OFF MARKET

Off market jun 2024 for $8.2M

$8,302,171

•

3,382

sq ft

104 Great Bay Rd, Osterville, MA 02655

About this home

A rare opportunity on Osterville's coveted Little Island, this charming four-bedroom home features sweeping views of North Bay on an expansive 1.45-acre lot with park-like grounds. This timeless retreat offers endless possibilities for expansion with pending applications/approvals for a dock and six-bedroom septic system. Upon entering the home, breathtaking views take center stage through oversized windows that look out to a waterside bluestone terrace equally suited for grand entertaining and quiet relaxation. A thoughtful floor plan seamlessly flows from the living room and an adjacent sunroom to the kitchen, dining room, and a formal living room with a fireplace. A bonus room completes the first level, while the second floor features a primary suite overlooking the bay and three guest bedrooms, ensuring ample space for friends and family. A detached two-car garage completes this extraordinary residence, located minutes from Oyster Harbors, Main Street, Dowses Beach, and marinas.

Single-familyProperty Type

1955Year Built

1.45 acresLot Size

$2,455Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Paul Grover • Berkshire Hathaway HomeServices Robert Paul Properties

Bought with Robert Kinlin • Berkshire Hathaway HomeServices Robert Paul Properties

Redfin checked: 2 minutes ago

•Source:MLS PIN #73232783

Redfin Estimate

$8,302,171

$52K since sold in June 2024$602K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 226.7% higher than the average sale price ($2.54M) of 6 comparable homes.

SOLD MAY 14, 2026
$2,700,000
A
3 beds3 baths3,055 sq ft
18 Winfield Way, Osterville, MA 02655
SOLD JUL 21, 2026
$2,800,000
B
3 beds3.5 baths2,676 sq ft
106 Hathaway Rd, Osterville, MA 02655
SOLD JUL 29, 2026
$1,495,000
C
4 beds4 baths2,509 sq ft
25 Manor Way, 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 NOV 6, 2025
$3,000,000
E
4 beds3.5 baths3,720 sq ft
355 Bridge St, Osterville, MA 02655
SOLD JUL 28, 2026
$1,350,000
F
3 beds3 baths2,533 sq ft
102 Waterford Dr, Cotuit, MA 02635

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

Earn from this home

Sell

$1,563,715

Est. take-home

List your home with Redfin and save $41,511

Rent

$4,586/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 104 Great Bay Rd

Date

Event

Price

CCIMLS #22401937

Jun 25, 2024

Sold

$8,250,000

$2,439/sq ft

Jun 7, 2024

Pending

—

May 3, 2024

Listed

$7,995,000

$2,364/sq ft

+18

MLS PIN #73232783

Jun 25, 2024

Sold

$8,250,000

$2,439/sq ft

May 3, 2024

Listed

$7,995,000

$2,364/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$67,722 (+44.2%)

$7,502,700 + $617,500

$8,120,200

2022

$46,968 (−1.7%)

$4,380,700 + $491,500

$4,872,200

2021

$47,779 (−14.8%)

$4,130,400 + $424,300

$4,554,700

2020

$56,063 (+9.2%)

$4,727,400 + $387,800

$5,115,200

2019

$51,347 (−3.1%)

$4,202,200 + $349,800

$4,552,000

2018

$53,009 (+4.6%)

$4,423,300 + $301,200

$4,724,500

2017

$50,694 (+2.5%)

$4,423,300 + $288,000

$4,711,300

2015

$49,452

$4,246,200 + $311,600

$4,557,800

Tax history for 104 Great Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$67,722 (+44.2%)

$7,502,700 + $617,500

$8,120,200

2022

$46,968 (−1.7%)

$4,380,700 + $491,500

$4,872,200

2021

$47,779 (−14.8%)

$4,130,400 + $424,300

$4,554,700

2020

$56,063 (+9.2%)

$4,727,400 + $387,800

$5,115,200

2019

$51,347 (−3.1%)

$4,202,200 + $349,800

$4,552,000

2018

$53,009 (+4.6%)

$4,423,300 + $301,200

$4,724,500

2017

$50,694 (+2.5%)

$4,423,300 + $288,000

$4,711,300

2015

$49,452

$4,246,200 + $311,600

$4,557,800

*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

1.45 Acres

Year renovated

—

Sq. Ft.

3,382

Year built

1955

Style

Single Family Residential

County

Barnstable County

APN

2231582

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 6
Parking Features: Detached, Off Street, Stone/Gravel

Interior

Master Bedroom Information
Level: Second

Bedroom #2 Information
Level: First

Bedroom #3 Information
Level: Second

Bedroom #4 Information
Level: Second

Bathroom Information
# of Bathrooms (Full): 4

Basement Information
Basement: Interior Entry, Unfinished

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 13
Flooring: Wood

Exterior

Building Information
Building Area (Total): 3,382
Foundation Details: Block
Year Built Source: Public Records
Year Built Details: Actual
Color: Grey

Exterior Features
Roof: Wood
Patio And Porch Features: Patio
Exterior Features: Patio, Garden

Property Information
PropertySubType: Single Family Residence
Has Waterview
Bay

Lot Information
Lot Size (Acres): 1.45
Lot Features: Cleared, Level
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $69,586
Tax Year: 2024

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Public

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

Location

Location Information
Directions: Take Parker Road, right on West Bay Road, left on Bridge Street. Turn right on Great Bay Road.
UnparsedAddress: 104 Great Bay Rd, Barnstable MA 02655

Community Information
Senior CommunityYN: No
Community Features: Golf, Marina

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 3,382
Stories: 2.0
Lot Size: 1.45 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: —
County: Barnstable County
APN: 2231582

Home facts updated by county records on Jul 19, 2023

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 • 4.8mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

5/10 Flood Factor

Estimated 47-57% 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, 17 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

$7.89M – $9.55M

Reach more buyers when you sell with Redfin. Save up to $83,022 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

$999,000

2 beds2.5 baths1,564 sq ft

16 Second Ave #4, Osterville, MA 02655

VIDEO TOUR

$8,800,000

5 beds5 baths7,157 sq ft

25 Oyster Way, Osterville, MA 02655

$634,900

2 beds2 baths1,040 sq ft

55 Seth Goodspeed's Way, Osterville, MA 02655

NEW CONSTRUCTIONVIDEO TOUR

$4,695,000

5 beds6 baths4,100 sq ft

22 Scudder Rd, Osterville, MA 02655

$6,500,000

3 beds5 baths4,831 sq ft

46 Great Bay Rd, 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 104 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.	$4,588,567

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 MLS PIN when last listed in 2024. 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 104 Great Bay Rd

Tax history for 104 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 104 Great Bay Rd

More real estate resources