866 Pendleton Point RoadIslesboro, ME 04848

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.

Property Information

Property type

Residential

Sub-type

Single Family Residence

Style

Shingle

Year built

2000

Living area

9,449 Sq Ft

Lot size

5.25 acres

Zoning

Shoreland Res

Days on market

116

MLS^® Listing#

1667521

Property Features

Interior

Vaulted Ceiling(s) · Walk-In Closet(s) · Master Downstairs · Other · Storage

Appliances

Dishwasher · Dryer · Microwave · Electric Range · Gas Range · Refrigerator · Washer · Other

Cooling

Heat Pump

Heating

Oil · Propane · Forced Air · Heat Pump · Hot Water · Zoned

Flooring

Carpet · Tile · Wood

Fireplace

Library · Wood Burning · Living Room

Basement

Interior Entry · Crawl Space · Finished · Full · Partial · Unfinished

Pool

In Ground

Parking

Gravel · Carport · Attached

Laundry

Main Level · Upper Level

Lot features

Near Golf Course · Other · Level · Open Lot · Rolling Slope · Landscaped

Construction

Wood Siding · Frame

Roof

Shingle

Utilities

Propane

Sewer

Private Sewer

Water source

Private · Well

Financial Details

HOA

None

Annual taxes

$47,732Tax year 2025