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For SaleMLS# 22602488

179 Pineleigh Path

Osterville, MA 02655
$5,950,000
5Beds
8Baths
8,740Sq Ft
3 carGarage
1 acres · Built 2006

Home For Sale in Osterville, MA

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.

Property Details

Property Type
Single Family Residence
Year Built
2006
Bedrooms
5
Bathrooms
5 full · 3 half
Sq Footage
8,740
Lot / Acres
1 acres
County
Barnstable
Rooms Total
11
Stories
3
Garage
3 car
Parking
3 spaces
Basement
Finished, Partial
Flooring
Wood, Tile
Fireplace
4
Roof
Wood, Shingle
Construction
Shingle Siding, Wood Siding
HOA
yes
Annual Taxes
$37,014.44
Tax Year
2026
Assessed Value
$5,443,300

Features & Amenities

Dishwasher
Disposal
Freezer
Microwave
Gas Range
Refrigerator
Range Hood
Propane Gas
Tankless Water Heater
Hot Tub
Underground Sprinkler System
Fenced/Enclosed
Wooded
Golf Course Frontage
Level
Views
Patio
Porch

Interior Details

Appliances
Dishwasher, Disposal, Freezer, Microwave, Gas Range, Refrigerator, Range Hood, Propane Gas, Tankless Water Heater

Exterior & Location Details

Exterior Features
Hot Tub, Underground Sprinkler System
Patio / Porch
Patio, Porch
Directions
Route 28 to South County Road to Main Street to Parker Road to West Bay Road to Bridge Street, continue on to gate.

Listed by: Paul E Grover from Berkshire Hathaway HomeServices Robert Paul Properties

© 2026 Cape Cod & Islands Multiple Listing Service. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of CCIMLS. Information provided is deemed reliable but not guaranteed.

Location

179 Pineleigh Path

Osterville, MA 02655

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Alexander Malo
Alexander Malo
Wood Real Estate

Estimated Monthly Payment

$37,443

20% down · 7.1% rate · 30-yr fixed

Principal & Interest$31,989
Property Taxes$5,058
Insurance (est.)$397

Listing Details

MLS #22602488
StatusActive
List Price$5,950,000
Lot Size1 acres
Year Built2006

About Osterville

Median Price
$1.45M
Avg Days on Market
38
Explore Osterville
CCIMLS Data Distribution

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Wood Real Estate, Inc. are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Wood Real Estate, Inc. shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless. All properties are subject to prior sale, changes, or withdrawal.