Is a car needed in Osterville, Barnstable, MA?

As of early 2026, 91% of users say car is needed

Is parking easy in Osterville, Barnstable, MA?

As of early 2026, 83% of users say parking is easy

Is there wildlife in Osterville, Barnstable, MA?

As of early 2026, 78% of users say there's wildlife

Are yards well-kept in Osterville, Barnstable, MA?

As of early 2026, 76% of users say yards are well-kept

Is Osterville, Barnstable, MA quiet?

As of early 2026, 73% of users say it's quiet

Is Osterville, Barnstable, MA dog-friendly?

As of early 2026, 71% of users say it's dog friendly

Are neighbors friendly in Osterville, Barnstable, MA?

As of early 2026, 63% of users say neighbors are friendly

Does Osterville, Barnstable, MA show holiday spirit?

As of early 2026, 63% of users say there's holiday spirit

Do residents of Osterville, Barnstable, MA plan to stay at least 5 years?

As of early 2026, 59% of users say they plan to stay for at least 5 years

Would people walk alone at night in Osterville, Barnstable, MA?

As of early 2026, 57% of users say people would walk alone at night

Do kids play outside in Osterville, Barnstable, MA?

As of early 2026, 50% of users say kids play outside

Is Osterville, Barnstable, MA walkable to restaurants?

As of early 2026, 49% of users say it's walkable to restaurants

Are there community events in Osterville, Barnstable, MA?

As of early 2026, 40% of users say there are community events

Is Osterville, Barnstable, MA walkable to grocery stores?

As of early 2026, 38% of users say it's walkable to grocery stores

Does Osterville, Barnstable, MA have sidewalks?

As of early 2026, 27% of users say there are sidewalks

Are the streets well-lit in Osterville, Barnstable, MA?

As of early 2026, 25% of users say streets are well-lit

FOR SALE

0.46 ACRES

955 Main Street
Osterville, MA 02655

Osterville

3 Beds
2 Baths
1,765 sqft (on 0.46 acres)

$1,579,000

Est. Mortgage $8,862/mo*

Get Pre-Qualified

$1,579,000

Est. Mortgage $8,862/mo*

Get Pre-Qualified

3 Beds

2 Baths

1,765 sqft

(on 0.46 acres)

Local Information

-- mins to

Commute Destination

Description

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.

Home Highlights

Parking

Open Parking

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$895

Listed

46 days ago

Home Details for 955 Main Street

Interior Features
Interior Details Basement: Cape Cod,PartialNumber of Rooms: 8Types of Rooms: Master Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout Living Area: 1765 Square Feet
Appliances & Utilities Appliances: Dishwasher, Washer, Refrigerator, Gas Range, Gas Water HeaterDishwasherLaundry: Laundry Room, Shared Full Bath, Recessed LightingRefrigeratorWasher
Heating & Cooling Heating: Hot WaterHas CoolingAir Conditioning: OtherHas HeatingHeating Fuel: Hot Water
Fireplace & Spa Number of Fireplaces: 2Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls Window: Skylight(s), Bay/Bow WindowsFlooring: Wood
Levels, Entrance, & Accessibility Stories: 2Floors: Wood

Exterior Features
Exterior Home Features Roof: Asphalt PitchedFencing: FencedExterior: Outdoor Shower, GardenFoundation: BlockGardenNo Private Pool
Parking & Garage No CarportNo GarageHas Open ParkingParking Spaces: 4Parking: Open
Frontage Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Septic Tank

Days on Market
Cumulative Days on Market: 35Days on Market: 46

Property Information
Year Built Year Built: 1855Year Renovated: 2005
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Greek Revival
Building Construction Materials: Clapboard, Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information Condition: Updated/Remodeled, Cer. HistoricParcel Number: OSTE M:117 L:163

Price & Status
Price List Price: $1,579,000Price Per Sqft: $895

Active Status
MLS Status: Active

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

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, Yard Sign, Pet (See Remarks), Call Listing Agent

Last check for updates: about 22 hours ago

Listing courtesy of Karen D Lilly, (774) 368-0551

Property Cape Cod

Source: CCIMLS, MLS#22601611

Also Listed on CCIMLS.

Market trends in Barnstable

Last updated April 2026

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

Price History for 955 Main Street

Date	Price	Event	Source
04/21/2026	$1,579,000	Listed For Sale	CCIMLS #22601611

06/16/1989	$175,000	Sold	N/A
Recording Date 06/16/1989 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$9,991
Assessment	$1,235,000

Home facts updated by county records

Comparable Sales for 955 Main Street

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
25 Milne Road, Osterville, MA	0.32	Single-Family Home	$1,075,000	08/21/25	3	1.5	1,440
123 Tower Hill Rd, Barnstable, MA	0.26	Single-Family Home	$760,000	01/30/26	3	1.5	1,136
123 Tower Hill Road, Osterville, MA	0.26	Single-Family Home	$760,000	01/30/26	3	1.5	1,136
29 Oak Ridge Road, Osterville, MA	0.23	Single-Family Home	$1,492,500	03/18/26	3	2.5	2,602
29 Oak Ridge Rd, Barnstable, MA	0.24	Single-Family Home	$1,492,500	03/18/26	3	2.5	2,602
26 Hinckley Cir, Barnstable, MA	0.43	Single-Family Home	$807,150	08/15/25	3	3	1,934
26 Hinckley Circle, Osterville, MA	0.44	Single-Family Home	$807,150	08/15/25	3	3	1,934
117 Parker Rd, Barnstable, MA	0.36	Single-Family Home	$1,505,000	08/29/25	3	2	2,443
30 Pond Street, Osterville, MA	0.19	Single-Family Home	$665,000	03/06/26	3	1	974
30 Pond St, Barnstable, MA	0.20	Single-Family Home	$665,000	03/06/26	3	1	974

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Get a sense of prices in the area by checking nearby homes.

Skip to last item

FOR SALE
0.46 ACRES
$1,579,000
3 bd
2 ba
1,764 sqft
955 Main St,
Barnstable, MA 02630
Karen D. Lilly, Property Cape Cod
SOLD
APR 17, 2026
$600,000
2 bd
2 ba
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920 Main St #2-1,
Barnstable, MA 02630
Madeline LaCroix, Keller Williams Realty
OFF MARKET
Est. $615,700
2 bd
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Frank A Sullivan Real Estate
OFF MARKET
Est. $532,600
2 bd
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920 Main Street 1 BLDG 2,
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William Raveis Real Estate & Home Services
SOLD
APR 17, 2026
$600,000
2 bd
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Keller Williams Realty
SOLD
APR 9, 2026
$568,000
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39 Blossom Ave #4,
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Sarah Lapsley, Greer Real Estate, LLC
SOLD
APR 9, 2026
$568,000
2 bd
2 ba
1,320 sqft
39 Blossom Avenue APT 4,
Osterville, MA 02655
Greer Real Estate, LLC
OFF MARKET
Est. $590,100
2 bd
1 ba
664 sqft
48 Blossom Ave,
Barnstable, MA 02630
Canepari and Smith Team, EXIT Cape Realty
OFF MARKET
Est. $652,900
2 bd
1 ba
808 sqft
48 Blossom Avenue,
Osterville, MA 02655
EXIT Cape Realty
OFF MARKET
3 bd
1.5 ba
1,216 sqft
933-933 S Main St #I,
Osterville, MA 02655
Christopher Olson, eXp Realty
OFF MARKET
Est. $925,400
3 bd
1.5 ba
1,216 sqft
933-I Main Street,
Osterville, MA 02655
eXp Realty, LLC

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 955 Main 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

65 Homes For You
Buy: $589k - $12.3m

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
Resident
2mo ago
"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
Resident
3y ago
"moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
0
Flag
Purplevelvet917
Resident
6y ago
"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
Resident
6y ago
"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
Resident
7y ago
"Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
0
Flag
Ashleighmaeb
Resident
7y ago
"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
Resident
7y ago
"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
14y ago
"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

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 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.

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.

955 Main Street Osterville, MA 02655

$1,579,000

$1,579,000

Local Information

Description

Home Highlights

Home Details for 955 Main Street

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Active Status

Location

Agent Information

Building

HOA

Lot Information

Listing Info

Miscellaneous

Market trends in Barnstable

Price History for 955 Main Street

Similar Homes You May Like

New Listings near 955 Main Street

Property Tax and Assessment

Comparable Sales for 955 Main Street

Nearby homes

Additional Cost

Assigned Schools

Neighborhood Overview

What Locals Say about Osterville

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

955 Main Street
Osterville, MA 02655