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 West Shore Drive Islesboro ME 04848

Price$8,975,000

Est. Mortgage: $/month

MLS Number 1359132

  • Residential
  • Address 135 West Shore Drive
  • Location Intown
  • Bedrooms 9
  • Bathroom 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: 3.6% last updated on Aug 15, 2019
* 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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562 Main Road Islesboro ME 04848

Price$5,925,000

Est. Mortgage: $/month

MLS Number 1411611

  • Residential
  • Address 562 Main Road
  • Bedrooms 4
  • Bathroom 4
  • Rooms 12

Stunning Maine waterfront property. Private 70 acre peninsula includes over 8,600 feet of water frontage on both the West and East shores of Islesboro. Spectacular views, protected cove, deep water dock and anchorage, accessible shore frontage, beaches, bold cliffs, and trails. A historic Cape Cod style home reroofed, resided, structural work completed, gutted to the studs and ready for your completion. A substantial post and beam barn, with improvements. Several additional, excellent building sites.

Listed by Legacy Properties Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

Price$4,875,000

Est. Mortgage: $/month

MLS Number 1321528

  • Residential
  • Location Other Location
  • Bedrooms 6
  • Bathroom 9
  • Rooms 16

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: 3.6% last updated on Aug 15, 2019
* 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

Price$3,950,000

Est. Mortgage: $/month

MLS Number 1279536

  • Residential
  • Address 117 Jetty Road
  • Bedrooms 9
  • Bathroom 10
  • Rooms 26

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.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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565 Main Road Islesboro ME 04848

Price$3,750,000

Est. Mortgage: $/month

MLS Number 1337200

  • Residential
  • Address 565 Main Road
  • Location Other Location
  • Bedrooms 4
  • Bathroom 4

Located on the eastern shore of Islesboro, Northeast Point is a spectacular 74+/- acre oceanfront property with over 6,800 feet of frontage on Penobscot Bay. This is a fantastic opportunity to own one of the most beautiful private peninsulas in Midcoast Maine, with total privacy and bold ocean views. The property includes a fully furnished 4 bedroom shingle style home, a seasonal guest cottage, a deepwater dock and pier, a protected cove with great anchorage, and wonderfully accessible shore frontage with great walking trails and several beach areas. The property is an approved 13 lot subdivision, but available for purchase in its entirety giving the Buyer the unique opportunity to configure the property in a number of appealing ways.

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

Price$2,850,000

Est. Mortgage: $/month

MLS Number 1368551

  • Residential
  • Address 134 Big Tree Lane
  • Bedrooms 5
  • Bathroom 5
  • Rooms 14

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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565-1 Main Road Islesboro ME 04848

Price$2,495,000

Est. Mortgage: $/month

MLS Number 1376961

  • Residential
  • Address 565-1 Main Road
  • Location Other Location
  • Bedrooms 4
  • Bathroom 4

Located on the eastern shore of Islesboro, this is a fantastic opportunity to own one of the most beautiful private peninsulas in Midcoast Maine, with total privacy and bold ocean views. The property includes a furnished 4 bedroom shingle style home, a seasonal guest cottage, access to a shared deepwater dock and pier, a protected cove, and accessible shore frontage with several beach areas. Northeast Point is an undeveloped 13 lot subdivision and this is an opportunity to own 7 of the lots at the tip of the property including the main house and guest house as well as over 3,900 feet of spectacular private frontage on Penobscot Bay. The property is also being marketed in its entirety, and the Seller is also willing to explore re-configuring the property in a in a number of different ways to suit a Buyer's needs.

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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391 & 400 West Bay Road Islesboro ME 04848

Price$1,690,000

Est. Mortgage: $/month

MLS Number 1426982

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Rooms 15
  • Acreage 7.22

This iconic property is prominently sited on 7.22 acres on the highly desirable West Bay Road with stunning views of West Penobscot Bay and the Camden hills, and 500 +/- feet of beach frontage. There are two properties with this listing, the main residence at 400 West Bay Rd. and the cottage at 391 West Bay Rd., both year round structures. The main house is a beautiful example of New England architecture and has changed ownership only twice in almost a century and it has been impeccably restored and renovated by the current owner. The 6 bedroom main home has a formal dining room with a fire place, a chef's kitchen, a spectacular wood paneled great room with fireplace, a conservatory, and lovely grounds. The shingle style guest cottage at 391 West Bay Road was built in 2009 to the highest standards and includes one bedroom, a full bath, a large living room/office with wood burning fireplace, and an expansive covered deck with breathtaking views of Penobscot Bay and great shore access

Listed by Legacy Properties Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

Price$1,295,000

Est. Mortgage: $/month

MLS Number 1408365

  • Residential
  • Address 435 Ferry Road
  • Location Other Location
  • Bedrooms 3
  • Bathroom 4

Mainestay, located on a scenic and private point of land, offers 9+/- acres with 490+/- feet of shorefront, and the charming year-round residence features coveted western views. There are three bedrooms, an extensive studio/office or potential fourth bedroom, three-and-a-half baths, and an open living room with access to a deck and screened porch. Tucked away at the end of a winding drive through lovely wooded land, the property is thoughtfully landscaped with flowering shrubs and perennials. Well-maintained, woods on the point provide privacy and a delightful natural environment while allowing stunning views across Penobscot Bay and to the Camden Hills. The property also includes an attractive and versatile boat barn with a workshop, pebble beach areas, and a well-built deep-water dock.

Listed by LandVest, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

Price$1,150,000

Est. Mortgage: $/month

MLS Number 1365192

  • Residential
  • Address 577 Ferry Road
  • Location Near Country Club
  • Bedrooms 3
  • Bathroom 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: 3.6% last updated on Aug 15, 2019
* 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

Price$995,000

Est. Mortgage: $/month

MLS Number 1410277

  • Residential
  • Address 317 Main Road
  • Location Rural
  • Bedrooms 5
  • Bathroom 5

Exquisite Islesboro home with all the charm and detail that you've been looking for. First floor features cooks kitchen, with pantry, sub zero fridge, viking range, and large island for entertaining. Double sided fireplace in the kitchen and sun-room, formal dining room, living room with fireplace, family room and library/den both have wood burning fireplaces, full bath, and a powder room. Second floor features 5 bedrooms, and 3 bathrooms. 11 acres with stunning grounds, views of Islesboro Harbor, your own pond, two story 3 car garage/barn with attached greenhouse to start all your flowers and vegetables for your gardens.

Listed by Camden Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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
  • Bedrooms 5
  • Bathroom 4
  • Rooms 18
  • Acreage 0.36

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.

Listed by Camden Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

Price$995,000

Est. Mortgage: $/month

Pending

MLS Number 1377355

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

Fabulous property in exclusive Dark Harbor location. Turn key vacation or retirement living at its best. Top-of-the line building and landscaping throughout. Three bedrooms, 2-1/2 baths, huge kitchen and dining areas as well as living rooms. 1.7+/- acres with 260+/- feet of tidal frontage on Ames Cove.

Listed by Warren Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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661 Main Road Islesboro ME 04848

Price$895,000

Est. Mortgage: $/month

Pending

MLS Number 1366911

  • Residential
  • Address 661 Main Road
  • Bedrooms 3
  • Bathroom 2
  • Rooms 7

Expansive Rockport Post and Beam with 3 bedrooms and 2 baths. Two decks, large walk-out basement with finished (play)room and very large storage area. Views of ocean from most rooms. Kitchen with cherry cabinets. Great room with wood-burning fireplace and wood stove. Two-bay carriage house with second floor storage or possible apartment. 2.23+/- Acres with 195+/- feet of prime beach frontage.

Listed by Warren Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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143 Sprague Cove Lane Islesboro ME 04848

Price$695,000

Est. Mortgage: $/month

MLS Number 1405670

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Rooms 8
  • Acreage 3.7

This island home has what everyone is looking for; three bedrooms, 2.5 baths on a private waterfront lot with a gorgeous sunset view and beach all nestled in an evergreen forest. Master bedroom en suite, cathedral ceiling living room with fireplace AND PRIVACY!Constructed in 1989 on 3.7 acres this yearround home is the keystone in a quiet subdivision in north Islesboro. Neighboring parcels have significant home site setbacks providing further insulation. Interior layout offers spacious common and private areas. Wood flooring and finishes throughout. Covered porches, detached workshop, gardens, landscaping and two moorings complete the picture.

Listed by Island Property

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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
  • 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: 3.6% last updated on Aug 15, 2019
* 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

Price$650,000

Est. Mortgage: $/month

MLS Number 1370848

  • Residential
  • Address 147 Jenny's Lane
  • Bedrooms 3
  • Bathroom 2
  • Rooms 10

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: 3.6% last updated on Aug 15, 2019
* 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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204 Hewes Point Road Islesboro ME 04848

Price$650,000

Est. Mortgage: $/month

Pending

MLS Number 1422700

  • Residential
  • Address 204 Hewes Point Road
  • Bedrooms 2
  • Bathroom 2
  • Rooms 7

Maine island living doesn't get much better than this! This four-season, 1354 sq. ft. cottage has been meticulously maintained and landscaped and is among the most charming spots on coveted Hewes Point. A well-appointed country kitchen with stainless appliances leads to a large central living/dining area with beamed ceilings, marble fireplace and a wall of windows overlooking East Penobscot Bay. A lovely study/family room off the great room features cathedral ceilings and leads to the master, with its large walk-in closet and a spacious bathroom. A guest room at the other end offers privacy, and an en suite bath with breathtaking water views. With 190 feet of protected shoreline, a generous dock and float, the property is a paradise for boaters. Or enjoy the well-tended croquet lawn and gardens. This property can be purchased with a 2-bedroom seasonal home nearby to create a spectacular family compound.

Listed by Warren Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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1169 Main Road Islesboro ME 04848

Price$650,000

Est. Mortgage: $/month

Pending

MLS Number 1418374

  • Residential
  • Address 1169 Main Road
  • Bedrooms 6
  • Bathroom 4
  • Rooms 10

1870's Maine Farmhouse on 18+/- wooded and partially cleared acres with idyllic pond and over 800 feet of beach frontage on Parker Cove. House was completely and sensitively restored in 1995. Six bedrooms and four full baths. Spacious cook's kitchen. Great barn with loft, large garden with raised beds. Wonderful views of East Penobscot Bay. Easy walk to Hutchins Island and conservation trails. On the way to the beach are two quintessential log cabins waiting to be restored

Listed by Warren Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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

Price$599,900

Est. Mortgage: $/month

MLS Number 1304129

  • Residential
  • Location Near Public Beach
  • Bedrooms 2
  • Bathroom 2
  • Rooms 6

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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. ©2019 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.