Waldoboro Real Estate

Welcome to Waldoboro, Maine—a charming coastal town nestled in the heart of Lincoln County. Known for its rich maritime history and picturesque landscapes, Waldoboro offers a unique blend of small-town charm and natural beauty, making it an ideal place to call home.

Founded in the late 1700s, Waldoboro has retained much of its historical character, with quaint shops, local eateries, and beautiful architecture lining its streets. The town is renowned for its vibrant arts scene, showcasing the talents of local artisans and craftspeople. Visitors and residents alike can explore the charming galleries and studios that dot the town, offering everything from handmade pottery to stunning paintings inspired by the breathtaking coastal views.

Nature lovers will find plenty to adore in Waldoboro. The town is blessed with stunning waterfront access, making it a haven for boating, fishing, and kayaking enthusiasts. Enjoy leisurely strolls along the scenic Medomak River or spend an afternoon at one of the nearby beaches, where the sounds of the waves create a soothing backdrop for relaxation.

Waldoboro also boasts a strong sense of community, with numerous festivals and events throughout the year that bring residents together. From the annual Waldoboro Day celebration to farmers' markets showcasing local produce and crafts, there’s always something happening in this vibrant town.

Whether you're looking for a peaceful retreat or a place to raise a family, Waldoboro offers a welcoming atmosphere and a lifestyle steeped in natural beauty and community spirit. Discover your new home in this idyllic Maine gem!

Newest Listings in Waldoboro

$389,000

3 Beds ⋅ 1 Baths ⋅ 1680249 MLS

Move-in ready in Waldoboro! This split-level home is set on 2.9+/- wooded acres with trails and an open front yard. The main level features an open eat-in kitchen and living room, creating a welcoming gathering space with plenty of natural light. Three bedrooms and a full bathroom provide comfortable living space, while the large basement offers excellent room for storage, hobbies, a workshop, or future finishing potential. An attached garage with attic storage adds everyday convenience, and the deck is ready for outdoor dining and relaxing overlooking the spacious property. A shed provides additional storage for tools and equipment. A great opportunity to make this property your own in Midcoast Maine.

1327 Manktown Rd, Waldoboro

Listing courtesy of Cates Real Estate. elaine@catesre.com

$280,000

2 Beds ⋅ 1 Baths ⋅ 1680122 MLS

Welcome to 288 Main Street in Waldoboro, where comfortable one-floor living meets the charm of a spacious country setting just minutes from the heart of town. Set on approximately .71 acres, this inviting 2-bedroom, 1-bath home offers a wonderful combination of convenience, privacy, and outdoor space. Designed for easy single-level living, the home features a practical and comfortable floor plan with an attached one-car garage providing convenient access and additional storage. Outside, the property truly shines. An established apple orchard adds classic Maine character, while the fenced-in backyard offers a defined outdoor space for gardening, pets, entertaining, or simply enjoying the peaceful surroundings. With approximately .6 acres, there is plenty of room to enjoy the outdoors and make the property your own. Located close to Waldoboro's shops, restaurants, and everyday amenities, 288 Main Street offers the feel of country living without sacrificing convenience. Whether you're looking for a year-round home, a manageable property with room to spread out, or a Midcoast Maine retreat, this charming Waldoboro property is ready to welcome its next owner.

288 Main St, Waldoboro

Listing courtesy of Newcastle Realty. 207-563-1003

$475,000

3 Beds ⋅ 2 Baths ⋅ 1680108 MLS

Discover the perfect blend of comfort, space, and privacy at this mid-coast home just minutes from downtown and the ocean. Set on 9 serene and private acres, this 3-bedroom, 2-bathroom home offers convenient one-floor living with the bonus of a large, finished walkout basement—ideal for a game room, home gym, or additional entertaining space. Set up with a hobby homebrewing room and ready for all your needs big and small, the heated basement is a must! Furthermore, never worry about losing power with a whole-house Generac generator. The layout includes a spacious primary suite, two additional bedrooms, and a functional flow that suits both everyday living and hosting. The open layout is ideal for all types of gatherings. Outside, you'll find a detached, powered workshop ready for projects big or small, plus a full RV hookup and septic dump for added flexibility. You will never have to suffer the Summer heat with 3 new heat pumps, but if you like being outside and 9 acres is not enough, enjoy the large stone patio with a stone fire pit. perfect for relaxing in the evenings. As an added bonus, the property comes with a functional plow truck, ready to handle Maine winters with ease. Whether you're seeking a peaceful retreat or a versatile home base with room to grow, this property checks all the boxes. Don't miss this unique opportunity!

1080 Old Augusta Rd, Waldoboro

Listing courtesy of Keller Williams Realty.

$375,000

3 Beds ⋅ 2 Baths ⋅ 1679637 MLS

Welcome to 180 Bremen Road in Waldoboro! This spacious Cape-style home offers a great combination of comfort, character, and convenience in a desirable Midcoast Maine location. Featuring 4 bedrooms and 2 full bathrooms, there is plenty of room for family, guests, a home office, or whatever your lifestyle requires. The home features a welcoming layout with generous living spaces and a two-car attached garage, providing excellent storage and everyday convenience. Above the garage, a large unfinished area offers valuable additional space with plenty of potential for future expansion, a workshop, studio, or storage. Enjoy the benefits of being close to Route 1, shopping, restaurants, and everyday amenities, while still experiencing the charm and slower pace of Waldoboro. With its spacious floor plan, attached garage, and opportunity to customize and expand, 180 Bremen Road is a property worth seeing. Come explore all that this Waldoboro property has to offer and imagine the possibilities of making it your own!

180 Bremen Rd, Waldoboro

Listing courtesy of The Maine Real Estate Experience.

$299,900

2 Beds ⋅ 1 Baths ⋅ 1679589 MLS

This adorable home welcomes you to enjoy the preservation of historic charm with move in ready, updated conveniences. Major systems have all recently been updated, allowing affordable and efficient living. The main living level features a covered porch entry, comfortable flow from living to dining, spacious kitchen, and private screened three season porch to enjoy your morning coffee. The second level features 2 bedrooms and a full bath. Bring you pup along to enjoy the fenced in back yard, and quiet neighborhood. You'll enjoy a short walk into town for date night to get dinner and take in a movie. Seasonal views of the Medomak River make this happy place a lovely and peaceful spot. Schedule your showing today!

24 Glidden St, Waldoboro

Listing courtesy of EXP Realty.

$250,000

3 Beds ⋅ 2 Baths ⋅ 1678626 MLS

WELCOME TO WALDOBORO VILLAGE, where one finds cafe's, restaurants, breweries, a theater, art galleries, barbershop, library and Post office all within walking distance. When not out and about exploring this quaint Maine Village, relax in your spacious, secluded rear yard. Bordered by a meandering stream, having established garden beds and warm/cozy fire pit. This classic New England cape offers three spacious bedrooms, the first floor primary bedroom has a "roughed in" en-suite full bath, living room, den or dining room, kitchen with a large pantry and numerous built-ins, laundry and one and a half baths. Recent renovations include a highly efficient wood stove for those cold winter days and nights. Two new direct vent propane furnaces. Fresh paint and a generous seller concession for new flooring completes this transition from a house to your home.

975 Main St, Waldoboro

Listing courtesy of RE/MAX JARET & COHN. rockland@jaretcohn.com

$765,000

3 Beds ⋅ 2 Baths ⋅ 1678586 MLS

What if you were searching for a home, but instead discovered your dream? Sitting on top of a knoll, in the middle of the Dutch Neck community is the property dreams are made of. With an abundance of land filled with nature and wildlife, you won't be able to stop yourself from just slowing down and taking it all in. Over 14 acres of wooded property travels over the Eastern Branch of the Medomak River and ends at the water's edge of Peter's Pond giving 3 separate water frontages to enjoy. Staying close to home in the backyard is just as relaxing around the fire pit or maybe tinkering in the multi-level quintessential Maine red barn. Before spending your days exploring the property, picture all of your morning coffees on the back deck or in the light-filled 3-season sunroom. Walk across the wide plank pine floors to an open kitchen layout with updated appliances to cook your favorite meal or choose a book to read from one of the large built-in bookshelves in the primary living room. With an extra den, separate dining area and a full bathroom downstairs, you will find that the rooms are perfectly divided to create a space for entertaining or just some quiet time. Upstairs you will find an oversized primary bedroom with a sitting area as well as two other bedrooms and a full bath. Additionally, important updates have been made to this home such as new windows and wiring, but all of the charm remains. Being a part of Dutch Neck doesn't just give you an address, it gives you a true community. Grab a bakery treat from one of your neighbors at the local schoolhouse, attend a yoga class taught by another neighbor or maybe display your own artwork or other creation. The Dutch Neck community is truly a welcoming neighborhood waiting for you to join. Explore this opportunity to make your dream a reality.

763 Dutch Neck Rd, Waldoboro

Listing courtesy of RE/MAX JARET & COHN. rockland@jaretcohn.com

$325,000

5 Beds ⋅ 3 Baths ⋅ 1677468 MLS

In town gardener's paradise. This 5 bedroom, 2.5 bath home sits on 0.81 of an acre, and offers a blend of convenience, character, and outdoor space. The interior features a formal dining room, spacious living room, and wood floors throughout much of the house. The home is heated through antique steam radiators. offering some old world charm to those chilly winter days. The grounds include a front yard that has been converted into a vibrant pollinator garden with both young and mature fruit trees out back, a fenced-in vegetable garden with raised beds, and outdoor faucets supported by and existed well, though the house is on town water and septic. A charming fieldstone pathway leads into the backyard, where a fieldstone patio creates an ideal spot for outdoor dining or relaxation. The large antique barn adds charm and flexible storage, and its connected to the house via a spacious breezeway. From your own front door, enjoy strolling to the nearby post office, Waldoboro shops, restaurants, and cafe's or drive short distances to the beaches and other seaside points. Fifteen minutes to Damariscotta or Thomaston. Practical and full of charm, this is a rare opportunity to enjoy and in-town retreat with the soul of a country retreat.

5 Old Route One, Waldoboro

Listing courtesy of StartPoint Realty.

$329,000

3 Beds ⋅ 2 Baths ⋅ 1677163 MLS

Escape to your own private retreat at the end of a quiet dead-end road in Waldoboro! This well-maintained 3-bedroom, 2-bath ranch offers the perfect blend of comfort, privacy, and outdoor enjoyment. Set on 8.59 acres, the property provides plenty of space to explore, garden, relax, or simply enjoy the peace and quiet. Inside, you'll find a comfortable layout with three bedrooms and two full baths, all lovingly maintained and ready for its new owners. Step outside and enjoy summer days in the large above-ground pool or unwind on either of the two decks, perfect for entertaining, grilling, or soaking up the peaceful surroundings. If privacy is what you're looking for, this property delivers. Tucked away at the end of a dead-end road, yet conveniently located in Waldoboro, this is a wonderful opportunity to enjoy the Maine lifestyle with room to breathe.

276 Violet Ln, Waldoboro

Listing courtesy of Pooley Realty Group.

$849,000

4 Beds ⋅ 4 Baths ⋅ 1676946 MLS

What began as an 1870 Maine farmhouse has been thoughtfully transformed into a one-of-a-kind country estate. Original character has been preserved while every space has been reimagined for modern living. Set on 42 private acres, the restored three-story barn and beautifully finished home feature a rare opportunity to own a piece of Maine's history--without sacrificing today's comforts. The 4-bedroom, 4-bath home features beautifully appointed living spaces and a thoughtful, flexible layout, including a first-floor primary suite and additional bedroom for convenient one-level living. A delightful screened porch invites you to slow down and settle in. The home is equally suited to everyday living, weekend retreats, or gathering with family and friends. Beyond the home, 42 acres provide space for equestrian pursuits, gardening, recreation, or simply enjoying the peace and privacy of a country setting. The restored three-story barn provides substantial space for horses, equipment, hobbies, or a workshop. This is more than a beautifully restored home--it is a piece of Maine history thoughtfully carried forward for the next generation. A rare opportunity to own a property with character, craftsmanship, privacy, and room to dream in the heart of Midcoast Maine. The home has four bedrooms, while the existing septic system is designed for a three-bedroom residence.

1498 Bremen Rd, Waldoboro

Listing courtesy of Maine Way Realty.

$600,000

4 Beds ⋅ 3 Baths ⋅ 1675892 MLS

The Lindens is a remarkable c.1840 Cape Cod farmhouse is where timeless New England character meets thoughtful everyday living. Set on approximately 3.3 picturesque acres of mature trees, perennial gardens, and open meadow, this exceptional property offers the rare opportunity to own a piece of Maine's heritage just minutes from Friendship Harbor, Waldoboro, and the scenic coast. Inside, wide-plank pine floors, beautifully preserved architectural details, decorative fireplaces, and a warm, inviting wood stove reflect the home's rich history and enduring character. Dress up or dress down; living and dining rooms invite memorable gatherings, while the den or office provides a peaceful retreat for reading, working, or simply slowing down. The welcoming country kitchen blends historic charm with everyday functionality and opens naturally to the home's gathering spaces. Its unique, sunny, and sprawling. Keep it as-is, or update to suit your needs. A first floor bed and bath provide comfort and convenience, while upstairs you'll find additional bedrooms and flexible space for guests, hobbies, or a home office. A sun-filled ''porch'' room, with classic windows, overlooks the beautifully landscaped grounds, while the classic barn offers endless possibilities for storage, gardening, workshops, or creative pursuits. Every season brings new beauty, from colorful blooms to crisp autumn afternoons. The true luxury of The Lindens is found in life's quieter moments. Begin your mornings on the sun porch with coffee in hand as butterflies and bees drift through the gardens and the day awakens around you. Spend afternoons tending perennial beds, reading beside the wood stove, or exploring nearby Friendship Harbor and Muscongus Bay. As evening settles in, gather friends for candlelit dinners on the sunporch, uncork a favorite bottle of wine, and linger over conversation beneath a canopy of stars by a campfire.

2589 Friendship Rd, Waldoboro

Listing courtesy of Midcoast Home/Sea Glass.

$219,000

3 Beds ⋅ 2 Baths ⋅ 1675755 MLS

Enjoy privacy and the best of the Maine lifestyle at this 3-bedroom, 2-bath mobile home set on 4.81 acres at the end of a quiet dead-end road in Waldoboro. Built in 1995 and offering approximately 1,064 square feet, this property provides a peaceful setting with plenty of room to spread out. The property boasts an impressive 30' x 30' garage, ideal for vehicles, recreational toys, a workshop, or all your storage needs. There's even more space in the 16' x 16' shed with a 10' x 16' addition. Summer is made for relaxing and entertaining with your own private swimming pool, while the expansive acreage offers plenty of room for gardening, outdoor activities, or simply enjoying the quiet surroundings. If you're looking for a private property with acreage, substantial outbuildings, and a pool in beautiful Waldoboro, this one is worth a look!

250 Violet Ln, Waldoboro

Listing courtesy of Pooley Realty Group.

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