274 Bridge St, Osterville, MA 02655
OFF MARKET

274 Bridge St
Osterville, MA 02655

Osterville
  • 2 Beds
  • 3 Baths
  • 2,366 sqft (on 3.75 acres)

$5,929,000

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $33,007/mo*
Refinance Your Home

$5,929,000

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $33,007/mo*
Refinance Your Home
2 Beds
3 Baths
2,366 sqft
(on 3.75 acres)

Local Information

  • Map ViewExplore the area around 274 Bridge St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
3.75 acres
Living Area
2,366 sqft
Price/Sqft
$2,506

About this House

An architectural gem on Osterville's Little Island designed to capture the spectacular views of North Bay; this Country French styled residence on 3.75 acres offers waterfront luxury, charm and secluded enjoyment of the best of Osterville and Cape Cod; a deeded deep-water dock is included with this magnificent estate offering.<br/><br/>Brokered And Advertised By: Oyster Real Estate<br/>Listing Agent: Herbert S Pheeney
274 Bridge St, Osterville, MA 02655 is a 2 bedroom, 3 bathroom, 2,366 sqft single-family home in Osterville, built in 1982. It last sold for $1,680,000 on Jun 8, 2001. It is currently off market. The Trulia Estimate is $5,929,000, with a rent estimate of $4,782/month.

Home Details for 274 Bridge St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 11

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 3.75 acres

Price History for 274 Bridge St

DatePriceEventSource
03/20/2010$4,475,000ListingRemovedAgent Provided
05/25/2009$4,475,000Listed For SaleAgent Provided
06/08/2001$1,680,000Sold
N/A

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$41,819
Assessment$5,169,200
Home facts updated by county records

Comparable Sales for 274 Bridge St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
355 Bridge St, Barnstable, MA
0.16
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
355 Bridge Street, Osterville, MA
0.17
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
18 Winfield Lane, Osterville, MA
0.59
Single-Family Home
$2,700,000
05/14/26
3
3
3,055
117 Parker Road, Osterville, MA
0.70
Single-Family Home
$1,505,000
08/29/25
3
2.5
2,443
21 Cockachoisett Lane, Osterville, MA
0.42
Single-Family Home
$2,700,000
06/18/26
4
3.5
3,015
21 Cockachoiset Ln, Barnstable, MA
0.42
Single-Family Home
$2,700,000
06/18/26
4
3.5
3,015
67 Fire Station Road, Osterville, MA
0.63
Single-Family Home
$2,000,000
03/31/26
4
4
2,999
64 Bay St, Barnstable, MA
0.63
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
117 Parker Rd, Barnstable, MA
0.70
Single-Family Home
$1,505,000
08/29/25
3
2
2,443
64 Bay Street, Osterville, MA
0.71
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 274 Bridge St.
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

6 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

12 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

26 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

Explore by feature - Washer/dryer

24 rentals with a washer/dryer in Osterville, MA

Homes for sale near 274 Bridge St

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Off Market Homes Near 274 Bridge St

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