156 E Bay Road, Osterville, MA 02655
Barnstable County
Key Facts
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Colonial / Other
Year Built
1915
Living Area
3,924 sq ft
Lot Size
0.62 acres
Garage Spaces
2
Zoning
Rc;Rf-
Days on Market
39
MLS® Listing#
22602593
Property Features
Exterior
Cooling
Flooring
Fireplace
Basement
Laundry
Patio
Fencing
Lot Features
Construction
Foundation
Roof
Sewer
Rooms
- Bedroom 2Second
- Bedroom 3Second
- Bedroom 4Second
- KitchenFirst
- Living RoomFirst
- Master BedroomSecond
Financial Details
HOA
None
Annual Taxes
$15,388
Tax year 2026
Assessed Value
$2,263,000
Parcel Number
OSTE M:140 L:165
Directions
Use GPS. Osterville Mainstreet to East Bay Road.
Affordability Calculator
$690,000
Estimated monthly payment
$18,362/mo
Principal $2,760,000 · Est. interest $3,850,446 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Osterville, MA
- $1,000,000
- Median Listing Price
- 59
- Median Days on Market
- 3,133
- Median Sq Ft
- $725
- Median Price / Sq Ft
- 36
- Active Listings
- This home’s price is 245% above the area median.
- Its price per sq ft is 21% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Osterville, MA.
Location
- 156 E Bay Road, Osterville, MA 02655
Points of Interest in Osterville, MA
Showing the Osterville area map.
Nearby Schools
Bright Promises Pre School
School · 0.9 mi away
Cape Cod Academy
School · 1.3 mi away
Centerville Elementary
Elementary · 1.9 mi away
Bayberry Christian School
School · 2.0 mi away
Barnstable United Elementary School
Elementary · 2.5 mi away
West Villages Elementary School
Elementary · 2.6 mi away
Marstons Mills Elementary School
Elementary · 2.6 mi away
Fair Acres Country Day School
Elementary · 3.2 mi away
Vanguard Tabletop Gaming
School · 3.3 mi away
Waldorf School of Cape Cod
School · 3.4 mi away
Barnstable High School
Secondary · 3.5 mi away
Hyannis West Elementary School
Elementary · 3.5 mi away
Barnstable Intermediate School
Secondary · 3.6 mi away
Sturgis West
School · 4.1 mi away
Sturgis Charter Public School
School · 4.2 mi away
Mashpee Creative Childrens Center
School · 4.7 mi away
Barnstable Community Innovation School
Elementary · 4.7 mi away
Crystal Garden Children's Learning Center
School · 4.8 mi away
St. John Paul II School
Secondary · 4.9 mi away
Sturgis Charter Public School
Secondary · 5.0 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 12 Cockachoiset Lane, Osterville, MA | $2,950,000 | 3 | 3 | 3,178 |
| 140 Seapuit Road, Osterville, MA | $3,500,000 | 4 | 5 | 5,049 |
| 30 Cockachoiset Lane, Osterville, MA | $3,900,000 | 4 | 5 | 4,241 |
| 280 Ice Valley Road, Osterville, MA | $3,900,000 | 4 | 6 | 3,557 |
Moving Cost Estimate
EXIT Agents in Osterville
Listing Courtesy: William Raveis Real Estate & Home Services - 5084283320
Presented by: Barbara Corcoran
Last Updated: 2026-06-03