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About the Listing 2499 - 017746
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.
Listing Highlights
Status
Active
Days on Site
31
Property Type
Residential
MLS ®
1667521
Year Built
2000
Total Square Footage
9,449
Lot/Acreage
5.25
County
Waldo
Interior Details
- Bedrooms: 6
- Bathrooms: 6 Full / 3 Half
- Appliances: Dishwasher, Dryer, Microwave, Electric Range, Gas Range, Refrigerator, Wall Oven, Washer, Generator,Internet Access Available
- Air Cond: Heat Pump
- Heating: Oil,Propane,Forced Air,Heat Pump,Hot Water,Zoned
- Fireplaces: 4
- Floor: Carpet,Tile,Wood
- Above Ground Sq Ft: 8696
- Below Ground Sq Ft: 753
- Basement: Bulkhead,Interior Entry,Crawl Space,Finished,Full,Partial,Unfinished
- Other: 1st Floor Primary Bedroom w/Bath,Bathtub,Shower,Storage,Walk-In Closet(s),Primary Bedroom w/Bath
- Water: Private,Well
Exterior Details
- Lot Description: Irrigation System,Near Country Club,Near Golf Course,Near Public Beach,Level,Open Lot,Rolling Slope,Landscaped
- Garage Capacity: N/A
- Zoning: Shoreland Res
- Roof: Shingle
- Others:
- Sewer: Private Sewer
- Parking Features: Gravel,5 - 10 Spaces,Carport
Financial Details
- Tax Amount: $47,732
- Taxes w/Assessments: N/A
- Tax/Property ID: ISBR-000006-000000-000006-C000000
- Tax Year: 2025
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Questions About..
866 Pendleton Point Rd Islesboro, ME 04848
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