Ad #7890105
MLS #1667521
East Bay is a lovely coastal estate, an ideal summer retreat and
866 Pendleton Point Rd, Islesboro, ME 04848
$5,750,000
6Beds
9Baths
9,449Sqft
5.25Acres
About this property
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 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.
Property Features
6 Beds
9 Baths
9,449 Sqft
Built in 2000
5.25 Acres
On Beachfront
Carport
Siding: Wood Frame, Wood Siding
Shingle Roof
Has Fireplace
Propane (Heating), Hot Water(Heating), Heat Pump (Heating), Zoned, Forced Air, Oil
Waldo County
Additional Photos
Contact Information
Michael Lynch
Legacy Properties Sotheby's International Realty
207-558-3131
Location
Listing Agent: Michael Lynch 207-558-3131
Broker: Legacy Properties Sotheby's International Realty 207-780-8900 Listing Site
Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Legacy Properties Sotheby's International Realty 207-780-8900 Listing Site
Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026
Photo Gallery
$5,750,000
6
Beds
9
Baths
9,449
Sqft
866 Pendleton Point Rd, Islesboro, ME 04848
By contacting this agent you agree to these Terms and Conditions.
MLS# 1667521
East Bay is a lovely coastal estate, an ideal summer retreat and
$5,750,000
866 Pendleton Point Rd, Islesboro, ME 04848
6
Beds
9
Baths
9,449
Sqft
5.25
Acres
$5,750,000
866 Pendleton Point Rd, Islesboro, ME 04848
6 Beds
9 Baths
9,449 Sqft
5.25 Acres
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 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.
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Property Details
HOME DETAILS
6 Beds
9 Baths
9,449 Sqft
Built in 2000
5.25 Acres
BEACH & VIEW
On Beachfront
EXTERIOR
Carport
Siding: Wood Frame, Wood Siding
Shingle Roof
INTERIOR
Has Fireplace
Propane (Heating), Hot Water(Heating), Heat Pump (Heating), Zoned, Forced Air, Oil
FINANCIAL & COMMUNITY
Waldo County
See More Details
Location
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Ad Statistics
Ad Number
7890105
Viewed
55 times
Listing Status
Active
Added
Jun 16, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Maine Listings
Source Property ID
1667521
Listing Agent: Michael Lynch 207-558-3131
Broker: Legacy Properties Sotheby's International Realty 207-780-8900 Listing Site
Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Legacy Properties Sotheby's International Realty 207-780-8900 Listing Site
Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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