Is a car needed in Osterville, Barnstable, MA?

As of early 2026, 91% of users say car is needed

Is parking easy in Osterville, Barnstable, MA?

As of early 2026, 83% of users say parking is easy

Is there wildlife in Osterville, Barnstable, MA?

As of early 2026, 78% of users say there's wildlife

Are yards well-kept in Osterville, Barnstable, MA?

As of early 2026, 76% of users say yards are well-kept

Is Osterville, Barnstable, MA quiet?

As of early 2026, 73% of users say it's quiet

Is Osterville, Barnstable, MA dog-friendly?

As of early 2026, 71% of users say it's dog friendly

Are neighbors friendly in Osterville, Barnstable, MA?

As of early 2026, 63% of users say neighbors are friendly

Does Osterville, Barnstable, MA show holiday spirit?

As of early 2026, 63% of users say there's holiday spirit

Do residents of Osterville, Barnstable, MA plan to stay at least 5 years?

As of early 2026, 59% of users say they plan to stay for at least 5 years

Would people walk alone at night in Osterville, Barnstable, MA?

As of early 2026, 57% of users say people would walk alone at night

Do kids play outside in Osterville, Barnstable, MA?

As of early 2026, 50% of users say kids play outside

Is Osterville, Barnstable, MA walkable to restaurants?

As of early 2026, 49% of users say it's walkable to restaurants

Are there community events in Osterville, Barnstable, MA?

As of early 2026, 40% of users say there are community events

Is Osterville, Barnstable, MA walkable to grocery stores?

As of early 2026, 38% of users say it's walkable to grocery stores

Does Osterville, Barnstable, MA have sidewalks?

As of early 2026, 27% of users say there are sidewalks

Are the streets well-lit in Osterville, Barnstable, MA?

As of early 2026, 25% of users say streets are well-lit

What is the estimated monthly payment for 179 Pineleigh Path?

Based on a $5,950,000 list price with 20% down at today's rates, the estimated monthly payment for 179 Pineleigh Path in Osterville, MA is approximately $34,186 (about $31,086 principal & interest, $3,025 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.

How does the list price for 179 Pineleigh Path compare to homes in Osterville?

179 Pineleigh Path in Osterville, MA is listed at $5,950,000, about 773% above the $681K median sale price in Osterville .

What do residents say about Osterville?

Residents describe Osterville, MA as easy to park in, well-kept, and quiet. Most residents say you need a car. See homes for sale in Osterville, MA .

What are the closest schools to 179 Pineleigh Path?

The closest schools to 179 Pineleigh Path in Osterville, MA are Barnstable High School (Middle, rated 3/10), Barnstable Intermediate School (rated 4/10), Barnstable United Elementary School (rated 3/10).

Does 179 Pineleigh Path have air conditioning?

Yes, 179 Pineleigh Path in Osterville, MA has air conditioning.

Does 179 Pineleigh Path have a pool?

Yes, 179 Pineleigh Path in Osterville, MA has a pool.

FOR SALE

1 ACRE

179 Pineleigh Path
Osterville, MA 02655

Osterville

5 Beds
6.5 Baths
8,740 sqft (on 1 acre)

$5,950,000

Est. Mortgage $33,822/mo*

Get Pre-Qualified

$5,950,000

Est. Mortgage $33,822/mo*

Get Pre-Qualified

5 Beds

6.5 Baths

8,740 sqft

(on 1 acre)

Home Highlights

Parking

3 Car Garage

Outdoor

Porch, Patio, Pool

Climate Control

Heating & Cooling

HOA

$385/Monthly

Price/Sqft

$681

Listed

82 days ago

Local Information

Map ViewExplore the area around 179 Pineleigh Path.
Schools2 Elementary Schools2 Middle Schools1 High School
Shop & Eat

-- mins to

Commute Destination

About this House

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.

Home Details for 179 Pineleigh Path

Interior Features
Interior Details Basement: Finished,Partial,Interior EntryNumber of Rooms: 11Types of Rooms: Master Bedroom, Master Bathroom, Kitchen
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 8Number of Bathrooms (full): 5Number of Bathrooms (half): 3
Dimensions and Layout Living Area: 8740 Square Feet
Appliances & Utilities Appliances: Dishwasher, Range Hood, Security System, Refrigerator, Gas Range, Microwave, Freezer, DisposalDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Has Heating Unspecified Type
Fireplace & Spa Number of Fireplaces: 4Spa: HeatedHas a Fireplace
Windows, Doors, Floors & Walls Flooring: Wood, Tile
Levels, Entrance, & Accessibility Stories: 3Floors: Wood, Tile
View Has a ViewView: Golf Course

Exterior Features
Exterior Home Features Roof: Wood ShinglePatio / Porch: Patio, PorchFencing: FencedFoundation: PouredHas a Private Pool
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Garage Attached, Open
Pool Pool: Gunite, In Ground, HeatedPool
Frontage Frontage Type: Golf CourseRoad Frontage: Private RoadResponsible for Road Maintenance: Assoc MaintainedRoad Surface Type: PavedNot on Waterfront
Water & Sewer Sewer: Septic Tank, Septic Tank

Days on Market
Cumulative Days on Market: 76Days on Market: 82

Property Information
Year Built Year Built: 2006
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Gambrel, Shingle
Building Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information Condition: ActualParcel Number: OSTE M:071 L:001008

Price & Status
Price List Price: $5,950,000Price Per Sqft: $681

Active Status
MLS Status: Active

Location
Direction & Address City: OstervilleCommunity: Oyster Harbors
School Information Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

Agent Information
Listing Agent Listing ID: 22602488

Building
Building Area Building Area: 8740 Square Feet

HOA
Has an HOAHOA Fee: $4,620/Annually

Lot Information
Lot Area: 1 Acres

Listing Info
Special Conditions: None

Miscellaneous
BasementMls Number: 22602488Showing Requirements: Appointment Required, Reciprocal/See Agent Remarks

Additional Information
HOA Amenities: Landscaping, Security, Road Maintenance

Last check for updates: about 4 hours ago

Listing courtesy of Paul E Grover, (508) 364-3500

Berkshire Hathaway HomeServices Robert Paul Properties

Matthew de Groot, (917) 596-3060

Berkshire Hathaway HomeServices Robert Paul Properties

Source: CCIMLS, MLS#22602488

Also Listed on CCIMLS.

Market trends in Barnstable

Last updated July 2026

Avg. sale price

$681K

$20.33KMoM

Sale-to-List Price

98.2%

Price per sq ft

$461

$19MoM

Available listings

346

20MoM

Price and Tax history

Date	Event	Price
May 27, 2026 Source: CCIMLS #22602488	Listed For Sale	$5,950,000
May 15, 2019 Source: N/A	Sold	$3,300,000
Jun 25, 2012 Source: CCIMLS #21100844	Sold	$2,500,000
Jan 31, 2011 Source: N/A	Sold	$2,500,000
Oct 13, 2006 Source: N/A	Sold	$1,150,000

Year	Property tax	Tax assessment
2025	$40,528	$5,009,600

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Home Value

Trulia Estimate

$5.45M

Since last month

$2K (0%)

Since last year

$53K (-1%)

Since last sale

$2M (+65%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +116% in the last 10 years

Month	Estimated value
2026
August 2026	$5.44M
July 2026	$5.44M
June 2026	$5.52M
May 2026	$5.9M
April 2026	$5.47M
March 2026	$5.4M
February 2026	$5.3M
January 2026	$5.2M
2025
December 2025	$5.37M
November 2025	$5.59M
October 2025	$5.41M
September 2025	$5.47M
August 2025	$5.5M
July 2025	$5.56M
June 2025	$5.64M
May 2025	$5.59M
April 2025	$5.6M
March 2025	$5.57M
February 2025	$5.45M
January 2025	$5.4M
2024
December 2024	$5.34M
November 2024	$5.42M
October 2024	$5.16M
September 2024	$5.2M
August 2024	$5.28M
July 2024	$5.13M
June 2024	$5.15M
May 2024	$5.07M
April 2024	$5.05M
March 2024	$5.01M
February 2024	$4.93M
January 2024	$4.88M
2023
December 2023	$4.9M
November 2023	$5.07M
October 2023	$4.94M
September 2023	$5.05M
August 2023	$5M
July 2023	$4.93M
June 2023	$5.03M
2021
April 2021	$4.26M
March 2021	$4.15M
February 2021	$4.06M
January 2021	$3.85M
2020
December 2020	$3.81M
November 2020	$3.74M
October 2020	$3.67M
September 2020	$3.61M
August 2020	$3.54M
July 2020	$3.46M
June 2020	$3.44M
May 2020	$3.42M
April 2020	$3.42M
March 2020	$3.42M
February 2020	$3.39M
January 2020	$3.38M
2019
December 2019	$3.28M
November 2019	$3.26M
October 2019	$3.28M
September 2019	$3.33M
August 2019	$3.32M
July 2019	$3.33M
June 2019	$3.32M
May 2019	$3.31M
April 2019	$3.9M
March 2019	$3.83M
February 2019	$3.39M
January 2019	$2.95M
2018
December 2018	$2.96M
November 2018	$2.99M
October 2018	$2.95M
September 2018	$2.89M
August 2018	$2.93M
July 2018	$2.89M
June 2018	$2.81M
May 2018	$2.77M
April 2018	$2.7M
March 2018	$2.71M
February 2018	$2.75M
January 2018	$2.73M
2017
December 2017	$2.74M
November 2017	$2.7M
October 2017	$2.68M
September 2017	$2.73M
August 2017	$2.78M
July 2017	$2.94M
June 2017	$2.74M
May 2017	$2.78M
April 2017	$2.72M
March 2017	$2.65M
February 2017	$2.58M
January 2017	$2.65M
2016
December 2016	$2.88M
November 2016	$2.61M
October 2016	$2.57M
September 2016	$2.59M
August 2016	$2.52M

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
405 Bridge Street, Osterville, MA	0.78	Single-Family Home	$4,400,000	03/02/26	5	6	6,768
405 Bridge St, Barnstable, MA	0.78	Single-Family Home	$4,400,000	03/02/26	5	6	6,768
245 N Bay Rd, Barnstable, MA	0.67	Single-Family Home	$5,275,000	12/03/25	5	5.5	4,637
245 North Bay Road, Osterville, MA	0.69	Single-Family Home	$5,275,000	12/03/25	5	5.5	4,637
355 Bridge Street, Osterville, MA	0.84	Single-Family Home	$3,000,000	11/06/25	4	3.5	3,720
355 Bridge St, Barnstable, MA	0.84	Single-Family Home	$3,000,000	11/06/25	4	3.5	3,720
804 Main St, Barnstable, MA	1.01	Single-Family Home	$2,200,000	04/27/26	4	5	6,294
804 Main Street, Cotuit, MA	1.01	Single-Family Home	$2,200,000	04/27/26	4	4.5	6,294
780 Sea View Ave, Barnstable, MA	1.28	Single-Family Home	$3,400,000	10/03/25	4	4	5,762
780 Sea View Avenue, Osterville, MA	1.28	Single-Family Home	$3,400,000	10/03/25	4	4	5,460

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.

Address	Distance	Price	Bed	Bath	Sqft	Status
179 Pineleigh Path, Barnstable, MA 02630	0.01	$5,950,000	5	6.5	8,740	For Sale
207 Pineleigh Path, Barnstable, MA 02630	0.05	-	6	5	6,783	Off Market
207 Pineleigh Path, Osterville, MA 02655	0.06	$5,964,500	6	5	6,783	Off Market
350 Windswept Way, Barnstable, MA 02630	0.18	$6,327,600	5	5.5	5,407	Off Market
350 Windswept Way, Osterville, MA 02655	0.18	$5,896,500	5	5.5	5,924	Off Market
440 Grand Island Drive, Osterville, MA 02655	0.20	$7,750,000	7	10	11,546	For Sale
292 Grand Island Dr, Barnstable, MA 02630	0.22	$4,295,200	5	5.5	4,707	Off Market
0 Windswept Way, Osterville, MA 02655	0.29	$6,684,800	-	-	-	Off Market
320 Seapuit River Rd, Barnstable, MA 02630	0.28	-	6	6	5,478	Off Market
47 Sunset Poin, Barnstable, MA 02630	0.32	$18,500,000	7	10	10,104	For Sale
Lot 289 Seapuit River B Road, Osterville, MA 02655	0.31	$3,000,000	-	-	-	For Sale

Additional Cost

Around this home

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Osterville

60 Homes For You
Buy: $600k - $18.5m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

At least 22 Trulia users voted on each feature.

91 % Say car is needed
83 % Say parking is easy
78 % Say there's wildlife
76 % Say yards are well-kept
73 % Say it's quiet
71 % Say it's dog friendly
63 % Say neighbors are friendly
63 % Say there's holiday spirit
59 % Say they plan to stay for at least 5 years
57 % Say people would walk alone at night
50 % Say kids play outside
49 % Say it's walkable to restaurants
40 % Say there are community events
38 % Say it's walkable to grocery stores
27 % Say there are sidewalks
25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

Jacqueline Hicks
Resident
5mo ago
"This area lacks decent public transportation. Having a car is extremely helpful. The is the bus system but it isn’t that reliable and it doesn’t have lots of stops and routes so one has to walk a distance to get to path of bus"
0
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Trulia User
Resident
4y ago
"moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
0
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Purplevelvet917
Resident
7y ago
"The bus goes by only once an hour each way. A car is helpful. Summer traffic make the commute slow so allow for extra time."
1
Flag
Joshtweaver
Resident
7y ago
"Very friendly upscale area with beautiful scenery. Great for a summer vacation. Very peaceful. Can get quiet at times so if you’re looking for excitement you may want to look elsewhere. "
14
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Joshtweaver
Resident
7y ago
"Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
0
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Ashleighmaeb
Resident
8y ago
"An hour and a half drive back to Boston if your lucky. You can fly which is way more convenient but driving is the cheapest. It’s our summer home so we don’t care that much since we’re down all summer."
2
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Hudson
Resident
8y ago
"I’ve lived in this neighborhood for over 3 years and love it. The neighbors are nice and there are lots of kids and young families."
0
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bagleyheath
14y ago
"Ostervile, lovely place apart from the people. Rude arrogant, dont you know who I am? types where the rules of civilty only apply to others. If you are in the top 1% or aspire to be you'll love it."
1
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Frequently asked questions about 179 Pineleigh Path

What is the estimated monthly payment for 179 Pineleigh Path?
Based on a $5,950,000 list price with 20% down at today's rates, the estimated monthly payment for 179 Pineleigh Path in Osterville, MA is approximately $34,186 (about $31,086 principal & interest, $3,025 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
How does the list price for 179 Pineleigh Path compare to homes in Osterville?
179 Pineleigh Path in Osterville, MA is listed at $5,950,000, about 773% above the $681K median sale price in Osterville.
What do residents say about Osterville?
Residents describe Osterville, MA as easy to park in, well-kept, and quiet. Most residents say you need a car. See homes for sale in Osterville, MA.
What are the closest schools to 179 Pineleigh Path?
The closest schools to 179 Pineleigh Path in Osterville, MA are Barnstable High School (Middle, rated 3/10), Barnstable Intermediate School (rated 4/10), Barnstable United Elementary School (rated 3/10).
Does 179 Pineleigh Path have air conditioning?
Yes, 179 Pineleigh Path in Osterville, MA has air conditioning.
Does 179 Pineleigh Path have a pool?
Yes, 179 Pineleigh Path in Osterville, MA has a pool.

Paul E Grover, Berkshire Hathaway HomeServices Robert Paul Properties

Agent Phone: (508) 364-3500

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. 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. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

179 Pineleigh Path, Osterville, MA 02655 is a 5 bedroom, 8 bathroom, 8,740 sqft single-family home built in 2006. 179 Pineleigh Path is located in Osterville, Osterville. This property is currently available for sale and was listed by CCIMLS on May 27, 2026. The MLS # for this home is MLS# 22602488.

179 Pineleigh Path Osterville, MA 02655

$5,950,000

$5,950,000

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Frequently asked questions about 179 Pineleigh Path

179 Pineleigh Path
Osterville, MA 02655