Baileyville Real Estate

Baileyville Real Estate

Welcome to Baileyville, a charming town nestled in Washington County, Maine. Known for its picturesque landscapes and friendly community, Baileyville offers a peaceful and serene environment for residents to call home.

Located in the northeastern part of the state, Baileyville is surrounded by natural beauty, including lush forests, sparkling rivers, and stunning coastline. Outdoor enthusiasts will appreciate the abundance of recreational opportunities available, from hiking and fishing to birdwatching and kayaking.

In Baileyville, you'll find a close-knit community that takes pride in its small-town charm. Residents enjoy a relaxed pace of life while still having access to modern conveniences and amenities. The town's historic downtown area is home to local shops, restaurants, and community events, creating a vibrant and welcoming atmosphere for all.

With its convenient location near the coast and the Canadian border, Baileyville offers the best of both worlds – a tranquil rural setting with easy access to nearby cities and attractions. Whether you're looking to settle down in a peaceful retreat or seeking adventure in the great outdoors, Baileyville has something for everyone.

Come discover the beauty and warmth of Baileyville – where small-town living meets natural splendor in the heart of Maine's Washington County.

Newest Listings in Baileyville

$269,900
4 Beds 1 Baths
Built in 1905 by respected Italian builder Michael Foggia, this beautifully restored Folk Victorian home has long been known as ''the nicest house in Woodland.'' Situated on a large corner lot at Second and Broadway in the heart of Baileyville, the home enjoys refreshing breezes, towering maple trees, and one of the largest in-town properties, including a separate .23-acre parcel offering endless possibilities. Completely renovated from top to bottom, the home features a new roof, new insulation, fresh interior and exterior paint, a fully renovated kitchen and bathroom, and countless thoughtful updates while preserving its historic character. The stunning new kitchen includes all-new appliances and an adjoining laundry room. Original details shine throughout, including the dining room's pressed tin ceiling, polished antique doorknobs and light switches, elaborate window trim, hardwood floors. Plus added stained glass windows and beautiful antique light fixtures. The main floor offers a formal living room, elegant sitting room, spacious dining room, and graceful curved exterior wall that showcases the home's timeless craftsmanship. Upstairs are three comfortable bedrooms and a beautifully renovated bathroom featuring a classic clawfoot tub. A hidden bonus room provides extra storage or potential sleeping space, while the unfinished third floor with hardwood floors and charming windows is ideal for a home office, studio, or playroom. Relax on the inviting front porch, the perfect place to enjoy Baileyville's parade route and watch the world go by from the comfort of the shade or sunshine. Rich in history, filled with original architectural details, and thoughtfully updated for modern living, this exceptional home offers the rare opportunity to own a beautifully restored piece of Maine history on an oversized in-town lot.

51 Broadway St, Baileyville

Listing courtesy of Realty of Maine.

$349,000
4 Beds 2 Baths
Welcome to 5 Michael Drive, a beautifully maintained split-level home located in one of Baileyville's most desirable neighborhoods. Situated on a spacious, well-maintained corner lot, this property offers comfortable living space with 4 bedrooms, 2 baths, and over 2,600 square feet of finished living space. The kitchen features granite countertops, stainless steel appliances, and a granite peninsula that provides additional workspace and casual seating while creating a natural separation from the dining area and living room. The thoughtful design maintains an open flow between the kitchen, dining room, and adjoining living room, making it easy to stay connected whether entertaining guests or enjoying everyday life. The impressive family room above the garage features a vaulted ceiling, gas fireplace, and abundant natural light, creating the perfect gathering space. The lower level features a finished entertainment/exercise area, along with a dedicated laundry room and workshop/utility room. Outside, enjoy a private rear deck overlooking the yard while catching the afternoon sun. Dry storage is offered underneath the deck. The spacious 2.5-bay heated garage provides plenty of room for vehicles, storage, and hobbies. Additional updates include a new roof, driveway, retaining/planter wall, furnace (8 yrs), 18KW On-demand Generac Generator, upgraded 200-amp electrical service, and numerous improvements throughout the home. Pride of ownership is evident at every turn, making this move-in-ready property an exceptional opportunity in a sought-after neighborhood. Don't miss your chance to own this spacious, meticulously cared-for home with multiple living areas, great outdoor space, and a fantastic location.

5 Michael Dr, Baileyville

Listing courtesy of Realty of Maine.

$630,000
4 Beds 3 Baths
This beautiful waterfront setting is now offered at a new, more attractive price! A great opportunity for the right owner to make their lakefront dream a reality. Welcome to Meddybemps Lake in Downeast Maine--an iconic 6,500-acre lake with more than 10 miles of pristine freshwater, celebrated for its natural beauty and exceptional smallmouth bass fishing. This spacious lakefront home offers room to gather, relax, and make lasting memories. A charming stone-faced exterior is paired with an expansive deck running the full length of the home, providing stunning panoramic water views. Inside, the open-concept living space centers on the original stone fireplace, creating a warm and inviting focal point. The upper level features three bedrooms and a full bath, while the main level offers a private primary suite with its own bath. The walkout basement extends the living area even further with a large family or game room, a half bath, and an office--ideal for hosting guests or working remotely. Set on three private acres, the property also includes a detached two-car garage and an impressively large 30x30 barn, offering ample space for storage, hobbies, or recreational equipment. Lovingly enjoyed as a family home for many years, the home was completely rebuilt in 1967 and has benefited from numerous thoughtful updates. Recent improvements include updated and new electrical (2025), a brand-new leach field (2025), newer appliances, a sliding glass door, and a durable metal roof. This exceptional lakefront property is ready to welcome its next chapter--where mornings begin on the deck, days are spent on the water, and memories are made for generations to come. This property is listed 2 times. One with the barn and 1.97 acres MLS # 1649548 and one listing without barn and acreage MLS # 1671134

47 Chase Rd, Baileyville

Listing courtesy of Realty of Maine.

$104,400
Versatile 40 acre parcel nestled off Airline Road (Route 9) in the quiet town of Baileyville. This expansive property offers a beautiful mix of forested land and open clearing. Ideal for a variety of uses—from residential development to recreational escape, agricultural pursuits, or a small business venture. At the heart of the property, easily accessible from Airline Rd. stands a large structure that was previously used as an automotive garage. With tall ceilings, wide access doors, and an open floor plan, this building is a great starting point for those seeking workshop space, storage for equipment or recreational vehicles, or even a future conversion into a barn, studio, or off-grid home base. The structure is in need of some updates. The acreage offers abundant privacy while still maintaining direct access from the well-traveled Airline Road. There is an existing driveway leading into the lot. With over 40 acres to explore, the land is rich in wildlife and provides ample opportunities for hiking, hunting, ATV riding, or simply enjoying the tranquility of nature. Baileyville is located in Washington County—an area known for its unspoiled natural beauty, abundant outdoor recreation, and small-town feel. Nearby attractions include numerous lakes and rivers, the St. Croix River for canoeing and fishing, and direct access to miles of snowmobile and ATV trails. Bring your vision and explore all the possibilities this land holds!

481 Airline Rd, Baileyville

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

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