8 beds9,025 sqft$609/sqft
399 Hermit's Point Rd, Islesboro, ME 04848
Est: $31,453/moGet pre-approved

Description

The Grace Cottage, Hermit's Point. This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer's stay including pool, dock and stone lodge. Newly priced at 5.5M.The Grace Cottage, Hermit's Point. This magnificent stuccoed Renaissance Revival cottage built in 1918 designed by noted Philadelphia architect, Wilson Eyre commands unsurpassed views from its 8.8 acre peninsular location and 3,570 feet of shore line. Eight bedrooms, seven fireplaces. Replete with all the requisite amenities for an elegant summer's stay including pool, dock and stone lodge. Newly priced at 5.5M.
LISTING UPDATED: 08/19/2026 06:57 PM

  1. Listed by John Oldham • Island Property
    P: (207) 734-8809 C: (207) 446-8315 oldhamip@outlook.com

Property Details for 399 Hermit's Point Road

Status
MLS #
1610853
Days on Market
617
Taxes
$40,163 / year
HOA Fees
$1,800 / year
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence
Year Built
1918
Lot Size
8.80 AC / 383,328 SF
Architectural Style
Cottage
Style
Cottage
View
Mountain(s), Scenic, Trees/Woods
Has Waterfront
Yes
Waterfront Features
Dock, Oceanfront, Waterfront Deep
Zoning
shore land

Location

Listing Courtesy of Island Property
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Building Information for 399 Hermit's Point Road

Stories-Year Built1918Building Size-Lot Size8.80 AC / 383,328 SF

Payment Calculator

$31,453 per month

30 year fixed, 6.55% Interest

Principal and Interest

$27,956

Property Taxes

$3,347

HOA Dues

$150

The Payment Calculator is for illustrative purposes only.

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Property Information for 399 Hermit's Point Road

Summary
Location and General Information
  • Water View: Yes
  • Location: Neighborhood, Subdivision
  • Page: 199, 15
  • Zoning Overlay: No
  • Directions: Shown by appointment only. No drive-bys.
  • Latitude: 44.325415
  • Longitude: -$68.92
  • Transportation: Deep Water Access, Major Road Access, Near Airport, Public Transport Access
  • Water Frontage Owned: 3570.0
  • Source of Water Frontage: Survey
  • Waterfront Amount: $3,570.00
  • Water Body Type: Bay, Ocean
  • Water Body Name: West Penobscot Bay
Taxes and HOA
  • Association Fee: $1,800.00
  • Association: Yes
  • Tax Lot: 2
  • Tax Book Number: 4030, 1192
  • Tax Map Number: 21
  • Tax Year: 2024
  • Association Fee Frequency: Annually
  • Tax Annual Amount: $40,162.50
Parking
  • Parking Features: Gravel, 5 - 10 Spaces
  • Parking: 5 - 10 Spaces
  • Vehicle Storage: No Vehicle Storage
  • Has Attached Garage: No
  • Has Garage: No
School Information
  • High School District: Islesboro Public Schools
Property
Lot Information
  • Lot Features: Neighborhood, Subdivided, Level, Open Lot, Right of Way, Landscaped, Wooded, Near Public Transit
  • Lot Size Acres: 8.8
  • Lot Size Area: 8.8
  • Lot Size Source: Survey
  • Lot Size Square Feet: 383328.0
  • Lot Size Units: Acres
  • 2 Detached Houses on 1 Lot: true
  • Roads: Association, Dead End, Gravel, Private Road, Right of Way, Dirt
  • Road Frontage Type: Private Road
  • Road Surface Type: Gravel, Dirt
  • Road Frontage: false
  • Tree Growth: false
  • Site: Level, Open, Right of Way, Well Landscaped, Wooded
Property and Assessments
  • Above Grade Finished Area: 9025.0
  • Building Area Source: Public Records
  • Building Area Total: 9025.0
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Deed: All
  • Deed/Conveyance Type Offered: Warranty
  • Deed Restrictions: Yes
  • Surveyed: Yes
  • Construction: Wood Frame
  • Year Built: 1918
Building Features
  • Levels: Multi-Level
  • Levels: Multi-Level
  • Foundation Details: Poured Concrete
  • Foundation Materials: Poured Concrete
  • Construction Materials: Wood Frame, Stucco
  • Other Structures: Shed(s)
  • Color: beige
Financial Information
  • List Price/SqFt: $609.42
Green Features
  • HERS Certified: No
Utilities
  • Heat Fuel: Oil
  • Electric: Circuit Breakers
  • Gas: Bottled
  • Recreational Water: Dock, Oceanfront, Waterfront Deep
  • Sewer: Private Sewer, Septic Tank
  • Water Source: Private, Well
  • Water Heater: Oil
Interior and Exterior Features
Exterior Features
  • Exterior: Stucco
  • Pool Features: In Ground
  • Roof: Slate
  • Driveway: Gravel
Interior Features
  • Amenities: Attic, Main Level, Upper Level, Pantry, In Ground, Primary Bedroom w/Bath
  • Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
  • Appliances Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
  • Bathrooms Full: 9
  • Bathrooms Half: 2
  • Bathrooms Total Decimal: 10.0
  • Bathrooms Total Integer: 11
  • Bedrooms Total: 8
  • Fireplaces Total: 7
  • Laundry Features: Main Level, Upper Level
  • # Full Baths Level 2: 8
  • # Full Baths Level 3: 1
  • # Half Baths Level 1: 2
  • Rooms Total: 20
  • Basement: Exterior Entry, Partial
  • Basement: Partial
  • Basement Entry: Exterior Only
  • Has Fireplace: Yes
  • Patio And Porch Features: Patio
  • Has Cooling: No
  • Heating: Oil, Baseboard, Hot Water
  • Has Heating: Yes
  • Flooring: Wood
  • Interior Features: Attic, Pantry, Primary Bedroom w/Bath
Room Information
Primary Bedroom
  • Primary Bedroom: Primary Bedroom
  • Primary Bedroom Level: Second
  • Primary Bedroom Amenities: Wood Burning Fireplace
Bedroom 2
  • Bedroom 2: Bedroom 2
  • Bedroom 2 Level: Second
  • Bedroom Amenities 2: Wood Burning Fireplace
Bedroom 3
  • Bedroom 3: Bedroom 3
  • Bedroom 3 Level: Second
Bedroom 4
  • Bedroom 4: Bedroom 4
  • Bedroom 4 Level: Second
Bedroom 5
  • Bedroom 5: Bedroom 5
  • Bedroom 5 Level: Second
Bedroom 6
  • Bedroom 6: Bedroom 6
  • Bedroom 6 Level: Second
Bedroom 7
  • Bedroom 7: Bedroom 7
  • Bedroom 7 Level: Second
  • Bedroom Amenities 7: Wood Burning Fireplace
Bedroom 8
  • Bedroom 8: Bedroom 8
  • Bedroom 8 Level: Third
Dining Room
  • Dining Room: Dining Room
  • Dining Room Level: First
  • Dining Room Amenities: Wood Burning Fireplace
Kitchen
  • Kitchen: Kitchen
  • Kitchen Level: First
  • Kitchen Countertop: Other
Laundry
  • Laundry Room: Laundry
  • Laundry Room Level: First
  • Laundry Room Amenities: Main Level, Upper Level
Living Room
  • Living Room: Living Room
  • Living Room Level: First
  • Living Room Amenities: Wood Burning Fireplace
Other Room 2
  • Other Room 2: Other Room 2
  • Other Room 2 Level: First
Other Room 3
  • Other Room 3: Other Room 3
  • Other Room 3 Level: First
Other Room 4
  • Other Room 4: Other Room 4
  • Other Room 4 Level: First
  • Other Room Amenities 4: Parlor
Other Room 5
  • Other Room 5: Other Room 5
  • Other Room 5 Level: First
Other Room 6
  • Other Room 6: Other Room 6
  • Other Room 6 Level: Second
Office Room
  • Office: Office
  • Office Level: Second
  • Office Amenities: Wood Burning Fireplace
Rental
Rent Information
  • Land Lease: No

Property History for 399 Hermit's Point Road

DateEvent & SourcePriceAppreciation
Aug 17, 2026

Price Change

Maine Listings #1610853

$5,500,000
Dec 7, 2024

Listed (Active)

Maine Listings #1610853

$6,500,000
Nov 1, 2024

Expired

Maine Listings #1555081

$6,975,000
DateEvent & SourcePrice
08/17/2026

Price Change

Maine Listings #1610853

$5,500,000
12/07/2024

Listed (Active)

Maine Listings #1610853

$6,500,000
11/01/2024

Expired

Maine Listings #1555081

$6,975,000

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

Schools near 399 Hermit's 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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399 Hermit's Point Road is a single family home for sale in Islesboro, ME 04848. This property was listed for sale on December 7, 2024 by Island Property, it's currently listed at $5,500,000. This listing's school district is Islesboro Public Schools. Nearby schools include Islesboro Central School. 399 Hermit's Point Road is a 8-bed, 11-bath, 9,025 sqft single family home built in 1918.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Island Property

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. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.