355 Bridge Street, Osterville, MA 02655
Property image
Property image
OFF MARKET

$3,055,000

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

355 Bridge Street, Osterville, MA 02655

Osterville
Est. Refi. Payment $17,626/mo*
Refinance Your Home
Currently Off Market - Sold Nov 6, 2025 for $3,000,000

Home Value

Trulia Estimate
$3.06M
Since last month
Increased$85K (+2.8%)
Since last year
Increased$72K (+2.4%)
Since last sale
Increased$75K (+2.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +117% in the last 10 years
MonthEstimated value
2026
August 2026$3.08M
August 2026$3.06M
July 2026$2.99M
June 2026$3.15M
May 2026$3.03M
April 2026$2.98M
March 2026$2.99M
February 2026$3.02M
January 2026$3.02M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
30 Cockachoiset Lane, Osterville, MA
0.52
Single-Family Home
$3,900,000
09/02/26
4
4.5
4,241
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
245 N Bay Rd, Barnstable, MA
0.52
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
21 Cockachoisett Lane, Osterville, MA
0.52
Single-Family Home
$2,700,000
06/18/26
4
3.5
3,015
21 Cockachoiset Ln, Barnstable, MA
0.52
Single-Family Home
$2,700,000
06/18/26
4
3.5
3,015

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
355 Bridge St, Barnstable, MA 02630
0.01
-
4
3.5
3,720
Off Market
405 Bridge St, Barnstable, MA 02630
0.06
$4,400,000
5
6
6,768
Recently Sold
405 Bridge Street, Osterville, MA 02655
0.07
$4,400,000
5
6
6,768
Recently Sold
356 Bridge Street, Osterville, MA 02655
0.04
$2,636,200
4
4.5
2,268
Off Market
356 Bridge St, Barnstable, MA 02630
0.04
-
4
4.5
2,268
Off Market
28 Bayview Road, Osterville, MA 02655
0.09
$3,971,800
3
2.5
2,405
Off Market
47 Great Bay Rd, Barnstable, MA 02630
0.08
-
3
3
1,960
Off Market
47 Great Bay Road, Osterville, MA 02655
0.09
$2,563,700
3
3
1,960
Off Market
313 Bridge Street, Osterville, MA 02655
0.08
$4,950,000
5
7.5
5,970
For Sale
104 Great Bay Road, Osterville, MA 02655
0.13
$9,022,100
4
4
3,382
Off Market
104 Great Bay Rd, Barnstable, MA 02630
0.14
-
4
4
3,382
Off Market

Local Information

  • Map ViewExplore the area around 355 Bridge Street.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
1 acre lot
3,720 sqft
$821/sqft
Garage

About this House

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.
355 Bridge Street, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,720 sqft single-family home in Osterville, built in 1998. It last sold for $3,000,000 on Nov 6, 2025 (3% below the $3,100,000 asking price). More recently, it was listed as a rental in November 2019 with an asking price of $10,000 per month. That rental listing was removed on December 4, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,055,000, with a rent estimate of $6,372/month.
Last check for updates: about 4 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

Home Details for 355 Bridge Street

Interior Features

Interior Details
Basement: FullNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Oil, Water Heater
Heating & Cooling
Heating: OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Oil
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Garden, Underground Sprinkler System, OtherGarden
Parking & Garage
Number of Garage Spaces: 2Has a GarageParking Spaces: 2Parking: Garage
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 1

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Clapboard, Shingle Siding
Property Information
Parcel Number: 093 / 058/ 003

Price & Status

Price
List Price: $3,100,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Osterville

Building

Building Area
Building Area: 3720 Square Feet

Lot Information

Lot Area: 1 Acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22504640Attribution Contact: 508-648-5086Showing Requirements: Appointment Required, Call Listing Agent

Price and Tax history

DateEventPrice
Nov 6, 2025
Source: CCIMLS #22504640
Sold
$3,000,000
Sep 20, 2025
Source: CCIMLS #22504640
Pending
$3,100,000
Sep 18, 2025
Source: CCIMLS #22504640
Listed For Sale
$3,100,000
Dec 4, 2019
Source: Agent Provided
ListingRemoved
$10,000
Nov 22, 2019
Source: Agent Provided
Listed For Rent
$10,000

Market trends in Barnstable

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$681K
$20.33KMoM
Sale-to-List Price
98.2%
Price per sq ft
$461
$19MoM
Available listings
346
20MoM

Around this home

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

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 2026-09-11 14:15:15 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 355 Bridge Street

  • What is 355 Bridge Street estimated to be worth?
    Trulia's estimated value for 355 Bridge Street in Osterville, MA is $3,055,000.
  • What is the price history for 355 Bridge Street?
    355 Bridge Street in Osterville, MA last sold for $3,000,000 in November 2025.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $681K. That is down $20.33K from the prior month.
  • Does 355 Bridge Street have air conditioning?
    Yes, 355 Bridge Street in Osterville, MA has air conditioning.
  • How big is the lot at 355 Bridge Street?
    The lot at 355 Bridge Street in Osterville, MA is about 1 acre.

Explore by feature - Pet Friendly

11 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

11 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

33 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

6 rentals with a pool in Osterville, MA

Explore by feature - Washer/dryer

41 rentals with a washer/dryer in Osterville, MA

Explore by feature - Outdoor Space

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 355 Bridge Street

Skip to last item
Skip to first item

Homes for sale near 355 Bridge Street

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item