5-bed, 6.5-bath single-family home in Oyster Harbors

Active$5,950,000

MLS® Listing#22602488 · Single Family Residence · Listed May 27, 2026

179 Pineleigh Path, Osterville, MA 02655

Oyster Harbors · Barnstable County

Showing 5 of 59 photos

5Beds

6.5Baths

8,740Sq Ft

2006Year built

1Acre lot

3Garage

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.

Full description online — scan the code for the complete listing.

Property information

Property type: Residential
Sub-type: Single Family Residence
Year built: 2006
Living area: 8,740 Sq Ft
Lot size: 1 acres
Garage spaces: 3
Annual taxes (2026): $37,014
HOA fee: $4,620 / Annually
Price / Sq Ft: $681
Days on market: 124

Features

Interior: Walk-In Closet(s) · Breakfast Bar · Pantry
Appliances: Dishwasher · Disposal · Freezer · Microwave
Cooling: Central Air
Heating: Propane
Flooring: Wood · Tile
Parking: Direct Access · Garage Door Opener · Driveway · Gravel
Pool: Gunite · In Ground · Heated · Private
Patio: Patio · Porch
Fencing: Fenced
Lot: Wooded · Level · Views · On Golf Course

$5,950,000List price

5Beds

6.5Baths

8,740Sq Ft

2006Year built

1.00Acre lot

3Garage

4 months agoOn market

$5,950,000

179 Pineleigh Path

Osterville, MA 02655

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EXIT Cape RealtyCotuit, MACall

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Description

Property Information

Property type: Residential
Sub-type: Single Family Residence
Style: Gambrel / Shingle
Year built: 2006
Living area: 8,740 Sq Ft
Lot size: 1.00 acres
Garage spaces: 3
Parking spaces: 3
Zoning: RF-1
Days on market: 124
MLS^® Listing#: 22602488

Property Features

Interior: Walk-In Closet(s) · Breakfast Bar · Pantry
Appliances: Dishwasher · Disposal · Freezer · Microwave · Gas Range · Refrigerator · Range Hood · Tankless Water Heater
Cooling: Central Air
Heating: Propane
Flooring: Wood · Tile
Basement: Finished · Partial
Pool: Gunite · In Ground · Heated · Private
Parking: Direct Access · Garage Door Opener · Driveway · Gravel · Attached
Patio: Patio · Porch
Fencing: Fenced
Lot features: Wooded · Level · Views · On Golf Course
Construction: Shingle Siding · Wood Siding
Roof: Wood · Shingle
Security: Security System
Sewer: Septic Tank
Water source: Public

Rooms

First

Master Bedroom

Financial Details

HOA: $4,620 / Annually
Annual taxes: $37,014Tax year 2026
Assessed value: $5,443,300
Parcel number: OSTE M:071 L:001008

Directions

Route 28 to South County Road to Main Street to Parker Road to West Bay Road to Bridge Street, continue on to gate.

Listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties - 508.364.3500

Presented by: Paul E Grover

The data relating to real estate for sale on this site comes from the Broker Reciprocity of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than the brokerage firm owning this website are marked with the IDX Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor the brokerage firm owning this website 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. 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. Copyright ©2026 Cape Cod & Islands Multiple Listing Service, Inc. All Rights Reserved.

Last Updated: 2026-05-27T00:00:00.000Z

Osterville Market Statistics

How this home compares to 38 active listings in Osterville, MA

	Osterville median	This listing
Median listing price	$2,687,500	$5,950,000
Median days on market	112	124
Median Sq Ft	2,903	8,740
Median price / Sq Ft	$804	$681

Market statistics compiled from active EXIT Realty® and MLS listings in Osterville, MA.

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Similar Home Values

Comparable nearby listings and their asking prices.

Address	Price	Beds	Baths	Sq Ft
179 Pineleigh Path, Barnstable, MA	$5,950,000	5	6.5	8,740
375 Baxters Neck Road, Marstons Mills, MA	$5,995,000	5	6.5	9,645
375 Baxters Neck Rd, Barnstable, MA	$5,995,000	5	6.5	9,645
142 Greely Avenue, West Hyannisport, MA	$6,500,000	4	5	4,049

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EXIT Cape Realty

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

Description

Property Information

Property Features

Rooms

First

Financial Details

Directions

Osterville Market Statistics

Commute Calculator

More homes to consider

179 Pineleigh PathBarnstable, MA 02655#73525098

375 Baxters Neck RoadMarstons Mills, MA 02648#22603088

375 Baxters Neck RdBarnstable, MA 02648#73541050

142 Greely AvenueWest Hyannisport, MA 02672#22601498

440 Grand Island DriveOsterville, MA 02655#22502682

440 Grand Island DrBarnstable, MA 02655#73383981

Similar Home Values

Connect with a Local Real Estate Expert

Caio Silva

Sharon Barrows

Lisa Eaton

Anthony Bartolomei

Heather Brigham

Dave Harris

Osterville Market Statistics

More homes to consider

179 Pineleigh PathBarnstable, MA 02655#73525098

375 Baxters Neck RoadMarstons Mills, MA 02648#22603088

375 Baxters Neck RdBarnstable, MA 02648#73541050

142 Greely AvenueWest Hyannisport, MA 02672#22601498

440 Grand Island DriveOsterville, MA 02655#22502682

440 Grand Island DrBarnstable, MA 02655#73383981

Similar Home Values