OFF MARKET

Off market may 2007 for $2M

$3,880,512

Est. refi paymentEst. refi $12,682/mo

•

3,701

sq ft

106 East Bay Rd, Osterville, MA 02655

About this home

Handsome Shingle-style Custom Cape Thoughtfully Designed With Family And Friends In Mind. Nine Rooms, Including Five Bedrooms, Three Full Baths, One Half Bath, Formal Living, Formal Dining. Gourmet Kitchen Featuring Cherry Cabinetry, Granite Countertops, Tile, Separate Eating Area, Custom Murals, Laundry , Pantry--the Works. Centrally Located Family Room With Majestic Pennsylvania Fieldstone Fireplace, Leading To Lovely Grounds With Pool, Shed, And Treehouse. Quality Throughout; A Friendly Home. A Bonus Room Over Garage For Expansion, Which Is Provided For By A Seven-bedroom Septic System. The Land--2.75 Acres Of Heaven And History. Sited For Views From Most Rooms Fronting Parker's Pond, An Estuary Fed By Fresh Water And Tidal Stream From East Bay, A Natural Habitat For Flora, Fauna, Fish, And Fowl.

Single-familyProperty Type

1998Year Built

2.75 acresLot Size

$1,049Est. Price/Sq.Ft.

2 car garageParking

Listed by Lee Brown • Kinlin Grover Real Estate

Bought with Tiffany Swan Markoski • Sotheby's International Realty

Redfin checked: a minute ago

•Source:CCIMLS #20612428

Redfin Estimate

$3,880,512

$1.8M since sold in May 2007$40K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 62.8% higher than the average sale price ($2.38M) of 5 comparable homes.

SOLD OCT 30, 2026
$1,300,000
A
3 beds3 baths2,738 sq ft
44 Wild Goose Way, Centerville, MA 02632
SOLD OCT 23, 2026
$1,492,500
B
5 beds4 baths4,130 sq ft
174 Little Riv, Cotuit, MA 02635
SOLD AUG 17, 2026
$3,475,000
C
4 beds4 baths4,364 sq ft
82 Crystal Lake Rd, Osterville, MA 02655
SOLD AUG 11, 2026
$1,650,000
D
4 beds4.5 baths3,957 sq ft
442 Bay Ln, Centerville, MA 02632
SOLD OCT 30, 2026
$4,000,000
E
3 beds3.5 baths2,721 sq ft
35 Blue Heron Dr, Osterville, MA 02655

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Sell

$2,890,194

Est. take-home

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Est. cash available

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Rent

$4,254/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 106 East Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,716 (+3.3%)

$1,489,900 + $2,193,100

$3,683,000

2022

$29,736 (−2.8%)

$1,154,400 + $1,930,200

$3,084,600

2021

$30,579 (+7.9%)

$1,188,300 + $1,726,800

$2,915,100

2020

$28,351 (+17.5%)

$1,170,600 + $1,416,200

$2,586,800

2019

$24,137 (+3.6%)

$1,070,400 + $1,069,400

$2,139,800

2018

$23,297 (+6.5%)

$1,121,700 + $954,700

$2,076,400

2017

$21,877 (+7.6%)

$1,121,700 + $911,500

$2,033,200

2015

$20,339

$1,073,200 + $801,400

$1,874,600

Tax history for 106 East Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,716 (+3.3%)

$1,489,900 + $2,193,100

$3,683,000

2022

$29,736 (−2.8%)

$1,154,400 + $1,930,200

$3,084,600

2021

$30,579 (+7.9%)

$1,188,300 + $1,726,800

$2,915,100

2020

$28,351 (+17.5%)

$1,170,600 + $1,416,200

$2,586,800

2019

$24,137 (+3.6%)

$1,070,400 + $1,069,400

$2,139,800

2018

$23,297 (+6.5%)

$1,121,700 + $954,700

$2,076,400

2017

$21,877 (+7.6%)

$1,121,700 + $911,500

$2,033,200

2015

$20,339

$1,073,200 + $801,400

$1,874,600

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

3.06 Acres

Year renovated

—

Sq. Ft.

5,268

Year built

1998

Style

Single Family Residential

County

Barnstable County

APN

2233611

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Features: Direct Access, Driveway

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: Finished, Full

Other Room Information
Total Rooms : 9

Interior Features
Flooring: Wood, Tile, Carpet
Appliances: Natural Gas

Exterior

Exterior Features
Exterior Features: Underground Sprinkler System
Construction Materials: Shingle Siding
Roof: Asphalt, Pitched

Property Information
Property Sub Type: Single Family Residence
Other Structures: Outbuilding

Lot Information
Lot Features: Marsh, Wooded, Cleared, Level
Water Source: Public

Building Information
Year Built: 1998

Utilities

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

Location

Location Information
Directions: Main Street To East Bay Road To #106 On Left.

Public facts

Beds: 7
Baths: 3.5
Sq. Ft.: 5,268
Stories: 2.0
Lot Size: 3.06 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Barnstable County
APN: 2233611

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 • 2.4mi

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

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

$3.69M – $4.46M

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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

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2 beds1.5 baths1,055 sq ft

466 Old Mill Rd, Osterville, MA 02655

Wooded half-acre lot • One-level living • Large bay window

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

NEW CONSTRUCTIONVIDEO TOUR

$4,695,000

5 beds6 baths4,100 sq ft

22 Scudder Rd, Osterville, MA 02655

Custom designed • Meticulously crafted • Quartz counters

VIDEO TOUR

$8,625,000

7 beds7.5 baths7,315 sq ft

63 Main St, Osterville, MA 02655

Dynamic views • Exclusive balconies • Hidden porches

$499,000

2 beds1 bath1,040 sq ft

110 Goff Ter, Centerville, MA 02632

Full basement • New hot water tank • Updated electric

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 106 East Bay Rd

Data from public records.

Address	Redfin Estimate
8 East Bay Rd, Osterville, MA 6 Beds \| 4.5 Baths \| 3814 Sq. Ft.	$3,097,768
146 East Bay Rd, Osterville, MA 5 Beds \| 4 Baths \| 3716 Sq. Ft.	$4,920,024
53 East Bay Rd, Osterville, MA 3 Beds \| 2.5 Baths \| 1870 Sq. Ft.	$1,698,620
99 East Bay Rd, Osterville, MA 3 Beds \| 3.5 Baths \| 3232 Sq. Ft.	$3,211,491
30 Gardiner Ln, Osterville, MA 5 Beds \| 4.5 Baths \| 5036 Sq. Ft.	$6,896,854
584 Main St, Osterville, MA 2 Beds \| 2 Baths \| 1230 Sq. Ft.	$1,218,186
27 Gardiner Ln, Osterville, MA - Beds \| - Baths \| 4594 Sq. Ft.	$5,026,807

Address	Redfin Estimate
150 East Bay Rd, Osterville, MA 6 Beds \| 6.5 Baths \| 6865 Sq. Ft.	$8,768,045
110 East Bay Rd, Osterville, MA 6 Beds \| 6 Baths \| 3201 Sq. Ft.	$7,326,643
121 East Bay Rd, Osterville, MA 5 Beds \| 3.5 Baths \| 2754 Sq. Ft.	$3,340,567
156 East Bay Rd, Osterville, MA 3 Beds \| 3 Baths \| 2424 Sq. Ft.	$2,906,684
617 Main St, Osterville, MA 3 Beds \| 4 Baths \| 3838 Sq. Ft.	$4,176,580
37 Bates St, Osterville, MA 3 Beds \| 2.5 Baths \| 1501 Sq. Ft.	$1,547,461
547 Main St, Osterville, MA 3 Beds \| 2 Baths \| 2024 Sq. Ft.	$2,702,729

Address	Redfin Estimate
134 East Bay Rd, Osterville, MA 3 Beds \| 2.5 Baths \| 2006 Sq. Ft.	$2,521,713
137 East Bay Rd, Osterville, MA 5 Beds \| 4.5 Baths \| 5763 Sq. Ft.	$4,407,305
120 East Bay Rd, Osterville, MA 5 Beds \| 3.5 Baths \| 1976 Sq. Ft.	$3,548,351
75 East Bay Rd, Osterville, MA 7 Beds \| 4 Baths \| 3952 Sq. Ft.	$2,664,349
25 Gardiner Ln, Osterville, MA 4 Beds \| 3.5 Baths \| 4555 Sq. Ft.	$3,961,292
28 Gardiner Ln, Osterville, MA 3 Beds \| 2 Baths \| 2550 Sq. Ft.	$3,055,310
11 Gardiner Ln, Osterville, MA 6 Beds \| 5.5 Baths \| 4201 Sq. Ft.	$3,093,954

Property information provided by CCIMLS when last listed in 2006. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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