866 Pendleton Point Rd, Islesboro, ME

House

For Sale

Listed price in listed location currency (USD).

$5,750,000

690

MLS® 1667521

Key Facts
Description
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 8696 sqft

Garage

Taxes $47,732

Days Active 7

Lot Size 5.25 Acres

Approx. Age 2000

Avg. Price Per Sqft $661

MLS® Number 1667521

Property Address: 866 Pendleton Point Rd, Islesboro, ME, 04848-5159

Average square foot calculated using Size range provided by listing agent.

Description

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.

MLS® Number1667521

Laundry LevelMain

Central VacNo

FireplaceNo

Acreage

Exterior

Garage

Approx. Age2000

BasementBulkhead, Interior Entry, Crawl Space, Finished, Full, Partial, Unfinished

Driveway

Garage Spaces

HeatOil, Propane, Forced Air, Heat Pump, Hot Water, Zoned

A/C

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

Jun 17, 2026List Date

$5,750,000List Price

Commute

Commute

Starting Address

Destination Address

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