About Home value Property history Tax history Market statistics Schools Neighborhood Places of interest

245 N Bay Rd, Osterville, MA 02655

$5,275,000

Last sold 10/16/2025 after 31 Days

5
bed
6
bath
4,637
Sqft ($1,138/Sqft)

House not for sale

About 245 N Bay Rd

Property type House

Neighborhood

Year built 1988

HOA fee $385/month

Lot size 1.01 Acre

Movoto estimate

Parking 2 garage spaces

Property description

Designed by Royal Barry Wills, this magnificent Oyster Harbors residence combines timeless elegance with a coveted resort lifestyle. Sophisticated interiors retain many original design elements by the late Richard FitzGerald and complement sweeping views of the Donald Ross-designed golf course. Across the 1st level, French doors lead to outdoor living areas, including a swimming pool, hot tub, brick patio, and bluestone terrace overlooking the golf course. At the heart of the home, a Smallbone kitchen flows into the adjacent sunroom, formal dining room, and living room. The 1st-floor primary suite features a private patio, as well as a fireplace, walk-in closet, and luxurious bath. The 2nd level includes 2 well-appointed bedrooms and 2 full baths. Perfect for staff or guests, an attached in-law suite above the garage offers 2 more bedrooms and a kitchenette. A true legacy property set behind the gates of Oyster Harbors, this extraordinary residence delivers the best of Cape Cod living.

Listed by

Listing Agent - Paul E. Grover

Listing Office - Berkshire Hathaway HomeServices Robert Paul Properties

Source: MLS Property Information Network, Inc.

MLS#73430900 • last updated 9 months ago

Movoto checked MLS Property Information Network, Inc. for data 2 minutes ago

Overview
Cooling/AC	Central Air
Heating	Forced Air, Oil
Levels/Style	Cape
MLS #	73430900
Type	Residential
Status	Closed
SubType	Single Family Residence
SqFt	4637
Lot Size (SqFt)	43996
Lot Size (Acres)	1.01
Annual Property Tax	30529
Year Built	1988
HOA Fee	Annually, 4620

Interior
Total # of Bathrooms	6
# Full Baths	5
# Half Baths	1
Total # of Bedrooms	5
Basement	Partial, Walk-Out Access
Total # of Rooms	11
Flooring	Hardwood
Appliances	Water Heater
# Fireplaces	5

Exterior
Foundation	Concrete Perimeter
Roof	Wood
# Covered Spaces	2
Parking Desc	Attached, Garage Door Opener, Driveway, Stone/Gravel
# Parking Spaces	6
# Garage Spaces	2
Exterior Features	Patio, Pool - Inground, Pool - Inground Heated, Hot Tub/Spa, Outdoor Shower
Patio/ Porch	Patio

Amenities / Utilities
Sewer	Private Sewer
Water Source	Public
Spa Desc	Private
Pool Desc	In Ground, Pool - Inground Heated

Location
View	Scenic View(s)
County	Barnstable
Community Features	Shopping, Golf, Marina, Private School, Public School
Zoning	RF
APN	M:072 L:011004, 2231481
Directions	Main Street To Parker Road To West Bay Road To Bridge Street To North Bay Road.

Lot/ Land Details
Frontage	Golf Course
Road Frontage	Private Road
Road Responsibility	Private Maintained Road
Road Surface	Paved

$5.2M

Range: $4.73M-$5.67M

Last 30 days

Lower your payment with the loan terms that fit you.

Dec 2025
MLS # 22504570
Dec 3, 2025 Sold
$5,275,000
Oct 16, 2025 Pending
—
Sep 15, 2025 Listed
$5,895,000 (-6.2%)
Dec 2025
MLS # 73430900
Dec 3, 2025 Sold
$5,275,000 (-10.5%)
Sep 15, 2025 Listed
$5,895,000
Aug 2025
MLS # 22501404
Aug 22, 2025 Expired
—
Apr 4, 2025 Listed
$6,285,000 (-5.9%)
Apr 2025
MLS # 73354972
Apr 4, 2025 Listed
$6,285,000
Dec 2024
MLS # 22404012
Dec 10, 2024 Canceled
—
Aug 22, 2024 Listed
$6,680,000 (+96.5%)
Aug 2024
MLS # 73280996
Aug 22, 2024 Listed
$6,680,000
May 2014
MLS # 21307218
May 1, 2014 Sold
$3,400,000 (-5.6%)
Aug 4, 2013 Listed
$3,600,000 (+1.4%)
Jul 2007
MLS # 20705006
Jul 3, 2007 Sold
$3,550,000 (-1.3%)
Jul 3, 2006 Listed
$3,595,000
Jun 2007
MLS # 20608220
Jun 20, 2007 Expired
—
Jun 19, 2006 Listed
$3,595,000 (+8.9%)
Aug 2003
MLS # 2029806
Aug 4, 2003 Sold
$3,300,000 (-5.7%)
Apr 18, 2003 Listed
$3,500,000

Year Property taxes Tax assessment
2025
$30,529 +0.3%

$3,773,700 -3.2%
2024
$30,446 +11.4%

$3,898,300 +18.97%
2023
$27,329 +7.7%

$3,276,800 +24.44%
2022
$25,385 -0.2%

$2,633,300 +8.55%
2021
$25,447 -7.4%

$2,425,800 -3.29%
2020
$27,492 +8.2%

$2,508,400 +11.39%
2019
$25,401 +5.9%

$2,251,900 +5.34%
2018
$23,985 -28.4%

$2,137,700 -31.36%
2017
$33,509 -4.7%

$3,114,200 -3.48%
2016
$35,169

$3,226,500

245 N Bay Rd
$5.27M
Osterville
$7.62M -27% y/y
02655
$2.19M +56% y/y
Osterville
$2.82M -29% y/y

No chart available

Statistics calculated by Movoto

	Est. value	Bed/bath	Sqft	mi
259 N Bay Rd, Osterville, MA 02655	$8,238,000	6/6	5,216	0.01
275 N Bay Rd, Osterville, MA 02655	$3,642,000	5/4	2,490	0.03
248 N Bay Rd, Osterville, MA 02655	—	6/4	7,041	0.03
280 N Bay Rd, Osterville, MA 02655	$6,507,000	3/3	3,242	0.05
220 N Bay Rd, Osterville, MA 02655	—	5/5	5,267	0.07
215 N Bay Rd, Osterville, MA 02655	$6,315,000	4/5	5,543	0.08
310 N Bay Rd, Osterville, MA 02655	$10,436,000	4/4	3,027	0.09
200 N Bay Rd, Osterville, MA 02655	$9,240,000	4/3	3,877	0.11

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.