338 Main St, Osterville, MA 02655
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Property image
OFF MARKET

338 Main St
Osterville, MA 02655

Osterville
  • 4 Beds
  • 5.5 Baths
  • 3,579 sqft (on 1.46 acres)

$2,382,900

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $13,185/mo*

$2,382,900

Trulia Estimate
as of Jul 14, 2026
Est. Refi. Payment $13,185/mo*
4 Beds
5.5 Baths
3,579 sqft
(on 1.46 acres)

Local Information

  • Map ViewExplore the area around 338 Main St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Spacious home minutes from town center offers 3500 SF of living space, many updates, 1.46 acre lot, detached 2 car garage, first floor master suite, spacious eating kitchen family room, dining area, living room, an older wing with 1 or 2 BRs and BAs, 2 BRs upstairs in main part of house. Property being sold as is. Buyers/Agents should verify all info contained herein.
338 Main St, Osterville, MA 02655 is a 4 bedroom, 6 bathroom, 3,579 sqft single-family home in Osterville, built in 1800. It last sold for $450,000 on Nov 17, 2020. More recently, it was listed as a rental in December 2015 with an asking price of $4,700 per month. That rental listing was removed on December 23, 2015. It is currently off market. The Trulia Estimate is $2,382,900, with a rent estimate of $7,400/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 338 Main St

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Linoleum Vinyl
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room, Family Room, Office
Appliances & Utilities
DishwasherMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1800
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 1.46 acres

Price History for 338 Main St

DatePriceEventSource
11/17/2020$450,000Sold
N/A
12/07/2017$775,000Sold
CCIMLS #21716168
11/03/2017$799,900PendingAgent Provided
10/27/2017$799,900PendingToActiveAgent Provided
10/27/2017$799,900PendingAgent Provided
10/04/2017$799,900Listed For SaleAgent Provided
06/08/2017$808,987Sold
N/A
03/21/2017$999,000PriceChange
Agent Provided
03/14/2017$1,050,000PriceChange
Agent Provided
01/04/2017$1,100,000PriceChange
Agent Provided
12/02/2016$1,110,000PriceChange
Agent Provided
11/16/2016$1,139,000PriceChange
Agent Provided
11/02/2016$1,149,000PriceChange
Agent Provided
10/18/2016$1,199,000Listed For SaleAgent Provided
12/23/2015$4,700ListingRemovedAgent Provided
12/17/2015$4,700Listed For RentAgent Provided
02/12/2015$1,389,000ListingRemovedAgent Provided
03/07/2014$1,389,000PriceChange
Agent Provided
05/07/2013$1,435,000Listed For SaleAgent Provided
06/11/2009$1,395,000ListingRemovedAgent Provided
04/01/2009$1,395,000Listed For SaleAgent Provided
05/11/2008$1,595,000ListingRemovedAgent Provided
04/29/2008$1,595,000PriceChange
Agent Provided
07/10/2007$1,650,000Listed For SaleAgent Provided
05/13/2005$1,650,000Sold
N/A
04/17/1992$265,000Sold
N/A
10/04/1989$350,000Sold
N/A

Market trends in Barnstable

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

Year2025
Tax$13,940
Assessment$1,723,100
Home facts updated by county records

Comparable Sales for 338 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.49
Single-Family Home
$2,210,000
10/08/25
4
3.5
3,510
0.16
Single-Family Home
$1,075,000
03/16/26
4
2
2,674
0.16
Single-Family Home
$1,075,000
03/16/26
4
2
2,674
0.48
Single-Family Home
$2,210,000
10/08/25
4
3.5
2,710
0.35
Single-Family Home
$1,220,000
09/03/25
3
3.5
3,226
0.36
Single-Family Home
$1,220,000
09/03/25
3
3.5
2,976
0.29
Single-Family Home
$1,030,000
12/15/25
3
2.5
2,227
0.41
Single-Family Home
$1,349,000
05/08/26
4
2.5
2,976
0.29
Single-Family Home
$1,165,000
09/15/25
4
3
2,098
0.29
Single-Family Home
$1,165,000
09/15/25
4
3
2,098

Nearby homes

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Assigned Schools

These are the assigned schools for 338 Main St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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"
  • Trulia User
    "moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
  • 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."
  • 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. "
  • Joshtweaver
    "Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
  • 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."
  • 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."
  • 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."

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Apartments for Rent

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Homes for sale near 338 Main St

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Off Market Homes Near 338 Main St

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