179 Pineleigh Path, Osterville, MA, 02655
About This Home
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.
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Property condition: Actual
- Year built: 2006
Materials
- Foundation: Poured
- Roof: Wood, Shingle
- Construction materials: Shingle Siding
Type & Style
- Home type: SingleFamily
- Architectural style: Gambrel, Shingle
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Range Hood,Security System,Refrigerator,Gas Range,Microwave,Freezer,Disposal
Basement
- Has basement: Yes
- Basement: Finished,Partial,Interior Entry
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 8
- Full bathrooms: 5
- 1/2 bathrooms: 3
Features
- Flooring: Wood,Tile
- Number of fireplaces: 4
- Fireplace: Yes
Heating & Cooling
- Heating features: Has Heating (Unspecified Type)
- Cooling features: Central Air
Interior Area
- Total structure area: 8,740
- Total interior livable area: 8,740 sqft
Kitchen
- Features: Kitchen, Upgraded Cabinets, Beamed Ceilings, Breakfast Bar, Built-in Features, Kitchen Island, Pantry, Recessed Lighting
Master Bathroom
- Features: Private Full Bath
Master Bedroom
- Features: Walk-In Closet(s), View, Office/Sitting Area, Cathedral Ceiling(s)
- Level: First
Property
Details
- Parcel number: OSTE M:071 L:001008
- Zoning: RF-1
- Special condition: None
Features
- Stories: 3
- Private pool: Yes
- Pool features: Gunite,In Ground,Heated
- Patio & porch: Patio,Porch
- Spa features: Heated
- Fencing: Fenced
- Has view: Yes
- View description: Golf Course
- Frontage type: Golf Course
Lot
- Lot size: 1 Acres
- Features: Marina,School,House of Worship,Near Golf Course,Shopping,Level,Wooded,South of Route 28
Parking
- Total spaces: 3
- Parking features: Garage - Attached,Open
- Has garage: Yes
- Attached garage spaces: 3
- Covered spaces: 3
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Coastal Flooding
- Hurricane
- Inland Flooding
- Lightning
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $30,086 | $361,032 |
| Home Insurance * | $5,027 | $60,324 |
| Property Taxes | $3,938 | $47,256 |
| Electricity | $1,723 | $20,681 |
| Total | $40,774 | $489,288 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-05-27 | Listed for sale | $5,950,000 |
| 2019-05-15 | Sold | $3,300,000 |
| 2012-06-25 | Sold | $2,500,000 |
| 2011-01-31 | Sold | $2,500,000 |
| 2006-10-13 | Sold | $1,150,000 |
For Sale by Agent
View on Zillow