179 Pineleigh Path, Osterville, MA 02655
Property image
Property image
FOR SALE
1 ACRE

179 Pineleigh Path
Osterville, MA 02655

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

$5,950,000

Est. Mortgage $32,793/mo*
Get Pre-Qualified

$5,950,000

Est. Mortgage $32,793/mo*
Get Pre-Qualified
5 Beds
6.5 Baths
8,740 sqft
(on 1 acre)

Local Information

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

Description

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.

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Patio, Pool
A/C
Heating & Cooling
HOA
$385/Monthly
Price/Sqft
$681
Listed
36 days ago

Home Details for 179 Pineleigh Path

Interior Features

Interior Details
Basement: Finished,Partial,Interior EntryNumber of Rooms: 11Types of Rooms: Master Bedroom, Master Bathroom, Kitchen
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 5Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 8740 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Range Hood, Security System, Refrigerator, Gas Range, Microwave, Freezer, DisposalDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa
Number of Fireplaces: 4Spa: HeatedHas a Fireplace
Windows, Doors, Floors & Walls
Flooring: Wood, Tile
Levels, Entrance, & Accessibility
Stories: 3Floors: Wood, Tile
View
Has a ViewView: Golf Course

Exterior Features

Exterior Home Features
Roof: Wood ShinglePatio / Porch: Patio, PorchFencing: FencedFoundation: PouredHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Garage Attached, Open
Pool
Pool: Gunite, In Ground, HeatedPool
Frontage
Frontage Type: Golf CourseRoad Frontage: Private RoadResponsible for Road Maintenance: Assoc MaintainedRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 19Days on Market: 36

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Gambrel, Shingle
Building
Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: ActualParcel Number: OSTE M:071 L:001008

Price & Status

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

Active Status

MLS Status: Active

Location

Direction & Address
City: OstervilleCommunity: Oyster Harbors
School Information
Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

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: 22602488Showing Requirements: Appointment Required, Reciprocal/See Agent Remarks

Additional Information

HOA Amenities: Landscaping, Security, Road Maintenance
Last check for updates: about 6 hours ago
Listing courtesy of Paul E Grover, (508) 364-3500
Berkshire Hathaway HomeServices Robert Paul Properties
Matthew de Groot, (917) 596-3060
Berkshire Hathaway HomeServices Robert Paul Properties
Source: CCIMLS, MLS#22602488
Also Listed on CCIMLS.

Market trends in Barnstable

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$673K
$7.5KMoM
Sale-to-List Price
98.1%
0.3%MoM
Price per sq ft
$432
$14MoM
Available listings
343
21MoM

Price History for 179 Pineleigh Path

DatePriceEventSource
05/27/2026$5,950,000Listed For SaleCCIMLS #22602488
05/15/2019$3,300,000Sold
N/A
06/25/2012$2,500,000Sold
CCIMLS #21100844
01/31/2011$2,500,000Sold
N/A
10/13/2006$1,150,000Sold
N/A

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

Property Tax and Assessment

Year2025
Tax$40,528
Assessment$5,009,600
Home facts updated by county records

Comparable Sales for 179 Pineleigh Path

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
405 Bridge Street, Osterville, MA
0.78
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
405 Bridge St, Barnstable, MA
0.78
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
245 N Bay Rd, Barnstable, MA
0.67
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
245 North Bay Road, Osterville, MA
0.69
Single-Family Home
$5,275,000
12/03/25
5
5.5
4,637
355 Bridge Street, Osterville, MA
0.84
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
355 Bridge St, Barnstable, MA
0.84
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
804 Main St, Barnstable, MA
1.01
Single-Family Home
$2,200,000
04/27/26
4
5
6,294
804 Main Street, Cotuit, MA
1.01
Single-Family Home
$2,200,000
04/27/26
4
4.5
6,294
1000 Main Street, Cotuit, MA
1.05
Single-Family Home
$3,450,000
07/31/25
4
4
3,582
780 Sea View Ave, Barnstable, MA
1.28
Single-Family Home
$3,400,000
10/03/25
4
4
5,762

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 179 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

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

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 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.
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.