# 255 Bayberry Way, Osterville, MA 02655

> **TL;DR:** 7bd/6ba single family, $7,900,000 ($1614/sqft), built 1988, 4,896 sqft.
> Fireplace, Waterfront, View, A/C. Est. $34,233/mo. Listed 7 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $7,900,000 |
| Price/sqft | $1614 |
| Bedrooms | 7 |
| Bathrooms | 6 full |
| Square Feet | 4,896 |
| Year Built | 1988 |
| Lot Size | 260,489 sqft (5.98 acres) |
| Stories | 2 |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 7 |

## Why This Home Stands Out

- **Waterfront** - Direct water access
- **Views** - Harbor

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $34,233 |
| **Total** | **$34,233** |

## Key Amenities

- Fireplace
- Waterfront
- View
- A/C

## Property Highlights

- Built in 1988
- 5.98 acre lot
- 2 stories
- 5 parking spaces
- Fireplace
- Waterfront

## Description

### Agent Description
Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket Sound. The nearly 5,000 square foot residence is thoughtfully designed to capture its remarkable setting, with six bedrooms, refined architectural detailing, custom millwork, and five fireplaces throughout. A gracious entry introduces uninterrupted water views and opens to an expansive deck spanning the length of the home--seamlessly blending indoor and outdoor living. At the heart of the home, a dramatic two-story great room with a floor-to-ceiling brick fireplace is bathed in natural light, while the well-appointed kitchen flows effortlessly into the dining area and inviting family room. Designed for both relaxed living and elegant entertaining, each space connects beautifully to the surrounding outdoor terraces. The first level also offers two bedrooms and a private sitting room, while the second floor is anchored by a serene primary suite with sweeping water views, a spacious bath, walk-in closet, and fireside sitting room. Three additional bedrooms and a secondary sitting area complete this level. A third-floor tower provides a stunning vantage point for panoramic sunsets over the bay. A detached two-car garage with guest accommodations above adds flexibility for extended family and visitors. Perfectly balancing seclusion and convenience, this exceptional coastal estate is just moments from Osterville Village's boutiques, dining, and charm. A truly rare opportunity to experience waterfront living at its finest.

## Location

- **Address:** 255 Bayberry Way, Osterville, MA 02655
- **County:** Barnstable
- **Coordinates:** 41.614899, -70.395513
- **Google Maps:** https://www.google.com/maps?q=41.614899,-70.395513

## Listing Agent

- **Name:** Robert B Kinlin
- **Brokerage:** Berkshire Hathaway HomeServices Robert Paul Properties
- **Phone:** 5084201414
- **Email:** rkinlin@robertpaul.com

## Primary Photo

![255 Bayberry Way - Primary Photo](http://lh.rdcpix.com/3acb925beb4d923e34a9c23618bf3fdfl-f2525610733r.jpg)

*44 total photos available on [listing page](https://www.propertysimple.com/listing/255-bayberry-way-osterville-ma-02655-22601177)*

---

**MLS#:** 22601177 | **Updated:** 2026-04-24
**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.com/listing/255-bayberry-way-osterville-ma-02655-22601177)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "name": "255 Bayberry Way, Osterville, MA 02655",
  "description": "Welcome to ''Point House,'' an extraordinary 5.98-acre waterfront estate set on a private peninsula overlooking the shimmering waters of West Bay. Surrounded by breathtaking natural beauty, this rare offering pairs sweeping water views with exceptional privacy, highlighted by expansive lawns, curated gardens, a private sandy beach, and a substantial deep-water dock with direct access to Nantucket Sound. The nearly 5,000 square foot residence is thoughtfully designed to capture its remarkable set",
  "url": "https://www.propertysimple.com/listing/255-bayberry-way-osterville-ma-02655-22601177",
  "image": "http://lh.rdcpix.com/3acb925beb4d923e34a9c23618bf3fdfl-f2525610733r.jpg",
  "datePosted": "2026-04-24",
  "price": 7900000,
  "priceCurrency": "USD",
  "address": {
    "@type": "PostalAddress",
    "streetAddress": "255 Bayberry Way",
    "addressLocality": "Osterville",
    "addressRegion": "MA",
    "postalCode": "02655",
    "addressCountry": "US"
  },
  "geo": {
    "@type": "GeoCoordinates",
    "latitude": 41.614899,
    "longitude": -70.395513
  },
  "numberOfRooms": 7,
  "numberOfBathroomsTotal": 6,
  "floorSize": {
    "@type": "QuantitativeValue",
    "value": 4896,
    "unitCode": "FTK"
  },
  "yearBuilt": 1988
}
```