Baileyville Homes for Sale

Welcome to Baileyville, a charming town nestled in Washington County, Maine. Known for its picturesque landscapes and friendly community, Baileyville offers a peaceful retreat for those looking to escape the hustle and bustle of city life.

With a variety of homes for sale in Baileyville, you can find your perfect sanctuary in this idyllic town. Whether you're searching for a cozy cottage, a spacious family home, or a tranquil retreat surrounded by nature, Baileyville has something to offer for every homebuyer.

From historic properties with character to modern houses with all the amenities, the real estate market in Baileyville is diverse and vibrant. Imagine waking up to the sound of birds chirping outside your window, enjoying a cup of coffee on your porch as you take in the stunning views of the surrounding countryside.

With easy access to outdoor recreational activities, including hiking, fishing, and boating, Baileyville is a paradise for nature lovers. Explore the nearby parks and trails, or simply relax in your own backyard oasis.

Don't miss the opportunity to make Baileyville your new home. Browse the available homes for sale and start your journey to finding the perfect property in this charming town in Washington County, Maine.

Newest Baileyville Homes for Sale

$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.

$525,000

4 Beds ⋅ 3 Baths

Alternate Purchase Opportunity! Enjoy the beauty of Meddybemps Lake with this year-round waterfront home offered in a new configuration that excludes the detached barn. This offering includes the home, two-car detached garage, and approximately 201 feet of waterfront on a newly configured lot (final acreage and lot lines subject to survey and recording). The retained barn parcel will benefit from a 10-foot deeded right-of-way to the lake. The home offers spacious living, beautiful lake views, and direct waterfront access, making it an exceptional opportunity for year-round living or a seasonal retreat. This property is also being marketed in its entirety, including the barn, under a separate MLS listing 1649548. Sale of either offering will result in the withdrawal of the alternate listing

47 Chase Rd, 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.

$235,000

3 Beds ⋅ 3 Baths

The best of both worlds, Baileyville location with town water and sewer on a rural 4 acres! Home features 3 bedrooms, 2.5 baths, kitchen, dining, living room with propane burning fireplace and two additional rooms with potential for additional living space! Attached double garage with direct entry to house and nice front deck and back deck off the dining room perfect for grilling season. Large lot with room to expand or sell off extra 2 acres so much potential.

2306 S Princeton Rd, Baileyville

Listing courtesy of Due East Real Estate.

$259,100

4 Beds ⋅ 2 Baths

Looking for a turn-key, move-in ready home in Washington County, Maine? 129 Summit Street in Baileyville is a beautifully maintained 4-bedroom, 1.5-bathroom property offering premium build quality and incredibly low property taxes.Whether you are looking to relocate to Downeast Maine or simply need more space, this 1974-built home is prepared for its next owners. Standout Features: Single-Level Convenience: The main floor features 1,290 square feet of premium living space, a full bathroom, and a fantastic sunroom perfect for enjoying the natural light. For added accessibility, the back of the home includes an easy-access ramp.Finished Basement Space: The lower level adds 480 square feet of finished living space, providing a private bedroom, a half bath, and excellent storage. Weather-Protected Parking: A single-bay attached garage is located conveniently under the home, making Maine winters much easier to navigate.Offering genuine pride of ownership, a quiet street, and a highly functional layout, 129 Summit Street is a rare find. It is ready for you to simply unpack and settle in.

129 Summit St, Baileyville

Listing courtesy of Realty of Maine.

$464,900

3 Beds ⋅ 2 Baths

Welcome to your modern lakeside retreat. Completed in 2023, this contemporary 1,800. sq ft home sits on 2.44 private acres with 120 feet of water frontage on Grand Falls Flowage. The open living room features a striking cathedral ceiling, enhancing the home's bright, airy feel. Enjoy soft close cabinetry, LED inset lighting, efficient HVAC, and a glassed-in porch that frames tranquil views year-round. The themed bedrooms; the ''Loon room'', primary suite includes an ensuite bath, complemented by the ''Duck room'' and the ''Fish room'', add charm and personality. Additional highlights include a 200-amp electrical system, 50-amp RV hookup, a 10 X 16 storage shed, and an 8 ft by 34 ft under-porch storage area. With most furniture conveying, you can settle in effortlessly. Grand Falls Flowage offers world-class fishing, direct ATV trail access, and a true haven for outdoor enthusiasts. All this natural beauty sits just 30 minutes from Calais and the Canadian border, making adventure and convenience equally within reach.

8 Breezy Knoll Ln, Baileyville

Listing courtesy of Due East Real Estate.

$679,000

4 Beds ⋅ 2 Baths

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!

43 Chase Rd, Baileyville

Listing courtesy of Due East Real Estate.

$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.

$299,900

3 Beds ⋅ 1 Baths

A 3-bedroom, 1-bathroom home with 200'-shorefront on the St Croix Flowage. This home has had many updates, windows upstairs, new flooring & appliances downstairs, finished basement, & on-demand generator. Also featuring a garage & gazebo all sitting on over 6+ acres of land. Great views, boating & bass fishing! You can boat all the way to Big Lake!

36 Lamb Farm Rd, Baileyville

Listing courtesy of Due East Real Estate.

$265,000

2 Beds ⋅ 1 Baths

Perched at the edge of Grand Falls Flowage in Baileyville, this classic year round Maine log cabin captures the essence of lakeside living. Crafted for year-round living, the residence blends rustic character with comfort, offering a seamless connection to the water just steps from the door. A generous waterside deck extends toward the shoreline, perfectly positioned with a northeast exposure to take in ever-changing sunrises over the lake. Inside, vaulted ceilings and a well-proportioned open living area create a sense of volume and ease, ideal for both quiet retreats and entertaining. Natural wood finishes and thoughtful details lend warmth and authenticity while maintaining a clean comfortable feel. Two bedrooms are complemented by a sleeping loft, providing additional accommodations for adventurous guests! Grand Falls Flowage is well regarded for its small mouth bass and white perch fishing, making this an exceptional setting for anglers. The property also lends itself to four-season recreation, with opportunities for fishing, swimming, and boating in the warmer months, and easy access to off-roading and snowmobiling when winter arrives. Whether you're seeking outdoor adventure or a peaceful escape, this setting offers both in equal measure. The property provides room to add a garage if desired, allowing for future expansion without compromising the natural surroundings. Privately situated yet an easy half-hour drive to the amenities of Calais. 38 Lamb Farm Road: Timeless & quintessential Maine waterfront property.

38 Lamb Farm Rd, Baileyville

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$189,900

4 Beds ⋅ 1 Baths

Motivated sellers! Large in-town lot at 1.4 acres with a stream at the back. A rare find with this stately American Four-Square. This handsome home sits on an exceptionally large corner lot in-town, bordered by the tranquil Wapskahegan Brook and well established landscaping. The grounds are a gardener's dream, featuring four varieties of mature apple trees--Russian Astrakhan, McIntosh, Cortland, and Granny Smith plus hearty perennials. A second garage (18' x 12') for lawn care and garden tools. Enjoy two charming glassed-in porches, a spacious eat-in kitchen with a wood burning Scandinavian stove and a brand new dishwasher, first-floor laundry, formal dining room, and a large living room with bay windows. A cozy den adds flexibility for relaxing or working from home. Upstairs, you'll find four generously sized bedrooms--perfect for family, guests, a home office, or creative studio. The expansive full bathroom (10.5' x 10.5') features a jetted soaker bathtub. There is a two-story, 2-car garage (26' x 26') with a separate 200 amp service and a full woodworking shop on the second floor. Just 20 minutes from Calais. Explore pristine lakes and rivers just 30 minutes from home.

10 Palm St, Baileyville

Listing courtesy of Realty of Maine.

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