John Oldham

Islesboro ME

Island Property

29 Closed Sales

$8.6M Total Value

$75K - $1.2M Price Range

$297K 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

Total Value

$1,375,000

Average Sale Price

$275,000

Price Range

$50K - $440K

Buyer Deals

Total Deals

Total Value

$1,195,000

Average Sale Price

$1,195,000

Seller Deals

Total Deals

Total Value

$5,567,000

Average Sale Price

$242,043

Price Range

$7K - $550K

Buyer Deals

Total Deals

Total Value

$3,045,000

Average Sale Price

$507,500

Price Range

$75K - $1.2M

5 Year View

John's Active Listings

$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

$495,000
- 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

$3,950,000
- 5 Beds
- 4 Baths
- 2,400 Sq Ft
118 E East Shore Dr

Islesboro, ME
East Shore Drive, Islesboro. Dark Harbor Village north along the shore dotted with grand waterfront summer cottages to your private haven. You will have your breath taken away as this stunning wildflower meadow reveals an unsurpassed view of the ocean and possibilities. 15 parkland acres edged with woods and 770 feet of bold shorefront and beach comprise commanding hillside building sites,

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

$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 $423K
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 $475K
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 $324K
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 $347K
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

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

John's Listings and Deals

John's Active Listings

Recently Sold