55 Pineleigh Path, Osterville, MA 02655
OFF MARKET

55 Pineleigh Path
Osterville, MA 02655

Osterville
  • 4 Beds
  • 3 Baths
  • 2,260 sqft (on 1.38 acres)

$2,778,200

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $14,941/mo*
Refinance Your Home

$2,778,200

Trulia Estimate
as of May 11, 2026
Est. Refi. Payment $14,941/mo*
Refinance Your Home
4 Beds
3 Baths
2,260 sqft
(on 1.38 acres)

Homes for sale near 55 Pineleigh Path

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Apartments for Rent

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Local Information

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

Description

This single-family home is located at 55 Pineleigh Path, Osterville, MA. 55 Pineleigh Path is in the Osterville neighborhood in Osterville, MA and in ZIP code 02655. This property has 4 bedrooms, 3 bathrooms and approximately 2,260 sqft of floor space. This property has a lot size of 0.64 acres and was built in 1926.
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.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 55 Pineleigh Path

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 1926
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 1.38 acres

Price History for 55 Pineleigh Path

DatePriceEventSource
08/10/2012$1,200,000Sold
CCIMLS #21204950
07/15/1991$700,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$17,956
Assessment$2,219,500
Home facts updated by county records

Comparable Sales for 55 Pineleigh Path

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Amanda Ct, Barnstable, MA
1.03
Single-Family Home
$1,240,000
06/04/25
3
2.5
2,183
47 Great Bay Road, Osterville, MA
0.83
Single-Family Home
$2,500,000
07/02/25
3
3
1,960
47 Great Bay Rd, Barnstable, MA
0.83
Single-Family Home
$2,500,000
07/02/25
3
3
1,960
689 Main Street, Cotuit, MA
1.04
Single-Family Home
$965,000
09/18/25
4
3
2,529
689 Main St, Barnstable, MA
1.04
Single-Family Home
$965,000
09/18/25
4
3
2,529
426 Old Post Road, Cotuit, MA
0.81
Single-Family Home
$650,000
02/13/26
4
2
1,657
29 Amanda Court, Cotuit, MA
1.02
Single-Family Home
$1,240,000
06/04/25
3
2.5
2,983
290 Cotuit Bay Dr, Barnstable, MA
1.32
Single-Family Home
$1,200,000
08/01/25
4
2.5
2,235
290 Cotuit Bay Drive, Cotuit, MA
1.32
Single-Family Home
$1,200,000
08/01/25
4
2.5
2,720
355 Bridge Street, Osterville, MA
0.78
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720

Assigned Schools

These are the assigned schools for 55 Pineleigh Path.
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

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 rent near 55 Pineleigh Path

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Off Market Homes Near 55 Pineleigh Path

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Explore by feature

55 Pineleigh Path, Osterville, MA 02655 is a 4 bedroom, 3 bathroom, 2,260 sqft single-family home built in 1926. 55 Pineleigh Path is located in Osterville, Osterville. This property is not currently available for sale. 55 Pineleigh Path was last sold on Aug 10, 2012 for $1,200,000. The current Trulia Estimate for 55 Pineleigh Path is $2,778,200.