149 Pineleigh Path, Osterville, MA 02655
OFF MARKET

149 Pineleigh Path
Osterville, MA 02655

Osterville
  • 4 Beds
  • 4 Baths
  • 3,080 sqft (on 1.07 acres)

$3,929,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $21,965/mo*
Refinance Your Home

$3,929,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $21,965/mo*
Refinance Your Home
4 Beds
4 Baths
3,080 sqft
(on 1.07 acres)

Home Value

Trulia Estimate
$3.93M
Since last month
Increased$9K (+0.2%)
Since last year
Increased$127K (+3.3%)
Since last sale
Increased$2M (+146.8%)
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 +35% in the last 10 years
MonthEstimated value
2026
August 2026$3.95M
July 2026$3.94M
June 2026$3.97M
May 2026$3.93M
April 2026$3.98M
March 2026$3.85M
February 2026$3.79M
January 2026$3.77M
2025
2024
2023

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
0.81
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
355 Bridge St, Barnstable, MA
0.81
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
245 N Bay Rd, Barnstable, MA
0.62
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
245 North Bay Road, Osterville, MA
0.64
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
60 Nickerson Drive, Cotuit, MA
1.05
Single-Family Home
$2,150,000
06/16/26
4
5
3,073
60 Nickerson Dr, Barnstable, MA
1.05
Single-Family Home
$2,150,000
06/16/26
4
5
3,073
916 Main Street, Cotuit, MA
0.97
Single-Family Home
$4,950,000
03/27/26
5
3
2,808
916 Main St, Barnstable, MA
0.98
Single-Family Home
$4,950,000
03/27/26
5
3
2,808
405 Bridge Street, Osterville, MA
0.74
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
405 Bridge St, Barnstable, MA
0.74
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, Barnstable, MA 02630
0.05
$5,950,000
5
6.5
8,740
For Sale
179 Pineleigh Path, Osterville, MA 02655
0.05
$5,950,000
5
6.5
8,740
For Sale
207 Pineleigh Path, Barnstable, MA 02630
0.11
-
6
5
6,783
Off Market
207 Pineleigh Path, Osterville, MA 02655
0.11
$5,978,800
6
5
6,783
Off Market
292 Grand Island Dr, Barnstable, MA 02630
0.19
$4,171,400
5
5.5
4,707
Off Market
0 Windswept Way, Osterville, MA 02655
0.24
$8,736,100
-
-
-
Off Market
350 Windswept Way, Barnstable, MA 02630
0.21
$6,371,700
5
5.5
5,407
Off Market
350 Windswept Way, Osterville, MA 02655
0.22
$5,975,000
5
5.5
5,924
Off Market
440 Grand Island Drive, Osterville, MA 02655
0.24
$7,750,000
7
10
11,546
For Sale
47 Sunset Poin, Barnstable, MA 02630
0.34
$18,500,000
7
10
10,104
For Sale
320 Seapuit River Rd, Barnstable, MA 02630
0.33
-
6
6
5,478
Off Market
25 Oakdale Path, Barnstable, MA 02655
0.39
$5,406,400
4
4
3,778
Off Market

Local Information

  • Map ViewExplore the area around 149 Pineleigh Path.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Lot Size
1.07 acres
Living Area
3,080 sqft
Price/Sqft
$1,276

About this House

This single-family home is located at 149 Pineleigh Path, Osterville, MA. 149 Pineleigh Path is in the Osterville neighborhood in Osterville, MA and in ZIP code 02655. This property has 4 bedrooms, 4 bathrooms and approximately 3,080 sqft of floor space. This property has a lot size of 1.07 acres and was built in 2020.
149 Pineleigh Path, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,080 sqft single-family home in Osterville, built in 2020. It last sold for $1,600,000 on Oct 9, 2020. It is currently off market. The Trulia Estimate is $3,929,800, with a rent estimate of $6,399/month.

Home Details for 149 Pineleigh Path

Interior Features

Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 1.07 acres

Price and Tax history

DateEventPrice
Oct 9, 2020
Source: N/A
Sold
$1,600,000

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

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

LGBTQ Local Legal Protections

Frequently asked questions about 149 Pineleigh Path

  • What is 149 Pineleigh Path estimated to be worth?
    Trulia's estimated value for 149 Pineleigh Path in Osterville, MA is $3,929,800.
  • What is the price history for 149 Pineleigh Path?
    149 Pineleigh Path in Osterville, MA last sold for $1,600,000 in October 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.
  • How big is the lot at 149 Pineleigh Path?
    The lot at 149 Pineleigh Path in Osterville, MA is about 1.1 acres.

Explore by feature - Pet Friendly

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Apartments for Rent

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Off Market Homes Near 149 Pineleigh Path

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Homes for sale near 149 Pineleigh Path

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