955 Main Street, Osterville, MA 02655
Property image
Property image
FOR SALE
0.46 ACRES

$1,475,000

Original price: $1,500,000
  • 3 Beds
  • 2 Baths
  • 1,765 sqft (on 0.46 acres)

955 Main Street, Osterville, MA 02655

Osterville
Est. Mortgage $8,330/mo*
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Home Highlights

Property Type
Single-Family Home
Year Built
1855
Lot Size
0.46 acres
Price/Sqft
$836
Parking
Open Parking

Local Information

  • Map ViewExplore the area around 955 Main Street.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

A mid-19th-century Greek Revival, believed to be the birthplace of Captain William Bradford Parker and later home to Samuel Hallett -- both tied to Osterville's historic maritime corridor along Main Street. The property reflects the success of maritime captains - there's a reason Osterville was once described as ''a place where retired sea captains can live like gentlemen.'' You feel that here. The primary bedroom has been expanded to include a quiet alcove with a gas stove -- an easy place to settle in on cooler days. The yard comes alive in season with mature plantings and a sense that it's been thoughtfully cared for. And it has -- by the same owners since 1989. A short walk to quaint Osterville village, and a short drive to Dowses Beach and Joshua Pond for summer fun. Newer windows, original wide pine floors, two gas fireplaces, updated electrical, and a new gas heating system are already in place. A home with history worth inheriting and all the charm of a not forgotten era of gracious living. This one needs to be seen.
Last check for updates: about 2 hours ago
Listing courtesy of Karen D Lilly, (774) 368-0551
Property Cape Cod
Source: CCIMLS, MLS#22601611
Also Listed on MLS PIN, MLS PIN, CCIMLS.

Home Details for 955 Main Street

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Appliances & Utilities
Appliances: Dishwasher, Gas Range, Refrigerator, Washer, Electric, Natural Gas, Water HeaterDishwasherLaundry: Electric Dryer Hookup,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: OtherHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 2
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedExterior: Outdoor Shower, GardenGarden
Parking & Garage
No GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Driveway
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 125Days on Market: 133

Property Information

Year Built
Year Built: 1855
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Clapboard, Shingle Siding
Property Information
Parcel Number: OSTE M:117 L:163

Price & Status

Price
List Price: $1,475,000Price Per Sqft: $836

Active Status

MLS Status: Active

Location

Direction & Address
City: Osterville

Agent Information

Listing Agent
Listing ID: 22601611

Building

Building Area
Building Area: 1765 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.46 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22601611Showing Requirements: Appointment Required, Call Listing Agent, Pet (See Remarks), Yard Sign

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."

Market trends in Barnstable

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

Home Value

Trulia Estimate
$1.41M
Since last month
Increased$18K (+1.3%)
Since last year
Increased$307K (+27.9%)
Since last sale
Increased$1M (+704.3%)
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 +192% in the last 10 years
MonthEstimated value
2026
September 2026$1.41M
August 2026$1.37M
July 2026$1.39M
June 2026$1.4M
May 2026$1.48M
April 2026$1.54M
March 2026$1.21M
February 2026$1.14M
January 2026$1.12M
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
0.26
Single-Family Home
$760,000
01/30/26
3
1.5
1,136
0.26
Single-Family Home
$760,000
01/30/26
3
1.5
1,136
0.37
Single-Family Home
$850,000
06/09/26
3
2
1,848
0.37
Single-Family Home
$850,000
06/09/26
3
2
1,848
0.23
Single-Family Home
$1,492,500
03/18/26
3
2.5
2,602
0.24
Single-Family Home
$1,492,500
03/18/26
3
2.5
2,602
0.37
Single-Family Home
$904,000
06/25/26
3
3
2,000
0.37
Single-Family Home
$904,000
06/25/26
3
3
2,000
0.19
Single-Family Home
$665,000
03/06/26
3
1
974
0.20
Single-Family Home
$665,000
03/06/26
3
1
974

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
0.06
$600,000
2
2
1,150
Recently Sold
0.09
$568,000
2
2
1,320
Recently Sold
0.10
$568,000
2
2
1,320
Recently Sold
0.09
$600,000
2
2
1,150
Recently Sold
0.09
$550,800
2
2
1,150
Off Market
0.09
$612,300
2
2
1,155
Off Market
0.08
$1,627,500
3
4
3,060
Off Market
0.08
-
-
-
-
Off Market
0.06
-
3
1.5
1,216
Off Market
0.06
$952,400
3
1.5
1,216
Off Market
0.11
-
3
5.5
4,269
Off Market

Price and Tax history

DateEventPrice
Aug 23, 2026
Source: CCIMLS #22601611
PriceChange
$1,475,000
Price decreased by 2%
Jun 19, 2026
Source: MLS PIN #73504595
PriceChange
$1,500,000
Price decreased by 5%
Apr 21, 2026
Source: CCIMLS #22601611
Listed For Sale
$1,579,000
Jun 16, 1989
Source: N/A
Sold
$175,000

LGBTQ Local Legal Protections

Karen D Lilly, Property Cape Cod
Agent Phone: (774) 368-0551
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 2026-09-01 15:23:15 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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Frequently asked questions about 955 Main Street

  • What is the estimated monthly payment for 955 Main Street?
    Based on a $1,475,000 list price with 20% down at today's rates, the estimated monthly payment for 955 Main Street in Osterville, MA is approximately $8,619 (about $7,794 principal & interest, $750 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 955 Main Street compare to homes in Osterville?
    955 Main Street in Osterville, MA is listed at $1,475,000, about 116% above the $681K median sale price in Osterville.
  • 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 homes for sale in Osterville, MA.
  • What are the closest schools to 955 Main Street?
    The closest schools to 955 Main Street in Osterville, MA are Barnstable High School (Middle, rated 3/10), Barnstable Intermediate School (rated 4/10), Barnstable United Elementary School (rated 3/10).
  • Does 955 Main Street have air conditioning?
    Yes, 955 Main Street in Osterville, MA has air conditioning.
  • Does 955 Main Street have laundry facilities?
    Yes, 955 Main Street in Osterville, MA has laundry facilities.
955 Main Street, Osterville, MA 02655 is a 3 bedroom, 2 bathroom, 1,765 sqft single-family home built in 1855. 955 Main Street is located in Osterville, Osterville. This property is currently available for sale and was listed by CCIMLS on Apr 21, 2026. The MLS # for this home is MLS# 22601611.