179 Pineleigh Path Osterville, MA $ 5,950,000
179 Pineleigh Path
$ 5,950,000
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179 Pineleigh Path

Osterville, MA, 02655
$ 5,950,000
Bedrooms5 Baths5.3 Sq 8,740

Monthly Estimate*

$ 36,635

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Single Family Home for sale in Osterville, MA

for $5,950,000 with 5 bedrooms and 5 full baths, 3 half baths. This 8,740 square foot home was built in 2006 on a lot size of 1.

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.

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Single Family Active

Price

$ 5,950,000

Bedrooms

5

Full Bath

5

Half Bath

3

Property Type

Single Family

Taxes

$ 37,014

Style

Gambrel, Shingle

Lot Size

1

Year Built

2006

Town/City

Osterville

County/Region

Barnstable

MLS | Web ID

22602488

Features
General
Sewer Septic Tank
Cooling Central Air
Roof Wood Shingle
Appliances Dishwasher Range Hood Security System Refrigerator Gas Range Microwave Freezer Disposal
Zoning RF-1
HOA Fee 4620
Garage Spaces 3
Patio/Porch Features Patio Porch
Architectural Style Gambrel Shingle
Pool Features Gunite In Ground Heated
Construction Materials Shingle Siding
Year Built 2006
Stories Count 3
Township Barnstable
Property Subtype Single Family Residence
Tax Year 2026
Assoc Fee Paid Per Annually
County Barnstable
New Construction false
Property Type Residential
Association Amenities Landscaping Security Road Maintenance
HOA true
Attached Garage true
Subdivision Name Oyster Harbors
Garage Y/N true
Total Rooms 11
Full Baths 5
Status Active
Directions Route 28 to South County Road to Main Street to Parker Road to West Bay Road to Bridge Street continue on to gate.
City Osterville
High School District Barnstable
Lot Size Units Acres
Lot Size Square Feet 43560
Carport Y/N false
Spa Features Heated
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 37014.44
Showing Instructions Please email Paul Grover (paul@paulgrover.com) or call/text Matthew de Groot (917.596.3060).
Home Warranty Y/N false
Property Condition Actual
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Barnstable
Elementary School District Barnstable
Tax Assessed Value 5443300
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Interior
Basement Finished Partial Interior Entry
Flooring Wood Tile
Total Fireplaces 4
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 3
Total Bedrooms 5
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen Upgraded Cabinets Beamed Ceilings Breakfast Bar Built-in Features Kitchen Island Pantry Recessed Lighting
Total Baths 8
Primary Bathroom Features Private Full Bath
Primary Bedroom Features Walk-In Closet(s) View Office/Sitting Area Cathedral Ceiling(s)
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Exterior
Fencing Fenced
Lot Features Marina School House of Worship Near Golf Course Shopping Level Wooded South of Route 28
Total Parking 3
Lot Size Area 1
Foundation Details Poured
Building Area Total 8740
Lot Size Acres 1
Road Surface Type Paved
Frontage Type Golf Course
Lot Size Source Assessor
Waterfront Y/N false
Road Frontage Type Private Road
Road Responsibility Assoc Maintained
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* Excluded Features
List By
Paul E Grover

Listing Agent

Berkshire Hathaway Homeservices Robert Paul Properties

Broker

paul@paulgrover.com

Email

Affordability Calculator

$39,720
Per Month
92%
8%
0%
Monthly Principal & Interest
$36,635
Monthly Property Taxes
$3,085
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4795841 Elementary School
4795840 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/27/2026$5,950,000 Listed Price

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179 Pineleigh Path, Osterville, MA, 02655 is a Single Family Home for sale at $5,950,000 with 8,740 sqft and a lot size of 1. 179 Pineleigh Path has 5 bedrooms, 5.3 baths, and was built in 2006. The property's zip code is 02655 which is in Osterville, MA