245 North Bay Road, Osterville, MA 02655 (MLS# 22504570)

245 North Bay Road, Osterville, MA 02655

$5,275,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 4,637 Lot Size (sq. ft.): 43,996 Status: Closed
Current Price: $5,275,000 List Date: 10/15/2025 Last Modified: 12/03/2025

Overview

Description

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.

Supplements: 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.

Listing Details MLS# 22504570

Contract Info

Original List Price
5895000
List Price/SqFt
1271.3

Legal and Taxes

Street #
245
Street Name
North Bay
Street Suffix
Road
County
Barnstable
Town
Barnstable
Village
Osterville
State
MA
Zip Code
02655
Tax ID
072-011-004
Estimated Annual Taxes
29644
Tax Year
2025
Building Assessments
1914900
Other Assessments
146900
Total Assessment
3773700
Land Court Cert #
C203230
Lead Base Paint
Unknown
Flood Ins Required
No
Mass Use Code
101 - Residential, single family
Nitrogen Sensitive Area
Yes
Title Reference - Book
No
Title Reference - Page
No

General Property Info

Region
Mid-Cape
Subdivision
Oyster Harbors
School District
Barnstable
Zoning
RF-1
Property Sub-Type
Single Family Residence
Year Built
1988
Renovated
No
Total Finished Space
4637
Field Card SqFt
4637
Total Rooms
11
Stories
2
Private Pool
Yes
Private Dock
No
Leased Land
No
Lot Size SqFt
43996
Lot Size Source
Assessor
Acres
1.01
Association
Yes
Fee Amount
4620
Fee Frequency
Annually
Membership Required
Yes
Assoc Fee Year
2025
Garage
Yes
# of Cars
2
# of Parking Spaces
4
Year Round
Yes
Bedrooms - Total
5
Baths - Full
5
Baths - Half
Yes
Baths - Total
6
Separate Living Qtrs
Yes
Golf Course Front
Yes
Golf Course Front Name
Oyster Harbor Club
Golf Course Front Type
Private
Golf Course View
Yes
Golf Course View Name
Oyster Harbor Club
Golf Course View Type
Private
Waterfront
No
Waterview
No
Fireplace
Yes
# Fireplaces
5
Property Includes Recording Devices
No
Basement
Yes

Status Change Info

Concessions
No
Estimated Selling Date
2025-12-03
Under Contract Date
2025-10-16
Sold Date
2025-12-03
Sold Price/SqFt
1137.59
SP/AV
1.4

Primary Bedroom

Primary Bedroom Level
First Floor

Sewer

Septic Tank
Title V Grade Level

More Information

Remarks & Misc

Public Remarks
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.
Directions to Property
Main Street to Parker Road to West Bay Road to Bridge Street to North Bay Road.

Street Description

Assoc Maintained
Yes
Paved
Yes
Private
Yes

Special Listing Cond

None
Yes

Location Description

South of Route 28
Yes

Showing Requirements

Reciprocal/See Agent Remarks
Yes

Lot Features

Gentle Sloping
Yes
Golf Course Frontage
Yes
Views
Yes

Year Built Desc

Actual
Yes

Basement Description

Partial
Yes
Walk-Out Access
Yes

Association Fee Incl

Road Maintenance
Yes
Security
Yes

Parking Features

Driveway
Yes
Gravel
Yes

Architectural Style

Cape Cod
Yes

Garage Description

Attached
Yes
Garage Door Opener
Yes

Neighborhood Amen

Landscaping
Yes
Road Maintenance
Yes
Security
Yes

Foundation Details

Poured
Yes

Convenient To

Golf Course
Yes
Marina
Yes
School
Yes
Shopping
Yes

Floors

Hardwood
Yes

Roof Description

Shingle
Yes
Wood
Yes

Siding Description

Brick
Yes
Clapboard
Yes
Wood Siding
Yes

Heating

Forced Air
Yes

Cooling

Central Air
Yes

Fuel Type

Oil
Yes

Water

Public
Yes

Hot Water

Water Heater
Yes

Hot Water Source

Oil
Yes

Exterior Features

Hot Tub
Yes
Outdoor Shower
Yes
Private Yard
Yes

Patio And Porch Features

Patio
Yes

Private Pool Description

Heated
Yes
In Ground
Yes

Property Features

Street Description: Assoc Maintained; Paved; Private Location Description: South of Route 28 Special Listing Cond: None Showing Requirements: Reciprocal/See Agent Remarks Architectural Style: Cape Cod Year Built Desc: Actual Basement Description: Partial; Walk-Out Access Foundation Details: Poured Lot Features: Gentle Sloping; Golf Course Frontage Association Fee Incl: Road Maintenance; Security Neighborhood Amen: Landscaping; Road Maintenance; Security Garage Description: Attached; Garage Door Opener Parking Features: Driveway; Gravel Convenient To: Golf Course; Marina; School; Shopping Floors: Hardwood Patio And Porch Features: Patio Private Pool Description: Heated; In Ground Exterior Features: Hot Tub; Outdoor Shower; Private Yard Roof Description: Shingle; Wood Siding Description: Brick; Clapboard; Wood Siding Heating: Forced Air Cooling: Central Air Fuel Type: Oil Water: Public Hot Water: Water Heater Hot Water Source: Oil
Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties
Listing Agent: Paul E Grover
IDX
Last Updated: December - 03 - 2025
Broker Attribution: 508.364.3500

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