Raymond M. Hall, REALTOR® | (508) 221-2544 | ray@ricottarealestate.com | 1181 Main Street, Chatham, MA 02633
$3,450,000

156 E Bay Road, Osterville, MA 02655

4 Beds 5 Full Baths 3,924 Sq Ft 0.62 acres 2 Car Garage
MLS# 22602593 · Residential / (Single Family Residence)
Listed: 06/03/26 (listing data as of 07/30/26 at 3:57 pm)

About This Property

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 TypeResidential
(Single Family Residence)
StatusActive
MLS Number22602593
Year Built1915
Annual Taxes$15,388 (2026)
Total Assessment$2,263,000
Square Footage3,924
Price/Sq Ft$879/sq ft
Additional Finished Space1,500 sqft
Lot Size0.62 acres
Bedrooms4
Full Baths5
RenovatedYes
Year Renovated1980
Heat Source Forced Air, Natural Gas
Add'l Heating Forced Air
Cooling A/C None
Garage Spaces2
Days on Market56
WaterfrontNo
Miles to Beach.1 - .3
Fireplaces1
Lot Features Fenced/Enclosed, Level

Bedroom Details

Primary Bedroom

  • Second Floor
  • Closet

Bedroom 2

  • Second Floor
  • Closet

Bedroom 3

  • Second Floor
  • Closet

Bedroom 4

  • Second Floor
  • Closet

Living Area Details

Living Room

  • First Floor
  • Built-Ins
  • Other Type of Fireplace
  • Wood Flooring

Kitchen

  • First Floor

Laundry Room

  • Basement

Convenient To

  • Conservation Area
  • Golf Course
  • House of Worship
  • In Town Location
  • School
  • Shopping
  • Convenient to Dowses

Exterior Features

  • Garden
  • Private Yard

Interior Features

  • Attic Storage

Location

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Listing Courtesy of: Barbara Corcoran / William Raveis Real Estate & Home Services
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. (CCIMLS). Real estate listings provided by CCIMLS and held by brokerage firms other than John C. Ricotta & Associates are marked with the CCIMLS BR Logo and detailed information includes, at minimum, the name of the listing agent and broker attribution assigned by the listing broker. This site was last updated 07/30/2026. Neither the listing broker nor John C. Ricotta & Associates 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.