255 E Bay Rd, Osterville, MA 02655
OFF MARKET

255 E Bay Rd
Osterville, MA 02655

Osterville
  • 7 Beds
  • 6 Baths
  • 4,356 sqft (on 1.15 acres)

$3,828,500

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $21,501/mo*
Refinance Your Home

$3,828,500

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $21,501/mo*
Refinance Your Home
7 Beds
6 Baths
4,356 sqft
(on 1.15 acres)

Local Information

  • Map ViewExplore the area around 255 E Bay Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1900
Lot Size
1.15 acres
Living Area
4,356 sqft
Price/Sqft
$879

About this House

This single-family home is located at 255 E Bay Rd, Osterville, MA. 255 E Bay Rd is in the Osterville neighborhood in Osterville, MA and in ZIP code 02655. This property has 7 bedrooms, 6 bathrooms and approximately 4,356 sqft of floor space. This property has a lot size of 1.15 acres and was built in 1900.
255 E Bay Rd, Osterville, MA 02655 is a 7 bedroom, 6 bathroom, 4,356 sqft single-family home in Osterville, built in 1900. It is currently off market. The Trulia Estimate is $3,828,500, with a rent estimate of $7,221/month.

Home Details for 255 E Bay Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 15

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Lot Information

Lot Area: 1.15 acres

Market trends in Barnstable

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$702K
$29.31KMoM
Sale-to-List Price
98.2%
0.1%MoM
Price per sq ft
$442
$11MoM
Available listings
366
23MoM
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Property Tax and Assessment

Year2025
Tax$26,265
Assessment$3,246,600
Home facts updated by county records

Comparable Sales for 255 E Bay Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
439 Sea View Avenue, Osterville, MA
0.92
Single-Family Home
$5,800,000
02/18/26
6
5
4,021
391 Sea View Ave, Barnstable, MA
0.86
Single-Family Home
$10,500,000
12/16/25
6
5.5
6,830
268 Parker Rd, Barnstable, MA
0.63
Single-Family Home
$3,995,000
06/01/26
5
4.5
6,239
391 Sea View Avenue, Osterville, MA
0.86
Single-Family Home
$10,500,000
12/16/25
6
5.5
6,830
268 Parker Road, Osterville, MA
0.64
Single-Family Home
$3,995,000
06/01/26
5
4.5
6,239
125 Wianno Circle, Osterville, MA
0.40
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752
567 Sea View Avenue, Osterville, MA
1.05
Single-Family Home
$2,950,000
03/26/26
7
4
4,328
64 Bay Street, Osterville, MA
0.87
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
92 Wianno Circle, Osterville, MA
0.37
Single-Family Home
$1,490,000
05/29/26
3
3
2,459
64 Bay St, Barnstable, MA
0.94
Single-Family Home
$2,550,000
12/04/25
4
5
2,812

Nearby homes

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Assigned Schools

These are the assigned schools for 255 E Bay Rd.
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
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
    "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
    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

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

10 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

16 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

31 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

8 rentals with a pool in Osterville, MA

Explore by feature - Washer/dryer

34 rentals with a washer/dryer in Osterville, MA

Explore by feature - Outdoor Space

Homes for sale near 255 E Bay Rd

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Off Market Homes Near 255 E Bay Rd

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Frequently asked questions about 255 E Bay Rd

  • What is 255 E Bay Rd estimated to be worth?
    Trulia's estimated value for 255 E Bay Rd in Osterville, MA is $3,828,500.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $702K. That is up $29.31K from the prior month.
  • 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 recently sold homes in Osterville, MA.
  • How big is the lot at 255 E Bay Rd?
    The lot at 255 E Bay Rd in Osterville, MA is about 1.2 acres.