# 399 Hermit's Point Road, Islesboro, ME 04848

> **TL;DR:** 8bd/11ba single family, $5,500,000 ($609/sqft), built 1918, 9,025 sqft.
> Fireplace, Waterfront. Est. $31,215/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $5,500,000 |
| Price/sqft | $609 |
| Bedrooms | 8 |
| Bathrooms | 9 full, 2 half |
| Square Feet | 9,025 |
| Year Built | 1918 |
| Lot Size | 383,328 sqft (8.80 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 0 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $27,811 |
| Estimated Insurance | $1,604 |
| HOA | $1,800 |
| **Total** | **$31,215** |

## Key Amenities

- Fireplace
- Waterfront

## Property Highlights

- Built in 1918
- 8.80 acre lot
- Fireplace
- Waterfront

## Description

### Agent 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 $5,500,000.

## Location

- **Address:** 399 Hermit's Point Road, Islesboro, ME 04848
- **County:** Waldo
- **Coordinates:** 44.325415, -68.917001
- **Google Maps:** https://www.google.com/maps?q=44.325415,-68.917001

## Listing Agent

- **Name:** John Oldham
- **Brokerage:** Island Property
- **Broker Phone:** (207) 734-8809
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/399-Hermit-Pt_Islesboro_ME_04848_M48068-33388?f=listhub&s=MREISME&m=1610853&c=propsimple)

## Photos

![399 Hermit's Point Road - Photo 1](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f897047889r.jpg)

![399 Hermit's Point Road - Photo 2](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f3587672727r.jpg)

![399 Hermit's Point Road - Photo 3](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f1603169611r.jpg)

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![399 Hermit's Point Road - Photo 5](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f3030377313r.jpg)

![399 Hermit's Point Road - Photo 6](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f649527943r.jpg)

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![399 Hermit's Point Road - Photo 33](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f235429626r.jpg)

![399 Hermit's Point Road - Photo 34](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f2738168513r.jpg)

![399 Hermit's Point Road - Photo 35](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f3947399220r.jpg)

![399 Hermit's Point Road - Photo 36](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f1584001973r.jpg)

![399 Hermit's Point Road - Photo 37](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f3873538882r.jpg)

![399 Hermit's Point Road - Photo 38](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f2010166663r.jpg)

![399 Hermit's Point Road - Photo 39](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f186111631r.jpg)

![399 Hermit's Point Road - Photo 40](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f1630266775r.jpg)

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![399 Hermit's Point Road - Photo 42](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f2927292726r.jpg)

![399 Hermit's Point Road - Photo 43](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f2109016039r.jpg)

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![399 Hermit's Point Road - Photo 47](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f4049242610r.jpg)

![399 Hermit's Point Road - Photo 48](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f310280624r.jpg)

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![399 Hermit's Point Road - Photo 53](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f334296319r.jpg)

![399 Hermit's Point Road - Photo 54](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f1820378633r.jpg)

![399 Hermit's Point Road - Photo 55](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f23040407r.jpg)

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![399 Hermit's Point Road - Photo 66](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f1676124917r.jpg)

![399 Hermit's Point Road - Photo 67](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f4294493464r.jpg)

![399 Hermit's Point Road - Photo 68](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f2254423809r.jpg)

![399 Hermit's Point Road - Photo 69](http://lh.rdcpix.com/fbdbe5cead01d8144246ee6d8e0b961bl-f2253940763r.jpg)

---

**MLS#:** 1610853 | **Updated:** 2026-10-27
**Source:** listhub

*Copyright © 2026 Maine Listings. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://staging.propertysimple.ai/listing/399-hermit-s-point-road-islesboro-me-04848-18cb149132374a5997aba945e58798fc)

---

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