% |
| 2024 | $7,735 +1.8% | $1,478,900 +2.8% |
| 2023 | $7,595 +13.9% | $1,438,500 +46.4% |
| 2022 | $6,671 -9.1% | $982,500 -1.3% |
| 2021 | $7,339 +37.6% | $995,800 +38.9% |
| 2020 | $5,334 -16.7% | $717,000 -13.8% |
| 2019 | $6,400 +10.3% | $832,200 +12.3% |
| 2018 | $5,804 +4.9% | $741,200 +9.2% |
| 2017 | $5,533 +2.9% | $678,900 +2.4% |
| 2016 | $5,379 +4.1% | $663,300 +2.2% |
| 2015 | $5,168 -0.7% | $649,300 -2.6% |
| 2014 | $5,205 -3% | $666,500 -4.2% |
| 2013 | $5,366 +1.8% | $696,000 -2.4% |
| 2012 | $5,272 +2.8% | $713,400 -2.2% |
| 2011 | $5,126 +5.5% | $729,100 -5.5% |
| 2010 | $4,860 -2.3% | $771,500 -6.3% |
| 2009 | $4,975 +7.2% | $823,700 0% |
| 2008 | $4,639 +5.6% | $824,000 +4.8% |
| 2007 | $4,395 +10% | $786,200 +13.1% |
| 2006 | $3,996 +14.6% | $694,900 +21% |
| 2005 | $3,487 +5.5% | $574,500 +122.6% |
| 2001 | $3,304 | $258,100 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$14,956/mo
Principal & interest
$13831
Property taxes
$1125
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Climate risks
Neighborhood: 02557
Nearby schools
GreatSchools rating
- 7/10Oak Bluffs Elementary SchoolGrades: PK-8Distance: 1.5 mi
- 6/10Martha's Vineyard Regional High SchoolGrades: 9-12Distance: 3 mi
Local experts in 02557
- Massachusetts
- Dukes County
- Oak Bluffs
- 02557
- 34 Windemere Rd
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