139 Oregon Rd, Islesboro, ME For Sale $700,000 - listed by Virginia Hess — For Sale $700,000

Virginia Hess listing agent for 1014 Main Rd, Islesboro, ME - sold for $675,000 — Sold $675,000

1591 Turtle Head Rd, Islesboro, ME For Sale $950,000 - listed by Virginia Hess — For Sale $950,000

Virginia Hess buyer's agent for 109 Mistic Ave, Rockport, ME - sold for $665,000 — Sold $665,000

1145 Moosewood Ln, Islesboro, ME For Sale $575,000 - listed by Virginia Hess — For Sale $575,000

Virginia Hess listing agent for 376 W Bay Rd, Islesboro, ME - sold for $385,000 — Sold $385,000

391 Main Rd, Islesboro, ME For Sale $945,000 - listed by Virginia Hess — For Sale $945,000

Virginia Hess

Rockland ME

Cates Real Estate

40 Closed Sales

$17.5M Total Value

$97.5K - $1.7M Price Range

$438.7K Average Price

Prior 5 years

About Virginia

Home Types: House, Lot/Land, Mobile Homes

Years of Experience: 6

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	8
Total Value	$3,380,000
Average Sale Price	$422,500
Price Range	$100K - $775K

Buyer Deals
Total Deals	2
Total Value	$1,095,000
Average Sale Price	$547,500
Price Range	$430K - $665K

Seller Deals
Total Deals	13
Total Value	$5,422,000
Average Sale Price	$417,077
Price Range	$100K - $1.1M

Buyer Deals
Total Deals	7
Total Value	$3,642,000
Average Sale Price	$520,286
Price Range	$46K - $1.6M

Seller Deals
Total Deals	19
Total Value	$7,412,000
Average Sale Price	$390,105
Price Range	$100K - $1.1M

Buyer Deals
Total Deals	21
Total Value	$10,135,200
Average Sale Price	$482,629
Price Range	$46K - $1.7M

5 Year View

Virginia's Listings and Deals

Virginia's Recent Active Listings

$700,000
- 4 Beds
- 3 Baths
- 2,360 Sq Ft
139 Oregon Rd

Islesboro, ME
Set on 6.1+/- picturesque acres with approximately 458 feet of frontage on Meadow Pond, this 1865 farmhouse offers a rare blend of historic character, privacy, and natural beauty. The grounds gently slope toward the water, with established landscaping surrounding the home, a well-kept lawn near the residence, and a more natural landscape beyond creating a peaceful meadow setting. Located on

Virginia Hess Cates Real Estate

$950,000
- 3 Beds
- 3 Baths
- 2,400 Sq Ft
1591 Turtle Head Rd

Islesboro, ME
North End Cottage, located in the coveted Turtle Head subdivision, is a charming chalet-style waterfront retreat set on 4.31+/- mostly wooded acres. Flowering gardens, vegetable beds, and stone paths leading to the covered front porch create a warm and welcoming first impression. Built in 2000, the home features large windows with sweeping views over East Penobscot Bay and offers convenient

Virginia Hess Cates Real Estate

$575,000
- 3 Beds
- 2 Baths
- 2,113 Sq Ft
1145 Moosewood Ln

Islesboro, ME
Privately set on nearly 7 acres is this inviting 3-bedroom, 2-bath Log Cabin, thoughtfully crafted with double tongue-and-groove snug walls, offering timeless appeal. The property offers a serene natural setting with mature, established gardens filled with a thoughtful variety of flowers, plants, and flowering trees. The gardens are intertwined with inviting outdoor living spaces, including a

Virginia Hess Cates Real Estate

$945,000
- 2 Beds
- 2 Baths
- 2,154 Sq Ft
391 Main Rd

Islesboro, ME
Plum Point Cottage: Contemporary Island Home set on a hill with ocean views designed by architect Christopher Glass. With 400+/- feet of rocky waterfront, this property offers stunning sunrises over Bounty Cove and Penobscot Bay. The first floor welcomes you with a small mud room and features an open-concept kitchen and dining area with new marble tile floors, a living room with built-ins, and a

Virginia Hess Cates Real Estate

$350,000
- 2 Beds
- 2 Baths
- 502 Sq Ft
459 Main Rd

Islesboro, ME
Make summer memories at this seasonal cottage overlooking an expansive 1000+/- feet of waterfront along the East Penobscot Bay and with views extending towards Castine and Cape Rosier. The property includes a main cottage and a guest cottage that can also function as a boathouse. As if taken right off a sailing yacht, the open timber frame main cottage is efficient, comfortable, tastefully

Virginia Hess Cates Real Estate

$895,000
- 3 Beds
- 3 Baths
- 3,691 Sq Ft
135 Rebel Hill Rd

Islesboro, ME
Built in 2004, ''Seabox Cottage'' is a graceful 3-bedroom, 3-full-bath home that offers elevated views of Islesboro Harbor and East Penobscot Bay. The home's Shingle and Colonial Revival design is based on 1894 plans by Fred L. Savage and Milton W. Stratton and intentionally echoes the design praised in 1895 as ''one of the prettiest cottages in town,'' nodding to the elegant turn-of-the-century

Virginia Hess Cates Real Estate

$310,000
- Land
- 6 Acres
- $54,386 per Acre
Map 22 Lot 4b Big Tree Ln

Islesboro, ME
Discover this beautiful 5.7+/-acre wooded lot on Seal Harbor, Islesboro. Enjoy 541+/- feet of waterfrontage with southern and southwestern views of the protected, public harbor with a public dock and float hosting sailing lessons, swimming, and fishing in warmer months. This unique property features numerous established Ash and Oak trees, a private gravel beach and a bubbling brook. Part of the

Virginia Hess Cates Real Estate

$895,000
- 3 Beds
- 2 Baths
- 2,046 Sq Ft
232 Mill Creek Rd

Islesboro, ME
Discover Mill Creek Cottage: Watch the Mill Creek rise and fall from this private 1.92± acre property with 200'± of waterfront on Mill Creek, offering stunning views of Broad Cove and Gilkey Harbor. This year-round, 3-bedroom, 2-full-bath, cedar-shingled, cape-style cottage is elevated above Mill Creek, with a commanding view over the water. The property welcomes you with a long driveway that

Virginia Hess Cates Real Estate

$425,000
- 1 Bed
- 1.5 Baths
- 2,553 Sq Ft
300 Main Rd

Islesboro, ME
Step into history with this remarkable property, originally the Pendleton School, Islesboro's main elementary school during the 1800's until the early 1950s. This former schoolhouse has plenty of potential. Currently operating as the Double Door Gallery during the summer months, showcasing local and regional artists, the property boasts two large open rooms on the first floor, featuring curved

Virginia Hess Cates Real Estate

Recently Sold

$675,000

Sold Jun 5, 2026
- 3 Beds
- 2.5 Baths
- 1,944 Sq Ft
1014 Main Rd

Islesboro, ME
- 6% Above List
- 21 Days On Market
- $347/SF
- Current Est. Value $659K
Virginia Hess Cates Real Estate

$425,000

Sold Jun 3, 2026
- 5 Beds
- 1.5 Baths
- 2,409 Sq Ft
292 Main Rd

Islesboro, ME
- 15% Below List
- 47 Days On Market
- $176/SF
- Current Est. Value $489K
Virginia Hess Cates Real Estate

$385,000

Sold Apr 3, 2026
- 2 Beds
- 1.5 Baths
- 1,234 Sq Ft
376 W Bay Rd

Islesboro, ME
- 25 Days On Market
- $312/SF
- Current Est. Value $395K
Virginia Hess Cates Real Estate

$775,000

Sold Sep 26, 2025
- 2 Beds
- 1 Bath
- 900 Sq Ft
1583 Turtle Head Rd

Islesboro, ME
- 16% Below List
- 42 Days On Market
- $861/SF
- Current Est. Value $753K
Virginia Hess Cates Real Estate

$520,000

Sold Aug 27, 2025
- 2 Beds
- 1 Bath
- 768 Sq Ft
138 Hewes Point Rd

Islesboro, ME
- 21% Below List
- 115 Days On Market
- $677/SF
- Current Est. Value $504K
Virginia Hess Cates Real Estate

$150,000

Sold Aug 18, 2025
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
1025 Meadow Pond Rd

Islesboro, ME
- $125/SF
- Current Est. Value $180K
Virginia Hess Cates Real Estate

$350,000

Sold Aug 7, 2025
- Land
- 30.60 Acres Lot
9 Main Rd

Islesboro, ME
- 7 Days On Market
Virginia Hess Cates Real Estate

$100,000

Sold Jul 11, 2025
- 2 Beds
- 1 Bath
- 770 Sq Ft
206 Main Rd

Islesboro, ME
- 29% Below List
- 90 Days On Market
- $130/SF
- Current Est. Value $110K
Virginia Hess Cates Real Estate

$365,000

Sold May 9, 2025
- 3 Beds
- 1.5 Baths
- 2,300 Sq Ft
315 Pendleton Point Rd

Islesboro, ME
- $159/SF
- Current Est. Value $436K
Virginia Hess Cates Real Estate

Virginia Hess

(401) 425-0592

Cates Real Estate

(401) 425-0592

Homes for Sale by City

Virginia Hess

About Virginia

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Virginia's Listings and Deals

Virginia's Recent Active Listings

Recently Sold