156 E Bay Road
Osterville, MA 02655
Osterville
4 Beds
5 Baths
3,924 sqft (on 0.62 acres)
4 Beds
5 Baths
3,924 sqft
(on 0.62 acres)
Local Information
- Map ViewExplore the area around 156 E Bay Road.
- Schools2 Elementary Schools2 Middle Schools1 High School
- Shop & Eat
-- mins to
Description
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 Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
$879
Listed
29 days ago
Home Details for 156 E Bay Road
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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 |
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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 |
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Cumulative Days on Market: 14Days on Market: 29 |
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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 |
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Price List Price: $3,450,000Price Per Sqft: $879 |
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MLS Status: Active |
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Direction & Address City: Osterville |
School Information Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable |
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Listing Agent Listing ID: 22602593 |
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Building Area Building Area: 3924 Square Feet |
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No HOA |
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Lot Area: 0.62 acres |
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Special Conditions: Standard |
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BasementMls Number: 22602593Showing Requirements: Appointment Required, Yard Sign |
Last check for updates: about 5 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.
Market trends in Barnstable
Last updated May 2026
Avg. sale price
$673K
$7.5KMoM
Sale-to-List Price
98.1%
0.3%MoM
Price per sq ft
$432
$14MoM
Available listings
343
21MoM
Price History for 156 E Bay Road
| Date | Price | Event | Source |
|---|---|---|---|
| 06/04/2026 | $3,450,000 | Listed For Sale | CCIMLS #22602593 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $17,134 |
| Assessment | $2,117,900 |
Home facts updated by county records
Comparable Sales for 156 E Bay Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.17 | Single-Family Home | $4,200,000 | 08/08/25 | 7 | 5.5 | 4,375 | |
0.18 | Single-Family Home | $4,200,000 | 08/08/25 | 7 | 5.5 | 4,375 | |
0.33 | Single-Family Home | $3,200,000 | 05/14/26 | 4 | 4.5 | 2,752 | |
0.53 | Single-Family Home | $3,995,000 | 06/01/26 | 5 | 4.5 | 6,239 | |
0.54 | Single-Family Home | $3,995,000 | 06/01/26 | 5 | 4.5 | 6,239 | |
0.41 | Single-Family Home | $1,349,000 | 05/08/26 | 4 | 2.5 | 2,976 | |
0.58 | Single-Family Home | $3,375,000 | 07/15/25 | 5 | 5.5 | 5,421 | |
0.58 | Single-Family Home | $3,375,000 | 07/15/25 | 5 | 5.5 | 5,421 | |
0.48 | Single-Family Home | $1,220,000 | 09/03/25 | 3 | 3.5 | 3,226 | |
0.26 | Single-Family Home | $1,500,000 | 07/11/25 | 3 | 2.5 | 1,471 |
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SOLDJAN 20, 2026Sotheby's International Realty
SOLDJAN 20, 2026Susan Crasnick, Sotheby's International Realty
OFF MARKETJohn Hopkins, Frank Sullivan Real Estate, LLC
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Assigned Schools
These are the assigned schools for 156 E Bay Road.
- Barnstable High School
- 8-12
- Public
- 1581 Students
3/10GreatSchools RatingParent Rating AverageBarnstable High School has been fabulous for our son! He was at Sturgis Charter for one year and it really turned him off to school as the teachers did not make him feel welcome and were not supportive. What a difference at Barnstable! The teachers were supportive and gave him the structure he needed to succeed. Also, the variety of sports and other activities at BHS is amazing. He loved being part of various sports teams and other activities. We cannot be more thrilled with the combination of academic rigor, supportive teachers, counselors and administrators and extracurricular activities. We're glad he's a BHS Red Raider. This is the best high school on Cape Cod.Parent Review11y ago - Barnstable Intermediate School
- 6-7
- Public
- 581 Students
4/10GreatSchools RatingParent Rating AverageDecent-food isn't great, as sometimes/often hair found in it. absolutely amazing advanced academics, most teachers i've had don't remind you to turn in assignments/ didn't notify me on failed assignments. Teachers aren't great at updating grades till the last minute, admin has to announce everyday that they need to post attendance. They don't usually resolve conflicts very well.Student Review3y ago - West Villages Elementary School
- K-3
- Public
- 397 Students
8/10GreatSchools RatingParent Rating Average
No reviews available for this school. - Barnstable United Elementary School
- 4-5
- Public
- 723 Students
3/10GreatSchools RatingParent Rating AverageNo reviews available for this school. 
Check out schools near 156 E Bay Road.
Neighborhood Overview
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.
LGBTQ Local Legal Protections
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 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.