245 North Bay Road, Osterville, MA, 02655

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$5,895,000
72 Days On Site

245 North Bay Road
Osterville, MA 02655

For Sale|Single Family Residence|Pending
5
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
4,637
SqFt
$1,271
/SqFt
1988
Built
Subdivision:
Oyster Harbors
County:
Barnstable
Listing courtesy of Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties
245 North Bay Road245 North Bay Road245 North Bay Road245 North Bay Road
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Monthly Payment (Est.)

$26,895
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

Designed by renowned architect Royal Barry Wills, this magnificent Oyster Harbors residence combines timeless elegance with a coveted resort lifestyle in one of Cape Cod's most sought-after communities. The stately white brick facade and lush plantings set the stage immediately upon approach, hinting at the inimitable architectural and design details throughout. Sophisticated yet refined interiors retain many original design elements by the late Richard FitzGerald and complement sweeping views of the Donald Ross-designed golf course that are captured from nearly every room. Across the first level, French doors seamlessly connect to multiple outdoor living areas, including a swimming pool, hot tub, brick patio, and expansive bluestone terrace overlooking the golf course. At the heart of the home, a Smallbone kitchen with a butler's pantry effortlessly flows into the adjacent sunroom, formal dining room, and living room. Offering the utmost privacy and convenience, the first-floor primary suite enjoys its own private patio, as well as a fireplace, walk-in closet, and luxurious bath. The second level includes two well-appointed bedrooms, an office, and two full baths. Perfect for staff or guests, an attached in-law suite above the garage provides two additional bedrooms with a kitchenette and living room. A true legacy property set behind the gates of Oyster Harbors, this extraordinary residence delivers the best of Cape Cod living.

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Listing Snapshot
Price 
$5,895,000
Days On Site 
72 Days
Bedrooms 
5
Inside Area (SqFt) 
4,637 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
1.01 Acres
Year Built 
1988
MLS® Number 
22504570
Status 
Pending
Property Tax 
$29,644
HOA/Condo/Coop Fees 
$385 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
a month agoListing updated with changes from the MLS®
a month agoStatus changed to Pending
2 months agoListing first seen on site
General Features
Acres 
1.01
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
2
Land Lease 
No
Parking 
Attached
Parking Spaces 
4
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
4637
Style 
Cape Cod
Zoning 
RF-1
Interior Features
Basement 
Partial
Cooling 
Central Air
Fireplace 
Yes
Fireplaces 
5
Flooring 
Hardwood
Heating 
Master Bedroom 
Level - First
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Exterior Features
Construction Details 
BrickClapboard
Exterior 
Outdoor Shower
Frontage 
Golf Course
Lot Features 
On Golf CourseNear Golf Course
Patio And Porch 
Patio
Pool Features 
HeatedIn GroundPrivate
Private Pool 
Yes
Road Frontage 
Private Road
Roof 
WoodShingle
Spa Features 
Heated
View 
Golf Course
Waterview 
Golf Course
Community Features
Association Amenities 
Security
Association Dues 
4620
HOA Fee Frequency 
Annually
MLS Area 
Mid-Cape
Roads 
Paved
School District 
Barnstable
Township 
Barnstable
Schools
School District
Barnstable
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties



Listing information is provided by Participants of the Cape Cod Islands Association of REALTORS MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2025, Cape Cod Islands Association of REALTORS MLS.
Last checked: 2025-11-27 07:28 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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