Skip to content
Photo 1 of 43: 14 Indian Trail
14 Indian Trail
View all 43 photos

14 Indian Trail, Osterville, MA 02655

Oyster Harbors · Barnstable County

Key Facts

5Beds
5Baths
3,087Sq Ft
2004Year Built
1.78Lot (acres)

Description

Legacy, Lifestyle & Opportunity - A discreet treasure in one of Cape Cod's most prestigious enclaves, this exceptional waterfront property offers rare access to legacy, lifestyle, and limitless potential. Originally part of a historic compound long held by the Mellon family and now by noted philanthropist and collector William Koch, the property stands as a rare opportunity to own a slice of coastal legacy. This waterfront estate offers 1.78 acres of private grounds, a beautifully preserved five-bedroom residence, and a substantial deep-water dock with direct access to Nantucket Sound--accommodating six or more vessels with ease. Inside, the home exudes understated charm with a seamless connection to outdoor living--screened porch, expansive deck, and water views from most rooms. A welcoming main-level primary suite with adjoining study anchors the floor plan, while the heart of the home features a stone fireplace, an open-concept kitchen, and a screened porch that opens to an expansive deck--perfect for entertaining or quiet reflection. Upstairs, guest bedrooms are enhanced by gracious proportions and stunning vistas. With additional buildable parcels from the same legacy estate also available, this is a rare opportunity to establish a private compound in one of New England's most exclusive waterfront enclaves. A sanctuary of coastal beauty and historic significance, all within the beloved village of Osterville - home to world-class golf, protected waters, and the timeless allure of Cape Cod. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Cape Cod

Year Built

2004

Living Area

3,087 sq ft

Lot Size

1.78 acres

Parking Spaces

4

Zoning

RF-1

Days on Market

350

MLS® Listing#

22503092

Property Features

Interior:
Breakfast Bar
Exterior:
Outdoor Shower
Appliances:
Dryer, Dishwasher, Wine Cooler, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Water Heater
Cooling:
Central Air, Ceiling Fan(s)
Flooring:
Wood, Carpet, Tile
Basement:
Interior Entry, Full
Patio:
Porch
Lot Features:
On Golf Course, Near Golf Course, Level, Cleared, Waterfront
Construction:
Shingle Siding
Roof:
Asphalt
Sewer:
Private Sewer

Rooms

  • Bedroom 2First
  • Bedroom 3Second
  • Bedroom 4Second
  • Dining RoomFirst
  • KitchenFirst
  • Living RoomFirst
  • Master BedroomFirst

HOA & Tax

HOA:
$4,620/Annually
Annual Tax:
$52,806 (2026)
Assessed Value:
$6,476,100
Parcel #:
070009005

Directions

Bridge Street to Oyster Harbors Gatehouse

Affordability Calculator

$1,970,000

Estimated monthly payment

$52,426/mo

Principal $7,880,000 · Est. interest $10,993,301 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Osterville, MA

$1,000,000
Median Listing Price
59
Median Days on Market
3,133
Median Sq Ft
$725
Median Price / Sq Ft
36
Active Listings
  • This home’s price is 885% above the area median.
  • Its price per sq ft is 340% above the area median.

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

Location

  • 14 Indian Trail, Osterville, MA 02655

Nearby Schools

  • Bright Promises Pre School

    School · 1.8 mi away

  • Waldorf School of Cape Cod

    School · 2.0 mi away

  • Cape Cod Academy

    School · 2.3 mi away

  • Marstons Mills Elementary School

    Elementary · 2.9 mi away

  • Bayberry Christian School

    School · 3.1 mi away

  • Mashpee Creative Childrens Center

    School · 3.4 mi away

  • Barnstable United Elementary School

    Elementary · 3.6 mi away

  • West Villages Elementary School

    Elementary · 3.7 mi away

  • Centerville Elementary

    Elementary · 3.7 mi away

  • Fair Acres Country Day School

    Elementary · 4.0 mi away

  • Kenneth C Coombs School

    Elementary · 4.5 mi away

  • Town of Mashpee

    Elementary · 4.5 mi away

  • Quashnet School

    Elementary · 4.6 mi away

  • Mashpee High School

    Secondary · 5.2 mi away

  • Vanguard Tabletop Gaming

    School · 5.2 mi away

  • Barnstable High School

    Secondary · 5.3 mi away

  • Hyannis West Elementary School

    Elementary · 5.4 mi away

  • Barnstable Intermediate School

    Secondary · 5.5 mi away

  • Sturgis West

    School · 6.0 mi away

  • Sturgis Charter Public School

    School · 6.0 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Moving Cost Estimate

EXIT Agents in Osterville

Cape Cod and Islands MLS logo

Listing Courtesy: Berkshire Hathaway HomeServices Robert Paul Properties - rkinlin@robertpaul.com

Presented by: Robert B Kinlin

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: 2025-06-24

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by CapeCod. MLS® Listing#22503092. © 2026EXIT Realty®. All rights reserved.