855.375.4001
Listing Courtesy of: Michael Lynch - Legacy Properties Sotheby's International Realty 207-230-1003
$6,750,000 affordable loan icon

866 Pendleton Point Road Islesboro, ME 04848

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Single Family Residence
6 Beds
9 Baths
... Bed/Bath
9,449 Sq. Ft.

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Last updated on 12/16/2025 12:21 AM
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 landsca...ping 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. Continue reading
MLS#
1631135
Property Type
Single Family
Bedrooms
6
Bathrooms
6 Full/3 Half
Year Built
2000
Square Feet
9,449 sq. ft
Lot Size
5.25

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Listing Courtesy of: Michael Lynch - Legacy Properties Sotheby's International Realty 207-230-1003
Andrea D. Conner, License DB922721, Xome Inc., License AC90602770, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2025 Maine Real Estate Information System, Inc. All Rights Reserved.
This content last refreshed on 12/16/2025 12:21 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Information is deemed reliable but is not guaranteed.
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