OFF MARKET

Off Market Feb 2021 for $3M

$5,227,698

•

4,100

sq ft

289 East Bay, Osterville, MA 02655

About this home

Experience Coastal Living at its best! Breathtaking views of East Bay and Nantucket Sound from this exquisite property located on one of Osterville's most prestigious streets. Dowses Beach and the village are just steps away. One may enjoy kayaking and boating from your own private dock. A highlight of this stately colonial is its wonderful space for entertaining family and friends. It offers an expansive living room, dining room and updated eat-in kitchen. Convenient first floor living with a downstairs bed and bath option. Upstairs offers three additional en suite bedrooms. The master bedroom features a sitting room/ office space area, wet bar, walk-in closet and master bath. There are four fireplaces, hardwood floors and over sized windows throughout. The backyard features a large deck, seating area, hot tub and outdoor shower. Enjoy creating your own Cape Cod memories for generations to come, at this stunning seaside retreat. 289 E Bay property+290 E Bay w/dock being sold together.

Single-familyProperty Type

1979Year Built

1.34 acresLot Size

$1,275Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Kerri Wick • Sotheby's International Realty

Bought with The Biega + Kilgore Team • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #72746998

Redfin Estimate

$5,227,698

$2.2M since sold in February 2021$224K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 82.5% higher than the average sale price ($2.86M) 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 JUN 9, 2026
$1,500,000
B
4 beds3.5 baths3,104 sq ft
54 Rainbow Dr, Centerville, MA 02632
SOLD AUG 17, 2026
$3,475,000
C
4 beds4 baths4,364 sq ft
82 Crystal Lake Rd, Osterville, MA 02655
SOLD APR 16, 2026
$2,487,500
D
5 beds4.5 baths4,715 sq ft
98 Bunker Hill Rd, Osterville, MA 02655
SOLD DEC 3, 2025
$5,275,000
E
5 beds5.5 baths4,637 sq ft
245 North Bay Rd, Osterville, MA 02655
SOLD JUL 21, 2026
$2,800,000
F
3 beds3.5 baths2,676 sq ft
106 Hathaway Rd, Osterville, MA 02655

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Earn from this home

Sell

$2,802,613

Est. take-home

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Rent

$4,650/mo

Redfin rental estimate

List your home for rent

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 289 East Bay

Date

Event

Price

MLS PIN #72746998

Feb 26, 2021

Sold

$3,035,000

$740/sq ft

Jan 28, 2021

Contingent

—

Jan 14, 2021

Price Changed

$3,495,000

$852/sq ft

Nov 28, 2020

Price Changed

$3,790,000

$924/sq ft

Oct 15, 2020

Listed

$3,950,000

$963/sq ft

CCIMLS #22006776

Feb 26, 2021

Sold

$3,035,000

$740/sq ft

Feb 12, 2021

Pending

—

Jan 26, 2021

Listing Removed

—

Jan 13, 2021

Price Changed

$3,495,000

$852/sq ft

Nov 23, 2020

Price Changed

$3,790,000

$924/sq ft

Oct 6, 2020

Listed

$3,950,000

$963/sq ft

+25

Experience Coastal Living at its best! Breathtaking views of East Bay and Nantucket Sound from this exquisite property located on one of Osterville's most prestigious streets. Dowses Beach and the village are just steps away. One may enjoy kayaking and boating from your own private dock. A highlight of this stately colonial is its wonderful space for entertaining family and friends. It offers an expansive living room, dining room and updated eat-in kitchen. Convenient first floor living with a downstairs bed and bath option. Upstairs offers three additional en suite bedrooms. The master bedroom features a sitting room/ office space area, wet bar, walk-in closet and master bath. There are four fireplaces, hardwood floors and over sized windows throughout. The backyard features a large deck, seating area, hot tub and outdoor shower. Enjoy creating your own Cape Cod memories for generations to come, at this stunning seaside retreat. 289 East Bay property and 290 East Bay Dock are being sold together.

CCIMLS #21402232

Mar 17, 2020

Listing Removed

—

Mar 21, 2014

Listed

$2,749,000

$670/sq ft

CCIMLS #21309497

Sep 16, 2019

Listing Removed

—

Oct 9, 2013

Listed

$3,595,000

$877/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$35,642 (+40.4%)

$2,807,700 + $1,465,900

$4,273,600

2022

$25,388 (−3.8%)

$1,452,200 + $1,181,400

$2,633,600

2021

$26,380 (−4.4%)

$1,452,200 + $1,062,600

$2,514,800

2020

$27,596 (−3.2%)

$1,539,500 + $978,400

$2,517,900

2019

$28,507 (+2.6%)

$1,598,600 + $928,600

$2,527,200

2018

$27,775 (+5.6%)

$1,682,700 + $792,800

$2,475,500

2017

$26,290 (+5.3%)

$1,682,700 + $760,600

$2,443,300

2015

$24,972

$1,615,300 + $686,300

$2,301,600

Tax history for 289 East Bay

Year

Property tax

Land + Additions

Assessment*

2023

$35,642 (+40.4%)

$2,807,700 + $1,465,900

$4,273,600

2022

$25,388 (−3.8%)

$1,452,200 + $1,181,400

$2,633,600

2021

$26,380 (−4.4%)

$1,452,200 + $1,062,600

$2,514,800

2020

$27,596 (−3.2%)

$1,539,500 + $978,400

$2,517,900

2019

$28,507 (+2.6%)

$1,598,600 + $928,600

$2,527,200

2018

$27,775 (+5.6%)

$1,682,700 + $792,800

$2,475,500

2017

$26,290 (+5.3%)

$1,682,700 + $760,600

$2,443,300

2015

$24,972

$1,615,300 + $686,300

$2,301,600

*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

Stories

Lot width

—

Lot depth

—

Lot size

1.34 Acres

Year renovated

—

Sq. Ft.

4,101

Year built

1979

Style

Single Family Residential

County

Barnstable County

APN

2234141

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: First
Features: Bathroom - Full,Flooring - Wood,Window(s) - Picture

Bedroom #2 Information
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Wood,Window(s) - Picture

Bedroom #3 Information
Level: Second
Features: Bathroom - Full,Fireplace,Closet,Flooring - Wood

Bedroom #4 Information
Level: Second
Features: Bathroom - Full,Closet,Flooring - Wood

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Living Room Information
Level: First
Features: Flooring - Wood,Window(s) - Picture,French Doors,Recessed Lighting

Dining Room Information
Level: First
Features: Flooring - Wood,Window(s) - Picture,Recessed Lighting

Kitchen Information
Level: First
Features: Flooring - Stone/Ceramic Tile,Flooring - Wood,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting

Basement Information
Basement: Partial

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Kitchen, Living Room, Bedroom

Interior Features
# of Rooms (Total): 10
Flooring: Wood, Tile, Carpet
Interior Features: Wet Bar, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 4,100
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Patio And Porch Features: Deck
Exterior Features: Deck, Hot Tub/Spa, Sprinkler System, Outdoor Shower

Pool Information
Has Spa
Spa Features: Private

Property Information
PropertySubType: Single Family Residence
Property AttachedYN: Yes
Security Features: Security System
Has Waterview
Bay, Sound

Lot Information
Lot Size (Acres): 1.34
Lot Features: Level, Marsh
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Road Surface Type: Paved

Financial

Tax Information
Tax Annual Amount: $28,340
Tax Year: 2019

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Public

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

Location

Location Information
Directions: Main street to East Bay.
UnparsedAddress: 289 East Bay, Barnstable MA 02655

Community Information
Senior CommunityYN: No
Community Features: Shopping, Tennis Court(s), Golf, House of Worship, Marina

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 4,101
Stories: 2.0
Lot Size: 1.34 acres
Style: Single Family Residential
Year Built: 1979
Year Renovated: —
County: Barnstable County
APN: 2234141

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 • 2.7mi

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

6/10 Flood Factor

Estimated 67-75% 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, 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

$4.97M – $6.01M

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Nearby similar homes

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OPEN TODAY, 1PM TO 2:30PM

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Home values near 289 East Bay

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 #4, Osterville, MA 3 Beds \| 3.5 Baths \| 3132 Sq. Ft.	$1,907,904

Address	Redfin Estimate
199 E Bay Road #1, Osterville, MA 3 Beds \| 4.5 Baths \| 3427 Sq. Ft.	$2,117,042
398 E Bay Road, Osterville, MA 5 Beds \| 3.5 Baths \| 2701 Sq. Ft.	$4,750,405

Address	Redfin Estimate
199 E Bay Road #5, Osterville, MA 3 Beds \| 3.5 Baths \| 3134 Sq. Ft.	$1,962,551
255 E Bay Road, Osterville, MA 7 Beds \| 6 Baths \| 4356 Sq. Ft.	$4,388,050

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02655, MA

Sale history for 289 East Bay

Tax history for 289 East Bay

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 289 East Bay

More real estate resources