This home's estimate is 63.5% higher than the average sale price ($3.54M) of 6 comparable homes.
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245 North Bay Rd, Osterville, MA 02655
About this home
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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Market trends in 02655, MA
Last updated August 2026
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Sale history for 245 North Bay Rd
$1,138/sq ft
$1,271/sq ft
$766/sq ft
$712/sq ft
$299/sq ft
Tax history for 245 North Bay Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Parking Information
- Parking Total: 4
- Has Open Parking
- Garage Infromation
- Has Garage
- Has Attached Garage
- Garage Spaces: 2
Interior
- Master Bedroom Information
- Master Bedroom Level: First
- Bathroom Information
- # of Bathrooms (Full): 5
- # of Bathrooms (1/2): 1
- Basement Information
- Basement: Partial
- Fireplace Information
- FireplacesTotal: 5
- Has Fireplace
- Other Room Information
- Total Rooms : 11
- Interior Features
- Flooring: Hardwood
- Patio And Porch Features: Patio
Exterior
- Exterior Features
- Exterior Features: Outdoor Shower
- Construction Materials: Brick, Clapboard
- Roof: Wood, Shingle
- Foundation Details: Poured
- Pool Information
- Pool Features: Heated, In Ground
- Has Private Pool
- Spa Features: Heated
- Property Information
- Property Sub Type: Single Family Residence
- Property Condition: Actual
- Frontage Type: Golf Course
- Lot Information
- Yes
- Oyster Harbor Club
- Golf Course Front Type: Private
- Yes
- Oyster Harbor Club
- Golf Course View Type: Private
- Lot Features: Marina, School, Near Golf Course, Shopping, South of Route 28
- Lot Size Source: Assessor
- Road Frontage Type: Private Road
- Road Responsibility: Assoc Maintained
- Zoning: RF-1
- Building Information
- Year Built: 1988
Utilities
- Heating & Cooling
- Has Heating
- Has Cooling
- Cooling: Central Air
- Utility Information
- Sewer: Septic Tank, Septic Tank
Location
- HOA Information
- Has Association
- Association Amenities: Road Maintenance, Security
- Association Fee: $4,620
- Association Fee Frequency: Annually
- School Information
- Elementary School District: Barnstable
- Middle Or Junior School District: Barnstable
- High School District: Barnstable
- Location Information
- Directions: Main Street to Parker Road to West Bay Road to Bridge Street to North Bay Road.
- Distance To Shopping Comments: Convenient To Shopping
- Distance To Schools Comments: Convenient To School
- Community Information
- Community Features: Landscaping, Security, Road Maintenance
Public facts
- Beds: 5
- Baths: 5.5
- Sq. Ft.: 4,637
- Stories: 2.0
- Lot Size: 1.01 acres
- Style: Single Family Residential
- Year Built: 1988
- Year Renovated: —
- County: Barnstable County
- APN: 2231481
Other
- Listing Information
- Attribution Contact: 508.364.3500
Around this home
Schools
Public 4-5 • Assigned • 2.7mi
Public 8-12 • Assigned • 5.1mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 88° expected this year, 18 days in 30 years
80% chance of strong winds in next 30 years
4 unhealthy days expected this year, 4 days in 30 years
Sun exposure
In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 02655
Home values near 245 North Bay Rd
| Address | Redfin Estimate |
|---|---|
7 Beds | 9.5 Baths | 9103 Sq. Ft. | $9,990,853 |
4 Beds | 4.5 Baths | 4099 Sq. Ft. | $6,066,745 |
| Address | Redfin Estimate |
|---|---|
6 Beds | 6.5 Baths | 6482 Sq. Ft. | $8,373,886 |
3 Beds | 4 Baths | 2201 Sq. Ft. | $6,469,745 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 7 Baths | 7828 Sq. Ft. | $13,406,731 |
5 Beds | 7 Baths | 5421 Sq. Ft. | $4,256,439 |
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