156 E Bay Road Osterville, MA ^$ 3,450,000

156 E Bay Road

^$ 3,450,000

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Recently Listed

156 E Bay Road

Osterville, MA, 02655

^$ 3,450,000

Bedrooms4 Baths5.0 Sq 3,924

Monthly Estimate*

^$ 21,242

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Single Family Home for sale in Osterville, MA

for $3,450,000 with 4 bedrooms and 5 full baths. This 3,924 square foot home was built in 1915 on a lot size of 0.62.

Location, location, location! This home located on coveted East Bay Road in Osterville boasts history, and classic Cape Cod charm. Enter the home through the large living room, and move into the quaint kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashioned into a an office space that is located to the left of the kitchen, as well at the first floor full bathroom. Upstairs are 4 bedrooms, with two bedrooms that include an ensuite bathroom. Downstairs a finished basement provides decent living space as well as washer and dryer units. A detached 2 car garage is located on just outside while the rest of the property provides plenty of space for outdoor entertainment. Just minutes form Dowses Beach, this home screams vintage Cape Cod charm and is ready for new owners who can appreciate the history behind it.

Single Family Active

Price

^$ 3,450,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 15,388

Style

Colonial, Other

Lot Size

0.62

Year Built

1915

Town/City

Osterville

County/Region

Barnstable

MLS | Web ID

22602593

Features

General

Sewer Septic Tank

Cooling None

Roof Asphalt Shingle

Zoning Rc;Rf-

Garage Spaces 2

Patio/Porch Features Patio

Architectural Style Colonial Other

Construction Materials Clapboard

Year Built 1915

Stories Count 2

Township Barnstable

Property Subtype Single Family Residence

Tax Year 2026

County Barnstable

New Construction false

Property Type Residential

HOA false

Attached Garage false

Garage Y/N true

Total Rooms 9

Full Baths 5

Status Active

Directions Use GPS. Osterville Mainstreet to East Bay Road.

City Osterville

High School District Barnstable

Lot Size Units Acres

Lot Size Square Feet 27007

Carport Y/N false

Property Attached Y/N false

Land Lease Y/N false

Tax Annual Amount 15388.4

Showing Instructions Contact Barbara Corcoran at 508-648-7569 or Kaitlyn Ramsey at (774)313-7392 for all showings

Home Warranty Y/N false

Property Condition Updated/Remodeled Actual

Building Area Units Square Feet

Primary Bedroom Level Second

Living Area Units Square Feet

Standard Status Active

Middle/Junior School District Barnstable

Elementary School District Barnstable

Tax Assessed Value 2263000

Interior

Basement Interior Entry

Flooring Hardwood Carpet

Total Fireplaces 1

Fireplace Features Other

Kitchen Level First

Air Conditioning Y/N false

Heating Y/N true

Fireplace Y/N true

Half Baths 0

Laundry Features Laundry Room In Basement

Total Bedrooms 4

Living Room Level First

Below Grade Finished Area Unit Type Square Feet

Kitchen Features Kitchen

Total Baths 5

Living Room Features Built-in Features Living Room

Bedroom 4 Features Bedroom 4 Closet

Bedroom 3 Features Bedroom 3 Closet

Bedroom 2 Features Bedroom 2 Closet

Primary Bedroom Features Closet

Bedroom 4 Level Second

Bedroom 3 Level Second

Second Bedroom Level Second

Exterior

Exterior Amenities Garden

Fencing Fenced

Parking Features Shell

Lot Features Conservation Area School House of Worship Near Golf Course Shopping In Town Location Level

Lot Size Area 0.62

Foundation Details Block

Building Area Total 3924

Lot Size Acres 0.62

Road Surface Type Paved

Lot Size Source Assessor

Waterfront Y/N false

Road Frontage Type Public

* Excluded Features

List By

Barbara Corcoran

Listing Agent

William Raveis Real Estate & Home Services

Broker

barbara.corcoran@raveis.com

Affordability Calculator

$22,525

Per Month

Monthly Principal & Interest: $21,242
Monthly Property Taxes: $1,282
Monthly Home Insurance: --

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Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Osterville, MA

Average List Price ^$3,711,726

Percent of Sale Price 8%

About Osterville, MA

3,556 Population

-11% Since 2002

^$73,497 Median Income

54.53 Median Age

14% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

4795841 Elementary School

4795840 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
6/4/2026	$3,450,000		Listed Price

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156 E Bay Road, Osterville, MA, 02655 is a Single Family Home for sale at $3,450,000 with 3,924 sqft and a lot size of 0.62. 156 E Bay Road has 4 bedrooms, 5.0 baths, and was built in 1915. The property's zip code is 02655 which is in Osterville, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Weichert Realtors include the name of the listing broker company. Neither the listing company nor Weichert Realtors shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/5/2026. All properties are subject to prior sale, changes, or withdrawal.

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156 E Bay Road

Single Family Home for sale in Osterville, MA

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