156 E Bay Road, Osterville, MA 02655
Property image
Property image
FOR SALE
0.62 ACRES

$3,450,000

  • 4 Beds
  • 5 Baths
  • 3,924 sqft (on 0.62 acres)

156 E Bay Road, Osterville, MA 02655

Osterville
Est. Mortgage $20,284/mo*
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Home Highlights

Single-Family Home
Built in 1915
0.62 acre lot
$879/sqft
Garage

Local Information

  • Map ViewExplore the area around 156 E Bay Road.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Laundry roomShed for storage
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.
Last check for updates: about 6 hours ago
Listing courtesy of Barbara Corcoran, (508) 648-7569
William Raveis Real Estate & Home Services
Kaitlyn Ramsey, (774) 313-7392
William Raveis Real Estate & Home Services
Source: CCIMLS, MLS#22602593
Also Listed on CCIMLS.

Home Details for 156 E Bay Road

Interior Features

Interior Details
Number of Rooms: 9
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 5
Appliances & Utilities
Appliances: Oil, Water Heater
Heating & Cooling
Heating: Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Hardwood, Carpet
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Carpet

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: PatioExterior: GardenGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Detached,Driveway,Unpaved
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 137Days on Market: 138

Property Information

Year Built
Year Built: 1915
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Clapboard
Property Information
Parcel Number: OSTE M:140 L:165

Price & Status

Price
List Price: $3,450,000Price Per Sqft: $879

Active Status

MLS Status: Active

Location

Direction & Address
City: Osterville

Agent Information

Listing Agent
Listing ID: 22602593

Building

Building Area
Building Area: 3924 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.62 acres

Listing Info

Special Conditions: Standard

Miscellaneous

Mls Number: 22602593Showing Requirements: Appointment Required, Yard Sign

Around this home

Neighborhood Overview

Osterville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

This October

Trick-or-Treat Score

Built from what locals say about Osterville.
  • 63% say neighbors are friendly
  • 63% say there's holiday spirit
  • 40% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 22 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 83 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say yards are well-kept

  • 73 % Say it's quiet

  • 71 % Say it's dog friendly

  • 63 % Say neighbors are friendly

  • 63 % Say there's holiday spirit

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 49 % Say it's walkable to restaurants

  • 40 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 27 % Say there are sidewalks

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jacqueline Hicks
    "This area lacks decent public transportation. Having a car is extremely helpful. The is the bus system but it isn’t that reliable and it doesn’t have lots of stops and routes so one has to walk a distance to get to path of bus"
    1
    Flag
  • Trulia User
    "moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
    0
    Flag
  • Purplevelvet917
    "The bus goes by only once an hour each way. A car is helpful. Summer traffic make the commute slow so allow for extra time."
    1
    Flag
  • Joshtweaver
    "Very friendly upscale area with beautiful scenery. Great for a summer vacation. Very peaceful. Can get quiet at times so if you’re looking for excitement you may want to look elsewhere. "
    14
    Flag
  • Joshtweaver
    "Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
    0
    Flag
  • Ashleighmaeb
    "An hour and a half drive back to Boston if your lucky. You can fly which is way more convenient but driving is the cheapest. It’s our summer home so we don’t care that much since we’re down all summer."
    2
    Flag
  • Hudson
    "I’ve lived in this neighborhood for over 3 years and love it. The neighbors are nice and there are lots of kids and young families."
    0
    Flag
  • bagleyheath
    "Ostervile, lovely place apart from the people. Rude arrogant, dont you know who I am? types where the rules of civilty only apply to others. If you are in the top 1% or aspire to be you'll love it."
    1
    Flag

Market trends in Barnstable

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$677K
$5.15KMoM
Sale-to-List Price
98.4%
0.2%MoM
Price per sq ft
$469
$5MoM
Available listings
282
27MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$3.15M
Since last month
Decreased$9K (-0.3%)
Since last year
Increased$670K (+27.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +135% in the last 10 years
MonthEstimated value
2026
October 2026$3.13M
September 2026$3.14M
August 2026$3.11M
July 2026$3.12M
June 2026$3.19M
May 2026$2.61M
April 2026$2.57M
March 2026$2.5M
February 2026$2.41M
January 2026$2.34M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
82 Crystal Lake Road, Osterville, MA
0.34
Single-Family Home
$3,475,000
08/17/26
4
4
4,364
125 Wianno Circle, Osterville, MA
0.33
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752
268 Parker Road, Osterville, MA
0.54
Single-Family Home
$3,995,000
06/01/26
5
4.5
6,239
77 Robbins Street, Osterville, MA
0.41
Single-Family Home
$1,349,000
05/08/26
4
2.5
2,976
92 Wianno Circle, Osterville, MA
0.34
Single-Family Home
$1,490,000
05/29/26
3
3
2,459
30 Cockachoiset Lane, Osterville, MA
0.92
Single-Family Home
$3,900,000
09/02/26
4
4.5
4,241
146 Scudder Road, Osterville, MA
0.39
Single-Family Home
$2,500,000
08/12/26
3
4
2,650
64 Bay Street, Osterville, MA
0.78
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
92 Wianno Cir, Barnstable, MA
0.34
Single-Family Home
$1,490,000
05/29/26
3
2
2,459
67 Fire Station Road, Osterville, MA
0.90
Single-Family Home
$2,000,000
03/31/26
4
4
2,999

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
170 E Bay Rd, Osterville, MA 02655
0.02
$2,456,300
4
2.5
2,106
Off Market
150 E Bay Rd, Osterville, MA 02655
0.04
$8,954,000
6
6.5
6,865
Off Market
167 E Bay Rd, Osterville, MA 02655
0.04
$3,431,800
4
3
2,487
Off Market
167 E Bay Rd, Barnstable, MA 02630
0.04
-
-
-
-
Off Market
184 E Bay Rd, Osterville, MA 02655
0.05
$4,552,800
5
7
6,393
Off Market
184 E Bay Rd, Barnstable, MA 02630
0.05
-
-
-
-
Off Market
134 E Bay Rd, Barnstable, MA 02630
0.05
-
-
-
-
Off Market
134 E Bay Rd, Osterville, MA 02655
0.05
$3,064,900
3
2.5
2,006
Off Market
173 E Bay Rd, Osterville, MA 02655
0.05
$2,462,700
3
4
2,895
Off Market
149 E Bay Rd, Barnstable, MA 02630
0.06
-
-
-
-
Off Market
149 East Bay Road, Osterville, MA 02655
0.06
$4,310,300
4
3.5
3,100
Off Market
137 E Bay Rd, Osterville, MA 02655
0.06
$4,419,100
5
4.5
5,763
Off Market
137 E Bay Rd, Barnstable, MA 02630
0.06
-
-
-
-
Off Market
38 York Ter, Osterville, MA 02655
0.06
$2,531,700
4
4
2,640
Off Market
38 York Ter, Barnstable, MA 02630
0.06
-
-
-
-
Off Market
146 E Bay Rd, Osterville, MA 02655
0.07
$6,400,900
5
4
3,716
Off Market
120 E Bay Rd, Osterville, MA 02655
0.07
$2,956,600
5
4
1,976
Off Market
202 E Bay Rd, Osterville, MA 02655
0.08
$3,655,000
8
6
4,694
Off Market
36 York Ter, Osterville, MA 02655
0.08
$2,280,900
4
3
2,292
Off Market
145 E Bay Rd, Osterville, MA 02655
0.09
$2,692,400
5
4
3,252
Off Market

Price and Tax history

DateEventPrice
Jun 4, 2026
Source: CCIMLS #22602593
Listed For Sale
$3,450,000

LGBTQ Local Legal Protections

Barbara Corcoran, William Raveis Real Estate & Home Services
Agent Phone: (508) 648-7569
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 CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. 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. This site was last updated 2026-10-20 00:14:32 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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Frequently asked questions about 156 E Bay Road

  • What is the estimated monthly payment for 156 E Bay Road?
    Based on a $3,450,000 list price with 20% down at today's rates, the estimated monthly payment for 156 E Bay Road in Osterville, MA is approximately $21,065 (about $19,236 principal & interest, $1,754 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 156 E Bay Road compare to homes in Osterville?
    156 E Bay Road in Osterville, MA is listed at $3,450,000, about 409% above the $677K median sale price in Osterville.
  • What do residents say about Osterville?
    Residents describe Osterville, MA as easy to park in, well-kept, and quiet. Most residents say you need a car. See homes for sale in Osterville, MA.
  • What are the closest schools to 156 E Bay Road?
    The closest schools to 156 E Bay Road in Osterville, MA are Barnstable High School (Middle, rated 3/10), Barnstable Intermediate School (rated 4/10), Barnstable United Elementary School (rated 3/10).
  • Does 156 E Bay Road have a yard?
    Yes, 156 E Bay Road in Osterville, MA has a yard.
  • How big is the lot at 156 E Bay Road?
    The lot at 156 E Bay Road in Osterville, MA is about 0.62 acres (27,007 sq ft).
156 E Bay Road, Osterville, MA 02655 is a 4 bedroom, 5 bathroom, 3,924 sqft single-family home built in 1915. 156 E Bay Road is located in Osterville, Osterville. This property is currently available for sale and was listed by CCIMLS on Jun 3, 2026. The MLS # for this home is MLS# 22602593.