866 Pendleton Point Road, Islesboro, ME 04848
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group



866 Pendleton Point Road,Islesboro, ME 04848
$6,750,000
- 6 Beds
- 9 Baths
- 9,449 sq. ft.
- Single family
- Active
Listed by:michael lynch
Office:legacy properties sotheby's international realty
MLS#:1631135
Source:ME_MREIS
Price summary
- Price:$6,750,000
- Price per sq. ft.:$714.36
About this home
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.
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Home facts
- Year built:2000
- Listing Id #:1631135
- Updated:July 19, 2025 at 05:46 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:9
- Full bathrooms:6
- Half bathrooms:3
- Living area:9,449 sq. ft.
Heating and cooling
- Heating:Forced Air, Heat Pump, Hot Water
Structure and exterior
- Year built:2000
- Building area:9,449 sq. ft.
- Lot area:5.25 Acres
Utilities
- Water:Private, Well
- Sewer:Private Sewer
Finances and disclosures
- Price:$6,750,000
- Price per sq. ft.:$714.36
- Tax amount:$44,550 (2024)
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