245 North Bay Road Osterville
Barnstable, MA, 02655
$5,895,000
5 Beds
5.5 Baths
4,637 SqFt
1.01 Acres
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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.

Property Details

Price:
$5,895,000
MLS #:
22504570
Status:
Active
Beds:
5
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Oyster Harbors
Listed Date:
Sep 15, 2025
Finished Sq Ft:
4,637
Total Sq Ft:
4,637
Lot Size:
43,996 sqft / 1.01 acres (approx)
Year Built:
1988
PoolOyster HarborsBarnstable

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Schools

School District:
Barnstable

Interior

Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
5
Flooring
Hardwood

Exterior

Architectural Style
Cape Cod
Association Amenities
Road Maintenance, Security
Community Features
Landscaping, Security, Road Maintenance
Construction Materials
Brick, Clapboard
Exterior Features
Outdoor Shower
Parking Spots
4
Roof
Wood, Shingle

Financial

HOA Fee
$4,620
HOA Frequency
Annually
Tax Year
2025
Taxes
$29,644

Map

Community

Market Summary

Current real estate data for Single Family in Barnstable as of Sep 23, 2025
221
Single Family Listed
97
Avg DOM
779
Avg $ / SqFt
$2,125,059
Avg List Price

Property Summary

    Located in the Oyster Harbors subdivision, 245 North Bay Road Osterville Barnstable MA is a Single Family for sale in Barnstable, MA, 02655. It is listed for $5,895,000 and features 5 beds, 6 baths, and has approximately 4,637 square feet of living space, and was originally constructed in 1988. The current price per square foot is $1,271. The average price per square foot for Single Family listings in Barnstable is $779. The average listing price for Single Family in Barnstable is $2,125,059. To schedule a showing of MLS#22504570 at 245 North Bay Road Osterville in Barnstable, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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