OFF MARKET

Off market mar 2022 for $2.6M

$3,489,978

•

3,670

sq ft

142 Great Bay Rd, Osterville, MA 02655

About this home

Stunning water, marsh and sunset views prevail from every room in this sophisticated and meticulously maintained home set on a quiet street on Little Island. The thoughtful floor plan offers elegant entertaining as well as comfortable relaxing rooms along with privately situated bedroom suites. Every space in the home is designed to maximize the enchanting and ever changing views. The expansive west facing deck with wet bar runs the length of the house, and provides multiple areas for entertaining, relaxing and enjoying the wildlife in this private enclave. A two car attached garage, beautifully manicured landscaping with flowering shrubs and plants compliment the stone walls and walk ways around the grounds. Completed with deeded access to North Bay, and within minutes to Osterville Village, Marinas and Clubs.

Single-familyProperty Type

1984Year Built

1 acresLot Size

$951Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Peggy Rowland • Sotheby's International Realty

Listed by Sam Wilson • Sotheby's International Realty

Contact: 339-927-0261

Bought with Gene Orloff • Sotheby's International Realty

Redfin checked: 2 minutes ago

•Source:CCIMLS #22200501

Redfin Estimate

$3,489,978

$795K since sold in March 2022$131K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.7% higher than the average sale price ($2.48M) of 6 comparable homes.

SOLD NOV 6, 2025
$3,000,000
A
4 beds3.5 baths3,720 sq ft
355 Bridge St, Osterville, MA 02655
SOLD JUL 28, 2026
$1,350,000
B
3 beds3 baths2,533 sq ft
102 Waterford Dr, Cotuit, MA 02635
SOLD JUL 21, 2026
$2,800,000
C
3 beds3.5 baths2,676 sq ft
106 Hathaway Rd, Osterville, MA 02655
SOLD SEP 2, 2026
$3,900,000
D
4 beds4.5 baths4,241 sq ft
30 Cockachoiset Ln, Osterville, MA 02655
SOLD JUL 17, 2026
$1,135,000
E
3 beds2.5 baths2,658 sq ft
47 Peach Tree Rd, Marstons Mills, MA 02648
SOLD MAY 14, 2026
$2,700,000
F
3 beds3 baths3,055 sq ft
18 Winfield Way, Osterville, MA 02655

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,347,015

Est. take-home

List your home with Redfin and save $17,450

Rent

$4,424/mo

Redfin rental estimate

List your home for rent

Market trends in 02655, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

95.7%

0.9% MoM

Median sale price

$1.0M

$314K MoM

Avg. days on market

39d

18 days MoM

Recently sold homes

0 MoM

New listings for sale

VIDEO TOUR
$6,600,000
5 beds6.5 baths4,955 sq ft
434 Sea View Ave, Osterville, MA 02655
OPEN TODAY, 11AM TO 2PM
$795,000
2 beds1.5 baths1,170 sq ft
13 South St, Osterville, MA 02655
$975,000
3 beds2 baths1,706 sq ft
227 Bumps River Rd, Barnstable, MA 02630
$3,225,000
3 beds3 baths1,506 sq ft
32 Starboard Ln, Osterville, MA 02655
$975,000
3 beds2 baths1,706 sq ft
227 Bumps River Rd, Osterville, MA 02655
$16,500,000
8 beds10 baths8,763 sq ft
143 Bayberry Way, Osterville, MA 02655
$5,695,000
4 beds3.5 baths3,012 sq ft
108 Seapuit River Rd, Osterville, MA 02655
3D WALKTHROUGH
$959,000
3 beds3 baths2,048 sq ft
31 Jasons Ln, Osterville, MA 02655
VIDEO TOUR
$15,850,000
8 beds8 baths7,730 sq ft
141 Eel River Rd, Osterville, MA 02655
VIDEO TOUR
$16,000,000
7 beds11.5 baths14,292 sq ft
74 Garrison Ln, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 142 Great Bay Rd

Date

Event

Price

CCIMLS #22200501

Mar 31, 2022

Sold

$2,695,000

$734/sq ft

Feb 21, 2022

Pending

—

Feb 9, 2022

Listed

$2,695,000

$734/sq ft

CCIMLS #22001053

Aug 10, 2021

Listing Removed

—

Jan 22, 2021

Price Changed

$2,695,000

$734/sq ft

Feb 20, 2020

Listed

$2,950,000

$804/sq ft

CCIMLS #21808681

Aug 3, 2019

Listing Removed

—

Feb 26, 2019

Price Changed

$2,995,000

$816/sq ft

Nov 20, 2018

Listed

$3,195,000

$871/sq ft

Public Records

May 3, 1995

Sold

$495,000

$135/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$23,048 (+37.8%)

$2,003,900 + $759,600

$2,763,500

2022

$16,727 (−1.8%)

$1,128,100 + $607,100

$1,735,200

2021

$17,026 (−3.5%)

$1,098,400 + $524,700

$1,623,100

2020

$17,638 (−4.8%)

$1,098,400 + $510,900

$1,609,300

2019

$18,535 (+0.2%)

$1,187,500 + $455,700

$1,643,200

2018

$18,497 (+5.5%)

$1,250,000 + $398,600

$1,648,600

2017

$17,534 (−0.2%)

$1,250,000 + $379,600

$1,629,600

2015

$17,569

$1,240,000 + $379,300

$1,619,300

Tax history for 142 Great Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,048 (+37.8%)

$2,003,900 + $759,600

$2,763,500

2022

$16,727 (−1.8%)

$1,128,100 + $607,100

$1,735,200

2021

$17,026 (−3.5%)

$1,098,400 + $524,700

$1,623,100

2020

$17,638 (−4.8%)

$1,098,400 + $510,900

$1,609,300

2019

$18,535 (+0.2%)

$1,187,500 + $455,700

$1,643,200

2018

$18,497 (+5.5%)

$1,250,000 + $398,600

$1,648,600

2017

$17,534 (−0.2%)

$1,250,000 + $379,600

$1,629,600

2015

$17,569

$1,240,000 + $379,300

$1,619,300

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1 Acre

Year renovated

—

Sq. Ft.

3,666

Year built

1984

Style

Single Family Residential

County

Barnstable County

APN

2231507

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Total: 4
Parking Features: Storage, Off Street, Gravel

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 2

Interior

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

Basement Information
Basement: Full

Laundry Information
Laundry Features: Electric Dryer

Fireplace Information
FireplacesTotal: 2

Other Room Information
Total Rooms : 9

Interior Features
Flooring: Hardwood, Tile, Carpet
Appliances: Dishwasher, Microwave, Electric Range, Washer, Wine Cooler, Water Heater
Patio And Porch Features: Deck

Exterior

Exterior Features
Exterior Features: Garden
Construction Materials: Clapboard, Shingle Siding
Roof: Asphalt
Security Features: Security System

Property Information
Property Sub Type: Single Family Residence

Lot Information
Waterfront Features: Salt, Waterview
Water Source: Public

Building Information
Year Built: 1984

Utilities

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

Location

Location Information
Directions: Bridge Street to Great Bay Road

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,666
Stories: 2.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Barnstable County
APN: 2231507

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 2.7mi

3/10

Barnstable High School

Public 8-12 • Assigned • 4.9mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

7/10 Flood Factor

Estimated 80%+ chance 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, 18 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

$3.32M – $4.01M

Reach more buyers when you sell with Redfin. Save up to $34,900 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

VIDEO TOUR

$6,600,000

5 beds6.5 baths4,955 sq ft

434 Sea View Ave, Osterville, MA 02655

$724,000

3 beds2 baths1,426 sq ft

114 King Arthur Dr, Barnstable, MA 02601

OPEN TODAY, 12:15PM TO 1:30PM

$2,825,000

4 beds3 baths3,523 sq ft

55 Seapuit Rd, Osterville, MA 02655

$3,450,000

4 beds5 baths3,924 sq ft

156 E Bay Rd, Osterville, MA 02655

$2,950,000

3 beds3 baths3,178 sq ft

12 Cockachoiset Ln, Osterville, MA 02655

$724,000

3 beds2 baths1,426 sq ft

114 King Arthur Dr, Osterville, MA 02655

New listings for sale in 02655

VIDEO TOUR

$6,600,000

5 beds6.5 baths4,955 sq ft

434 Sea View Ave, Osterville, MA 02655

OPEN TODAY, 11AM TO 2PM

$795,000

2 beds1.5 baths1,170 sq ft

13 South St, Osterville, MA 02655

$975,000

3 beds2 baths1,706 sq ft

227 Bumps River Rd, Barnstable, MA 02630

$3,225,000

3 beds3 baths1,506 sq ft

32 Starboard Ln, Osterville, MA 02655

$975,000

3 beds2 baths1,706 sq ft

227 Bumps River Rd, Osterville, MA 02655

$16,500,000

8 beds10 baths8,763 sq ft

143 Bayberry Way, Osterville, MA 02655

$5,695,000

4 beds3.5 baths3,012 sq ft

108 Seapuit River Rd, Osterville, MA 02655

3D WALKTHROUGH

$959,000

3 beds3 baths2,048 sq ft

31 Jasons Ln, Osterville, MA 02655

VIDEO TOUR

$15,850,000

8 beds8 baths7,730 sq ft

141 Eel River Rd, Osterville, MA 02655

Home values near 142 Great Bay Rd

Data from public records.

Address	Redfin Estimate
128 Great Bay Rd, Osterville, MA 3 Beds \| 3.5 Baths \| 5940 Sq. Ft.	$6,784,212
60 Great Bay Rd, Osterville, MA 5 Beds \| 5.5 Baths \| 3679 Sq. Ft.	$4,546,998

Address	Redfin Estimate
80 Great Bay Rd, Osterville, MA 3 Beds \| 4 Baths \| 4302 Sq. Ft.	$7,040,141
61 Great Bay Rd, Osterville, MA 4 Beds \| 4 Baths \| 3636 Sq. Ft.	$3,211,449

Address	Redfin Estimate
134 Great Bay Rd, Osterville, MA 5 Beds \| 6.5 Baths \| 8573 Sq. Ft.	$12,185,717
91 Great Bay Rd, Osterville, MA 4 Beds \| 4.5 Baths \| 5215 Sq. Ft.	$3,565,579

Property information provided by CCIMLS when last listed in 2022. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02635 homes for sale
02655 homes for sale
02601 homes for sale
02632 homes for sale
02649 homes for sale

Houses for rent in Barnstable	Agents near me	Quincy, MA homes for sale	Barnstable Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Barnstable Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Plymouth homes for sale
Barnstable Town homes for sale
Falmouth homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02655, MA

Sale history for 142 Great Bay Rd

Tax history for 142 Great 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 142 Great Bay Rd

More real estate resources