163 Pineleigh Path, Osterville, MA 02655
Property image
Property image
OFF MARKET

163 Pineleigh Path
Osterville, MA 02655

Osterville
  • 4 Beds
  • 3 Baths
  • 3,750 sqft (on 1.07 acres)

$3,518,100

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $19,819/mo*
Refinance Your Home

$3,518,100

Trulia Estimate
as of Aug 13, 2026
Est. Refi. Payment $19,819/mo*
Refinance Your Home
4 Beds
3 Baths
3,750 sqft
(on 1.07 acres)

Home Value

Trulia Estimate
$3.52M
Since last month
Decreased$82K (-2.3%)
Since last year
Increased$93K (+2.7%)
Since last sale
Increased$2M (+94.5%)
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 +101% in the last 10 years
MonthEstimated value
2026
August 2026$3.52M
July 2026$3.57M
June 2026$3.6M
May 2026$3.47M
April 2026$3.47M
March 2026$3.44M
February 2026$3.33M
January 2026$3.27M
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 Street, Osterville, MA
0.82
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
355 Bridge St, Barnstable, MA
0.83
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
245 N Bay Rd, Barnstable, MA
0.64
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
245 North Bay Road, Osterville, MA
0.67
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
916 Main Street, Cotuit, MA
0.98
Single-Family Home
$4,950,000
03/27/26
5
3
2,808
916 Main St, Barnstable, MA
0.99
Single-Family Home
$4,950,000
03/27/26
5
3
2,808
60 Nickerson Drive, Cotuit, MA
1.06
Single-Family Home
$2,150,000
06/16/26
4
5
3,073
60 Nickerson Dr, Barnstable, MA
1.06
Single-Family Home
$2,150,000
06/16/26
4
5
3,073
405 Bridge Street, Osterville, MA
0.76
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
405 Bridge St, Barnstable, MA
0.76
Single-Family Home
$4,400,000
03/02/26
5
6
6,768

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
179 Pineleigh Path, Osterville, MA 02655
0.03
$5,950,000
5
6.5
8,740
For Sale
179 Pineleigh Path, Barnstable, MA 02630
0.02
$5,950,000
5
6.5
8,740
For Sale
207 Pineleigh Path, Barnstable, MA 02630
0.08
-
6
5
6,783
Off Market
207 Pineleigh Path, Osterville, MA 02655
0.08
$5,964,500
6
5
6,783
Off Market
350 Windswept Way, Barnstable, MA 02630
0.20
$5,216,500
5
5.5
5,407
Off Market
350 Windswept Way, Osterville, MA 02655
0.20
$5,896,500
5
5.5
5,924
Off Market
440 Grand Island Drive, Osterville, MA 02655
0.22
$7,750,000
7
10
11,546
For Sale
292 Grand Island Drive, Osterville, MA 02655
0.20
$4,166,000
6
5.5
4,707
Off Market
292 Grand Island Dr, Barnstable, MA 02630
0.21
$4,209,500
5
5.5
4,707
Off Market
0 Windswept Way, Osterville, MA 02655
0.26
$7,263,000
-
-
-
Off Market
320 Seapuit River Rd, Barnstable, MA 02630
0.30
-
6
6
5,478
Off Market
Lot 289 Seapuit River B Road, Osterville, MA 02655
0.33
$3,000,000
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 163 Pineleigh Path.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1998
Lot Size
1.07 acres
Living Area
3,750 sqft
Price/Sqft
$938
Parking
Garage

About this House

This single-family home is located at 163 Pineleigh Path, Osterville, MA. 163 Pineleigh Path is in the Osterville neighborhood in Osterville, MA and in ZIP code 02655. This property has 4 bedrooms, 4 bathrooms and approximately 3,750 sqft of floor space. This property has a lot size of 1.07 acres and was built in 1998.
163 Pineleigh Path, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,750 sqft single-family home in Osterville, built in 1998. It last sold for $1,808,720 on Sep 1, 2020. It is currently off market. The Trulia Estimate is $3,518,100, with a rent estimate of $7,152/month.

Home Details for 163 Pineleigh Path

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: OtherExterior: Shingle Not WoodPatioPorch
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Lot Information

Lot Area: 1.07 acres

Price and Tax history

DateEventPrice
Sep 1, 2020
Source: CCIMLS #21902675
Sold
$1,808,720
Jul 25, 2020
Source: Agent Provided
Pending
$1,950,000
Apr 18, 2019
Source: Agent Provided
Listed For Sale
$1,950,000
Sep 15, 1997
Source: N/A
Sold
$399,000

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
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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

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Apartments for Rent

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Explore by feature - Pet Friendly

11 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

14 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

28 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

7 rentals with a pool in Osterville, MA

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Osterville, MA

Homes for sale near 163 Pineleigh Path

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Off Market Homes Near 163 Pineleigh Path

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Frequently asked questions about 163 Pineleigh Path

  • What is 163 Pineleigh Path estimated to be worth?
    Trulia's estimated value for 163 Pineleigh Path in Osterville, MA is $3,518,100.
  • What is the price history for 163 Pineleigh Path?
    163 Pineleigh Path in Osterville, MA last sold for $1,808,720 in September 2020.
  • 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 163 Pineleigh Path have air conditioning?
    Yes, 163 Pineleigh Path in Osterville, MA has air conditioning.
  • How big is the lot at 163 Pineleigh Path?
    The lot at 163 Pineleigh Path in Osterville, MA is about 1.1 acres.