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Discover a unique opportunity in Mid-Island Islesboro, where history and potential converge in two remarkable buildings on one property. The Schoolhouse (300 Main Road): This was formerly the Pendleton School, Islesboro's main elementary school until the early 1950s. Currently operating as the Double Door Gallery during the summer, it features two large open rooms on the first floor with curved walls, bead board, wood paneling, and a half bath. The second floor offers a studio apartment with expansion potential, providing immediate income through gallery rentals and apartment leasing. This property is a piece of history with a bright future, ready for its next chapter as a vibrant art gallery, or unique retail space. The Main House (292 Main Road): The Winfield Scott Pendleton House. Step back in time and discover the rich history of this stately 1887 Federal-style home, once owned by Winfield Scott Pendleton, a prominent ship captain and influential figure in Islesboro. This grand home with its distinctive cupola and expansive wrap-around porch is perfect for enjoying the summer breeze and watching island life unfold. French doors off the porch invite you into this elegant old home and once inside the architectural details speak to a bygone era of detailed craftsmanship. Discover an elegant staircase, bespoke built-in closets, a breakfront in the dining room, six-over-six windows, a stained-glass window, and a bespoke carved wooden mantle. Original interior trim throughout the house, along with a claw-foot tub and natural stone vanity, evoke a sense of timeless charm. Beyond the main house, you'll find recently built post and beam two-story outbuildings, offering versatile space for a workshop, storage, or other possibilities. Both properties are prominently situated, offering a mid-island location close to the library, public park and playground, island market, and post office.
Property Listed by: Cates Real Estate
Your ideal seasonal coastal getaway in Old Orchard Beach awaits! This park model offers modern comfort, thoughtful design, and a prime location just minutes from miles of sandy shoreline, the pier, golf, and local dining. Open May 1st to October 12th, this one-bedroom, one-bath retreat also features a double loft, providing flexible sleeping for guests or storage space. Inside, the bright living area feels spacious and inviting, highlighted by vaulted ceilings, a cozy fireplace, and a built-in wet bar—perfect for relaxing after the beach or entertaining on summer evenings. The kitchen includes full-size appliances and ample cabinetry, and the bedroom offers a comfortable and private end-of-day retreat. This home is being sold fully furnished for a seamless, turnkey move-in. Step outside and enjoy the large deck (partially covered), ideal for morning coffee, outdoor dining, or unwinding in the shade. The large yard offers privacy and space to spread out, and the stone patio with firepit sets the scene for warm summer nights under the stars. A storage shed provides room for beach gear, bikes, and seasonal items, keeping everything tidy and organized. Residents of Sun Retreats enjoy a welcoming, resort-style community with amenities including a pool, hot tub, playground, basketball and volleyball courts, horseshoes, game room, and picnic areas. Enjoy the fun, connection, and ease of coastal living—all from your own private retreat. Whether you're looking for a seasonal home base, a weekend escape, or a place to slow down and savor summer, this turnkey park model offers comfort, convenience, and the best of Old Orchard Beach living. Your beach season starts here.
Property Listed by: RE/MAX Realty One
Welcome to Sea Oaks — Where Coastal Living Meets Timeless Elegance Located in Old Orchard Beach, a classic Maine seaside town known for its seven-mile sandy beach and iconic 500-foot pier, Sea Oaks brings together the best of coastal living and modern design. This brand-new, private wooded community offers a rare opportunity to build your dream home in a setting that balances tranquility, connection, and convenience. Choose from 13 spacious lots, each bordered by natural buffers for privacy and serenity. Residents enjoy public water and sewer, underground utilities, charming street lighting, and sidewalks accented with granite curbing—every detail crafted to reflect quality and sophistication. A grand, hand-laid illuminated stone entryway and professionally landscaped surroundings set the tone for this distinctive neighborhood. Life at Sea Oaks moves at a gentler pace. Enjoy a 1.5-mile nature trail perfect for walking, jogging, or exploring the outdoors, and look forward to pickleball courts and beautifully designed common areas that foster community connection. Customizable build packages allow you to create a home tailored to your vision and lifestyle—whether you're looking for a year-round residence or a seasonal coastal retreat. Conveniently located just minutes from the Maine Turnpike, Portland International Jetport, golf courses, shopping, pristine beaches, and the historic Old Port, Sea Oaks offers the perfect balance of peaceful living and easy access to all southern Maine has to offer. Sea Oaks — where every day feels like a getaway.
Property Listed by: Keller Williams Realty
A great place for privacy with all the firewood you could ever use.A nicely wooded area with a nice brook and a lot of wild game to watch .The land is on a wheeler and snowmobile trail .Lets take a look
Property Listed by: Twin Rivers Realty
A lakeside home at the mouth of Bear Cove in Baileyville. Home has 4-bedrooms, 2-bathrooms, daylight walkout basement, 2-fireplaces, wood & tile floors throughout, big deck, 2-garages with 5 bays total, on-demand generator with 1.68 acres with 100'+/- of shorefront. Nice views up & down the lake!
Property Listed by: Due East Real Estate
OPEN HOUSE 4-6PM FRIDAY APRIL 3. SELLERS WILL CONSIDER ALL REASONABLE OFFERS for this move in sunny condo. 2 Bedrooms, 2 full baths, and 2 dedicated parking spaces. It is located by nearby hospitals and medical facilities making it an IDEAL LOCATION for HEALTH CARE PROFESSIONALS . This inviting condo showcases sunlight,wood floors throughout, granite and stainless kitchen finishes. Ideally located along one of Portlands most vibrant streets, places you within moments of art museum, theatres and galleries for cultural evenings. Boutique shopping, cafes and chef driven restaurants. This setting offers the perfect blend of energy and charm-a neighborhood thats both walkable and wonderfully livable. Schedule your showing today
Property Listed by: EXP Realty
Discover the coastal charm of Steuben, Maine, with this exceptional oceanfront property set in the heart of Maine's mid-coast. Soon to be built by a highly skilled and meticulous contractor, this stunning home offers the perfect combination of modern design and timeless craftsmanship. The property boasts beautiful water frontage, ideal for those who seek tranquility and picturesque views of the ocean. The planned residence features a spacious layout designed for both relaxation and entertaining. The main level includes two bedrooms and a well-appointed bathroom and open kitchen design connected to the living area, seamlessly connecting to a large wrap-around deck where you can enjoy Maine's natural beauty. Upstairs, the primary bedroom suite is a true retreat with a large loft space, offering expansive views and privacy. With careful attention to detail and quality materials, this future home promises to be a sanctuary on the coast, where every feature is crafted to enhance your lifestyle by the sea. Don't miss this opportunity to own a remarkable oceanfront escape.
Property Listed by: Keller Williams Realty
Welcome to 1024 Stillwater Avenue, a grand 5,500 sq. ft. farmhouse dating back to 1892, set just a short stroll from the Stillwater River Reservoir. Steeped in history and cherished by the same family for 42 years, this property also holds the legacy of housing the award-winning Stillwater Montessori School, a beloved community institution since 1983. Historic character is preserved throughout, from original cabinetry and fine woodwork to gleaming birds-eye maple and oak floors, all crowned by a magnificent front entry with paned windows leading into a grand hall and staircase with a carved newel post. Perfectly situated at the corner of Stillwater and College Avenue, the property is minutes from the University of Maine, I-95, shopping, recreation, and trails. The half-acre lot offers two points of access, with a driveway connecting Stillwater Avenue to Old Mill Road and a small garage ideal for storage or parking. A rare grandfathered two-unit within an R1 zone, the home offers tremendous flexibility—as a single-family residence, a two-family, or, with town approval, a business such as a school, church, or public facility. Inside are 18 rooms, three bathrooms, and a converted barn with two levels of four-season space, plus a large unfinished attic brimming with potential. Modern updates on the first floor include hard-wired smoke detectors, exit signs, and emergency lighting. while practical exterior features include parking for 12-14 cars and a fenced-in yard. With solid bones, timeless beauty, and limitless possibilities, this remarkable property is ready for its next vision. Open House Sunday November 2, 11:00-1:00
Property Listed by: Townsend Real Estate
Welcome to The Residences at The Wyeth, Maine's premier lifestyle community where luxury, convenience, and coastal charm come together effortlessly. Here, living well isn't just about what's inside your home — it's about how your home supports the way you want to live. Life at The Wyeth goes beyond your front door. Here, you'll enjoy an unmatched amenity-rich lifestyle: an on-site fitness center, inviting club room, secure garage parking, elevator access, and beautifully maintained grounds designed for connection and ease. This is a true lock-and-leave lifestyle, ideal for those seeking casual luxury without sacrificing location or convenience. Constructed with some of the best quality products and designed thoughtfully, the Residences are incredibly low-maintenance and easy living. The Wyeth is ideally located amongst Falmouth's local shops, dining, and services, with easy access to Portland's vibrant downtown, the Portland International Jetport, and miles of nearby recreational trails. Residence 508 is an oversized 2 bedroom home with an expanded primary suite. The chef's kitchen is equipped with top-tier appliances, sleek cabinetry, and elegant quartz countertops ideal for both gourmet cooking and casual entertaining. The spacious living area opens to a private terrace, creating a seamless transition between indoor and outdoor living. Discover life at The Wyeth, a simplified, connected way of living in one of Southern Maine's most desirable locations.
Property Listed by: Legacy Properties Sotheby's International Realty
First time on the market since 1970! This 3 bedroom/ 2 bath home has been well maintained and updated by the family over the past 55 years. There is a nice easy flow from the kitchen to the dining and living room, along with the washer/dryer and full bath. Up the stairs, past the stained glass window are the three bedrooms and another full bath. The attached barn has had foundation work in the past and is level and dry. The doorway leads you to a nice elevated deck that would be perfect for grilling all year long. Extra storage below the garage and the lot runs from Oak Street to Maple Street. Plenty of space for a potential garden or flower bed! Newer roof in the past 5 years, and the seller is willing to negotiate on any furniture needed! Schedule your showing today!
Property Listed by: Maine Homes and Camps
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