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For SaleMLS# 22602593

156 E Bay Road

Osterville, MA 02655
$3,450,000
4Beds
5Baths
3,924Sq Ft
2 carGarage
0.62 acres · Built 1915

Home For Sale in Osterville, MA

Prime location on one of Cape Cod's most coveted roads, East Bay Road in Osterville. This beautiful home is rich with character, having been repurposed from a large carriage house. It boasts history and classic Cape Cod charm. Enter the home through the large living room and move into the kitchen equipped with a bright sunroom off to the right. An old horse stable has been fashioned into an office space that is located to the left of the kitchen, with an adjacent first-floor full bathroom. Upstairs are 4 bedrooms, two of which include ensuite bathrooms. Downstairs a finished basement provides more living space as well as a laundry room and a full bath. Outside, a detached 2-car garage provides space for your vehicles as well as a shed for storage. A beautiful fenced in side yard is ideal for summer gatherings, games or just relaxing. There is also an outdoor area out back for grilling and dining, as well as an outdoor shower, perfect after a day spent at the beach. Just minutes from Dowses Beach, the East Bay boat landing, and Osterville Main Street, this home embodies vintage Cape Cod charm and is ready for a future with somebody who will appreciate its beauty and character.

Property Details

Property Type
Single Family Residence
Year Built
1915
Bedrooms
4
Bathrooms
5 full
Sq Footage
3,924
Lot / Acres
0.62 acres
County
Barnstable
Rooms Total
9
Stories
2
Garage
2 car
Flooring
Hardwood, Carpet
Fireplace
1
Roof
Asphalt, Shingle
Construction
Clapboard
HOA
no
Annual Taxes
$15,388.4
Tax Year
2026
Assessed Value
$2,263,000

Features & Amenities

Oil
Water Heater
Attic Storage
Garden
Fenced/Enclosed
Level
Patio

Interior Details

Appliances
Oil, Water Heater
Interior Features
Attic Storage

Exterior & Location Details

Exterior Features
Garden
Patio / Porch
Patio
Directions
Use GPS. Osterville Mainstreet to East Bay Road.

Listed by: Barbara Corcoran from William Raveis Real Estate

© 2026 Cape Cod & Islands Multiple Listing Service. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of CCIMLS. Information provided is deemed reliable but not guaranteed.

Location

156 E Bay Road

Osterville, MA 02655

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Alexander Malo
Alexander Malo
Wood Real Estate

Estimated Monthly Payment

$21,711

20% down · 7.1% rate · 30-yr fixed

Principal & Interest$18,548
Property Taxes$2,933
Insurance (est.)$230

Listing Details

MLS #22602593
StatusActive
List Price$3,450,000
Lot Size0.62 acres
Year Built1915

About Osterville

Median Price
$1.45M
Avg Days on Market
38
Explore Osterville
CCIMLS Data Distribution

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Wood Real Estate, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Wood Real Estate, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.