255 Bayberry Way Osterville, MA $ 8,950,000
255 Bayberry Way
$ 8,950,000
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255 Bayberry Way

Osterville, MA, 02655
$ 8,950,000
Bedrooms7 Baths6.0 Sq 4,896

Monthly Estimate*

$ 55,836

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Single Family Home for sale in Osterville, MA

for $8,950,000 with 7 bedrooms and 6 full baths. This 4,896 square foot home was built in 1988 on a lot size of 5.98.

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!

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Single Family Active

Price

$ 8,950,000

Bedrooms

7

Full Bath

6

Property Type

Single Family

Taxes

$ 82,058

Style

Lot Size

5.98

Year Built

1988

Town/City

Osterville

County/Region

Barnstable

MLS | Web ID

22203874

Features
Interior
Interior Amenities Wet Bar Recessed Lighting Pantry Linen Closet
Basement Walk-Out Access Interior Entry Full
Flooring Vinyl Carpet Tile Wood
Total Fireplaces 5
Kitchen Level First
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Areas First Floor
Total Bedrooms 7
Living Room Level First
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Pantry Kitchen Island
Total Baths 6
Primary Bathroom Features Private Full Bath
Living Room Features Cathedral Ceiling(s)
Bedroom 4 Features Closet Shared Full Bath
Bedroom 3 Features Closet Shared Full Bath View
Bedroom 2 Features Private Full Bath View Walk-In Closet(s)
Kitchen Description Flooring: Wood Door(s): French
Primary Bedroom Features Office/Sitting Area Walk-In Closet(s) View
Dining Room Level First
Bedroom 4 Level First
Bedroom 3 Level First
Second Bedroom Level Second
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General
Sewer Private Sewer
Cooling Central Air
Roof Shingle
Appliances Cooktop Washer Wall/Oven Cook Top Refrigerator Microwave Indoor Grill Freezer Dishwasher Water Heater
Zoning RF-1
Garage Spaces 2
Patio/Porch Features Deck Screened Porch Patio
Architectural Style Contemporary
Construction Materials Clapboard
Year Built 1988
Stories Count 2
Township Barnstable
Property Subtype Single Family Residence
Tax Year 2025
Waterfront Features Bay Salt Private
County Barnstable
New Construction false
Property Type Residential
HOA false
Attached Garage false
Garage Y/N true
Total Rooms 9
Full Baths 6
Status Active
Directions Sea View Avenue to Bayberry Way to end.
City Osterville
Body of Water West Bay
High School District Barnstable
Lot Size Units Acres
Lot Size Square Feet 260489
Carport Y/N false
Spa Features Bath
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 82058
Showing Instructions Contact Robert Kinlin 508.648.2739 or Donna Aucoin 508.737.0465 for a private showing. No drive bys please.
Home Warranty Y/N false
Property Condition Actual
Virtual Tour https://player.vimeo.com/video/457083902 https://player.vimeo.com/video/457083902
Building Area Units Square Feet
Primary Bedroom Level Second
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Barnstable
Elementary School District Barnstable
Tax Assessed Value 10255500
Waterview Y/N Bay/Harbor
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Exterior
Exterior Amenities Outdoor Shower Garden
Lot Features Marina School House of Worship Near Golf Course Shopping Cleared
Total Parking 5
Lot Size Area 5.98
Foundation Details Poured
Spa true
Building Area Total 4896
Lot Size Acres 5.98
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N true
Door Features French
Road Frontage Type Dead End Street
Dock Deep Water
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* Excluded Features
List By
Robert B Kinlin

Listing Agent

Berkshire Hathaway Homeservices Robert Paul Properties

Broker

rkinlin@robertpaul.com

Email

Affordability Calculator

$62,675
Per Month
89%
11%
0%
Monthly Principal & Interest
$55,836
Monthly Property Taxes
$6,838
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Pricing History
DatePricePrice ChangeDescription
4/4/2025$8,950,000 -17.89% Price Down
4/17/2024$10,900,000 -16.15% Price Down
7/22/2022$13,000,000 Listed Price

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255 Bayberry Way, Osterville, MA, 02655 is a Single Family Home for sale at $8,950,000 with 4,896 sqft and a lot size of 5.98. 255 Bayberry Way has 7 bedrooms, 6.0 baths, and was built in 1988. The property's zip code is 02655 which is in Osterville, MA