Islesboro Maine Real Estate

Discover homes for sale in Islesboro, Maine. Call Acadia Realty Group at 207.266.9125 if you have questions or would like to see any of these properties in person.

135 Shore Drive Islesboro ME 04848

Islesboro, ME135 Shore Drive

Price$6,750,000

Est. Mortgage: $/month

MLS Number 1452405

  • Residential
  • MLS Status Active
  • Address 135 Shore Drive
  • Location Intown
  • Bedrooms 9

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.

Listed by LandVest, Inc.

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$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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866 Pendleton Point Road Islesboro ME 04848

Islesboro, ME866 Pendleton Point Road

Price$4,875,000

Est. Mortgage: $/month

MLS Number 1321528

  • Residential
  • MLS Status Active
  • Location Other Location
  • Bedrooms 6
  • Bathroom 9

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.

Listed by LandVest, Inc.

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$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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117 Jetty Road Islesboro ME 04848

Islesboro, ME117 Jetty Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 1279536

  • Residential
  • MLS Status Active
  • Address 117 Jetty Road
  • Bedrooms 9
  • Bathroom 10

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.

Listed by LandVest, Inc.

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$
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$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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134 Big Tree Lane Islesboro ME 04848

Islesboro, ME134 Big Tree Lane

Price$2,500,000

Est. Mortgage: $/month

MLS Number 1368551

  • Residential
  • MLS Status Active
  • Address 134 Big Tree Lane
  • Bedrooms 5
  • Bathroom 5

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.

Listed by Legacy Properties Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1228 Main Road Islesboro ME 04848

Islesboro, ME1228 Main Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 1435709

  • Residential
  • MLS Status Active
  • Address 1228 Main Road
  • Bedrooms 3
  • Bathroom 2

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.

Listed by Legacy Properties Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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435 Ferry Road Islesboro ME 04848

Islesboro, ME435 Ferry Road

Price$1,100,000

Est. Mortgage: $/month

Pending

MLS Number 1434977

  • Residential
  • MLS Status Pending
  • Address 435 Ferry Road
  • Bedrooms 3
  • Bathroom 4

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.

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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577 Ferry Road Islesboro ME 04848

Islesboro, ME577 Ferry Road

Price$995,000

Est. Mortgage: $/month

MLS Number 1365192

  • Residential
  • MLS Status Active
  • Address 577 Ferry Road
  • Location Near Country Club
  • Bedrooms 3

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.

Listed by LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Meadow Pond Road Islesboro ME 04848

Islesboro, MEMeadow Pond Road

Price$975,000

Est. Mortgage: $/month

MLS Number 1454750

  • Land
  • Address Meadow Pond Road
  • MLS Status Active
  • Acreage 36.07

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.

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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529 Pendleton Point Road Islesboro ME 04848

MLS Number 1415287

  • Residential
  • MLS Status Active
  • Bedrooms 5
  • Bathroom 4
  • Rooms 18

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. ' COVID-19: By scheduling a showing, you are acknowledging that neither you, your client or anyone in your party exhibits any cold or flu-like symptoms or meets any of the criteria for self-quarantine mandated by Maine Centers for Disease Control & Prevention. Buyers and their agents are required to wear face masks, shoe coverings and gloves for showings'.

Listed by Camden Real Estate Company

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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161 Jetty Road Islesboro ME 04848

Islesboro, ME161 Jetty Road

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number 1453846

  • Residential
  • Address 161 Jetty Road
  • Bedrooms 3
  • Bathroom 3
  • Rooms 10

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.

Listed by Warren Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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317 Main Road Islesboro ME 04848

Islesboro, ME317 Main Road

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number 1453642

  • Residential
  • Address 317 Main Road
  • Bedrooms 4
  • Bathroom 5
  • Rooms 11

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.

Listed by Legacy Properties Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23/2P Hermits Point Road Islesboro ME 04848

MLS Number 928015

  • Land
  • MLS Status Active
  • Acreage 12.45

Splendid parcel offers wonderful open woods and cleared building site. Private drive meanders through the property to an open hillside meadow and enchanting Sprague's Cove. Protective restrictions and covenants assure the quality of your estate.

Listed by Island Property

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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442 Pendleton Point Road Islesboro ME 04848

MLS Number 1445143

  • Residential
  • MLS Status Active
  • Bedrooms 5
  • Bathroom 5
  • Rooms 12

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

Listed by Warren Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1588 Turtle Head Road Islesboro ME 04848

Islesboro, ME1588 Turtle Head Road

Price$549,000

Est. Mortgage: $/month

MLS Number 1425651

  • Residential
  • MLS Status Active
  • Bedrooms 2
  • Bathroom 3
  • Rooms 7

Heavenly Daze. Well-crafted, fully furnished year-round home perched on rugged ledges in an enchanting woodland setting. Completely renovated. Large open floor plan living and dining and full cathedral ceiling, high-efficiency heating and cooling mini split heat pump. Garage apartment. Glorious sunsets, simple and inviting gardens, footpaths. Just steps to the beach.

Listed by Island Property

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$
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$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1503 Meadow Pond Road Islesboro ME 04848

Islesboro, ME1503 Meadow Pond Road

Price$549,000

Est. Mortgage: $/month

MLS Number 1304129

  • Residential
  • MLS Status Active
  • Location Near Public Beach
  • Bedrooms 2
  • Bathroom 2

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.

Listed by Home Town Real Estate & Property Management

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$
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$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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147 Jenny's Lane Islesboro ME 04848

Islesboro, ME147 Jenny's Lane

Price$529,000

Est. Mortgage: $/month

MLS Number 1370848

  • Residential
  • Address 147 Jenny's Lane
  • MLS Status Active
  • Bedrooms 3
  • Bathroom 2

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!

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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13 Hermit's Point Road Islesboro ME 04848

Islesboro, ME13 Hermit's Point Road

Price$499,000

Est. Mortgage: $/month

MLS Number 1449294

  • Land
  • MLS Status Active
  • Acreage 11.51

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.

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1441 Main Road Islesboro ME 04848

Islesboro, ME1441 Main Road

Price$499,000

Est. Mortgage: $/month

MLS Number 1456407

  • Residential
  • Address 1441 Main Road
  • MLS Status Active
  • Bedrooms 4
  • Bathroom 2

A lovely 4 bedroom home on 17 acres, with 600 ft of frontage on beautiful Penobscot Bay. It also has a 25 x 40 three bay garage with storage upstairs, and a 25 x 25 barn with loft. Set on a quiet, town maintained, dead-end road, with only 2 houses.

Listed by Realty of Maine

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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466 Ferry Road Islesboro ME 04848

Islesboro, ME466 Ferry Road

Price$475,000

Est. Mortgage: $/month

MLS Number 1219970

  • Land
  • Address 466 Ferry Road
  • MLS Status Active
  • Acreage 4.1

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.

Listed by Island Property

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$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1159 Main Road Islesboro ME 04848

Islesboro, ME1159 Main Road

Price$469,000

Est. Mortgage: $/month

MLS Number 1437917

  • Residential
  • Address 1159 Main Road
  • MLS Status Active
  • Bedrooms 4
  • Bathroom 3

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.

Listed by Warren Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Jun 25, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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

Acadia Realty Group participates in MREIS' Maine Internet Data Exchange (Maine IDX) program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.