Is a car needed in Osterville, Barnstable, MA?

As of early 2026, 91% of users say car is needed

Is parking easy in Osterville, Barnstable, MA?

As of early 2026, 83% of users say parking is easy

Is there wildlife in Osterville, Barnstable, MA?

As of early 2026, 78% of users say there's wildlife

Are yards well-kept in Osterville, Barnstable, MA?

As of early 2026, 76% of users say yards are well-kept

Is Osterville, Barnstable, MA quiet?

As of early 2026, 73% of users say it's quiet

Is Osterville, Barnstable, MA dog-friendly?

As of early 2026, 71% of users say it's dog friendly

Are neighbors friendly in Osterville, Barnstable, MA?

As of early 2026, 63% of users say neighbors are friendly

Does Osterville, Barnstable, MA show holiday spirit?

As of early 2026, 63% of users say there's holiday spirit

Do residents of Osterville, Barnstable, MA plan to stay at least 5 years?

As of early 2026, 59% of users say they plan to stay for at least 5 years

Would people walk alone at night in Osterville, Barnstable, MA?

As of early 2026, 57% of users say people would walk alone at night

Do kids play outside in Osterville, Barnstable, MA?

As of early 2026, 50% of users say kids play outside

Is Osterville, Barnstable, MA walkable to restaurants?

As of early 2026, 49% of users say it's walkable to restaurants

Are there community events in Osterville, Barnstable, MA?

As of early 2026, 40% of users say there are community events

Is Osterville, Barnstable, MA walkable to grocery stores?

As of early 2026, 38% of users say it's walkable to grocery stores

Does Osterville, Barnstable, MA have sidewalks?

As of early 2026, 27% of users say there are sidewalks

Are the streets well-lit in Osterville, Barnstable, MA?

As of early 2026, 25% of users say streets are well-lit

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 $19,831 (about $18,002 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 406% above the $681K 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 laundry facilities?

Yes, 156 E Bay Road in Osterville, MA has laundry facilities.

Does 156 E Bay Road have a yard?

Yes, 156 E Bay Road in Osterville, MA has a yard.

FOR SALE

0.62 ACRES

156 E Bay Road
Osterville, MA 02655

Osterville

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

$3,450,000

Est. Mortgage $19,474/mo*

Get Pre-Qualified

$3,450,000

Est. Mortgage $19,474/mo*

Get Pre-Qualified

4 Beds

5 Baths

3,924 sqft

(on 0.62 acres)

Home Highlights

Parking

Garage

Outdoor

Patio

Climate Control

Heating only

Price/Sqft

$879

Listed

75 days ago

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

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.

Home Details for 156 E Bay Road

Interior Features
Interior Details Basement: Interior EntryNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout Living Area: 3924 Square Feet
Appliances & Utilities Laundry: Laundry Room, In Basement
Heating & Cooling Heating: Has Heating Unspecified TypeNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa Number of Fireplaces: 1Fireplace: OtherHas a Fireplace
Windows, Doors, Floors & Walls Flooring: Hardwood, Carpet
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood, Carpet

Exterior Features
Exterior Home Features Roof: Asphalt ShinglePatio / Porch: PatioFencing: FencedExterior: GardenFoundation: BlockGardenNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Shell
Frontage Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Septic Tank, Septic Tank

Days on Market
Cumulative Days on Market: 68Days on Market: 75

Property Information
Year Built Year Built: 1915Year Renovated: 1980
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial, Other
Building Construction Materials: ClapboardNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information Condition: Updated/Remodeled, ActualParcel 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
School Information Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

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

Last check for updates: about 9 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 MLS PIN, MLS PIN, CCIMLS.

Market trends in Barnstable

Last updated July 2026

Avg. sale price

$681K

$20.33KMoM

Sale-to-List Price

98.2%

Price per sq ft

$461

$19MoM

Available listings

346

20MoM

Price and Tax history

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

Year	Property tax	Tax assessment
2025	$17,134	$2,117,900

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Home Value

Trulia Estimate

$3.12M

Since last month

$68K (-2.1%)

Since last year

$560K (+21.9%)

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 +136% in the last 10 years

Month	Estimated value
2026
August 2026	$3.12M
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
December 2025	$2.43M
November 2025	$2.48M
October 2025	$2.46M
September 2025	$2.5M
August 2025	$2.53M
July 2025	$2.56M
June 2025	$2.61M
May 2025	$2.63M
April 2025	$2.61M
March 2025	$2.54M
February 2025	$2.46M
January 2025	$2.45M
2024
December 2024	$2.5M
November 2024	$2.63M
October 2024	$2.49M
September 2024	$2.44M
August 2024	$2.46M
July 2024	$2.46M
June 2024	$2.46M
May 2024	$2.47M
April 2024	$2.36M
March 2024	$2.35M
February 2024	$2.33M
January 2024	$2.32M
2023
December 2023	$2.35M
November 2023	$2.5M
October 2023	$2.44M
September 2023	$2.46M
August 2023	$2.43M
July 2023	$2.52M
June 2023	$2.43M
May 2023	$2.32M
April 2023	$2.25M
March 2023	$2.17M
February 2023	$2.13M
January 2023	$2.12M
2022
December 2022	$2.15M
November 2022	$2.19M
October 2022	$2.25M
September 2022	$2.23M
August 2022	$2.26M
July 2022	$2.31M
June 2022	$2.32M
May 2022	$2.28M
April 2022	$2.18M
March 2022	$2.07M
February 2022	$1.95M
January 2022	$1.98M
2021
December 2021	$1.99M
November 2021	$1.93M
October 2021	$1.94M
September 2021	$1.9M
August 2021	$1.9M
July 2021	$1.96M
June 2021	$1.92M
May 2021	$1.91M
April 2021	$1.84M
March 2021	$1.72M
February 2021	$1.67M
January 2021	$1.67M
2020
December 2020	$1.64M
November 2020	$1.61M
October 2020	$1.57M
September 2020	$1.58M
August 2020	$1.57M
July 2020	$1.56M
June 2020	$1.55M
May 2020	$1.56M
April 2020	$1.4M
March 2020	$1.32M
February 2020	$1.28M
January 2020	$1.25M
2019
December 2019	$1.23M
November 2019	$1.23M
October 2019	$1.24M
September 2019	$1.26M
August 2019	$1.25M
July 2019	$1.24M
June 2019	$1.25M
May 2019	$1.29M
April 2019	$1.28M
March 2019	$1.25M
February 2019	$1.29M
January 2019	$1.45M
2018
December 2018	$1.44M
November 2018	$1.43M
October 2018	$1.4M
September 2018	$1.38M
August 2018	$1.31M
July 2018	$1.34M
June 2018	$1.35M
May 2018	$1.26M
April 2018	$1.23M
March 2018	$1.26M
February 2018	$1.23M
January 2018	$1.22M
2017
December 2017	$1.28M
November 2017	$1.3M
October 2017	$1.3M
September 2017	$1.28M
August 2017	$1.21M
July 2017	$1.21M
June 2017	$1.21M
May 2017	$1.2M
April 2017	$1.17M
March 2017	$1.18M
February 2017	$1.19M
January 2017	$1.26M
2016
December 2016	$1.36M
November 2016	$1.37M
October 2016	$1.33M
September 2016	$1.31M
August 2016	$1.32M

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
125 Wianno Circle, Osterville, MA	0.33	Single-Family Home	$3,200,000	05/14/26	4	4.5	2,752
268 Parker Rd, Barnstable, MA	0.53	Single-Family Home	$3,995,000	06/01/26	5	4.5	6,239
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
120 Robbins Street, Osterville, MA	0.48	Single-Family Home	$1,220,000	09/03/25	3	3.5	3,226
120 Robbins St, Barnstable, MA	0.49	Single-Family Home	$1,220,000	09/03/25	3	3.5	2,976
92 Wianno Circle, Osterville, MA	0.34	Single-Family Home	$1,490,000	05/29/26	3	3	2,459
64 Bay Street, Osterville, MA	0.69	Single-Family Home	$2,550,000	12/04/25	4	5	2,812
146 Scudder Road, Osterville, MA	0.39	Single-Family Home	$2,500,000	08/12/26	3	4	2,650
64 Bay St, Barnstable, MA	0.77	Single-Family Home	$2,550,000	12/04/25	4	5	2,812

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
149 East Bay Road, Osterville, MA 02655	0.06	$4,396,100	4	3.5	3,100	Off Market
149 E Bay Rd, Barnstable, MA 02630	0.06	-	4	3.5	3,100	Off Market
199 East Bay Road #13, Osterville, MA 02655	0.10	$1,726,000	3	3.5	3,551	Recently Sold
199 E Bay Rd #13, Barnstable, MA 02630	0.10	$1,726,000	3	3.5	3,551	Recently Sold
281 Wianno Ave, Barnstable, MA 02630	0.18	-	7	5.5	4,375	Off Market
281 Wianno Avenue, Osterville, MA 02655	0.17	$4,213,900	7	5.5	4,375	Off Market
219 Wianno Ave, Barnstable, MA 02630	0.21	-	3	2.5	2,708	Off Market
321 Wianno Avenue, Osterville, MA 02655	0.20	$3,278,000	5	4	3,424	Off Market
219 Wianno Avenue, Osterville, MA 02655	0.22	$3,514,700	3	2.5	2,708	Off Market
34 Hollingsworth Road, Osterville, MA 02655	0.26	$1,512,700	3	2	1,738	Off Market
19 E Bay Road, Osterville, MA 02655	0.26	$1,506,300	3	2.5	1,471	Off Market

Additional Cost

Around this home

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Osterville

60 Homes For You
Buy: $600k - $18.5m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

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
Resident
5mo ago
"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"
0
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Trulia User
Resident
4y ago
"moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
0
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Purplevelvet917
Resident
7y ago
"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
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Joshtweaver
Resident
7y ago
"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
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Joshtweaver
Resident
7y ago
"Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
0
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Ashleighmaeb
Resident
8y ago
"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
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Hudson
Resident
8y ago
"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
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bagleyheath
14y ago
"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
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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 $19,831 (about $18,002 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 406% above the $681K 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 laundry facilities?
Yes, 156 E Bay Road in Osterville, MA has laundry facilities.
Does 156 E Bay Road have a yard?
Yes, 156 E Bay Road in Osterville, MA has a yard.

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 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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.

156 E Bay Road Osterville, MA 02655

$3,450,000

$3,450,000

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Frequently asked questions about 156 E Bay Road

156 E Bay Road
Osterville, MA 02655