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.
For sale
$7,900,000
255 Bayberry Way, Osterville, MA 02655
7beds
4,896sqft
Single Family Residence
Built in 1988
5.98 Acres Lot
$-- Zestimate®
$1,614/sqft
$-- HOA
What's special
Private sandy beachWell-appointed kitchenSix bedroomsSweeping water viewsCurated gardensExpansive lawnsRefined architectural detailing
- 89 days |
- 816 |
- 23 |
Zillow last checked:
Listing updated:
Listed by:
Robert B Kinlin rkinlin@robertpaul.com,
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS,MLS#: 22601177
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 6
- Full bathrooms: 6
Primary bedroom
- Description: Flooring: Carpet
- Features: Office/Sitting Area, Walk-In Closet(s), View
- Level: Second
Bedroom 2
- Description: Flooring: Carpet
- Features: Private Full Bath, View, Walk-In Closet(s)
- Level: Second
Bedroom 3
- Description: Flooring: Wood,Door(s): French
- Features: Closet, Shared Full Bath, View
- Level: First
Bedroom 4
- Description: Flooring: Wood
- Features: Closet, Shared Full Bath
- Level: First
Primary bathroom
- Features: Private Full Bath
Dining room
- Description: Flooring: Wood,Door(s): French
- Level: First
Kitchen
- Description: Flooring: Wood,Door(s): French
- Features: Pantry, Kitchen Island
- Level: First
Living room
- Description: Flooring: Wood,Door(s): French
- Features: Cathedral Ceiling(s)
- Level: First
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air
Appliances
- Included: Cooktop, Wine Cooler, Washer, Wall/Oven Cook Top, Range Hood, Washer/Dryer Stacked, Security System, Refrigerator, Gas Range, Microwave, Indoor Grill, Freezer, Electric Dryer, Dishwasher
- Laundry: Laundry Areas, First Floor
Features
- Wet Bar, Recessed Lighting, Pantry, Linen Closet
- Flooring: Vinyl, Carpet, Tile, Wood
- Doors: French Doors
- Basement: Interior Entry,Full
- Number of fireplaces: 5
Interior area
- Total structure area: 4,896
- Total interior livable area: 4,896 sqft
Property
Parking
- Total spaces: 5
- Parking features: Garage
- Garage spaces: 2
Features
- Stories: 2
- Patio & porch: Deck, Screened Porch, Patio
- Exterior features: Outdoor Shower, Garden
- Has spa: Yes
- Spa features: Bath
- Has view: Yes
- Has water view: Yes
- Water view: Bay/Harbor
- On waterfront: Yes
- Body of water: West Bay
Lot
- Size: 5.98 Acres
- Features: Marina, School, House of Worship, Near Golf Course, Shopping, Cleared
Details
- Parcel number: OSTE M:092 L:001
- Zoning: RF-1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Poured
- Roof: Shingle
Condition
- Actual
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Private Sewer
Community & HOA
HOA
- Has HOA: No
Location
- Region: Osterville
Financial & listing details
- Price per square foot: $1,614/sqft
- Tax assessed value: $9,672,500
- Annual tax amount: $78,869
- Date on market: 4/3/2026
- Cumulative days on market: 75 days
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
$7,212/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/3/2026 | Listed for sale | $7,900,000-11.7%$1,614/sqft |
Source:  CCIMLS #22601177 Report a problem | ||
| 12/30/2025 | Listing removed | $8,950,000$1,828/sqft |
Source: CCIMLS #22203874 Report a problem | ||
| 4/4/2025 | Price change | $8,950,000-17.9%$1,828/sqft |
Source: CCIMLS #22203874 Report a problem | ||
| 4/17/2024 | Price change | $10,900,000-16.2%$2,226/sqft |
Source: CCIMLS #22203874 Report a problem | ||
| 7/22/2022 | Listed for sale | $13,000,000$2,655/sqft |
Source: CCIMLS #22203874 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $82,967 +3.7% | $10,255,500 +0.1% |
| 2024 | $80,015 +6.2% | $10,245,200 +13.4% |
| 2023 | $75,371 +33.3% | $9,037,300 +54.1% |
| 2022 | $56,532 -0.5% | $5,864,300 +8.2% |
| 2021 | $56,838 -8.3% | $5,418,300 -4.2% |
| 2020 | $62,005 +10.4% | $5,657,400 +13.7% |
| 2019 | $56,148 -3.6% | $4,977,700 -4.1% |
| 2018 | $58,216 +5.3% | $5,188,600 +1% |
| 2017 | $55,302 -1.3% | $5,139,600 |
| 2016 | $56,022 -1% | $5,139,600 -1.4% |
| 2015 | $56,577 +1.9% | $5,214,500 -0.1% |
| 2014 | $55,495 +14.6% | $5,220,600 +10.4% |
| 2013 | $48,442 -0.5% | $4,730,700 -4.3% |
| 2012 | $48,696 +5.1% | $4,943,800 +0.1% |
| 2011 | $46,341 -6.3% | $4,940,400 -9.8% |
| 2010 | $49,478 +17.3% | $5,479,300 +3.7% |
| 2009 | $42,168 -1.7% | $5,284,200 -6.3% |
| 2008 | $42,907 +14% | $5,638,300 -5.4% |
| 2007 | $37,652 +10.5% | $5,957,600 +10.3% |
| 2006 | $34,086 +7.9% | $5,401,900 +3.5% |
| 2005 | $31,585 +8.6% | $5,220,700 +101.4% |
| 2004 | $29,086 | $2,592,300 |
| 2003 | $29,086 +48.6% | $2,592,300 +19% |
| 2001 | $19,579 -20.7% | $2,177,900 +13% |
| 2000 | $24,677 | $1,927,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: Osterville
Nearby schools
GreatSchools rating
- 3/10Barnstable United Elementary SchoolGrades: 4-5Distance: 3.2 mi
- 3/10Barnstable High SchoolGrades: 8-12Distance: 4.7 mi
- 8/10West Villages Elementary SchoolGrades: K-3Distance: 3.3 mi
Schools provided by the listing agent
- District: Barnstable
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Barnstable County
- Barnstable
- 02655
- Osterville
- 255 Bayberry Way
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