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Located at 866 Pendleton Point Road, Islesboro, Maine 04848, this Single Family Home is for Sale with a price of $6,750,000 USD. The property was built in 2000, includes 6 bedrooms, has 6 full baths and 3 partial baths. This listing has 9,449 Sq.Ft. of interior space on a lot of 5.25 Acres. See all Homes for Sale in Islesboro.
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38. 866 Pendleton Point Road
1. 866 Pendleton Point Road
2. 866 Pendleton Point Road
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MaineIslesboro866 Pendleton Point Road

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Description

866 Pendleton Point Road,

Islesboro, ME 04848

East Bay is a lovely coastal estate, an ideal summer retreat and a serene sanctuary for year-round living. Privately sited on 5 plus acres with 430 feet of accessible, pristine waterfront, the property is gracefully perched above a scenic pristine shoreline, where lush gardens and thoughtful landscaping frame cinematic views of Penobscot Bay and the islands. The residence unfolds along a gently sloping bluff, capturing sweeping vistas from nearly every room and outdoor space. Originally constructed as a post-and-beam home circa 2000, East Bay has since undergone a series of thoughtful transformations. Its final form, guided by the timeless coastal architecture of Royal Barry Wills, seamlessly blends classic character with understated luxury. Gracious indoor and outdoor living spaces are designed for both grand entertaining and intimate gatherings, offering a harmonious balance of formal and informal areas. Highlights include a first-floor primary suite with private sitting room and office, multiple guest suites, sitting rooms, library, offices, a wine cellar, exercise room, updated systems, air conditioning, generator, and carport. The grounds are equally compelling: a heated pool, hot tub, and wood-fired sauna are thoughtfully positioned to take full advantage of the views, while a custom-built staircase provides direct access to the private beachfront. The result is a property that evokes the spirit of Islesboro's historic Summer Cottages. Located just south of the island's storied Dark Harbor Village, East Bay is a true legacy estate, an extraordinary fusion of Maine's rugged coastal beauty and enduring craftsmanship. View our 3D Tour and Floor Plans for a fully immersive experience.

This is an Active listing.

Broker Office Phone Number: 207-780-8900

Copyright © 2025Maine Real Estate Information System, Inc.. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Amenities

  • Carpet
  • Carpeted Floors
  • Fireplace
  • Tile Flooring
  • Wood Floors
  • Waterfront
Listing By: Legacy Properties Sotheby's International Realty via Data Source: Maine Real Estate Information System, Inc. 
6
Bedrooms
6
Full Baths
3
Partial Baths
$6,750,000
price
$714
Price Per Sqft
Single Family Home
Property type
2000
Year Built
Islesboro
School District
Islesboro
School District
islesboro-islesboro-me
Schools
15981487
Web Id
1631135
MLS ID
Today

Price History

datepricevariancetype
7/19/2025$6,750,000-Listed
listing agent: Michael Lynch
more info
9,449 Sq Ft.
interior
5.25 Acres
Exterior
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    new listing

    866 Pendleton Point Road
    Islesboro, ME 04848

    $6,750,000
    6 bd6 ba