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Pending
$5,950,000
5beds
8,740sqft

179 Pineleigh Path, Osterville, MA 02655

5beds
8,740sqft
Single Family Residence
Built in 2006
1 Acres Lot
$5,438,300 Zestimate®
$681/sqft
$385/mo HOA

What's special

Striking double-sided stone fireplaceRefined architectural detail throughoutBeautifully crafted coastal settingTwo walk-in closetsLuxurious bathroomSoaring ceilingsAbundant natural light

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.

156 days
101
4
Source: CCIMLS,MLS#: 22602488MLS Logo
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Paul E Grover 508-364-3500,

Berkshire Hathaway HomeServices Robert Paul Properties

Source: CCIMLS,MLS#: 22602488MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 5
  • Bathrooms: 8
  • Full bathrooms: 5
  • 1/2 bathrooms: 3
Heating
  • Propane
Cooling
  • Central Air
Appliances
  • Included: Dishwasher, Disposal, Freezer, Microwave, Gas Range, Refrigerator, Range Hood, Propane Gas, Tankless Water Heater
Features
  • Flooring: Wood, Tile
  • Basement: Finished,Partial
  • Number of fireplaces: 4
Interior area
  • Total structure area: 8,740
  • Total interior livable area: 8,740 sqft

Property

Parking
  • Total spaces: 3
  • Parking features: Direct Access, Garage Door Opener, Driveway, Gravel
  • Attached garage spaces: 3
  • Has uncovered spaces: Yes
Features
  • Stories: 3
  • Patio & porch: Patio, Porch
  • Exterior features: Hot Tub, Underground Sprinkler System
  • Has private pool: Yes
  • Has spa: Yes
Lot
  • Size: 1 Acres
  • Features: Fenced/Enclosed, Wooded, Golf Course Frontage, Level, Views
Details
  • Parcel number: OSTE M:071 L:001008
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Property subtype: Single Family Residence
Materials
  • Shingle Siding, Wood Siding
  • Roof: Wood,Shingle
Condition
  • Year built: 2006

Utilities & green energy

  • Water: Public

Community & HOA

Community
  • Security: Security System
  • Subdivision: Oyster Harbors
HOA
  • Has HOA: Yes
  • Amenities included: Landscaping, Road Maintenance, Security
  • HOA fee: $4,620 annually
Location
  • Region: Osterville

Financial & listing details

  • Price per square foot: $681/sqft
  • Tax assessed value: $5,443,300
  • Annual tax amount: $37,014
  • Date on market: 5/27/2026
  • Cumulative days on market: 138 days

Price history

DateEventPrice
10/1/2026Pending sale$5,950,000$681/sqft
Source: MLS PIN #73525098 Report a problem
5/27/2026Listed for sale$5,950,000+80.3%$681/sqft
Source: CCIMLS #22602488 Report a problem
5/15/2019Sold$3,300,000+32%$378/sqft
Source: CCIMLS #21905773 Report a problem
6/25/2012Sold$2,500,000$286/sqft
Source: CCIMLS #21100844 Report a problem
1/31/2011Sold$2,500,000+117.4%$286/sqft
Source: Public Record Report a problem
10/13/2006Sold$1,150,000$132/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
2025$40,528 +3.1%$5,009,600 -0.5%
2024$39,316 +20.2%$5,034,000 +28.3%
2023$32,721 -0.3%$3,923,400 +15.2%
2022$32,834 +0.6%$3,406,000 +9.4%
2021$32,654 +10.3%$3,112,900 +15.3%
2020$29,601 +16.5%$2,700,800 +19.9%
2019$25,403 -4.9%$2,252,000 -5.4%
2018$26,700 +6.4%$2,379,700 +2.1%
2017$25,089 -3.4%$2,331,700 -2.1%
2016$25,964 +8.7%$2,382,000 +8.2%
2015$23,893 +2%$2,202,100 -0.1%
2014$23,425 +0.4%$2,203,700 -3.3%
2013$23,341 +7.3%$2,279,400 +3.2%
2012$21,760 -0.6%$2,209,100 -5.3%
2011$21,882 -6.1%$2,332,800 -9.6%
2010$23,294 +20.3%$2,579,600 +6.3%
2009$19,366 +24.7%$2,426,800 +18.9%
2008$15,534 +165.2%$2,041,300 +291.1%
2003$5,857 +24.8%$522,000
2001$4,693 -19.6%$522,000 +14.5%
2000$5,837 $456,000
Find assessor info on the county website

Monthly payment

Est. payment
$34,094/mo
Principal & interest
$30684
Property taxes
$3025
HOA Fees
$385
More affordability toolsChevron Right

Estimated market value

$5,438,300

$5.17M - $5.71M

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: Osterville

Nearby schools

Barnstable United Elementary School
Grades 4-5 • 3.4 miles
3/10
GreatSchools® Rating
Test Score Rating
4/10
Student Progress Rating
2/10
Barnstable High School
Grades 8-12 • 5.6 miles
3/10
GreatSchools® Rating
Test Score Rating
3/10
College Readiness Rating
4/10
Student Progress Rating
1/10
West Villages Elementary School
Grades K-3 • 3.6 miles
8/10
GreatSchools® Rating
Test Score Rating
8/10