1 of 44

Want to see this home?

255 Bayberry Way

Osterville, MA 02655

7 beds
6 baths
4,896 sqft
~6 acre lot
$2,226 per sqft
1988 build
– on site

Welcome to ''Point House'' a spectacular 5.98-acre waterfront estate on a peninsula overlooking the glistening waters of West Bay. In a setting of unsurpassed beauty, the 4,896 square foot residence offers truly exceptional water vistas, beautiful gardens, an expansive private sandy beach, and a substantial deep-water dock from which you can sail into the waters of Nantucket Sound. The 6-bedroom home features generous yet comfortable living spaces, beautiful architectural detailing, custom wood flooring and 5 fireplaces. The entry foyer welcomes you to the beautiful views and impressive deck that runs the length of the home and beckons you to step outside to take in the panoramic views. Highlights include a light filled, two story great room with a beautiful floor-to-ceiling brick fireplace, a well-equipped kitchen opening into the dining area and a family room accented by a fireplace all opening to the outside living spaces making this flow ideal for quiet family enjoyment or larger scale entertaining. Two bedrooms and a sitting room with fireplace can also be found on the 1st level. The primary bedroom features beautiful water views, a spacious bath, walk in closet and a large sitting room with fireplace, and three additional bedrooms and a sitting room finish the 2nd level. A third-floor walkup to a tower provides the perfect vantage point to watch the incredible sunsets you'll experience from this property. Also offered is a detached two car garage which includes living space above for extended family and guests. This seaside estate affords the utmost privacy yet offers proximity to the village of Osterville with its boutique shops and fine dining. Experience an exceptional lifestyle from this one-of-a kind waterfront estate!

Listing courtesy of CCI / Robert B Kinlin / Berkshire Hathaway HomeServices Robert Paul Properties

Last checked: Checking… • Last updated Jan 14, 2025 •

MLS# 22203874 —

This home is listed in more than one place. See it here.

The Building

Year Built:

1988
New Construction:

false
Construction Materials:

Clapboard
Architectural Style:

Contemporary
Roof:

Shingle
Foundation Details:

Poured
Stories:

2
Basement:

Walk-Out Access
Security Features:

Security System
Exterior Features:

Outdoor Shower
Door Features:

French
Patio And Porch Features:

Screened
Building Area Units:

Square Feet
Building Area Total:

4896
Below Grade Finished Area Units:

Square Feet

Interior

Interior Features:

Wine Cooler
Living Room Level:

First
Kitchen Features:

Pantry, Kitchen Island
Kitchen Description:

Flooring: Wood,Door(s): French
Rooms Total:

9
Living Room Features:

Cathedral Ceiling(s)
Kitchen Level:

First
Living Room Description:

Flooring: Wood,Door(s): French
Dining Room Description:

Flooring: Wood,Door(s): French
Dining Room Level:

First
Laundry Features:

Electric Dryer Hookup
Fireplace:

true
Fireplaces Total:

5
Flooring:

Vinyl

Room Dimensions

Living Area Units:

Square Feet

Location

Directions:

Sea View Avenue to Bayberry Way to end.
Coordinates:

-70.395357, 41.61494
Latitude:

41.61494
Longitude:

-70.395357

The Property

Property Type:

Residential
Property Subtype:

Single Family Residence
Property Condition:

Actual
Property Attached:

false
Parcel Number:

092001
Lot Features:

Marina
Lot Size Acres:

5.98
Lot Size SqFt:

260489
Lot Size Area:

5.98
Lot Size Units:

Acres
Lot Size Source:

Assessor
Zoning:

RF-1
Waterview:

Bay/Harbor
Waterfront:

true
Waterfront Features:

Bay
Water Body Name:

West Bay
Private Dock Description:

Deep Water
Road Frontage Type:

Dead End Street
Road Surface Type:

Paved
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2025
Tax Annual Amount:

82058
Tax Assessed Value:

10255500

Beds

Bedrooms Total:

7
Master Bedroom Level:

Second
Master Bedroom Features:

Office/Sitting Area, Walk-In Closet(s), View
Master Bedroom Description:

Flooring: Carpet
Bedroom 2 Level:

Second
Bedroom 2 Features:

Private Full Bath, View, Walk-In Closet(s)
Bedroom 2 Description:

Flooring: Carpet
Bedroom 3 Level:

First
Bedroom 3 Features:

Closet, Shared Full Bath, View
Bedroom 3 Description:

Flooring: Wood,Door(s): French
Bedroom 4 Level:

First
Bedroom 4 Features:

Closet, Shared Full Bath
Bedroom 4 Description:

Flooring: Wood

Baths

Total Baths:

6
Total Baths:

6
Full Baths:

6
Master Bath Features:

Private Full Bath

The Listing

Home Warranty:

false
Virtual Tour URL Branded:

https://player.vimeo.com/video/457083902
Virtual Tour URL Unbranded:

https://player.vimeo.com/video/457083902

Heating & Cooling

Heating:

Forced Air
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Sewer:

Private Sewer
Water Source:

Public

Appliances

Appliances:

Cooktop

Schools

Elementary School District:

Barnstable
Middle Or Junior School District:

Barnstable
High School District:

Barnstable

The Community

Association:

false
Pool Private:

false
Spa:

true
Spa Features:

Bath

Parking

Parking Features:

Off Street
Parking Total:

5
Garage:

true
Garage Spaces:

2
Attached Garage:

false
Carport:

false
Open Parking:

false

Monthly cost estimate

Asking price

$10,900,000

Expense	Monthly cost
Mortgage	$58,366
Taxes	$6,838
Insurance	$2,997
Utilities	$513 See report
Total	$68,714/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Max Internet Speed

Xfinity

Provided by BroadbandNow®

View a full report

Sale history

Date	Event	Source	Price	% Change
4/17/24 Apr 17, 2024	Price Changed	CCI	$10,900,000	-16.2% (-9.3% / YR)
7/22/22 Jul 22, 2022	Listed / Active	CCI	$13,000,000

Want a closer look?

Go see 255 Bayberry Way

Or Call Toll Free 1-800-241-3327

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Barnstable, MA

Similar sold homes

This house located in Mid Cape, Barnstable, MA 02655 is currently for sale for $10,900,000. 255 Bayberry Way is a 4,896 square foot house with 7 beds and 6 baths that has been on Estately for 925 days. 255 Bayberry Way is in the Mid Cape neighborhood of Barnstable and has a WalkScore® of 2, making it car-dependent.

This site was last updated on 02/01/2025. All properties are subject to prior sale, changes, or withdrawal.