# 27 Beach Road, Oak Bluffs, MA 02557

> **TL;DR:** 5bd/2ba single family, $2,995,000 ($1730/sqft), built 1920, 1,731 sqft.
> Fireplace, Waterfront, Hardwood. Est. $16,018/mo. Listed 28 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $2,995,000 |
| Price/sqft | $1730 |
| Bedrooms | 5 |
| Bathrooms | 1 full, 1 half |
| Square Feet | 1,731 |
| Year Built | 1920 |
| Lot Size | 8,712 sqft (0.20 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 28 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed
- **Hardwood Floors** - Hardwood flooring listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $15,144 |
| Estimated Insurance | $874 |
| **Total** | **$16,018** |

## Key Amenities

- Fireplace
- Waterfront
- Hardwood

## Property Highlights

- Built in 1920
- 0.20 acre lot
- 2 stories
- 4 parking spaces
- Fireplace
- Waterfront

## Description

### Agent Description
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.

## Location

- **Address:** 27 Beach Road, Oak Bluffs, MA 02557
- **County:** Dukes
- **Coordinates:** 41.461072, -70.58274
- **Google Maps:** https://www.google.com/maps?q=41.461072,-70.58274

## Listing Agent

- **Name:** Bonnie J Pierce
- **Brokerage:** Wallace & Co. Sotheby's Int'l
- **Phone:** 5083672303
- **Broker Phone:** 5086273313
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/27-Beach-Rd_Oak-Bluffs_MA_02557_M49805-61404?f=listhub&s=CCIAORMA&m=22604007&c=propsimple)

## Photos

![27 Beach Road - Photo 1](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f2563820479r.jpg)

![27 Beach Road - Photo 2](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f239809631r.jpg)

![27 Beach Road - Photo 3](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3263681536r.jpg)

![27 Beach Road - Photo 4](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f756238943r.jpg)

![27 Beach Road - Photo 5](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f681395106r.jpg)

![27 Beach Road - Photo 6](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f2376674267r.jpg)

![27 Beach Road - Photo 7](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f851673055r.jpg)

![27 Beach Road - Photo 8](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3007771121r.jpg)

![27 Beach Road - Photo 9](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f815558061r.jpg)

![27 Beach Road - Photo 10](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f2062950824r.jpg)

![27 Beach Road - Photo 11](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3859198802r.jpg)

![27 Beach Road - Photo 12](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3194869102r.jpg)

![27 Beach Road - Photo 13](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f1135762435r.jpg)

![27 Beach Road - Photo 14](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f2641917325r.jpg)

![27 Beach Road - Photo 15](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f332444694r.jpg)

![27 Beach Road - Photo 16](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3504877931r.jpg)

![27 Beach Road - Photo 17](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3574915026r.jpg)

![27 Beach Road - Photo 18](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f2385458750r.jpg)

![27 Beach Road - Photo 19](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f143832283r.jpg)

![27 Beach Road - Photo 20](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3965758711r.jpg)

![27 Beach Road - Photo 21](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f591016239r.jpg)

![27 Beach Road - Photo 22](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f1515578230r.jpg)

![27 Beach Road - Photo 23](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f1317949461r.jpg)

![27 Beach Road - Photo 24](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3880048371r.jpg)

![27 Beach Road - Photo 25](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f491202458r.jpg)

![27 Beach Road - Photo 26](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f1382702583r.jpg)

![27 Beach Road - Photo 27](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3517245044r.jpg)

![27 Beach Road - Photo 28](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3488773518r.jpg)

![27 Beach Road - Photo 29](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f867337973r.jpg)

![27 Beach Road - Photo 30](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f492962830r.jpg)

![27 Beach Road - Photo 31](http://lh.rdcpix.com/1cc3000ca96dd21d6c5ab05b8b931534l-f3452715806r.jpg)

---

**MLS#:** 22604007 | **Updated:** 2026-09-03
**Source:** listhub

*Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/27-beach-road-oak-bluffs-ma-02557-22604007)

---

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