355 Bridge Street, Osterville, MA 02655
SOLD
NOV 6, 2025

355 Bridge Street
Osterville, MA 02655

Osterville
  • 4 Beds
  • 3.5 Baths
  • 3,720 sqft (on 1 acre)

$3,000,000

Last Sold: Nov 6, 2025
3% below list $3.1M
$806/sqft
Est. Refi. Payment $16,912/mo*
Refinance Your Home

$3,000,000

Last Sold: Nov 6, 2025
3% below list $3.1M
$806/sqft
Est. Refi. Payment $16,912/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,720 sqft
(on 1 acre)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

The quintessential Cape Cod summer awaits at this gracious Osterville home set on picturesque Little Island. Savor every minute of summer with deeded rights to North Bay, and enjoying your private, fully fenced back yard with lush professional landscaping, beautiful gunite pool, firepit and outdoor dining. An expansive main floor makes the most of gathering spaces and indoor-outdoor living, with its open-concept layout, direct access to deck and screened porch. Retreat to sanctuary in your first floor primary bedroom suite with substantial bath and walk-in closet, and a peaceful outlook over the garden. Four additional bedrooms plus a bonus room over the 2-car garage provide get-away spaces and ample room for family and visitors. Call to schedule your private showing today. Buyers and agents please verify all herein.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from November 06, 2025

Home Highlights

Parking
Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$806/sqft
Listed
180+ days ago

Home Details for 355 Bridge Street

Interior Features

Interior Details
Basement: Full,Interior EntryNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3720 Square Feet
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: GardenFoundation: PouredGardenHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage
Pool
Pool: Concrete, In Ground, Heated, GunitePool
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 1

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Clapboard, Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/Remodeled, ActualParcel Number: 093 / 058/ 003

Price & Status

Price
List Price: $3,100,000Price Per Sqft: $806/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Osterville
School Information
Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

Building

Building Area
Building Area: 3720 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Miscellaneous

BasementMls Number: 22504640Showing Requirements: Appointment Required, Call Listing Agent
Last check for updates: about 21 hours ago
Listed by Ellen Valentgas, (508) 648-5086
Sotheby's International Realty
Bought with: Sam C Traywick, (508) 360-4257, Craigville Realty Co
Source: CCIMLS, MLS#22504640

Price History for 355 Bridge Street

DatePriceEventSource
11/06/2025$3,000,000Sold
CCIMLS #22504640
09/20/2025$3,100,000PendingCCIMLS #22504640
09/18/2025$3,100,000Listed For SaleCCIMLS #22504640
12/04/2019$10,000ListingRemovedAgent Provided
11/22/2019$10,000Listed For RentAgent Provided
10/29/2015$1,375,000Sold
CCIMLS #21506342
07/02/2015$1,399,000Listed For SaleAgent Provided
04/06/2014$1,325,000ListingRemovedAgent Provided
04/06/2014$1,325,000PendingAgent Provided
04/04/2014$1,200,000Sold
CCIMLS #21400004
09/18/2013$1,325,000PriceChange
Agent Provided
07/31/2013$1,450,000PriceChange
Agent Provided
04/13/2013$1,500,000PriceChange
Agent Provided
12/18/2012$1,595,000Listed For SaleAgent Provided
06/09/1998$654,000Sold
N/A

Market trends in Barnstable

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$680K
$5.83KMoM
Sale-to-List Price
98.3%
0.6%MoM
Price per sq ft
$418
$3MoM
Available listings
322
87MoM
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Property Tax and Assessment

Year2025
Tax$20,957
Assessment$2,590,500
Home facts updated by county records

Homeowner tools

Estimated monthly rent$6,613/mo
List your home for rent

Comparable Sales for 355 Bridge Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
355 Bridge St, Barnstable, MA
0.01
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
405 Bridge St, Barnstable, MA
0.06
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
405 Bridge Street, Osterville, MA
0.07
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
47 Great Bay Rd, Barnstable, MA
0.09
Single-Family Home
$2,500,000
07/02/25
3
3
1,960
47 Great Bay Road, Osterville, MA
0.09
Single-Family Home
$2,500,000
07/02/25
3
3
1,960
88 Bridge St, Barnstable, MA
0.50
Single-Family Home
$2,400,000
06/26/25
4
4
4,192
88 Bridge Street, Osterville, MA
0.50
Single-Family Home
$2,400,000
06/26/25
4
4
4,192
18 Winfield Lane, Osterville, MA
0.68
Single-Family Home
$2,700,000
05/14/26
3
3
3,055
245 North Bay Road, Osterville, MA
0.49
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637

Nearby homes

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Assigned Schools

These are the assigned schools for 355 Bridge Street.
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

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Homes for sale near 355 Bridge Street

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Off Market Homes Near 355 Bridge Street

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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.
355 Bridge Street, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,720 sqft single-family home built in 1998. 355 Bridge Street is located in Osterville, Osterville. This property is not currently available for sale. 355 Bridge Street was last sold on Nov 6, 2025 for $3,000,000 (3% lower than the asking price of $3,100,000). The current Trulia Estimate for 355 Bridge Street is $3,073,300.