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23 Islesboro, ME Real Estate Listings

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$5,000,000Est. Payment
20 Beds | 8 Baths | 10,830 Sqft
299 Drexel Lane, Islesboro, ME 04848
House For Sale

As featured in Architectural Digest, this classic 20+ bedroom shingle style home has been beautifully maintained and totally redecorated by the current owner. Set privately at the north end of Islesboro island, this remarkable home was built in 1903 and is made up of 4 lots and over 48 total acres of spectacular oceanfront land including a deep water dock on Sabbathday Harbor. The land, which is partially in conservation with the Islesboro Island Trust, includes wonderful open fields with ocean views, walking paths through the woods down to the shorefront, beach and open ocean access, garden areas, and a majestic approach up a tree covered winding gravel road. The house is perfectly designed to accommodate large groups of friends and family, but cozy enough for single family living. There are great entertaining spaces including a large fieldstone fireplace in the living room, a fantastic custom built bar area, a great dining room with a fireplace, a large and well equipped kitchen with a walk in refrigerator and fabulous pantry area. There is also an office and laundry room on the first floor. The second floor features the master bedroom suite with its own private sun porch, and full bathroom with a claw foot tub and separate shower, as well as 14 additional bedrooms and 4 additional full bathrooms. The entire third floor of the home is a magical children's space complete with four separate themed bedrooms and a full bathroom, a school house, a library, a diner, play equipment, and a built in stage with props for endless entertainment. There are two large sun porches, and a sunny back deck overlooking an in ground swimming pool. There is also a detached barn for car storage. This is a one of a kind property.

$499,000Est. Payment
11.51 Acres
13 Hermit'S Point Road, Islesboro, ME 04848
Lots Land For Sale

11 acre waterfront building opportunities are uncommon on Islesboro however 13 Hermit's Point presents a wonderful 1000' of frontage overlooking Penobscot Bay to site your island get-a-way.

$203,500Est. Payment
-- Beds | -- Baths | -- Sqft
244 Main Rd, Islesboro, ME 04848
House For Sale

Real Estate Foreclosure Auction 21-12 - 3BR Antique High Posted Expanded Cape - Under Renovation - 15.3+/- Acres - 244 Main Road, Islesboro, Maine - Tuesday, March 16, 2021 at 11AM on Premises - The above stated price is the tax assessed value and just a place holder. - The lender reserve the right under Maine law to bid at the foreclosure sale. - Real Estate: Consists of a 15.3+/- acre parcel located 3 miles from the Islesboro ferry terminal. The site has 519+/- ft. of road frontage and is improved with an antique high posted expanded cape style home(1,636+/-SF) designed with a large kitchen with brick hearth, dining area, living room, 3-bedrooms, and 1-bath. Other improvements include wood floors, antique windows, large basement, wood stove hook up, storage area, and exposed post and beams. Ref. Tax Map 19, Lot 6. - Preview: Friday, March 5th from 10AM-12PM Showings will be scheduled in 60-minute intervals. Contact Auctioneer's office to schedule an appointment time for showing. Proper distancing, group size, and health and safety precautions will be followed. - Directions: Departing the ferry on Islesboro, follow Ferry Road .1 miles, right onto Mill Creek Road, follow 1.8 miles, left onto Main Road, follow .7 miles to property on the left. - Terms: A $5,000 deposit (nonrefundable as to highest bidder) in CASH or CERTIFIED U.S. FUNDS, made payable to the Keenan Auction Co., Inc. (deposited with the Auctioneer as a qualification to bid), with balance due and payable within 30 days from date of auction. The property will be sold by public auction subject to all outstanding municipal assessments. Conveyance of the property will be by release deed. All other terms will be announced at the public sale. For a Property Information Package contact the auctioneers office and request by auction #21-12. Our 49th Year and 8,318th Auction. Richard J. Keenan #236 at [email protected]

$2,500,000Est. Payment
5 Beds | 5 Baths | -- Sqft
134 Big Tree Lane, Islesboro, ME 04848
House For Sale

This picturesque, year-round waterfront home is nestled on the sought after island of Islesboro. It is privately set on 7+ acres, w/ 650 ft. of varied shorefront, a deep water dock in protected Seal Harbor, and thoughtful landscaping w/ views across Penobscot Bay to the Camden Hills. This home was custom-built to the highest standards, and exemplifies exquisite form and function, allowing for smooth transitions among the gracious formal and casual informal living and entertaining spaces, indoors and out. This home offers a generous master bedroom plus 4 additional bedrooms, some w/ windows seats, a sitting room w/ balcony, covered porch and screened porch, a greenhouse, sunroom, a library w/ wood burning fireplace and hand-built custom shelves and cabinets, living room w/ wood burning fireplace, a formal dining room w/ custom built-lighted shelving, and kitchen w/ an AGA stove. Additional amenities include home office, laundry room, radiant heat, whole-house generator and 2-car garage.

$139,000Est. Payment
3.91 Acres
M37l5e Turtle Head Road, Islesboro, ME 04848
Lots Land For Sale

Private and peaceful Turtle Head peninsula waterfront property with expansive westerly views, 323 feet of beautiful sand and pebble beach, and 3.91 wooded acres abutting conservation land. Soil tested.

$84,900Est. Payment
7.2 Acres
Main Road, Islesboro, ME 04848
Lots Land For Sale

What a terrific spot to build your next home - 7+ acres, 215ft of road frontage, soil tested, a view of Parker Cove, and broadband internet. Enjoy the peace and serenity of Islesboro Island. FaceTime and Zoom showings available.

$765,000Est. Payment
3 Beds | 3 Baths | -- Sqft
447 Ferry Road, Islesboro, ME 04848
House For Sale

Do you enjoy hiking, biking, kayaking, boating or hanging out on the beach? How about just peaceful mornings soaking up views of the ocean or early evenings having a glass of wine while watching spectacular sunsets over the bay? Do you collect sea glass - how much better from your very own beach? Or, are you simply looking to get away from the city?? This privately situated, year-round home on the coast of Islesboro facing the Penobscot Bay with 3 spacious bedrooms, a potential 4th large bedroom, 3 full baths (one on each floor), first floor living, xlg windows throughout so you never miss views of the bay, over 200ft of direct waterfront, possibility of having your own deep water dock is just what you need to enjoy vacations with your family and friends or peaceful year-round living. Also makes a great investment property. Only 3 miles off the coast of Lincolnville, a 20-minute ferry ride makes it easy to visit Camden, Belfast, and Rockport, as well as access airports in Bangor and Portland. This might be an island, but it has everything you need: broadband internet, a highly-rated school, markets, cafe, fire/police depts, and a health center with on-call staff. Islesboro is a welcoming, caring community that it is easy to live on and work from. FaceTime and Zoom showings always available.

$35,000
$335,000Est. Payment
3 Beds | 3 Baths | -- Sqft
503 Pendleton Point Road, Islesboro, ME 04848
House For Sale

Inviting yearround home, heart of Dark Harbor Village, just steps from summer shops. Built in 1920, completely renovated 1978. Open floor plan kitchen, new stainless steel appliances, dining room, two large living rooms, perfect for first floor bedroom with full bath, master bedroom and bath with jacuzzi, guest bedroom and bath. Gambrelled two story shop/barn. Delightful pond and ample acreage included behind the house for two homesites via neighboring right-of-way. Enjoy a glimpse of Dark Harbor Pool from your front porch wicker and life in a quaint historic island summer community. $335,000.

$345,000Est. Payment
7.01 Acres
Lot 11 Bay Shore Road, Islesboro, ME 04848
Lots Land For Sale

This oceanfront parcel checks many boxes with 330' of ocean frontage and elevated land and sweeping westerly ocean views across Penobscot Bay. Privacy plus many on-island conveniences and the mainland a short ferry ride across the bay to Lincolnville/Camden area.

$227,000Est. Payment
2 Beds | 1 Bath | -- Sqft
1326 Main Road, Islesboro, ME 04848
House For Sale

Historic Greek Revival Two-bedroom island home built in 1860. Situated on the less trafficked end of North Islesboro on 2. 23 acres of open lawn and meadow with hardwood and apple trees and even a small pond, you'll find yourself settling into a relaxed pace with comfortable space inside and out. Kitchen island, first floor full bath, dining and living rooms plus two bedrooms and office upstairs. Great starter home or island getaway.

$355,000Est. Payment
14.22 Acres
West Bay Road, Islesboro, ME 04848
Lots Land For Sale

Crow Cove. Located on Islesboro's West Bay Road mid-island. This estate quality lot is convenient to island amenities and recreational facilities while under the aegis of protective covenants limiting development.Magnificent vantage point over the cove consisting of 14.22 acres of beautiful sun-dappled oak, beech, and spruce groves, ledge outcroppings, and seasonal streams with 1535 feet along high water line, gravel beach and 604 feet of road frontage with dock potential. Soils tests being conducted.This unspoiled property includes an easement conserving 4.55 acres and 940 feet of shoreline along the inner cove tidal clamflats offering a diversity of natural features and wildlife habitats, osprey nesting area and safe harbor for vessels during hurricanes. Live in a harmonious neighborhood with a large summer family cottage to the west and conservancy to the east.$355,000.

$275,000Est. Payment
3.25 Acres
M35l3b Meadow Pond Road, Islesboro, ME 04848
Lots Land For Sale

Private waterfront property with ~238 feet of water frontage and ~3.25 acres set in a natural, protected area abutting conservation land. This property offers gentle sloping land and bold cliffs set above sand, pebble and rock beach. Enjoy stunning sunsets. Driveway, underground electric infrastructure in place, and test pit for septic. This property is part of a larger subdivision which is available for sale. Please see MLS 1454750 should you want to consider the larger land and waterfront opportunity.

$175,000Est. Payment
10.79 Acres
25/21 Ryder Road, Islesboro, ME 04848
Lots Land For Sale

Nestle your vacation or year round home amidst an unspoiled and setting. Very private parcel with 11.61 acres of woods and meadow,1123.8 feet of shore frontage and cove beaches, wooded shore point building site with water on three sides. Abundant bird life. DEP approved building envelopes and drive. Soils tested and protective abutting conservancy land. An exceptional getaway and sanctuary opportunity.

$475,000Est. Payment
4.1 Acres
466 Ferry Road, Islesboro, ME 04848
Lots Land For Sale

Broad Cove, Gilkey Harbor - Prime water front lot with sweeping harbor views of boats swinging on their moorings, and Camden Hills sunsets. Four acres and 200 feet of shore line and pleasant gravel beach. Convenient to the ferry and town with a good wooded buffer of spruce and fir. Several natural building sites among a magnificent open stand of mature oaks. Enjoy the prevalent refreshing southwest breeze. Common drive and underground power installed. Soils test available.

$275,000Est. Payment
3.25 Acres
M35l3b Meadow Pond Road, Islesboro, ME 04848
Lots Land For Sale

Private waterfront property with ~238 feet of water frontage and ~3.25 acres set in a natural, protected area abutting conservation land. This property offers gentle sloping land and bold cliffs set above sand, pebble and rock beach. Enjoy stunning sunsets. Driveway, underground electric infrastructure in place, and test pit for septic. This property is part of a larger subdivision which is available for sale. Please see MLS 1454750 should you want to consider the larger land and waterfront opportunity.

$975,000Est. Payment
36.07 Acres
Meadow Pond Road, Islesboro, ME 04848
Lots Land For Sale

Create a private estate or family compound on this exceptional and private waterfront property with ~1500 feet of water frontage and ~36 acres of which ~24 acres are with conservation easement, providing a natural, protected surround of your building area. This property offers gentle sloping land and bold cliffs, sand, pebble and rock beaches, flat fields and woods. Enjoy stunning sunsets, water activities, walks through the woods, old pasture and along the shore. Dock and mooring possible. Driveway, underground electric infrastructure in place, and test pits for septic. Subdivision in place should you want to consider developing the land. Please see note about property taxes.

$1,300,000Est. Payment
3 Beds | 2 Baths | 2,300 Sqft
1228 Main Road, Islesboro, ME 04848
House For Sale

Charming 150 year old 1 1/2 story Cape Farmhouse situated on a high level knoll overlooking the East Penobscot Bay, the entrance for all vessels sailing or motoring their way ''Down East''. With views of the many inlets, islands, Cape Rosier, Castine, and Hutchin's Island. Perfect glorious morning sunrises! Across the road is protected land owned by the Islesboro Islands Trust so your view will never be obscured as it has been designated as a blueberry farmland! The property has manicured fields full of blueberries, extensive vegetable and herb gardens with a waterfall, tunnel covered with grape vines, pergola, fruit trees mostly fenced. A 30 x 60 Pole Barn with large doors that open for equipment or any other storage. Workshop, heated exercise room, and 2-car garage.

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