Waldoboro Real Estate

Welcome to Waldoboro, a picturesque town nestled in the heart of Lincoln County, Maine. Known for its rich history, stunning natural landscapes, and friendly community, Waldoboro offers the perfect blend of small-town charm and modern conveniences.

Located along the banks of the Medomak River, Waldoboro is a haven for outdoor enthusiasts. Explore the numerous hiking trails, go fishing or kayaking on the river, or simply take in the breathtaking views of the surrounding forests and rolling hills.

History buffs will delight in Waldoboro's well-preserved historic buildings and sites. From the Waldoboro Historical Society Museum to the Old German Church, there are plenty of opportunities to step back in time and learn about the town's fascinating past.

In Waldoboro, you'll find a tight-knit community that values neighborly connections and local traditions. Residents come together for events like the annual Waldoboro Day celebration, where you can enjoy live music, delicious food, and games for all ages.

With its convenient location just a short drive from the coast, Waldoboro offers the best of both worlds – a peaceful rural setting with easy access to the beach and bustling cities like Portland and Augusta.

Whether you're looking to settle down in a historic home, build your dream house, or invest in a charming vacation property, Waldoboro has something for everyone. Come and discover all that this vibrant town has to offer!

Newest Listings in Waldoboro

$60,000

2 Beds ⋅ 2 Baths

Don't miss this beautifully customized 2-bedroom, 1.5-bath single-wide home in a resident-owned cooperative mobile home park at 43 Medomak Mobile Home Cooperative. Thoughtfully improved well beyond the typical manufactured home, you'll appreciate features such as a welcoming mudroom, real interior doors and trim, and numerous custom finishes that create a warm, residential feel throughout. Situated on what is arguably the most desirable lot in the community, this private corner location borders a natural habitat that attracts an abundance of birds and wildlife, creating a peaceful setting to enjoy from your own yard. Conveniently located just minutes from downtown Waldoboro, you'll have easy access to shopping, restaurants, the historic Waldo Theatre, local recreation, and Route 1 for quick trips to Damariscotta, Rockland, and all the Midcoast has to offer. Many furnishings may convey with the home, making this an easy and affordable move-in opportunity. The monthly cooperative lot fee is just $350, which includes road maintenance. Please note: The purchaser must apply to and receive approval from the cooperative prior to executing a Purchase and Sale Agreement. Ownership transfers by Bill of Sale, not by deed.

43 Medomak Mobile Home Park, Unit 43, Waldoboro

Listing courtesy of Pooley Realty Group.

$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

$349,000

Prime Route 1 location excellent visibility and Currently operating as a restaurant. Property is leased until May of 2028, rental amount is 3,000.00 monthly. Upstairs apartment is rented for 1,100.00

1587 Atlantic Hwy, Waldoboro

Listing courtesy of Drum & Drum Real Estate Inc..

$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

$725,000

Located in the heart of Waldoboro's historic village, 163 Jefferson Street presents a rare opportunity to own a landmark mixed-use property with established income potential. Built in the 1900s and rich with New England character, this building is home to a long-standing hardware store on the ground level, with two fully occupied residential apartments above. The commercial space benefits from outstanding visibility, easy accessibility, and a central location along Route 1, serving both the local community and seasonal Midcoast visitors. The upper-level apartments provide consistent rental income, creating a diversified investment opportunity. Set on a 0.63-acre lot, this building blends historic charm with everyday functionality. Whether you're looking to expand your investment portfolio, operate a business with on-site income, or own a cornerstone property in one of Midcoast Maine's most welcoming communities, 163 Jefferson Street offers exceptional flexibility and long-term value. Conveniently located just minutes from the Medomak River and within easy driving distance of Damariscotta, Camden, Rockland, and Boothbay Harbor, this property combines small-town appeal with access to some of Maine's most desirable coastal destinations.

163 Jefferson St, Waldoboro

Listing courtesy of Hoang Realty.

$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

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