27 Beach Rd Oak Bluffs, MA 02557
Oak Bluffs NeighborhoodEstimated payment $17,901/month
Highlights
- Waterfront
- 1 Fireplace
- Cottage
- Wood Flooring
- No HOA
- Porch
About This Home
WATERFRONT WITH DOCK - Nestled along the sparkling shores of Vineyard Haven Harbor, this waterfront cottage presents a rare opportunity to own a piece of Martha's Vineyard history. Originally part of the iconic Mary Guerin Inn, the home blends timeless Vineyard charm with an exceptional setting featuring a private sandy beach, deep-water dock, and sweeping views of the harbor, the Cape, and Nantucket Sound. The home offers five bedrooms, one full bathroom, and one half bathroom, with an open concept living and dining area where walls of windows capture the harbor views and abundant natural light. The kitchen is ideally positioned for effortless indoor and outdoor entertaining. Rich in character, the home retains many original architectural details while benefiting from thoughtful updates, including all new windows, a new roof, beautiful mahogany porches, and new cedar shingles. Whether enjoyed as a treasured family retreat or reimagined into your dream waterfront escape, the possibilities are endless. Enjoy water views from virtually every room as the home's spectacular waterfront setting seamlessly extends to your private sandy beach and deep-water dock.
Listing Agent
Wallace & Co. Sotheby's International Realty License #9507981 Listed on: 08/17/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,365
Year Built
- Built in 1920
Lot Details
- 8,712 Sq Ft Lot
- Waterfront
- Fenced
- Cleared Lot
- Zoning described as R1
Home Design
- Cottage
- Asphalt Roof
- Shingle Siding
Interior Spaces
- 1,731 Sq Ft Home
- 2-Story Property
- 1 Fireplace
- Wood Flooring
- Crawl Space
- Washer
- Property Views
Kitchen
- Electric Range
- Microwave
Bedrooms and Bathrooms
- 5 Bedrooms
Parking
- 4 Parking Spaces
- Driveway
- Off-Street Parking
Outdoor Features
- Outdoor Shower
- Porch
Utilities
- No Cooling
- No Heating
- Water Heater
Community Details
- No Home Owners Association
Listing and Financial Details
- Assessor Parcel Number OAKB M:0006 B:0036 L:000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $10,864 | $2,151,300 | $1,722,100 | $429,200 |
| 2024 | $10,365 | $1,981,900 | $1,565,000 | $416,900 |
| 2023 | $9,189 | $1,740,400 | $1,368,600 | $371,800 |
| 2022 | $7,991 | $1,176,900 | $859,000 | $317,900 |
| 2021 | $9,244 | $1,254,300 | $976,700 | $277,600 |
| 2020 | $0 | $1,287,600 | $1,026,300 | $261,300 |
| 2019 | $9,520 | $1,238,000 | $981,100 | $256,900 |
| 2018 | $0 | $1,229,000 | $972,100 | $256,900 |
| 2017 | $9,175 | $1,125,800 | $892,400 | $233,400 |
| 2016 | $9,151 | $1,128,400 | $920,000 | $208,400 |
| 2015 | $8,897 | $1,117,700 | $920,000 | $197,700 |
| 2014 | $8,546 | $1,094,300 | $890,700 | $203,600 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/17/2026 08/17/26 | For Sale | $2,995,000 | -- | $1,730 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | -- | -- | |
| Deed | -- | -- |
Source: Cape Cod & Islands Association of REALTORS®
MLS Number: 22604007
APN: OAKB-000006-000036
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026 © Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
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