866 Pendleton Point Road, Islesboro, ME 04848
Local realty services provided by:ERA Dawson-Bradford Co., REALTORS
866 Pendleton Point Road,Islesboro, ME 04848
$5,750,000
- 6 Beds
- 9 Baths
- 9,449 sq. ft.
- Single family
- Active
Office: legacy properties sotheby's international realty
MLS#:1667521
Source:ME_MREIS
Price summary
- Price:$5,750,000
- Price per sq. ft.:$608.53
About this home
East Bay is an exceptional coastal estate offering the perfect blend of a private summer retreat and a tranquil year-round residence. Set on more than five secluded acres with 430 feet of pristine, accessible waterfront, the property enjoys an elevated position above the scenic shoreline, where beautifully curated gardens and mature landscaping frame sweeping views across Penobscot Bay and its islands.
The residence unfolds along a gently sloping bluff, capturing spectacular water vistas from nearly every room and outdoor living space. Originally built as a post-and-beam home around 2000, East Bay has been thoughtfully transformed over time. Its current design, inspired by the timeless coastal architecture of Royal Barry Wills, combines classic New England character with understated sophistication.
Designed for both elegant entertaining and comfortable everyday living, the home offers a seamless balance of formal and informal spaces. Highlights include a first-floor primary suite with a private sitting room and office, multiple guest suites, inviting sitting rooms, a library, additional office spaces, a wine cellar, exercise room, updated mechanical systems, air conditioning, a generator, and a carport.
The outdoor amenities are equally impressive. A heated swimming pool, hot tub, and sauna are perfectly positioned to maximize the breathtaking waterfront setting and views, while a custom-built staircase provides direct access to the property's private beach.
Evoking the charm and grandeur of Islesboro's historic summer cottages, East Bay is a rare legacy property--an extraordinary expression of Maine's rugged coastal beauty, enduring craftsmanship, and timeless elegance.
Explore the 3D tour and floor plans for a fully immersive experience of this remarkable estate....
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Home facts
- Year built:2000
- Listing ID #:1667521
- Updated:June 17, 2026 at 04:56 AM
Rooms and interior
- Bedrooms:6
- Total bathrooms:9
- Full bathrooms:6
- Half bathrooms:3
- Rooms Total:19
- Flooring:Carpet, Tile, Wood
- Bathrooms Description:Bathtub, Shower
- Kitchen Description:Dishwasher, Electric Range, Gas Range, Microwave, Refrigerator, Wall Oven
- Bedroom Description:1st Floor Primary Bedroom w/Bath, Primary Bedroom w/Bath
- Basement Description:Bulkhead, Crawl Space, Finished, Full, Interior Entry, Partial, Unfinished
- Living area:9,449 sq. ft.
Heating and cooling
- Heating:Forced Air, Heat Pump, Heating, Hot Water, Oil, Propane, Zoned
Structure and exterior
- Roof:Shingle
- Year built:2000
- Building area:9,449 sq. ft.
- Lot area:5.25 Acres
- Lot Features:Irrigation System, Landscaped, Level, Near Country Club, Near Golf Course, Near Public Beach, Open Lot, Rolling Slope
- Architectural Style:Shingle
- Construction Materials:Wood Frame, Wood Siding
- Foundation Description:Poured Concrete
Utilities
- Water:Private, Well
- Sewer:Private Sewer
Finances and disclosures
- Price:$5,750,000
- Price per sq. ft.:$608.53
- Tax amount:$47,732 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Electric Range, Gas Range, Microwave, Refrigerator, Wall Oven, Washer
- Laundry features:Dryer, Main Level, Upper Level, Washer
- Amenities:Storage, Walk-In Closet(s)
- Pool features:In Ground
Parking
- Parking description:5 - 10 Spaces, Attached Garage, Carport, Gravel
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