John Oldham

Islesboro ME

Island Property

28 Closed Sales

$8.4M Total Value

$75K - $1.2M Price Range

$298.6K Average Price

Prior 5 years

About John

Home Types: House, Lot/Land

Years of Experience: 18

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	1
Total Value	$430,000
Average Sale Price	$430,000

Seller Deals
Total Deals	5
Total Value	$1,375,000
Average Sale Price	$275,000
Price Range	$50K - $440K

Seller Deals
Total Deals	22
Total Value	$5,317,000
Average Sale Price	$241,682
Price Range	$7K - $550K

Buyer Deals
Total Deals	6
Total Value	$3,045,000
Average Sale Price	$507,500
Price Range	$75K - $1.2M

5 Year View

John's Recent Active Listings

$299,000
- Land
- 4 Acres
- $74,750 per Acre
M26, L5 Deep Cove Ln

Islesboro, ME
Deep Cove Lane. Southwesterly water views from this four acre wooded hillside parcel, 365 feet of gravel beach on Sabbathday Harbor. Soils tested. End of the private lane. You'll want to check the price twice.

John Oldham Island Property

$450,000
- 3 Beds
- 1 Bath
- 1,188 Sq Ft
114 Tehan Ln

Islesboro, ME
Sterling View Farm. Cunning Three-Bedroom Cedar Shingle Home located mid-island handy to town and ferry. Many fine finishing details, wainscoting, exposed beams, wood flooring and widow's walk. Guest cottage all on idyllic 2.3 acre meadow with sunsets and waterview.

John Oldham Island Property

$84,000
- Land
- 0.21 Acre
- $400,000 per Acre
M40 Lot28 Main Rd

Islesboro, ME
Unique opportunity to nestle on the shore with your camper. .21 acres of lawn edged with light woods and steps to 100 feet of shorefront on Islesboro Harbor and a tidal beach. Exceptional uninterrupted views of East Penobscot Bay. Too small to build but just right for your visits and vacations. How can you put a price on truly a slice of heaven? $84,000.

John Oldham Island Property

$425,000
- 4 Beds
- 2.5 Baths
- 4,500 Sq Ft
101 Derby Rd

Islesboro, ME
Iconic and Historic Dark Harbor Village Prime Real Estate in the heart of summer community and activity. Peg's Giftshop with 1,700 sq ft of retail space and 2,800 sq ft of residential space upstairs with three bedrooms, kitchen, living/dining room, full bath and third level apartment with full bath, even a harborview from the widow's walk. Cedar shingles, apple and cherry trees, pleasant side

John Oldham Island Property

$280,000
- Land
- 4 Acres
- $70,000 per Acre
2Q Hermit's Point Rd

Islesboro, ME
Settle into a well-established subdivision, the former Grace Estate, on a four acre lot with deeded view easement to West Penobscot Bay. Magnificent hard and soft woods, dappled with lush ferns and ledge outcroppings. Access drive completed. Building site and view will need clearing once you've selected your preferred location. All this, on a quiet peninsula of Islesboro ensured with the

John Oldham Island Property

$6,500,000
- 8 Beds
- 11 Baths
- 9,025 Sq Ft
399 Hermit's Point Rd

Islesboro, ME
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.

John Oldham Island Property

$325,000
- Land
- 2.6 Acres
- $125,000 per Acre
1552 Turtle Head Rd

Islesboro, ME
Westerly Horizon Turtle Head Waterfront Building Lot. Exceptional western water views of upper Penobscot Bay from 2.6 acres of mixed hard and soft wood and fern glades with 185 feet of bold water frontage and gravel beaches. Deep water access, suitable for a dock. Subdivision restrictions and green buffer easement assure quality, density, and privacy. Soils report available. Path to building site

John Oldham Island Property

$130,000
- Land
- 7 Acres
- $17,931 per Acre
18/19C W West Bay Rd

Islesboro, ME
Over seven acres of gently sloping woods with glimpses of West Penobscot Bay which could be enhanced. Handy to town and ferry. Fern glades and mixed woods. Many sylvan building sites. A gem!

John Oldham Island Property

$550,000
- 4 Beds
- 2 Baths
- 4,470 Sq Ft
364 & 367 Main Rd

Islesboro, ME
Little Broad Cove, Guinea, Islesboro. Easterly water views like you read about. Three bedroom yearround home with guest shore cottage across the road. Beautifully landscaped grounds, raised beds and sunny open yard with 138 feet of shorefront. Large living room and primary bedroom. Generous open decks. Both structures will need attention. Being sold ''as is''. Walk to the Historical Society, town

John Oldham Island Property

Recently Sold

$430,000

Sold Sep 9, 2025
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
148 Pendleton Point Rd

Islesboro, ME
- 4% Below List
- $179/SF
- 126 Days On Market
- Current Est. Value $406K
John Oldham Island Property

$50,000

Sold Apr 29, 2025
- Land
- 1.60 Acre Lot
18/19H W Bay Rd

Islesboro, ME
- 33% Below List
- 139 Days On Market
John Oldham Island Property

$440,000

Sold Jan 23, 2025
- 4 Beds
- 2 Baths
- 2,560 Sq Ft
179 W Bay Rd

Islesboro, ME
- 3% Below List
- $172/SF
- 50 Days On Market
- Current Est. Value $450K
John Oldham Island Property

$125,000

Sold Nov 18, 2024
- Land
- 7.55 Acre Lot
29-12H Willis Ln

Islesboro, ME
- 33 Days On Market
John Oldham Island Property

$330,000

Sold Aug 8, 2024
- Land
- 2.00 Acre Lot
19A Dunn Ln

Islesboro, ME
- 4% Below List
- 3 Days On Market
John Oldham Island Property

$275,000

Sold Dec 18, 2023
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
1196 Main Rd

Islesboro, ME
- 18% Below List
- $260/SF
- Current Est. Value $336K
John Oldham Island Property

$275,000

Sold Dec 5, 2023
- 3 Beds
- 1 Bath
- 876 Sq Ft
804 Main Rd

Islesboro, ME
- 15% Below List
- $314/SF
- 70 Days On Market
- Current Est. Value $327K
John Oldham Island Property

$200,000

Sold Apr 7, 2023
- Land
- 14.00 Acre Lot
29/12E&F Willis Ln

Islesboro, ME
- 15% Below List
- 70 Days On Market
John Oldham Island Property

$75,000

Sold Jan 17, 2023
- Land
- 11.27 Acre Lot
35/11 Meadow Pond Rd

Islesboro, ME
- 6% Below List
- 78 Days On Market
John Oldham Island Property

John Oldham

(207) 707-3199

Island Property

(207) 707-3199

Homes for Sale by City

John Oldham

About John

Transaction History

Seller Deals

Seller Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

John's Listings and Deals

John's Recent Active Listings

Recently Sold