Islesboro ME Real Estate & Homes for Sale

The median home value in Islesboro, ME is $362,500. This is higher than the county median home value of $140,400. The national median home value is $185,800. The average price of homes sold in Islesboro, ME is $362,500. Approximately 33.54% of Islesboro homes are owned, compared to 8.23% rented, while 58.23% are vacant. Islesboro real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Islesboro real estate agent to arrange a tour today!


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Type:
Single Family
Sq.Ft.:
5,405
Status:
NEW LISTING
Beds:
3
Lot size:
1.7 Acres
Year built:
2000
Baths:
3.00
MLS#:
1453846

ADDITIONAL INFORMATION

Fine property in exclusive Dark Harbor location. Turnkey vacation or retirement living at its best. Top of the line building and landscaping throughout. Three bedrooms, 21/2 baths, huge kitchen and dining areas as well as 2 living rooms.1.7+/- acres with 260+/- feet of tidal frontage on Ames Cove.

Type:
Single Family
Sq.Ft.:
4,365
Status:
NEW LISTING
Beds:
4
Lot size:
11 Acres
Year built:
1880
Baths:
5.00
MLS#:
1453642

ADDITIONAL INFORMATION

Steeped in island history, this elegant harbor view farmhouse, would make the perfect year round home, summer get-away, or guest cottage.The home is meticulously maintained and is replete with amenities. It is very well suited to host and entertain family and friends. It is adorned by impeccable grounds, thoughtful landscaping, a productive garden, greenhouse, farm pond, and 3 car garage/barn.The home's first floor features a well-appointed cooks kitchen with a large center island, pantry, top end appliances, vaulted ceiling and shares a double sided fireplace with the sun-room, which is well suited for relaxing and casual dining. There is a formal dining room, and the living room, family room and library/den all have wood burning fireplaces. Full bathroom, and powder room. The home's second floor layout provides for privacy and features 4+ bedrooms and 3 bathrooms, including the master bedroom suite.Walk to the library, historical society, community center, and public park with Tennis & Pickleball Courts. Please view the 3D Virtual Tour.

Type:
Single Family
Sq.Ft.:
1,250
Status:
Active
Beds:
4
Lot size:
0.43 Acres
Baths:
3.00
MLS#:
1452713

ADDITIONAL INFORMATION

Charming classic village house featuring 9 rooms with three bedrooms, a nursery and 21/2 baths. Newer first floor bedroom with full bath overlooks a lovely and private courtyard. The light-filled kitchen has ample cupboards and storage. Separate laundry/pantry. Attached greenhouse has outside entry. Additional 500+/- sq. ft. is perfect for summer dinner parties.

Type:
Single Family
Sq.Ft.:
9,896
Status:
Active
Beds:
9
Lot size:
21 Acres
Year built:
1907
Baths:
9.00
MLS#:
1452405

ADDITIONAL INFORMATION

Prominently sited on 21+/- acres with 1,110+/- feet of varied shorefront on Gilkey Harbor and stunning views to the west, the Sears Cottage is one of the grand historic Islesboro estates constructed at the turn of the 20th century. The nine-bedroom, nine-bath home also includes staff quarters, a guest cottage with four-car garage, billiard house, carriage house / stable, reading room, and substantial deep-water dock with floats. The residence, characteristic of the Renaissance Revival Style, has been thoughtfully restored and retains many original details such as eleven wood-burning fireplaces and fine woodwork throughout. The grounds are those of a classic Maine summer estate: artfully landscaped with lawns, flowering shrubs, specimen trees, and both formal and informal gardens interspersed with natural Maine woods.

Type:
Single Family
Sq.Ft.:
1,495
Status:
Active
Beds:
3
Lot size:
11 Acres
Baths:
3.00
MLS#:
1448442

ADDITIONAL INFORMATION

Cozy 3-bedroom, 21/2 bath cape on 11+/- acres of field centrally located mid-island. About 10 Acres of field suitable for equestrian activities. First floor master bedroom and bath, kitchen, living room with fireplace, dining room. Large back deck overlooking a lovely, private yard with pond.

Type:
Single Family
Sq.Ft.:
2,172
Status:
Active
Beds:
4
Lot size:
1.5 Acres
Year built:
2002
Baths:
2.00
MLS#:
1446823

ADDITIONAL INFORMATION

Four-Bedroom Home Cedar shingled home on quiet side lane. Spacious open concept dining-living room. First floor bedroom, two full baths. Large sunny yard and woods. Convenient to ferry and town dock boating. More acreage available.

Type:
Single Family
Sq.Ft.:
3,027
Status:
Active
Beds:
5
Lot size:
6 Acres
Year built:
1850
Baths:
5.00
MLS#:
1445143

ADDITIONAL INFORMATION

On 6+/- acres of landscaped field, woods, and orchard, at the corner of Pendleton Point Road and Decker Road, sits this 11/2-story single-family winterized home with a detached studio, a detached garage, and a greenhouse and a gazebo. The interior contains 10 rooms (5 bedrooms and 41/2 baths) plus an enclosed porch and an open porch. The foundation has recently been rebuilt and the house is on the town sewer.$550,000

Type:
Single Family
Sq.Ft.:
2,154
Status:
Active
Beds:
2
Lot size:
2.7 Acres
Year built:
1978
Baths:
2.00
MLS#:
1443659

ADDITIONAL INFORMATION

Contemporary Islesboro home with 400' East Shore Penobscot Bay waterfront.Enjoy the sunrise from your private rear deck. Home features a first flooropen concept kitchen dining area with brick fireplace and tile flooring, living room with built-ins, a full bath and mechanical room with laundry. Attached one car garage. Second floor features a huge den with wet bar, built-ins and hearth for woodstove as well as 2 bedrooms, one with direct access to a full bath. There is a detached two car garage with unfinished storage area above - perhaps for that hobby area. Natural landscaping with mixed water frontage with a beach area and rocky coastline. Use as your year round orseasonal home.

Type:
Single Family
Sq.Ft.:
1,400
Status:
Active
Beds:
2
Lot size:
5.97 Acres
Year built:
1977
Baths:
1.00
MLS#:
1443208

ADDITIONAL INFORMATION

Cunning shingled two-bedroom home with waterview set back on West Bay Road. Carefully crafted by island carpenter with brick kitchen hearth, beautiful wood flooring, and detached two-bay garage and loft. Almost six acres including open fields and woodland. This home offers many attributes and opportunities with a central location handy to the stores and ferry. This one's a keeper!

Type:
Single Family
Sq.Ft.:
2,690
Status:
Active
Beds:
4
Lot size:
17 Acres
Year built:
1830
Baths:
3.00
MLS#:
1437917

ADDITIONAL INFORMATION

1159 Main rdSpectacular ocean views abound at exceptional 17 acre oceanfront retreat ; private sandy beach,to launch kayaks or access Hutchin's Island.Stately 1830's iconic New England farmhousefeatures many original architectural details aswell as recent tasteful upgrades throughoutScenic location ; set on an island bluff,Enjoy amazing open water vistas- look outat sailing regattas and schooners on the bay.Sprawling, 4 season home; located in idyllic oceanfront enclave , features 2 bay garage with ocean view -upper floor- Ideal for potential studio, guest space , etcOffered turnkey; this rambling waterfront property with all the amenities; is in Move in Ready condition.

Type:
Single Family
Sq.Ft.:
3,050
Status:
Active
Beds:
3
Lot size:
1.51 Acres
Year built:
1994
Baths:
3.00
MLS#:
1437098

ADDITIONAL INFORMATION

This year-round waterfront home on Sprague's Beach at Turtle Head Cove is well suited for most anyone - retire here, enjoy it as a second home, offer it as a vacation rental, or live in it year round. Relish views of West Penobscot Bay from your expansive front lawn, covered front porch, & from almost every window. Venture out to your own beach & get on the water! Spend time relaxing, playing, gardening on your spacious lawn. Walk or bicycle up to Turtle Head preserve & trails. Easy living & entertaining in this home! First floor offers open concept design w/a gourmet kitchen at the center w/direct access to the back deck, formal dining room, double living room w/fireplace & direct access to back deck & front covered porch & deck, a mud/laundry room & direct access to the spacious garage.Second floor offers three spacious bedrooms, incl. an ensuite Master bedroom & library/office w/fireplace. 9ft ceilings, wide & sweeping staircase & hallways, hardwood floors, crown molding throughout.

Type:
Single Family
Sq.Ft.:
2,300
Status:
Active
Beds:
3
Lot size:
40 Acres
Year built:
1870
Baths:
2.00
MLS#:
1435709

ADDITIONAL INFORMATION

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 was ''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.

Type:
Single Family
Sq.Ft.:
2,614
Status:
Active
Beds:
3
Lot size:
9.08 Acres
Year built:
1981
Baths:
4.00
MLS#:
1434977

ADDITIONAL INFORMATION

Mainestay, located on the sought after island of Islesboro, is a private property well suited for Summer vacations and year round living.Nestled in privacy on 9+/- well established and landscaped acres, this property boasts stunning westerly views of Penobscot Bay and the Camden Hills, a well maintained and an easy house to live in, substantial and versatile boat barn with workshop, deep water dock, and 490+/- feet of sand and pebble beach.This contemporary style home offers fabulous sunsets from almost every window. Open concept living on the first floor with a master suite, screened in porch and expansive deck overlooking the water, powder room, and 2 car garage. The second floor provides another master suite, bedroom with deck, full bathroom, spacious artist studio/office with the potential to be a fourth bedroom.

Type:
Single Family
Sq.Ft.:
1,792
Status:
Active
Beds:
2
Lot size:
5.23 Acres
Year built:
1972
Baths:
3.00
MLS#:
1425651

ADDITIONAL INFORMATION

Heavenly Daze. Well-crafted, fully furnished yearround home perched on rugged ledges in an enchanting woodland setting. Completely renovated. Large open floor plan living and dining and full cathedral ceiling, AC. Garage apartment. Glorious sunsets, simple and inviting gardens, footpaths. Just steps to the beach.

Type:
Single Family
Sq.Ft.:
4,485
Status:
Active
Beds:
5
Lot size:
0.36 Acres
Year built:
1916
Baths:
4.00
MLS#:
1415287

ADDITIONAL INFORMATION

This elegant 5+ bedroom Victorian Cottage has been carefully restored and renovated to highlight the natural charm and character of the home while integrating sophisticated elements throughout. There is custom paneling in the formal dining room, and built-ins/shelving thoughtfully dispersed in the sitting area off the gourmet style kitchen, the formal dining room, and the comfortable; yet accommodating library. The gourmet kitchen with large island and granite counters; also includes the original butler pantry. Polished floors and custom draperies, throughout. The air conditioned, airy master suite has a lovely bathroom; along with customized shelving and drawers in the walk-in closet.The third floor has additional bright rooms for guests or additional storage.There is frontage on Dark Harbor swimming pool and you are around the corner from the Tarratine Yacht Club. If you need to work while away, there is Broadband internet service; allowing you access the internet easily.New boiler

Type:
Single Family
Sq.Ft.:
4,000
Status:
Active
Beds:
3
Lot size:
3.73 Acres
Year built:
2004
Baths:
2.00
MLS#:
1403988

ADDITIONAL INFORMATION

Elegant Yearround Rebel Hill Cottage Reminiscent of gracious turn of the century Dark Harbor summer homes, this luxurious open concept three bedroom home features large living room with massive stone fireplace, dining room, state of the art kitchen, master bedroom en suite, two guest bedrooms and second full bath, and second floor family room to enjoy the horizon view of East Penobscot Bay. Radiant heat throughout, covered porches. Conveniently located to library, tennis courts, and town.

Type:
Single Family
Sq.Ft.:
1,000
Status:
Active
Beds:
3
Lot size:
2 Acres
Year built:
1952
Baths:
1.00
MLS#:
1318590

ADDITIONAL INFORMATION

If waterfront, nature and simplicity is what you are seeking then this Islesboro home on Ryder Cove is for you. This furnished three bedroom A-frame with additional 3rd floor loft offers its' owners and guests a relaxing home-away-from-home. The living area has vaulted ceilings and an inviting wood stove. Great rental history and guests remark that this home offers the serenity they are seeking. Head down to the path to the 168' of waterfront and you are greeted with a beach with long Penobscot Bay views.

Type:
Single Family
Sq.Ft.:
2,500
Status:
Active
Beds:
2
Lot size:
1.53 Acres
Year built:
1920
Baths:
3.00
MLS#:
1339257

ADDITIONAL INFORMATION

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. $300,000.

Type:
Single Family
Sq.Ft.:
735
Status:
Active
Beds:
1
Lot size:
3 Acres
Year built:
1990
Baths:
1.00
MLS#:
1256431

ADDITIONAL INFORMATION

This one bedroom dwelling sits on 3.7 ac +/- with 266' of shore frontage on Crow Cove facing the West Penobscot Bay. Crow Cove is very protected anchorage in all storms and contains deep water. Possible dock and larger residence may be constructed upon the property as well. Current dwelling is winterized with some sandy beach along the shoreline. We think it's perfect and one of the best parcels on the island. Price has been lowered.

Type:
Single Family
Sq.Ft.:
10,000
Status:
Active
Beds:
6
Lot size:
4.2 Acres
Year built:
2000
Baths:
9.00
MLS#:
1321528

ADDITIONAL INFORMATION

East Bay is a beautifully designed and skillfully crafted home built in the tradition of the grand estates of coastal Maine. The residence is open and inviting with generous living spaces, high ceilings, fireplaces and exposed beams. Privately located on 4.2+/- acres with 390'+/- of rocky beach shore, the broad views encompass all the islands of the eastern bay, North Haven and the open ocean. Extensive landscaping combines formal gardens with fields of wildflowers firmly anchoring the residence in its setting.

Type:
Single Family
Sq.Ft.:
2,550
Status:
Active
Beds:
2
Lot size:
1.51 Acres
Year built:
2005
Baths:
2.00
MLS#:
1304129

ADDITIONAL INFORMATION

WATERFRONT COMPOUND OF 3 BUILDINGS, main house (2005); studio & guest apartment (2007); 3rd building /garage + 24 x 24 activity room (2009). Architect designed & built special for his personal home. Restored antique light fixtures throughout. Fantastic beach. Broker related.

Type:
Single Family
Sq.Ft.:
10,000
Status:
Active
Beds:
9
Lot size:
4 Acres
Year built:
1896
Baths:
10.00
MLS#:
1279536

ADDITIONAL INFORMATION

Prominently sited on a scenic knoll surrounded by a multitude of gardens, the centrally located Dark Harbor House is a stunning example of Colonial Revival architecture designed by Fred Savage and built in 1885/86. In 2011/12 the current owners commissioned a complete restoration / renovation starting with a new foundation and ending with top period furnishings and landscaping. The commanding historic residence features views of the iconic Dark Harbor to the north, and to the west 196 feet of waterfront on Ames Cove includes a gravel beach and a six-kayak storage rack with custom launch system providing access to excellent kayaking in the picturesque Gilkey Harbor.

Type:
Single Family
Sq.Ft.:
2,146
Status:
Active
Beds:
3
Lot size:
2.47 Acres
Year built:
2002
Baths:
2.00
MLS#:
1370848

ADDITIONAL INFORMATION

This year-round post and beam home is nestled in Islesboro's sought after Dark Harbor neighborhood. Privately set amongst the trees and rock croppings with beautiful perennial gardens, this home provides private outdoor spaces and immediate access to one of Maine's quintessential coastal beaches. Custom-built in 2002 with remarkable detail and to the highest standards by Maine's Shelter Institute, this home is filled with light and provides accommodating spaces for easy living and entertaining - a spacious dining room, living room and family room. Amenities include a gas burning fireplace and wood burning stove, home office, mud and laundry room, and a 2-car garage with partially finished space above. 3 vaulted ceiling bedrooms with shuttered windows and ceiling fans, 2 baths. Good opportunity as rental property or guest home too!

Type:
Single Family
Sq.Ft.:
6,820
Status:
Active
Beds:
5
Lot size:
7.26 Acres
Year built:
2002
Baths:
5.00
MLS#:
1368551

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
1,768
Status:
Active
Beds:
3
Lot size:
11.64 Acres
Year built:
1992
Baths:
3.00
MLS#:
1365192

ADDITIONAL INFORMATION

This private oceanfront Shingle-style cottage enjoys spectacular western views across Penobscot Bay to the Camden Hills. Built in 1993, the elegant three-bedroom residence was designed by architect John Silverio and features a light-filled open floor plan centered around an impressive Russian brick fireplace. A classic wraparound porch, a rooftop widow's-walk, and impeccable craftsmanship are among its distinguished details. The surrounding 11.64+/- acres of wooded property includes 2,403+/- feet of shorefront on Penobscot Bay with a private sand and pebble beach and a deep-water mooring. In addition to the main residence, there is also a newly built guest cottage/studio affectionately known as Two Nights, with a one-bedroom apartment on the second level and a two-vehicle garage and large open studio below. Additional 3.58+/- acres of abutting land is being offered separately.

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Thomas O’Leary, License DB919839, Xome Inc, License AC90602770, ThomasH.OLeary@Xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2020 Maine Real Estate Information System, Inc. All Rights Reserved.

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