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245 North Bay Road, 
Osterville, MA 02655

$5,895,000


5

Beds


6

Baths


4,637

Sq Ft


Single Family

Pending

Listed by

Paul E Grover

Berkshire Hathaway HomeServices Robert Paul Properties

508-420-1414

Last updated:

October 17, 2025, 07:20 AM

MLS#

22504570

Source:

CAPECOD

About This Home

245 North Bay Road

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.

Home Facts

Single Family

6 Baths

5 Bedrooms

Built in 1988

Price Summary

5,895,000

$1,271 per Sq. Ft.

MLS #:

22504570

Last Updated:

October 17, 2025, 07:20 AM

Added:

1 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

5

Interior

Living Area:

4,637 Sq. Ft.


Structure

Structure

Architectural Style:

Single Family Residence

Building Area:

4,637 Sq. Ft.

Year Built:

1988


Lot

Lot Size (Sq. Ft):

43,995


Finances & Disclosures

Finances

Price:

$5,895,000

Price per Sq. Ft:

$1,271 per Sq. Ft.

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Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Coldwell Banker Realty include the name of the listing broker. Neither the listing company nor Coldwell Banker Martha Murray Real Estate shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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