Cutler Homes for Sale

Welcome to Cutler, Maine—a hidden gem nestled in the heart of Washington County. This charming coastal town offers a unique blend of natural beauty, rich history, and a tight-knit community that makes it an ideal place to call home. With its stunning views of the Atlantic Ocean and proximity to the breathtaking landscapes of the Downeast region, Cutler is a paradise for nature lovers and outdoor enthusiasts alike.

The town is known for its picturesque coastline, where rocky shores meet serene beaches, providing ample opportunities for kayaking, fishing, and exploring the nearby Cutler Coast Public Reserved Land. Imagine waking up to the sound of waves crashing against the shore, or taking a leisurely stroll along the beach at sunset—this is the lifestyle that Cutler offers.

When it comes to real estate, Cutler boasts a variety of homes for sale, catering to diverse tastes and budgets. Whether you’re looking for a cozy cottage with ocean views, a spacious family home surrounded by nature, or a charming historic property, Cutler has something for everyone. The local real estate market is vibrant, with opportunities for both year-round residents and seasonal retreats.

Living in Cutler means being part of a welcoming community that values its history and natural surroundings. With its small-town charm, friendly neighbors, and breathtaking landscapes, Cutler is more than just a place to live—it's a place to thrive. Explore the homes for sale in this enchanting town and discover the perfect backdrop for your new chapter in life. Welcome to Cutler, where your dream home awaits!

Newest Cutler Homes for Sale

$128,000

3 Beds ⋅ 1 Baths

45 Machias Bay Dr Unit 222, Cutler

Listing courtesy of Coldwell Banker American Heritage.

$498,000

2 Beds ⋅ 2 Baths

26 Ridge Rd, Cutler

Listing courtesy of Hoang Realty.

$12,500,000

8 Beds ⋅ 7 Baths

Perched high atop dramatic granite cliffs on Maine's Bold Coast, 'Sea Ledges' is an extraordinary 172-acre compound with over 1.2 miles of diverse ocean frontage. Few homes on the Eastern Seaboard sit as high over the open ocean. Because the deep Atlantic runs straight to the rock face, massive storm swells hit with unfiltered force, exploding into the air for an unbelievable front-row spectacle. The acoustic backdrop is captivating, defined by the deep-ocean surge. During rough seas, the home provides the ultimate experience of the Atlantic's raw power, allowing you to hear the thunderous boom resonating through the cliffs right from inside the house, joined by the whistle of coastal winds and nesting seabird calls. It feels like a private national park, boasting over 8 miles of maintained trails for world-class hiking and rugged rock traversing. This multi-tiered network lets you climb upper ridges for vast horizons, navigate technical descending pathways to conquer the granite face, or step onto unique, private cobble beaches tucked between coves where you can safely enter the ocean waters. The meticulously renovated main residence frames these views from every room, crowned by a 4th-story 'Eagles Nest' tower sitting top of the tree canopy. Enjoy cinematic views of Old Man Island--showcasing a striking, emerald-green Scottish grassland aesthetic--alongside Cross Island and the horizon toward Machias Seal Island, a famous sanctuary for bald eagles, puffins, and rare razorbills. For monumental upside, 5 additional premier cliffside lots feature grandfathered, pre-approved building footprints that are already blasted and cleared. An unmatched legacy estate.

214 Sea Ledges Rd, Cutler

Listing courtesy of www.HomeZu.com. 877-249-5478

$129,000

3 Beds ⋅ 1 Baths

26 Number Nine Rd, Cutler

Listing courtesy of Points East Real Estate.

$180,000

4 Beds ⋅ 3 Baths

Thoughtfully renovated over the past three years, this spacious 4-bedroom, 2.5-bath condominium offers a blend of modern updates, functional living space, and coastal living convenience. Featuring a bright and airy layout, the home provides ample room for year-round living, entertaining, or a low-maintenance retreat. The first floor offers a spacious kitchen complete with custom cherry countertops, farmhouse sink, updated appliances, and ample workspace. The dining area provides direct access to the rear patio, creating an ideal setting for outdoor dining or relaxation. Also on the main level are a comfortable living room, half bathroom, laundry room, and direct access to the attached garage for added convenience. The second floor features a primary bedroom with private bathroom, three additional bedrooms offering flexibility for guests, home office space, or hobbies, a second full bathroom, and a large bonus room suitable for storage, office, or additional functional space. Recent improvements include extensive interior painting, custom cherry kitchen countertops, farmhouse sink, updated appliances, renovated bathrooms with new vanities, walk-in shower and toilet in the primary bath, updated tub/shower in the second full bath, flooring in both full bathrooms, LED lighting, custom beadboard ceilings, and ceiling fans throughout the bedrooms and living room. Exterior updates include a rebuilt patio wall and above-ground flower garden. Situated on approximately 31± shared acres with roughly 2,300± feet of shared frontage on Holmes Bay, residents enjoy access to shoreline, open green space, and walking areas. Conveniently located approximately 10-15 minutes from Machias for shopping, restaurants, medical services, and everyday amenities, while remaining close to public beaches, conservation lands, the Sunrise Trail, and the greater Bold Coast region. Easy, low-maintenance ownership in a scenic coastal setting.

24 Beachwood Bay Dr Unit 314, Cutler

Listing courtesy of Bold Coast Properties.

$699,000

2 Beds ⋅ 2 Baths

Meticulously built and thoughtfully designed in 2023, this exceptional one-floor home offers refined coastal living on 6.08+/- private acres overlooking Little Machias Bay. Designed with both comfort and functionality in mind, the 1,657+/- sq. ft. layout provides seamless one-level living with quality craftsmanship throughout. The open-concept kitchen, dining, and living area creates an inviting central gathering space featuring granite countertops, farmhouse sink, pantry, soft-close cabinetry, oversized island, and a cozy wood-burning stove. The spacious living room is anchored by a stunning brick fireplace and framed by expansive windows and sliding glass doors leading to the patio and peaceful water views beyond. The thoughtfully designed floor plan offers privacy with a primary suite featuring a full bath, walk-in closet, and conveniently integrated laundry. On the opposite side of the home, you'll find an additional bedroom, full bath, and office that could easily serve as a third bedroom or guest space. An oversized attached two-car garage with ramp access provides convenience and accessibility, while an on-demand generator offers added peace of mind. Outside, the home embraces a timeless coastal aesthetic with cedar shake siding, dark-trimmed windows, and a striking green standing seam metal roof. Extensive crushed stone landscaping, natural boulders, curved paver walkways, stone accents, and retaining walls create a polished yet low-maintenance setting. An expansive rear patio with built-in fire pit provides the perfect place to gather, entertain, or simply relax while taking in the tranquil surroundings. Follow the 75' boardwalk to a stunning oceanside deck overlooking Little Machias Bay, where breathtaking views and the sounds of the coast complete this truly special property.

2245 Cutler Rd, Cutler

Listing courtesy of Bold Coast Properties.

$625,000

4 Beds ⋅ 3 Baths

Overlooking the shores of Cutler Harbor, this stately 1870's home feels like something out of a coastal novel - where fishing boats drift by, seabirds call overhead, and harbor views change with the tide. Set on 1+/- lovingly landscaped acre, the property pairs historic New England charm with thoughtful with top-quality restoration. Step onto the welcoming covered porch and into a sun-filled foyer, where 3,265 +/- square feet of warm, inviting living space unfolds. Each room feels bright and cheerful, with natural light dancing across the hardwood floors. The beautifully remodeled kitchen features granite countertops, stainless steel appliances, and timeless finishes, flowing easily into the formal dining room, cozy sitting room, living room, den, full bath, and first-floor laundry- perfect for everyday comfort or lively gatherings. Upstairs, four bedrooms and two baths provide restful retreats, along with second-floor laundry and access to generous storage above the garage. Every space reflects care, craftsmanship, and a home that has been truly cherished. Outside, life slows down. A wraparound porch invites morning coffee, the manicured lawn is made for summer games, and the stone patio with fire pit is ready for evenings under the stars. The attached 900+/- sq. ft. two-door garage and additional 550+/- sq. ft. workshop provides plenty of room for projects, gear, and coastal adventures. Just 15 miles from Machias for shopping and dining, this special property captures the magic of Bold Coast living at its finest. All contents are negotiable.

2716 Cutler Rd, Cutler

Listing courtesy of Bold Coast Properties.

$429,000

3 Beds ⋅ 2 Baths

These types of properties are difficult to find especially at this price. Located in the town of Cutler, this salt water farm has everything you need for your own homestead. The property includes three fenced paddocks with water and paddocks in grass, run in shed and portable shelter. The barn has 2 box stalls, one grooming stall, a sheep shed, a hay barn, full loft with heat, running water and tack room. And there is enough room for 2 more paddocks. For added ambiance, there a sweet pond with waterfall. Established perennials and a variety of fruit trees to include cherry, peach pear, apple and even a hazelnut tree. Easily accessible private beach with 180 feet of water frontage via the public ROW. The 1875 farmhouse has open kitchen, dining area and sunroom area as well as long views of the bay and watching over your menagerie of livestock. There are 3 bedrooms, 2 full baths, living room, sunroom, plenty of office space, full daylight basement. Full house generator. All of this on 2.75 acres. Close to many first rate hiking trails to include Cutler Bold Coast Trail, Western Head Preserve, Public Reserved Land. You're 30 minutes from Lubec where you'll find 20 parklands of Cobscook Shores and even more exceptional trails in Trescott. It's hiking paradise! For more shopping, dinner out and the University of Maine, Machias is 30 minutes away. It's the whole package.

99 Little Machias Rd, Cutler

Listing courtesy of The Christopher Group, LLC.

$475,000

1 Beds ⋅ 1 Baths

This charming, seasonal cottage has been in the same family for nearly a hundred years. It was the summer retreat for artist Hazel Brill Jackson, rock climber, poet, defender of wild animals and internationally acclaimed sculptress. She created bronze statues of wild animals, inspired by local wildlife , content in the peaceful atmosphere of Cutler, her studio/retreat is an ideal summer place for nature/outdoor enthusiasts and an excellent potential as a B&B with a unique history. From the wrap-around deck are views of Cutler across the Harbor, and out to Little River Island and Grand Manaan. Eagles and osprey drift by on sea breezes. On the hottest days of summer, cool fog tempers the air so there's no need for AC. A kitchen wood stove and living room Franklin fireplace add warmth and coziness in the shoulder seasons. First floor has a bathroom with shower and sink and outside near the house is an outhouse. The whole second floor is open with a bedroom on each side. There are three single beds and one double bed. From the windows you will hear thrushes sing in the pre-dawn and dusk. Glorious sunrises bloom over the hills above town and eastern Head. One of the many rugged and rocky Bold Coast trails, Western Head, begins a quarter mile from the doorstep. Many other trails and public beaches are minutes away by vehicle. Deer and bird habitat abounds, sweetgrass and balsam poplar leaves scent the air. The shoreline is good for digging your own clams as well as beach-coming. And for boat lovers, the far end of the shore is accessible for deep water anchorage. Little River (Cutler Harbor) is famous for its depth and length and as such provides safe shelter for fishermen's boats, yachts, and recreational kayakers and paddle boarders. This property is one of the rarest places of its kind left along the Maine Coast. A perfect place to begin a generational tradition. MOTIVATED SELLER

198 Destiny Bay Rd, Cutler

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. nballrealestate@gmail.com

$250,000

3 Beds ⋅ 1 Baths

This 3-bedroom, 1-bath log home in Cutler is a great mix of comfort and practicality. It features a newer metal roof, a full dry basement with lots of usable space, and a nice-sized yard for outdoor activities or relaxing. The home has a warm, comfortable feel and is easy to maintain. It's also very efficient to heat, making it a great option for year-round living or a getaway spot.

552 Number Nine Rd, Cutler

Listing courtesy of Points East Real Estate.

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