SOLD DEC 3, 2025

Off Market Dec 2025 for $5.2M

$6,099,497

Est. refi paymentEst. refi $1,956/mo

•

4,637

sq ft

245 North Bay Rd, Osterville, MA 02655

About this home

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.

Single-familyProperty Type

1988Year Built

1.01 acresLot Size

$1,315Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Paul Grover • Berkshire Hathaway HomeServices Robert Paul Properties

Bought with Zenas Crocker • LandVest, Inc., Osterville

Redfin checked: a minute ago

•Source:MLS PIN #73430900

Redfin Estimate

$6,099,497

$824K since sold in December 2025$48K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 134.3% higher than the average sale price ($2.60M) of 6 comparable homes.

SOLD AUG 11, 2026
$1,650,000
A
4 beds4.5 baths3,957 sq ft
442 Bay Ln, Centerville, MA 02632
SOLD AUG 17, 2026
$3,475,000
B
4 beds4 baths4,364 sq ft
82 Crystal Lake Rd, Osterville, MA 02655
SOLD JUN 11, 2026
$1,600,000
C
5 beds5 baths4,729 sq ft
443 Elliott Rd, Centerville, MA 02632
SOLD JUN 1, 2026
$3,995,000
D
5 beds4.5 baths6,239 sq ft
268 Parker Rd, Osterville, MA 02655
SOLD OCT 3, 2025
$3,400,000
E
4 beds4 baths5,762 sq ft
780 Sea Vw, Osterville, MA 02655
SOLD JUN 9, 2026
$1,500,000
F
4 beds3.5 baths3,104 sq ft
54 Rainbow Dr, Centerville, MA 02632

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Earn from this home

Sell

$1,626,206

Est. take-home

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Est. cash available

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Rent

$4,449/mo

Redfin rental estimate

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Market trends in 02655, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

96.4%

+0.2% MoM

Median sale price

$1.2M

$264 MoM

Avg. days on market

29d

0 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN TODAY, 10:30AM TO 12:30PM
$695,000
2 beds2.5 baths1,320 sq ft
75 Jobys Ln, Osterville, MA 02655
OPEN TODAY, 11AM TO 1PM
$1,612,000
3 beds2 baths1,264 sq ft
137 Wianno Cir, Osterville, MA 02655
OPEN TODAY, 10AM TO 12PM
$1,100,000
2 beds2 baths2,010 sq ft
51 Falling Leaf Ln, Osterville, MA 02655
OPEN TODAY, 1PM TO 2:30PM
$795,000
3 beds2 baths1,248 sq ft
111 Westwind, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 245 North Bay Rd

Date

Event

Price

MLS PIN #73430900

Dec 3, 2025

Sold

$5,275,000

$1,138/sq ft

Sep 15, 2025

Listed

$5,895,000

$1,271/sq ft

CCIMLS #22501404

Aug 23, 2025

Listing Removed

—

Apr 4, 2025

Listed

$6,285,000

$1,355/sq ft

CCIMLS #20608220

Sep 21, 2019

Listing Removed

—

Jun 19, 2006

Listed

$3,595,000

$775/sq ft

CCIMLS #21307218

Apr 30, 2014

Sold

$3,400,000

$733/sq ft

Aug 4, 2013

Listed

$3,600,000

$776/sq ft

CCIMLS #20705006

Jul 2, 2007

Sold

$3,550,000

$766/sq ft

Jul 3, 2006

Listed

$3,595,000

$775/sq ft

CCIMLS #2029806

Jul 31, 2003

Sold

$3,300,000

$712/sq ft

Apr 18, 2003

Listed

$3,500,000

$755/sq ft

CCIMLS #28813

Apr 15, 1993

Sold

$1,335,000

$288/sq ft

Oct 9, 1992

Listed

$1,595,500

$344/sq ft

Public Records

May 1, 1991

Sold

$305,000

$66/sq ft

Public Records

Jan 29, 1988

Sold

$1,600,000

$345/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$29,489 (+49.3%)

$2,943,300 + $592,600

$3,535,900

2022

$19,746 (−4.7%)

$1,546,000 + $502,300

$2,048,300

2021

$20,710 (−1.8%)

$1,546,000 + $428,300

$1,974,300

2020

$21,099 (−5.9%)

$1,561,200 + $363,900

$1,925,100

2019

$22,412 (−1.5%)

$1,621,000 + $365,900

$1,986,900

2018

$22,753 (+4.7%)

$1,706,300 + $321,600

$2,027,900

2017

$21,730 (−0.1%)

$1,706,300 + $313,200

$2,019,500

2015

$21,755

$1,632,600 + $372,500

$2,005,100

Tax history for 245 North Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,489 (+49.3%)

$2,943,300 + $592,600

$3,535,900

2022

$19,746 (−4.7%)

$1,546,000 + $502,300

$2,048,300

2021

$20,710 (−1.8%)

$1,546,000 + $428,300

$1,974,300

2020

$21,099 (−5.9%)

$1,561,200 + $363,900

$1,925,100

2019

$22,412 (−1.5%)

$1,621,000 + $365,900

$1,986,900

2018

$22,753 (+4.7%)

$1,706,300 + $321,600

$2,027,900

2017

$21,730 (−0.1%)

$1,706,300 + $313,200

$2,019,500

2015

$21,755

$1,632,600 + $372,500

$2,005,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.9 Acres

Year renovated

—

Sq. Ft.

2,965

Year built

1934

Style

Single Family Residential

County

Barnstable County

APN

2233384

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 20, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Driveway, Stone/Gravel

Interior

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 1

Basement Information
Basement: Partial, Walk-Out Access

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 5

Interior Features
# of Rooms (Total): 11
Flooring: Hardwood

Exterior

Building Information
Building Area (Total): 4,637
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Wood
Patio And Porch Features: Patio
Exterior Features: Patio, Pool - Inground, Pool - Inground Heated, Hot Tub/Spa, Outdoor Shower

Pool Information
Has Private Pool
Has Spa
Pool Features: In Ground, Pool - Inground Heated
Spa Features: Private

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.01
ViewYN: Has View
View: Scenic View(s)
Road Surface Type: Paved
Road Frontage Type: Private Road
Road Responsibility: Private Maintained Road

Financial

Tax Information
Tax Annual Amount: $30,529
Tax Year: 2025

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Oil
Cooling: Central Air

Location

HOA Information
Has Association
Association Fee: $4,620
Association Fee Frequency: Annually
Homeowners Association Membership Required

Location Information
Directions: Main Street to Parker Road to West Bay Road to Bridge Street to North Bay Road.
UnparsedAddress: 245 North Bay Road, Barnstable MA 02655

Community Information
Senior CommunityYN: No
Community Features: Shopping, Golf, Marina, Private School, Public School

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 2,965
Stories: 2.0
Lot Size: 1.9 acres
Style: Single Family Residential
Year Built: 1934
Year Renovated: —
County: Barnstable County
APN: 2233384

Home facts updated by county records on Aug 20, 2026

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 2.6mi

3/10

Barnstable High School

Public 8-12 • Assigned • 3.5mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Osterville, MA • 02655

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

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.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.80M – $7.02M

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Nearby similar homes

OPEN TODAY, 10:30AM TO 12:30PM

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75 Jobys Ln, Osterville, MA 02655

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3D WALKTHROUGH

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OPEN TODAY, 1PM TO 2:30PM

$795,000

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111 Westwind, Osterville, MA 02655

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7 beds10 baths10,104 sq ft

47 Sunset Pt, Osterville, MA 02655

New listings for sale in 02655

OPEN TODAY, 10:30AM TO 12:30PM

$695,000

2 beds2.5 baths1,320 sq ft

75 Jobys Ln, Osterville, MA 02655

OPEN TODAY, 11AM TO 1PM

$1,612,000

3 beds2 baths1,264 sq ft

137 Wianno Cir, Osterville, MA 02655

OPEN TODAY, 10AM TO 12PM

$1,100,000

2 beds2 baths2,010 sq ft

51 Falling Leaf Ln, Osterville, MA 02655

OPEN TODAY, 1PM TO 2:30PM

$795,000

3 beds2 baths1,248 sq ft

111 Westwind, Osterville, MA 02655

Home values near 245 North Bay Rd

Data from public records.

Address	Redfin Estimate
220 E Bay Road, Osterville, MA 4 Beds \| 5.5 Baths \| 4448 Sq. Ft.	$8,088,123
199 E Bay Road #1, Osterville, MA 3 Beds \| 4.5 Baths \| 3427 Sq. Ft.	$2,117,042

Address	Redfin Estimate
199 E Bay Road #14, Osterville, MA 3 Beds \| 3.5 Baths \| 3957 Sq. Ft.	$1,868,376
199 E Bay Road #11, Osterville, MA 3 Beds \| 3.5 Baths \| 3075 Sq. Ft.	$1,806,411

Address	Redfin Estimate
199 E Bay Road #2, Osterville, MA 3 Beds \| 3.5 Baths \| 3175 Sq. Ft.	$1,925,814
289 E Bay Road, Osterville, MA 4 Beds \| 4.5 Baths \| 4100 Sq. Ft.	$5,227,698

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02655, MA

Sale history for 245 North Bay Rd

Tax history for 245 North Bay Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02655

Home values near 245 North Bay Rd

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