179 Pineleigh Path, Osterville, MA 02655
Property image
Property image
PENDING
3D VIEW
1 ACRE

$5,950,000

  • 5 Beds
  • 6.5 Baths
  • 8,740 sqft (on 1 acre)

179 Pineleigh Path, Osterville, MA 02655

Osterville
Est. Mortgage $35,989/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 2006
1 acre lot
$681/sqft
3 Car Garage
HOA $385/mo

Local Information

  • Map ViewExplore the area around 179 Pineleigh Path.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Striking double-sided stone fireplaceRefined architectural detail throughoutBeautifully crafted coastal settingTwo walk-in closetsLuxurious bathroomSoaring ceilings
Set on the 14th fairway of the golf course within the coveted gated community of Oyster Harbors, this exceptional residence combines timeless design with modern comforts in a beautifully crafted coastal setting. The home is defined by generous proportions, abundant natural light, and refined architectural detail throughout. Thoughtfully designed living spaces feature soaring ceilings and a striking double-sided stone fireplace that creates a warm focal point between gathering areas. The kitchen is tailored for both everyday living and entertaining, offering professional-grade appliances, expansive stone countertops, and a custom mahogany butler's pantry that provides additional prep and serving space. A secluded primary suite enjoys its own dedicated wing on the first floor, complete with a luxurious bathroom, two walk-in closets, and French doors that open to a private patio overlooking the swimming pool and gardens. Outdoor amenities take full advantage of the private setting, with multiple covered porches and a heated Gunite pool with limestone surround, all positioned to capture views of the golf course. Leaving nothing to be desired, ownership includes deeded beach access and passenger dock rights. An exceptional offering in one of Cape Cod's most sought-after communities, this magnificent lifestyle property is ready to be enjoyed.
Last check for updates: about 13 hours ago
Listing courtesy of Paul E Grover, (508) 364-3500
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS, MLS#22602488
Also Listed on MLS PIN, MLS PIN, CCIMLS.

Home Details for 179 Pineleigh Path

Interior Features

Interior Details
Basement: Finished,PartialNumber of Rooms: 11
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 5Number of Bathrooms (half): 3
Appliances & Utilities
Appliances: Dishwasher, Disposal, Freezer, Microwave, Gas Range, Refrigerator, Range Hood, Propane Gas, Tankless Water HeaterDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Fireplace & Spa
Number of Fireplaces: 4Has a Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Tile
Levels, Entrance, & Accessibility
Stories: 3Floors: Wood, Tile
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Wood ShinglePatio / Porch: Patio, PorchExterior: Hot Tub, Underground Sprinkler SystemHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Has a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Direct Access,Garage Door Opener,Driveway,Gravel
Pool
Pool
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 127Days on Market: 152

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding, Wood Siding
Property Information
Parcel Number: OSTE M:071 L:001008

Price & Status

Price
List Price: $5,950,000Price Per Sqft: $681

Active Status

MLS Status: Pending

Location

Direction & Address
City: OstervilleCommunity: Oyster Harbors

Agent Information

Listing Agent
Listing ID: 22602488

Building

Building Area
Building Area: 8740 Square Feet

HOA

Has an HOAHOA Fee: $4,620/Annually

Lot Information

Lot Area: 1 Acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22602488Attribution Contact: 508.364.3500Showing Requirements: Appointment Required, Reciprocal/See Agent Remarks

Additional Information

HOA Amenities: Landscaping,Road Maintenance,Security

Price and Tax history

DateEventPrice
Oct 1, 2026
Source: MLS PIN #73525098
Pending
$5,950,000
May 27, 2026
Source: CCIMLS #22602488
Listed For Sale
$5,950,000
May 15, 2019
Source: CCIMLS #21905773
Sold
$3,300,000
Jun 25, 2012
Source: CCIMLS #21100844
Sold
$2,500,000
Jan 31, 2011
Source: N/A
Sold
$2,500,000

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

This October

Trick-or-Treat Score

Built from what locals say about Osterville.
  • 63% say neighbors are friendly
  • 63% say there's holiday spirit
  • 40% say there are community events
Trulia Trick or TreatStart Ghost Hunt
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 September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$677K
$5.15K
MoM
Sale-to-List Price
98.4%
0.2%
MoM
Price per sq ft
$469
$5
MoM
Available listings
282
27
MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$5.44M
Since last month
Decreased$15K (-0.3%)
Since last year
Increased$32K (+0.6%)
Since last sale
Increased$2M (+64.8%)
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 +112% in the last 10 years
MonthEstimated value
2026
October 2026$5.44M
September 2026$5.45M
August 2026$5.41M
July 2026$5.44M
June 2026$5.52M
May 2026$5.9M
April 2026$5.47M
March 2026$5.4M
February 2026$5.3M
January 2026$5.2M
2025
2024
2023
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
0.78
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
0.69
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
0.89
Single-Family Home
$4,565,000
10/15/26
5
7.5
5,970
0.84
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
1.01
Single-Family Home
$2,200,000
04/27/26
4
4.5
6,294
1.13
Single-Family Home
$7,250,000
10/14/26
5
5.5
7,565
1.06
Single-Family Home
$2,350,000
09/11/26
5
6.5
5,348
1.13
Single-Family Home
$4,495,000
05/08/26
5
5.5
3,820
0.98
Single-Family Home
$4,950,000
03/27/26
5
3
2,808
1.04
Single-Family Home
$1,492,500
10/23/26
5
3
4,164

Nearby home prices

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

LGBTQ Local Legal Protections

Paul E Grover, Berkshire Hathaway HomeServices Robert Paul Properties
Agent Phone: (508) 364-3500
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 2026-10-26 12:58:03 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 179 Pineleigh Path

Skip to last item
Skip to first item

Frequently asked questions about 179 Pineleigh Path

  • What is the estimated monthly payment for 179 Pineleigh Path?
    Based on a $5,950,000 list price with 20% down at today's rates, the estimated monthly payment for 179 Pineleigh Path in Osterville, MA is approximately $35,759 (about $32,659 principal & interest, $3,025 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 179 Pineleigh Path compare to homes in Osterville?
    179 Pineleigh Path in Osterville, MA is listed at $5,950,000, about 779% above the $677K 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 179 Pineleigh Path?
    The closest schools to 179 Pineleigh Path 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 179 Pineleigh Path have air conditioning?
    Yes, 179 Pineleigh Path in Osterville, MA has air conditioning.
  • Does 179 Pineleigh Path have a pool?
    Yes, 179 Pineleigh Path in Osterville, MA has a pool.
179 Pineleigh Path, Osterville, MA 02655 is a 5 bedroom, 8 bathroom, 8,740 sqft single-family home built in 2006. 179 Pineleigh Path is located in Osterville, Osterville. This property is currently available for sale and was listed by CCIMLS on May 27, 2026. The MLS # for this home is MLS# 22602488.