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300 Main Road, Islesboro, ME 04848

$425,000
On Market Date: November 2, 2025
MLS#: 1642543
1 Bed / 1.5 Bath

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 walls, bead board, and wood paneling on the walls and ceiling, along with a convenient half bath. The second floor presents a studio apartment with room for expansion, offering an immediate income-producing opportunity through gallery rentals and potential apartment leasing. Its mid-island location provides easy access to the library, public park and playground, island market, and post office, making it an ideal spot for community engagement. Imagine the possibilities: continue its legacy as a vibrant art gallery or transform it into whatever your imagination can dream up. This property is not just a building; it's a piece of history with a bright future, ready for its next chapter.

Property Listed by: Cates Real Estate

  • Type: Residential
  • Lot Size: 1.7 Acres
  • Year Built: 1887
  • Square Feet: 2,553

5 Chickadee Trail 5, Winslow, ME 04901

$365,000
On Market Date: November 3, 2025
MLS#: 1642644
2 Bed / 2 Bath

Beautiful, cozy, and peaceful doesn't begin to describe this well cared for condo. Located minutes from downtown Winslow and Waterville, shopping, entertainment, and restaurants are in short driving distance. With almost 1500 sq ft of living space this sweet home is open concept with an easily accessible kitchen, dining room area, attached 4 season sunroom, and living room. One side of the home has 2 bedrooms and 2 full bathrooms. The primary has its own wing providing privacy and convenience. It is big and spacious boasting a full bath with large vanity, glass walk-in shower, multiple closets and a washer/ dryer. Some remarkable features include radiant floors, new heat pumps, on demand water heater, and Generac generator. So if you've been looking for accessibility, comfort, and convenience this condo is sure to check your boxes!

Property Listed by: Coldwell Banker Realty

  • Type: Residential
  • Year Built: 2014
  • Square Feet: 1,483

47 Congress Street, Augusta, ME 04330

$240,000
On Market Date: November 22, 2025
MLS#: 1644173
3 Bed / 1.5 Bath

Come take a look at this beautifully updated ranch home! It features a gallery-style kitchen, an inviting open-concept layout with vaulted ceilings, and offers a combination of hardwood and tile flooring. Additionally, this property has a durable metal roof. You will also find a cozy family room in the basement that includes a handy half bath, all located in the friendly and desirable Mayfair neighborhood.

Property Listed by: Century 21 Venture Ltd.

  • Type: Residential
  • Lot Size: 0.15 Acres
  • Year Built: 1957
  • Square Feet: 925

14 Pleasant Street, Princeton, ME 04668

$229,000
On Market Date: January 12, 2026
MLS#: 1642468
4 Bed / 2 Bath

This home has been completely remodeled from top to bottom with a modern, comfortable style. Everything is new — exterior paint, windows, doors, flooring, insulation, wiring, plumbing, and fixtures. The house is super energy efficient with all new Energy Star windows and doors, propane furnace & central air. There is also a whole-house water filtration system. Cozy living area w/ a stone-faced fireplace feature wall & mounted TV. The kitchen features composite floors for water resistance & a fully custom build, with glass-door upper cabinets, Craftsman-style design, cement countertops coated in epoxy, and a big stainless steel farm sink. There is a large kitchen island with seating and extra storage, plus a small bar nook. All appliances are brand new w/ warranties. Both bathrooms have been fully redone with tile floors, glass showers & new fixtures. The upstairs bath has a towel warmer, real stone tile floors, and self-defogging mirror for a true spa experience. There are four bedrooms, all freshly painted with good lighting and nice closets in each. Outside, the home features a modern stone-faced front, large front porch, two rear decks, and a privacy-fenced courtyard with front and back gates, great for pets or kids. There is a new gravel driveway that fits five cars and a covered carport extension that keeps two vehicles under shelter. This home comes fully furnished.

Property Listed by: OwnerEntry.com

  • Type: Residential
  • Lot Size: 0.38 Acres
  • Year Built: 1895
  • Square Feet: 1,950

Lot 49A US Highway 202, Leeds, ME 04263

$450,000
On Market Date: November 7, 2025
MLS#: 1643010
3 Bed / 3 Bath

This 3-bedroom, 3-bath home is partially constructed, offering a unique opportunity to bring your vision to life. Located directly across from Springbrook Golf Club, you'll enjoy both the tranquility of a rural setting with deer sightings from your window and immediate access to recreational opportunities. Imagine driving your golf cart right across the street to tee off! This thoughtfully designed home prioritizes modern comfort and energy efficiency, boasting radiant heat plumbed into the slab and prepped for heat pump connections. The spacious layout provides ample room to create your ideal living spaces, and essential groundwork is complete with a professionally designed septic system and an installed private well. High-end materials and spray-foam insulation are key features of this quality construction. Additionally, the oversized garage offers ample space for both vehicles and storage. Don't miss this rare opportunity to personalize a home in a prime location and create your perfect living environment. --OPEN HOUSE Sunday, November 9th 1-3pm --

Property Listed by: Keller Williams Realty

  • Type: Residential
  • Lot Size: 2.37 Acres
  • Year Built: 2025
  • Square Feet: 2,559

1072 Post Road 111, Wells, ME 04090

$194,900
On Market Date: November 4, 2025
MLS#: 1642712
1 Bed / 1 Bath

Discover the perfect coastal getaway with this rare year-round, all-season property just moments from beautiful Wells Beach—a true find in an area where year-round properties are exceptionally limited. Scoop up this unique opportunity to enjoy a four-season vacation home or generate a year-round income stream as an investment property.This inviting retreat features a heated in-ground pool, on-site laundry, tennis courts, and an on-site community grill, with even more amenities on the way. The proactive board and management company continue to make thoughtful upgrades and additions each season, including a new fire pit and other enhanced common-area features.Inside, the unit is truly move-in ready with brand-new carpet in the enclosed porch, beautiful flooring throughout, and like-new furniture in every room—all included, as the property comes fully furnished for immediate enjoyment.The location is unbeatable—walking distance to restaurants, shops, and miniature golf, with Wells Beach just minutes away.For investors, the property can be rented independently to create an additional income stream, and a management company with a rental program is available to help market, rent, and oversee the unit with ease.A rare offering in a highly desirable coastal area—don't miss your chance to make this exceptional year-round retreat your own.

Property Listed by: Coldwell Banker Realty

  • Type: Residential
  • Lot Size: 0.03 Acres
  • Year Built: 1986
  • Square Feet: 447

8 Beech Street, East Millinocket, ME 04430

$49,500
On Market Date: November 3, 2025
MLS#: 1642652
3 Bed / 2 Bath

Nicely located fixer with a lot of potential. Located walking distance to downtown. Close by to interstate entrance. less than an hour from Baxter State Park.

Property Listed by: Realty of Maine

  • Type: Residential
  • Lot Size: 0.18 Acres
  • Year Built: 1926
  • Square Feet: 1,392

75 Sherman Street, Portland, ME 04101

$1,499,000
On Market Date: October 31, 2025
MLS#: 1642463
9 Bath

Beautiful Parkside 9 unit apartment building w/ (8) 1 bedroom + (1) 2 bedroom units offering nice architectural detail in apartments and hardwood floors located in a fantastic location of the city!

Property Listed by: F.O. Bailey Real Estate

  • Type: Multi-family
  • Lot Size: 0.08 Acres
  • Year Built: 1910
  • Square Feet: 5,046

81 Fowler Road, Hampden, ME 04444

$799,900
On Market Date: November 6, 2025
MLS#: 1642717
5 Bed / 4.5 Bath

Welcome to this stunning 4-bedroom, 3.5 bath home set on nearly 4 private acres in beautiful Hampden. Rebuilt in 2024, this spacious residence offers almost 4,000 sq. ft. of modern luxury. The open-concept main living area features quartz countertops, sleek finishes, and abundant natural light throughout. This home also includes a full in-law apartment with its own kitchen, living area, bedroom, and full bath - perfect for guests, family, or rental income. Upstairs, a bonus room featuring a kitchenette, provides flexible space for a media room, mancave, or extra space for the family. A second bonus room offers space for a small gym or home office. The heated two-bay garage and whole-house generator add year-round convenience, while the above-ground pool and new deck make summer days a delight. Surrounded by nearly 4 acres, this property offers the perfect balance of privacy and accessibility - just minutes from I-95, Hampden's town center and a short drive to Bangor's amenities.

Property Listed by: NextHome Experience

  • Type: Residential
  • Lot Size: 3.74 Acres
  • Year Built: 2024
  • Square Feet: 3,116

66 Townsend Avenue & 43 Oak Street, Boothbay Harbor, ME 04538

$1,395,000
On Market Date: October 31, 2025
MLS#: 1642455
5 Bath

Being offered individually or together, 43 Oak Street and 66 Townsend Avenue represent a unique opportunity to own multi-family properties in downtown Boothbay Harbor. With road frontage on both Oak Street and Townsend Avenue, owners have the option of keeping each property distinctly separate, or borrowing from each other to maximize utility and value. All units have been recently updated and improved, and boast excellent reviews on short-term rental sites.

Property Listed by: Tindal & Callahan Real Estate

  • Type: Multi-family
  • Lot Size: 0.74 Acres
  • Year Built: 1880
  • Square Feet: 3,994

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