OFF MARKET

Off market dec 2016 for $5M

$8,768,045

Est. refi paymentEst. refi $15,320/mo

•

6,865

sq ft

150 East Bay Rd, Osterville, MA 02655

About this home

Exceptional, private estate with sensational sunrises over the waters of East Bay and Nantucket Sound. On a clear day you can see all the way to Great Island! The custom built 6,800+ sf residence has beautiful architectural lines and the professionally maintained, very private 1.9 acre lot features an in-ground pool, sep. spa, many outdoor entertaining areas including an outdoor rec. court. The residence features large impressive rooms with high ceilings, detailed custom millwork, a large gourmet kitchen, 6-bedrooms, 5-full baths, 3-half baths, a home office, a magnificent family room overlooking the pool & East Bay, an outdoor fireplace, multiple sitting areas, & a screened-in porch. All info. should be verified.

Single-familyProperty Type

2002Year Built

1.9 acresLot Size

$1,277Est. Price/Sq.Ft.

3 car garageParking

Listed by John Hopkins • Frank A Sullivan Real Estate

Bought with Robert Kinlin • Robert Paul Properties, Inc.

Redfin checked: a minute ago

•Source:CCIMLS #21609011

Redfin Estimate

$8,768,045

$3.8M since sold in December 2016$109K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 64.7% higher than the average sale price ($5.32M) of 5 comparable homes.

SOLD OCT 14, 2026
$7,250,000
A
5 beds5.5 baths7,565 sq ft
168 Garrison Ln, Osterville, MA 02655
SOLD JUN 1, 2026
$3,995,000
B
5 beds4.5 baths6,239 sq ft
268 Parker Rd, Osterville, MA 02655
SOLD AUG 17, 2026
$3,475,000
C
4 beds4 baths4,364 sq ft
82 Crystal Lake Rd, Osterville, MA 02655
SOLD JUN 15, 2026
$7,500,000
D
8 beds8 baths7,350 sq ft
850 Sea View Ave, Osterville, MA 02655
SOLD MAR 2, 2026
$4,400,000
E
5 beds6 baths6,768 sq ft
405 Bridge St, Osterville, MA 02655

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Earn from this home

Sell

$5,177,501

Est. take-home

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Refinance

Est. cash available

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Rent

$4,348/mo

Redfin rental estimate

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Market trends in 02655, MA

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

96.1%

+0.3% MoM

Median sale price

$1.1M

$81K MoM

Avg. days on market

40d

1 days MoM

Recently sold homes

4 MoM

New listings for sale

$3,350,000
4 beds3 baths3,132 sq ft
106 Bayberry Way, Osterville, MA 02655
$712,000
2 beds2 baths1,221 sq ft
727 Main St Unit G2, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 150 East Bay Rd

Date

Event

Price

CCIMLS #7031424

Sep 4, 2019

Listing Removed

—

Jul 5, 1997

Listed

$1,495,000

$218/sq ft

CCIMLS #21609011

Dec 16, 2016

Sold

$5,000,000

$728/sq ft

Nov 10, 2016

Pending

—

Oct 12, 2016

Listed

$5,250,000

$765/sq ft

Public Records

Jul 21, 2000

Sold

$2,375,000

$346/sq ft

CCIMLS #8042790

Feb 3, 1999

Sold

$1,150,000

$168/sq ft

Jul 5, 1997

Listed

$1,399,000

$204/sq ft

Public Records

Sep 9, 1996

Sold

$1,200,000

$175/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$62,972 (+11.4%)

$4,674,800 + $2,875,800

$7,550,600

2022

$56,541 (−2.6%)

$3,421,000 + $2,444,300

$5,865,300

2021

$58,022 (−4.2%)

$3,421,000 + $2,110,200

$5,531,200

2020

$60,567 (+6.7%)

$3,454,600 + $2,071,600

$5,526,200

2019

$56,763 (+2.8%)

$3,188,800 + $1,843,400

$5,032,200

2018

$55,238 (+74.4%)

$3,356,700 + $1,566,500

$4,923,200

2017

$31,671 (+13.3%)

$1,706,300 + $1,237,100

$2,943,400

2015

$27,945

$1,632,600 + $943,000

$2,575,600

Tax history for 150 East Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$62,972 (+11.4%)

$4,674,800 + $2,875,800

$7,550,600

2022

$56,541 (−2.6%)

$3,421,000 + $2,444,300

$5,865,300

2021

$58,022 (−4.2%)

$3,421,000 + $2,110,200

$5,531,200

2020

$60,567 (+6.7%)

$3,454,600 + $2,071,600

$5,526,200

2019

$56,763 (+2.8%)

$3,188,800 + $1,843,400

$5,032,200

2018

$55,238 (+74.4%)

$3,356,700 + $1,566,500

$4,923,200

2017

$31,671 (+13.3%)

$1,706,300 + $1,237,100

$2,943,400

2015

$27,945

$1,632,600 + $943,000

$2,575,600

*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

6.5

Stories

Lot width

—

Lot depth

—

Lot size

1.9 Acres

Year renovated

—

Sq. Ft.

6,705

Year built

2002

Style

Single Family Residential

County

Barnstable County

APN

2233394

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Features: Garage Door Opener, Gravel

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 3

Interior

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 3

Basement Information
Basement: Full

Fireplace Information
FireplacesTotal: 3

Other Room Information
Total Rooms : 15

Interior Features
Flooring: Hardwood, Carpet
Appliances: Natural Gas, Water Heater
Patio And Porch Features: Patio, Screened Porch

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Underground Sprinkler System
Construction Materials: Shingle Siding
Roof: Pitched, Wood, Shingle

Property Information
Property Sub Type: Single Family Residence

Lot Information
Lot Features: Views
Has Waterfront
Waterfront Features: Waterview, Waterfront
Water Source: Public

Building Information
Year Built: 2002

Utilities

Heating & Cooling
Has Heating
Heating: Natural Gas
Has Cooling
Cooling: Central Air

Location

Location Information
Directions: Main Street to East Bay Road

Public facts

Beds: 6
Baths: 6.5
Sq. Ft.: 6,705
Stories: 2.0
Lot Size: 1.9 acres
Style: Single Family Residential
Year Built: 2002
Year Renovated: —
County: Barnstable County
APN: 2233394

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

K - 12
Preschool & daycare

Barnstable United Elementary School

Public 4-5 • Assigned • 2.5mi

3/10

Barnstable High School

Public 8-12 • Assigned • 3.4mi

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

5/10 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

$8.33M – $10.08M

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Nearby similar homes

$3,350,000

4 beds3 baths3,132 sq ft

106 Bayberry Way, Osterville, MA 02655

One acre lot • Widow's walk • Wet bar

VIDEO TOUR

$16,000,000

7 beds11.5 baths14,292 sq ft

74 Garrison Ln, Osterville, MA 02655

Gated drive • Waterfront estate • Chef's kitchen

3D & VIDEO TOUR

$1,895,000

4 beds2.5 baths2,636 sq ft

420 Starboard Ln, Osterville, MA 02655

Exceptional kitchen • Recent updates • Exceptional privacy

3D WALKTHROUGH

$1,050,000

2 beds2 baths2,010 sq ft

51 Falling Leaf Ln, Osterville, MA 02655

Peaceful cul-de-sac • Mature trees • Outdoor setting

$990,000

3 beds2.5 baths2,116 sq ft

82 Falling Leaf Ln, Osterville, MA 02655

Hardwood floors • Large deck • Attached garage

$2,825,000

4 beds3 baths3,523 sq ft

55 Seapuit Rd, Osterville, MA 02655

5 minute drive beach • Mature trees • Groomed landscaping

New listings for sale in 02655

$3,350,000

4 beds3 baths3,132 sq ft

106 Bayberry Way, Osterville, MA 02655

One acre lot • Widow's walk • Wet bar

$712,000

2 beds2 baths1,221 sq ft

727 Main St Unit G2, Osterville, MA 02655

Cozy fireplace • Sun-filled balcony • Custom kitchen

Home values near 150 East Bay Rd

Data from public records.

Address	Redfin Estimate
167 E Bay Road, Osterville, MA 4 Beds \| 3 Baths \| 2487 Sq. Ft.	$2,914,037
199 E Bay Road #2, Osterville, MA 3 Beds \| 3.5 Baths \| 3175 Sq. Ft.	$1,950,864
199 E Bay Road #5, Osterville, MA 3 Beds \| 3.5 Baths \| 3134 Sq. Ft.	$1,800,608
146 E Bay Road, Osterville, MA 5 Beds \| 4 Baths \| 3716 Sq. Ft.	$4,920,024
188 E Bay Road, Osterville, MA 3 Beds \| 4.5 Baths \| 3656 Sq. Ft.	$4,236,823
199 E Bay Road #10, Osterville, MA 3 Beds \| 3.5 Baths \| 3509 Sq. Ft.	$2,269,089
199 E Bay Road #8, Osterville, MA 3 Beds \| 3.5 Baths \| 3313 Sq. Ft.	$2,118,770

Address	Redfin Estimate
220 E Bay Road, Osterville, MA 4 Beds \| 5.5 Baths \| 4448 Sq. Ft.	$7,507,954
199 E Bay Road #1, Osterville, MA 3 Beds \| 4.5 Baths \| 3427 Sq. Ft.	$1,949,329
199 E Bay Road #4, Osterville, MA 3 Beds \| 3.5 Baths \| 3132 Sq. Ft.	$1,802,777
173 E Bay Road, Osterville, MA 3 Beds \| 3.5 Baths \| 2895 Sq. Ft.	$2,213,885
137 E Bay Road, Osterville, MA 5 Beds \| 4.5 Baths \| 5763 Sq. Ft.	$4,407,305
202 E Bay Road, Osterville, MA 8 Beds \| 5.5 Baths \| 4694 Sq. Ft.	$4,731,054
199 E Bay Road #6, Osterville, MA 3 Beds \| 3.5 Baths \| 3595 Sq. Ft.	$2,401,914

Address	Redfin Estimate
199 E Bay Road #14, Osterville, MA 3 Beds \| 3.5 Baths \| 3957 Sq. Ft.	$2,194,859
199 E Bay Road #11, Osterville, MA 3 Beds \| 3.5 Baths \| 3075 Sq. Ft.	$2,092,317
134 E Bay Road, Osterville, MA 3 Beds \| 2.5 Baths \| 2006 Sq. Ft.	$2,521,713
170 E Bay Road, Osterville, MA 4 Beds \| 2.5 Baths \| 2106 Sq. Ft.	$2,609,705
199 E Bay Road #9, Osterville, MA 3 Beds \| 3.5 Baths \| 3167 Sq. Ft.	$1,862,865
206 E Bay Road, Osterville, MA 4 Beds \| 4.5 Baths \| 3522 Sq. Ft.	$5,002,411
156 E Bay Road, Osterville, MA 3 Beds \| 3 Baths \| 2424 Sq. Ft.	$2,906,684

Property information provided by CCIMLS when last listed in 2016. 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 150 East Bay Rd

Tax history for 150 East 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 150 East Bay Rd

More real estate resources