186 Windswept Way Osterville, MA
$ 18,800,000
Property Attributes
  • MLS#22104798
  • TypeSingle Family
  • CityOsterville
  • AreaBarnstable
  • NeighborhoodOyster Harbors
  • Zip02655
  • Style
  • Year Built1933
  • Taxes$ 84832
  • Price$ 18,800,000
  • Bedrooms8
  • Full Bathrooms6
  • Half Bathrooms2
  • Sqr Footage10063
  • Lot Size4 Acres
Listing Provided Courtesy Of:
Berkshire Hathaway Homeservices Robert Paul Properties
Data Source:
Cape Cod and Islands MLS (CCIMLS) - 236 - MA
Property Description

Waterfront Legacy Property on Oyster Harbors! Perched on an elevated four-acre lot overlooking Cotuit Bay sits this striking example of a Tudor style residence designed by renowned Architect Clifford Allbright in 1933 and since beautifully maintained and updated in harmony with the original design. Refined architectural details set the tone in this grand home with over 10,000 sq. ft. of living space, an inground pool, a boathouse with extraordinary views, fireplace, sitting area and changing rooms, 437 linear feet of water frontage and a substantial deep-water dock, all combining to create an exceptionally rare offering in arguably one of the finest locations of Oyster Harbors. As you enter this home you will find yourself in a timeless and enchanting foyer that is equally refined with an impressive custom spiral staircase. Gracious formal living and dining rooms feature well-proportioned and spacious areas with soaring ceilings and wood and slate flooring, custom arched windows and doors and multiple fireplaces. Floor to ceiling walls of windows flood the rooms with natural light and beautiful water views are found throughout. A spacious great room anchors the home and provides the ideal meeting place. This home offers eight bedrooms including a spacious primary suite featuring fabulous water views, fireplace, and adjoining office/library. This lovingly preserved estate boasts perfectly landscaped park-like grounds with multiple garden beds, breathtaking in their array of colors flanking the property on all sides, rolling green lawns, and a wraparound patio overlooking the gardens and water creating an ideal backdrop for entertaining family, friends, and large social gatherings. The exceptional architectural design of this home and its magnificent one-of-a-kind waterfront setting, create an opportunity that will surely captivate the most discerning buyer. There really is no comparison! The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Price History
8/11/2021 Listed $18,800,000

General Features

Acres 4.00
Annual Taxes 84832.00
Appliances Dishwasher, Dryer - Electric, Intercom, Microwave, Range - Electric, Refrigerator, Security Alarm, Stove Hood, Washer, Water Treatment
Basement Yes
City Osterville
Convenient To Golf Course, House of Worship, Marina, School, Shopping
Cooling Central Air
County Barnstable
Days on Market 67
Fee Amount 3500.0000
Fee Frequency Annually
Full Baths 6
Garage No
HOA Fee Includes Road Maintenance, Security, Snow Removal
Half Baths 2
Heating Forced Hot Air
Irregular Yes
Listing Member Name Robert B Kinlin
Listingofficephone (508) 420-1414
Property SubType Single Family Residence
Property Type A
Region Mid-Cape
Renovated Yes
School District Barnstable
Sewer Private Sewer
Special Condition None
Status Active
Stories 2
Street Description Paved, Private
Street Name Windswept
Style Other
Subdivision Oyster Harbors
Tax Year 2021
Town Barnstable
Virtual Tour
Water Town Water, Well
Waterfront Yes
Waterview Yes
Year Built 1933
Year Built Desc Actual, Cer. Historic
Year Renovated 1988
Zoning RF-1

Interior Features

Basement Description Bulkhead Access, Interior Access
Bedroom 2 Built-Ins, Dressing Room, Private Full Bath, View
Bedroom 3 View, Walk-in Closet
Bedroom 4 View, Walk-in Closet
Dining Room Built-Ins, View
Fireplace Yes
Floors Carpet, Tile, Vinyl, Wood
Foyer Closet, Shared Half Bath
Fuel Type Propane Gas
Hot Water Tank
Hot Water Source Electric
Interior Features Attic Storage, Cedar Closet, Dryer/Hookup - Electric, Hookup Washer, Linen Closet, Pantry, Walk-in Closet, Wet Bar
Kitchen Breakfast Bar, Breakfast Nook, Kitchen Island, Pantry, View
Laundry Room Built-Ins, Laundry Areas
List Price/sqft 1868.23
Living Room Built-Ins, View
Living Room: Living Room Level First Floor
Number of Fireplaces 6
Separate Living Qtrs No
Street Suffix Way
Total Bathrooms 8.00
Total Bedrooms 8
Total Rooms 19

Exterior Features

Approx SqFt 10063.00
Beach Description Bay
Beach Ownership Private
Exterior Features Garden, Greenhouse, Hot Tub, Outbuilding, Patio, Underground Sprinkler, Yard
Foundation Concrete Perimeter
Land Assessments 5222000.00
Lot Size Source Assessor
Lot Size Sqft 174240.00
Miles To Beach 0 - .1
Mls Identifier 20161005162856228725000000
Number of Parking Spaces 5
Parking Description Off-Street, Stone/Gravel
Pool Description Covered, Gunite, Heated, In Ground
Private Pool Y/N Yes
Roof Description Tile
Siding Description Brick
Topography/lot Desc Cleared, View
Waterfront Desc Bay, Private, Salt
Waterfront Type Bay/Harbor


  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 02655

AVG $4.92M
AVG $24,079
AVG 85
Year Built
AVG 1962