Waldoboro Homes for Sale

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

In Waldoboro, you'll find a variety of homes for sale to suit every lifestyle. Whether you're looking for a cozy cottage, a historic farmhouse, or a waterfront property with stunning views of the Medomak River, Waldoboro has something for everyone. With a range of prices and styles, finding your dream home in Waldoboro is within reach.

As you explore the real estate market in Waldoboro, you'll discover a mix of traditional New England architecture and modern amenities. From spacious yards perfect for gardening to open-concept interiors ideal for entertaining, Waldoboro homes are designed with comfort and style in mind.

Beyond its real estate offerings, Waldoboro boasts a rich history and vibrant arts scene. Explore the town's historic buildings, visit local art galleries, or take a leisurely stroll along the scenic waterfront. With easy access to outdoor activities like hiking, fishing, and boating, Waldoboro offers a lifestyle that embraces the beauty of nature.

Whether you're looking to relocate or find a vacation home, Waldoboro has something special to offer. Come discover the magic of this hidden gem in coastal Maine.

Newest Waldoboro Homes for Sale

$249,000

5 Beds ⋅ 1 Baths

Unique 1880s character-rich 14 room home with vintage craftmanship and design, located in the historic district of Waldoboro. This classic home provides the perfect opportunity to enjoy all the vintage elements, including a walk-in pantry, while exploring your creativity with thoughtful updates. This house offers exceptional space for entertaining or living the historic lifestyle all whilst enjoying the landscape splashed with a variety of mature perennial plants and flowers; including many strains of roses. The two-space garage placed at the end of the paved drive assists as a privacy barrier as well as storage of your desire. Waldoboro is a village rich with historical significance and modern attractions including restaurants, theater, shopping and healthcare. The Medomak River provides bountiful seafood and recreational opportunities.

24 Old Rte One, Waldoboro

Listing courtesy of Pooley Realty Group. jessicapooleyrealtor@gmail.com

$90,000

5 Beds ⋅ 2 Baths

Being sold AS-IS Bring your vision and restore this classic Maine property to its former charm. Situated on 5+ acres in Waldoboro, this property offers a rural setting with plenty of room for gardens, animals, recreation, or future improvements. The home was recently occupied and presents an excellent opportunity for investors, renovators, or buyers looking to build equity through improvements. An attached barn provides additional storage and utility space but requires substantial rehabilitation. With acreage, existing structures, and a desirable Midcoastal Maine location, this property offers tremendous potential for those willing to roll up their sleeves. Being sold AS-IS

1769 Washington Rd, Waldoboro

Listing courtesy of Rizzo Mattson. 207-622-9000

$539,000

5 Beds ⋅ 3 Baths

Step into the charm of this iconic village brick Colonial, a well-maintained historic home featuring a newer metal roof and over a dozen spacious rooms, including five bedrooms and three bathrooms. Flexible living space offers the potential for an in-law apartment or ADU. The kitchen is full of character with a classic black iron wood-burning cookstove, while the dining room showcases a beautiful tin ceiling. Outside, the thoughtfully planted grounds are a gardener's delight, with perennial gardens and an impressive collection of edible landscaping, including apple, pear, and sour cherry trees, highbush blueberries, raspberries, quince, rhubarb, asparagus, and a dedicated vegetable garden. A rare camellia adds seasonal beauty, and the repointed brick courtyard creates a welcoming outdoor retreat. Bring your vision to enhance this remarkable home while preserving its timeless historic character.

28 Pleasant St, Waldoboro

Listing courtesy of Cates Real Estate.

$385,000

3 Beds ⋅ 4 Baths

CURRENTLY BEING BUILT!! - Do not miss this opportunity to own a brand new stick built, energy efficient, 28 x 38, 3 bdrm home on 3 acres. This open floorplan will feature in floor radiant heat, propane boiler, on demand hot water, energy efficient windows and will meet all Mubec energy codes. Plenty of room for future expansion if needed or wanted but in the meantime get back to the basics with this easy to manage, one floor living new home. There is still time to be involved with the finishing details to make it your own if you act now!

834 Winslows Mills Rd, Waldoboro

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$995,000

3 Beds ⋅ 1 Baths

ESCAPE TO YOUR OWN PRIVATE WILDERNESS RETREAT on nearly 300 acres of forested land having 860 feet of frontage on peaceful Duckpuddle Pond. Reached by a private, one-mile country lane, this exceptional property offers natural beauty and endless opportunities for outdoor recreation. Enjoy your own sandy beach, a natural boat launch, a waterfront walkway, and a float--perfect for swimming, boating, fishing, or simply taking in the peaceful surroundings. The charming three-season, off-grid cottage is filled with warm wood finishes that create a welcoming camp atmosphere. The open-concept kitchen, dining, and living area provides a comfortable gathering space, while the first floor also features a bedroom and full bath. Upstairs, two additional bedrooms offer ample space for guests. Whether you're seeking a private getaway, a recreational paradise, or an extraordinary waterfront retreat, this one-of-a-kind property delivers the rare combination of expansive acreage, exceptional pond frontage.

660 Sprague Rd, Waldoboro

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

$323,900

1 Beds ⋅ 1 Baths

Rare opportunity to own 9.6 acres featuring 1,400± feet of open frontage on the Medomak River and 700± feet of road frontage on Wagner Bridge Road. The open waterfront provides easy access for launching a canoe or kayak, fishing, or simply enjoying the peaceful beauty of the river. A small pond and abundant wildlife make this a nature lover's paradise, with deer frequently visiting the property and bald eagles soaring overhead along the river. The property includes a cottage ready for your vision--renovate the existing home, relocate it, or build your dream home while taking advantage of the incredible setting. A large two-bay garage with a 16-inch I-beam, a storage shed provide plenty of space for vehicles, equipment, hobbies, or storage. Whether you're looking for a private retreat, year-round residence, or a property with endless possibilities, this unique property is one you won't want to miss. PLEASE NO DRIVE BYS.

1895 Wagner Bridge Rd, Waldoboro

Listing courtesy of Newcastle Realty. 207-563-1003

$315,000

2 Beds ⋅ 1 Baths

Welcome to this thoughtfully renovated two bedroom ranch, offering comfortable, low-maintenance living in the heart of Midcoast Maine. Recent improvements include a reconfigured kitchen that creates an inviting open flow into the living area, custom cabinetry, updated Lifeproof flooring, and a freshly renovated bathroom. Efficient to heat and move-in ready, this home is designed for easy everyday living. Conveniently located near local amenities, sidewalks connect the surrounding neighborhood, downtown, and the nearby public boat landing. Outside, the spacious backyard offers plenty of room for gardens, outdoor entertaining, or simply enjoying the seasons while adding your own landscaping touches!

11 Depot St, Waldoboro

Listing courtesy of Lash Realty Group.

$949,000

2 Beds ⋅ 2 Baths

PRICE REDUCTION! Enjoy our own private nature preserve surrounded on 3 sides by the tidal Medomak River! Shore birds & marine life flourish in this pristine wildlife paradise. The meandering gravel driveway follows a meadow full of buttercups & lupines, an old stone wall and marsh grasses along the shore leading to the Homestead. Walking trails traverse nearly 14 acres of woods, salt marsh, apple trees and shoreline. In an effort to reduce the environmental footprint, a contemporary style of vertical-living was designed. In 2019, the home was masterfully renovated with high-end cabinetry, stunning tile & stone work, super-energy efficient details including windows & heating/cooling heat pump system. The contemporary design lends a feeling of space and communion with nature. Two decks facing the water are nestled near the surrounding trees; ideal for bird-watching & enjoying your morning coffee. The layout consists of 3 levels. On the 1st floor, you will find a 2 car garage, heated workshop & expansive entry foyer/mudroom. On the 2nd level, most of the living takes place, including a fabulous woodburning built-in stove with stunning granite hearth, red oak flooring & sliders to a large deck, a chef's kitchen with sturdy custom cabinetry, a bright dining room with water views & a charming 2nd bedroom with cedar closet & stylish tiled bath with radiant floor heat. The top floor features a sunny primary bedroom ensuite with mosaic tiled bath floor, heated tub & granite/pebble shower. A private deck with built-in seats, separate laundry room/dressing room, library/den & cozy studio/music room. At high tide, take a paddle-explore the Cove & beyond while seated in your kayak- it's an amazing experience! Waldoboro Village is just a 5 minutes' drive away for all conveniences. Enjoy nearby beaches, Camden Hills, Bath & Brunswick. Be part of the rich history of the Medomak River. Ease in working from home with whole house generator, underground power & Fiber Optics.

1004 Bremen Rd, Waldoboro

Listing courtesy of Drum & Drum Real Estate Inc..

$429,000

3 Beds ⋅ 2 Baths

Welcome to your own little piece of heaven. This private, tucked-away property is move-in ready. Enjoy beautifully maintained outdoor flower gardens with plenty of space to expand. The landscape features established perennial flowers, along with berries and fruit trees including apples, pears, and peaches. It's a wonderfully peaceful setting. The first floor offers a spacious, bright living and dining area, along with a well-appointed kitchen and a full bathroom with both a soaking tub and separate shower, plus convenient washer and dryer. Upstairs, you'll find two comfortable primary bedrooms. As an added bonus, the finished basement provides a versatile in-law space complete with a bedroom, full bathroom, kitchen, and direct access to a private outdoor patio. Whether used for guests, extended family, or potential rental income, this space offers endless possibilities. Conveniently located near scenic public ponds, lake access, and nearby campgrounds, this property allows you to enjoy the best of both privacy and Maine's outdoor lifestyle. Septic system designed for 2 bedrooms.

105 Perry Greene Hill Rd, Waldoboro

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

$349,000

3 Beds ⋅ 2 Baths

On nearly 2 acres and surrounded by the quiet woods of Waldoboro, this beautiful 3 bedroom home offers you private countryside living only a few minutes from in-town Waldoboro. Inside the 1990's cape, you'll fall in love with the exposed beams and brick that add just the amount of character that makes a house feel like a home. Take in the sunshine on the large back deck, and end the day building a campfire in the evening while listening to the gentle sounds of a nearby brook. The spacious yard has plenty of room to explore, plant a garden, or let the pets spread out! Schedule a showing today and come see how life could feel here.

350 Winslows Mills Rd, Waldoboro

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

$429,000

2 Beds ⋅ 1 Baths

Custom-built in 2019, this 2-bedroom contemporary cottage is sure to impress. From the inviting open-concept floor plan with soaring cathedral ceilings to the well landscaped, sun-filled 5.34 acre lot, this property offers the perfect blend of comfort, style, and privacy. Enjoy the ease of one-floor living with a primary bedroom on the main level and a loft-style second bedroom above. The spacious kitchen is designed for gathering and entertaining, featuring a gas range, large center island, and abundant workspace. Additional amenities include a high-efficiency propane heating system, heat pumps for cooling, and a convenient mudroom entrance from the attached two-car garage. Outside, you'll appreciate the private setting with expansive lawn areas, attractive gardens, a deck with a firepit, two storage sheds, underground power, and an automatic standby generator for added peace of mind. Conveniently located near Route 1 in Waldoboro, this well-maintained home provides easy access to Portland, Augusta, and Maine's scenic Midcoast region. Move-in ready and thoughtfully designed, this property is a must-see.

371 Union Rd, Waldoboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$210,000

3 Beds ⋅ 2 Baths

AS-IS opportunity in Waldoboro. This 1850 Cape sits on approximately 3 acres to be conveyed from a larger parcel and offers a rural setting with room to restore, renovate, or reimagine. The home features classic Cape character, wood floors, a functional kitchen, wood stove, and flexible living space. Detached garage/barn space and outbuildings add value for storage, workshop use, or future projects. Public record notes drilled well, private septic, and rural zoning. Property needs work and is best suited for cash, rehab, or portfolio financing. Bring your vision and make this property your next project.

67 Ralph Wink Rd, Waldoboro

Listing courtesy of Coldwell Banker Realty. 207-282-5988

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