866 Pendleton Point Rd

10,000 Sq. Ft.
$450 / Sq. Ft.
10,000
Sq. Ft.
$450
per Sq. Ft.

Description

Located south of Dark Harbor Village with stunning views over East Penobscot Bay, East Bay is a beautifully designed and skillfully crafted waterfront home built in the tradition of a grand coastal Maine estate. Privately sited on 4.2± acres with 390 ± feet of shorefront, the residence was first built in 2000 as a large post-and-beam barn with an apartment. It was expanded two times, the final renovation and redesign based on the architecture of Royal Barry Wills, and the year-round house now features...Located south of Dark Harbor Village with stunning views over East Penobscot Bay, East Bay is a beautifully designed and skillfully crafted waterfront home built in the tradition of a grand coastal Maine estate. Privately sited on 4.2± acres with 390 ± feet of shorefront, the residence was first built in 2000 as a large post-and-beam barn with an apartment. It was expanded two times, the final renovation and redesign based on the architecture of Royal Barry Wills, and the year-round house now features over 10,000± square feet of living space with six bedrooms, including a main floor master suite. The residence is open and inviting with elegant living spaces defined by high ceilings, multiple fireplaces and exposed-wood beams that capture the essence of a historic Islesboro summer cottage with contemporary amenities. The landscape combines formal gardens with fields of wildflowers, an in-ground swimming pool and the broad views encompass the islands of East Penobscot Bay, North Haven and the open ocean to the south. Permits have been approved for the installation of a deep-water dock.
  1. Listed by Joseph Sortwell • LandVest, Inc.

Property Details for 866 Pendleton Point Road

Waterfront
Yes
Waterfront Features
Ocean
ArchitecturalStyle
Shingle Style
Garage
No
Zoning
Shoreland
View
Scenic
LISTING UPDATED: 01/10/2025 10:09 PM

Property Details for 866 Pendleton Point Road

StatusClosed
MLS #1523560
Days on Market62
Taxes$32,045 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2000
Lot Size4.20 AC / 182,952 SF
CountyWaldo County

Location

Listing Courtesy of LandVest, Inc.

Sold By LandVest, Inc.

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Building Information for 866 Pendleton Point Road

Stories-Year Built2000Building Size-Lot Size4.20 AC / 182,952 SF

Payment Calculator

$24,509 per month

30 year fixed, 6.11% Interest

Principal and Interest

$21,839

Property Taxes

$2,670

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 866 Pendleton Point Road

Summary
Location and General Information
  • Water Body Name: Penobscot Bay
  • Town: Islesboro
  • State/Province: ME
  • Zip Code: 04848
  • County: Waldo
  • Geo Latitude: 44.23933
  • Geo Longitude: -68.922001
  • Tax Lot: 6C
  • Site:Open: Yes
  • Site:Well Landscaped: Yes
  • Location:Other Location: Yes
  • Water Info:Waterfront Amount +: 390.00
  • Water Info:Water Frontage Owned: 390.00
  • Water Info:Water Frontage Shared: .00
  • Source of Water Frontage:Survey: Yes
  • Recreational Water:Oceanfront: Yes
  • Recreational Water:Waterfront Deep: Yes
Parking
  • Parking Features: 5 - 10 Spaces, Gravel, Carport
  • Attached Garage: No
Taxes and HOA Information
  • Tax Book Number: 2112
  • Tax Map Number: 6
  • Tax Year: 21
  • Parcel Number: 866PendletonPointRoadIslesboro04848
  • Location Information:Association Y/N: No
  • Tax Annual Amount: $32,045.34
Property
Heating and Cooling
  • Water Heater:Off Heating System: Yes
Lot Information
  • SqFt Finished Below Grade: 0.0
  • SqFt Finished Above Grade: 10000.0
  • Lot Size Acres: 4.2
  • Source of Acreage: Survey
  • Building Area Total: 10000.0
  • Lot Size Area: 4.2
  • Lot Size Units: Acres
  • Lot Size Square Feet: 182952.0
  • Bedrooms Total: 6
  • Bathrooms Full: 6
  • Bathrooms Half: 3
  • Street Number: 866
  • Property Information:Surveyed: Yes
  • Property Information:Seasonal: No
  • Property Information:# Rooms: 16.00
  • Property Information:Total Half Baths: 3.00
  • Property Information:# Full Baths Basement: .00
  • Property Information:# Half Baths Basement: .00
  • Property Information:# Full Baths Level 1: 1.00
  • Property Information:# Half Baths Level 1: 3.00
  • Property Information:# Full Baths Level 2: 5.00
  • Property Information:# Half Baths Level 2: .00
  • Property Information:# Full Baths Level 3: .00
  • Property Information:# Half Baths Level 3: .00
  • Property Information:# Full Baths Upper: .00
  • Property Information:# Half Baths Upper: .00
Parking
  • Driveway:Gravel: Yes
Property and Assessments
  • Leased Land: No
  • Property Type: Residential,Single Family Residence
  • Property Type Label: Residential
  • Property Sub-Type: Single Family Residence
  • Building Area Source: Seller
  • Year Built: 2000
Utilities
  • Electric: Circuit Breakers
  • Sewer: Private Sewer
  • Water Source: Private
  • Utilities:Utilities On: No
  • Gas:Bottled: Yes
Interior and Exterior Features
Exterior Features
  • Construction Materials: Shingle Siding, Wood Frame
  • # Fireplaces: 4
  • Fireplace: Yes
  • Vehicle Storage:Carport: Yes
  • Roof: Shingle
Interior Features
  • Basement: Partial, Exterior Entry, Bulkhead, Interior Entry
  • Interior Features: 1st Floor Primary Bedroom w/Bath, Other
  • Cooling: None
  • Heating: Hot Water, Forced Air
  • Laundry Features: Laundry - 1st Floor, Upper Level, Main Level
  • Room Total: 16
  • Bathrooms Total (Integer): 9
  • Bathrooms Total (Decimal): 7.50
  • Bathrooms Total (Notational): 6.30
  • Cooling YN: No
  • Heating YN: Yes
Room Information
Room 1
  • Room Type: Other Room
  • Room Level: First
Room 2
  • Room Type: Living Room
  • Room Level: First
Room 3
  • Room Type: Dining Room
  • Room Level: First
Room 4
  • Room Type: Kitchen
  • Room Level: First
Room 5
  • Room Type: Primary Bedroom
  • Room Level: First
Room 6
  • Room Type: Other Room 2
  • Room Level: First
Room 7
  • Room Type: Laundry Room
  • Room Level: First
Room 8
  • Room Type: Great Room
  • Room Level: Second
Room 9
  • Room Type: Bedroom 2
  • Room Level: Second
Room 10
  • Room Type: Bedroom 3
  • Room Level: Second
Room 11
  • Room Type: Bedroom 4
  • Room Level: Second
Room 12
  • Room Type: Bedroom 5
  • Room Level: Second
Room 13
  • Room Type: Bedroom 6
  • Room Level: Second
Room 14
  • Room Type: Other Room
  • Room Level: Second
Room 15
  • Room Type: Laundry Room
  • Room Level: Second
Room 16
  • Room Type: Exercise Room
  • Room Level: Basement

Property History for 866 Pendleton Point Road

DateEvent & SourcePriceAppreciation
Dec 31, 2025

Expired

Maine Listings #1631135

$6,750,000
Jul 15, 2025

Listed (Active)

Maine Listings #1631135

$6,750,000
Jul 14, 2022

Sold

Maine Listings #1523560

$4,500,000
Jun 21, 2022

Pending

Maine Listings #1523560

Jun 19, 2022

Active Under Contract

Maine Listings #1523560

Mar 15, 2022

Listed (Active)

Maine Listings #1523560

$4,850,000
Dec 31, 2021

Expired

Maine Listings #1483182

$4,495,000
Jun 1, 2021

Expired

Maine Listings #1321528

$4,875,000
Feb 23, 2021

Listed (Active)

Maine Listings #1483182

$4,495,000
Aug 12, 2017

Listed (Active)

Maine Listings #1321528

$4,875,000
Oct 31, 2010

Expired

Maine Listings #855223

$2,500,000
Nov 14, 2007

Expired

Maine Listings #824153

$2,950,000
Nov 14, 2007

Expired

Maine Listings #832587

$2,950,000
Jun 28, 2007

Listed (Active)

Maine Listings #855223

$2,750,000
Feb 8, 2007

Listed (Active)

Maine Listings #832587

$2,950,000
Nov 15, 2006

Listed (Active)

Maine Listings #824153

$2,950,000
Nov 3, 2006

Expired

Maine Listings #790049

$2,950,000
Nov 3, 2006

Expired

Maine Listings #772419

$3,400,000
Apr 8, 2006

Listed (Active)

Maine Listings #790049

$3,400,000
Nov 4, 2005

Listed (Active)

Maine Listings #772419

$3,400,000
Jun 16, 2005

Expired

Maine Listings #632069

$3,400,000
Jun 17, 2003

Listed (Active)

Maine Listings #632069

$3,200,000
DateEvent & SourcePrice
12/31/2025

Expired

Maine Listings #1631135

$6,750,000
07/15/2025

Listed (Active)

Maine Listings #1631135

$6,750,000
07/14/2022

Sold

Maine Listings #1523560

$4,500,000
06/21/2022

Pending

Maine Listings #1523560

06/19/2022

Active Under Contract

Maine Listings #1523560

03/15/2022

Listed (Active)

Maine Listings #1523560

$4,850,000
12/31/2021

Expired

Maine Listings #1483182

$4,495,000
06/01/2021

Expired

Maine Listings #1321528

$4,875,000
02/23/2021

Listed (Active)

Maine Listings #1483182

$4,495,000
08/12/2017

Listed (Active)

Maine Listings #1321528

$4,875,000
10/31/2010

Expired

Maine Listings #855223

$2,500,000
11/14/2007

Expired

Maine Listings #824153

$2,950,000
11/14/2007

Expired

Maine Listings #832587

$2,950,000
06/28/2007

Listed (Active)

Maine Listings #855223

$2,750,000
02/08/2007

Listed (Active)

Maine Listings #832587

$2,950,000
11/15/2006

Listed (Active)

Maine Listings #824153

$2,950,000
11/03/2006

Expired

Maine Listings #790049

$2,950,000
11/03/2006

Expired

Maine Listings #772419

$3,400,000
04/08/2006

Listed (Active)

Maine Listings #790049

$3,400,000
11/04/2005

Listed (Active)

Maine Listings #772419

$3,400,000
06/16/2005

Expired

Maine Listings #632069

$3,400,000
06/17/2003

Listed (Active)

Maine Listings #632069

$3,200,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 866 Pendleton Point Road

Taxable ValueLand$844,500Additions$2,899,200Total$3,743,700
Tax Record2024$44,550 ($3,712 / month)
Home Facts
Beds0Total Finished SqFt7,852 SqFtAbove Grade Finished SqFt7,852 SqFtStories2Lot Size189,050 SqFtStyleSingle Family ResidenceYear Built1999CountyWALDOAPNISBR M:0006 L:0006-C

Schools near 866 Pendleton Point Road

This home is within Islesboro Public Schools.
Rating
School
Type
Grades
Distance
Public - K to 12
Rating
School
Distance
Islesboro Central School
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of LandVest, Inc.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2022 Maine Real Estate Information System, Inc. All Rights Reserved.