Waldoboro Homes for Sale

Step back in time and experience the maritime heritage of Waldoboro in this beautifully maintained 1850 Cape Cod-style home, ideally situated in the town's historic ''Shipyard'' district—once home to the construction of the famed five-masted schooners. Just minutes from downtown & the town landing, this property offers a perfect blend of historic charm & modern comfort. A welcoming covered porch

Meriwether Gill Better Homes & Gardens Real Estate/The Masiello Group

Discover this delightful 3-bedroom, 1-bath home that perfectly balances timeless character with everyday comfort. From the rich oak floors and exposed beams to the elegant period wainscoting, every detail tells a story. Sunlight pours into each room, enhancing the inviting ambiance and making every space feel like home. Outside, the magic continues. Enjoy your own backyard retreat, complete with

Shelley Nadeau Your Home Sold Guaranteed Realty

Tucked away at the end of a long, tree-lined driveway, this stunning contemporary home offers the perfect blend of privacy, natural beauty, and modern comfort. Set on approximately 19 acres of open fields, gardens, pasture, and mature woods, the property is an ideal sanctuary for horse lovers, outdoor enthusiasts, or anyone seeking a peaceful rural lifestyle in scenic Waldoboro.The

Amy Keenan Portside Real Estate Group

Discover an iconic historic village brick colonial, well maintained and featuring a newer metal roof. This spacious twelve-room home boasts five bedrooms and three bathrooms. Ample interior space can convert to an apartment or ADU. The kitchen is a true highlight with its charming black iron wood-burning cookstove as well as the dining room space with its classic tin ceiling.Outside, the

Martin Cates Cates Real Estate

What's better than turning into your driveway each day and having it feel like home?...Having that feeling as soon as you turn onto the road! Welcome to a true community where the views are breathtaking and the residents are the definition of neighborly. The next stewards of this home will enjoy its indoor and outdoor serenity. With extensive renovations and all of the little details thought of,

Jeanette Knowlton RE/MAX JARET & COHN

It sounds like this property has a lot of potential for someone who appreciates the charm of rural land and a bit of history. One can imagine the beauty of walking through those 116 acres, especially with the blueberry field in bloom and the peaceful, winding paths. The fact that it was originally deeded from General Henry Knox adds a fascinating historical layer to the experience. It's not just

Ronald Gamage Better Homes & Gardens Real Estate/The Masiello Group

Once a thriving horse farm, this extraordinary 460-acre estate offers a unique blend of natural beauty, equestrian history, and conservation protection. Nestled in a peaceful rural setting, the property features former horse carriage trails, picturesque waterfront views just across the street, and expansive ''forever wild'' acreage—an ideal haven for outdoor enthusiasts, conservationists, or

Scott Lash Lash Realty Group

Welcome to this remarkable 1880 farmhouse nestled in Waldoboro, Maine. This home blends historic appeal with modern amenities, featuring an updated kitchen with unique black granite counters, first-floor laundry, and three renovated bathrooms. Each room showcases original historical features that have been meticulously preserved, including wainscoting, custom wallpaper details, beadboard, and

Jennifer Wais Keller Williams Realty

Nestled on just over 2 peaceful acres, 661 Chapel Road offers quiet country living just minutes from town. This charming Cape-style log home was built in 1994 and features 3 bedrooms, 1 full bath, and plenty of cozy living space. Inside, you'll find an a full kitchen, living room with great windows and a beautiful fireplace to keep things cozy on cool nights. The full basement provides great

Jestine Sawyer RE/MAX JARET & COHN

Escape to the tranquility of Midcoast Maine with this beautiful 5.28-acre wooded lot in charming Waldoboro. With road frontage for easy access and a driveway permit already in hand, this property is ready for your vision—whether you're planning a private year-round home, seasonal retreat, or investment opportunity.Nestled among mature trees, the land offers natural privacy and a peaceful

Tracie Pooley Pooley Realty Group

20 private wooded Acres tucked away off peaceful Fintown Road, this beautiful 20-acre parcel offers the perfect setting for your dream home or private getaway. Lightly wooded with a gentle slope, the land rolls gracefully down to the quiet shoreland area of Sidensparker Pond, offering serene water views.A small brook traces the edge of the property, adding to the natural charm and peaceful

Gregg Imus Lone Pine Real Estate Company

Charming 1850s Cape in the Heart of Town!Step back in time with this classic 5-bedroom Cape, blending historic character with modern convenience. Set on an in-town lot, this home features original wide pine floors, a vintage antique cookstove, and warm period details throughout. The spacious layout offers flexibility, with generously sized rooms and potential for home office or

Jane Oliver-Gravel Newcastle Realty

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 triple sink and ready for all your

Jeffrey Mateja Keller Williams Realty

Experience coastal living at its finest in this brand-new, custom-built four-bedroom, four-bathroom home overlooking serene Broad Cove in Waldoboro. Thoughtfully designed with comfort and convenience in mind, the home features a mudroom entry, first-floor laundry, and a half bath for guests. The expansive open-concept living area includes a state-of-the-art kitchen, a spacious dining area, and a

Rachael Umstead Lone Pine Real Estate Company

It's a place close by, far away and everything in between. You know the way, the directions are simple; turn off the paved road and onto the grassy lane, stay straight at the apple tree and head over the sturdy bridge (stop and fish for a minute if you want too, we hear this is where the Brook Trout hang out). Stay under the canopy of almost 300 acres of ancient, untouched trees for about a mile

Fletcher McNaboe City + Harbor Real Estate

Fantasizing of a unique, one-of-a-kind home that defies preconceived notions? Look no further than the 2-3 bed, 1.5 bath spot, in this imaginative and inspiring setting! The story of this home is evolving and you have a special opportunity to add your vision to the tale. The living space is both contemporary and open concept, but as you can see in the current interpretation, there are warm,

Daniel Vannah PRG Realty

SEQUESTERED SOLITUDE, 400 FEET OF FRESH WATER FRONTAGE ON A SCENIC MID-COAST POND AND TEN ACRES OF FORESTED LAND ARE WAITING FOR YOU. The perfect setting for your seasonal home or cottage.

Carleton Johnson RE/MAX JARET & COHN

Set on a well landscaped corner lot, This 2005 custom-built reproduction Cape is thoughtfully designed with classic New England style in mind, perfect for anyone dreaming of a character filled home!Inside, you'll find freshly refinished wide pine floors, detailed woodwork, and a striking three- flue chimney that includes both a fireplace and a wood stove, great for cozy evenings and back up

Jannika Bragg Cates Real Estate

Equestrian paradise awaits! 4 bedroom/3 bath home on 27.42 acres comprised of manicured landscaping, groomed pastures and wooded privacy - all situated along 870 +/- feet on pristine Medomak Pond, a 237 +/- acre pond with smallmouth bass, largemouth bass, pickerel and white perch. Additional features include a 3-stall barn with hot/cold water and electricity; a 4-bay garage with a greenhouse; and

Jessica Pooley Pooley Realty Group

16.85 acres in Waldoboro with 334' frontage on Medomak River. Wooded with loads of potential. Adjacent to home for sale, 1160 Wagner Bridge and can be purchased together.

Jessica Pooley Pooley Realty Group

Beautiful Colonial Home on 2.36 Private AcresNestled on a serene 2.36-acre lot, this charming three-bedroom, 2.5-bath colonial offers modern comforts and peaceful living. Located on Balsam Drive, a private association-maintained dirt road just off Route 220 in Waldoboro, this home combines tranquility with convenient access to Rockland, Damariscotta, and beyond.The modern kitchen

Rachael Umstead Lone Pine Real Estate Company

Over 10 acres of prime real estate in Mid-Coast Maine is up for sale. This property has commercial and residential possibilities with over 800 ft. of frontage on Route 1 and over 500 feet of frontage on Main Street in Waldoboro. This property has acres of level ground and also a significant amount of mature trees ready to be harvested.

Randall Miller Legacy Properties Sotheby's International Realty

This stunning and spacious 5 bedroom, 2 bath cape boasts a private and serene setting on a sprawling 3.52 acres. With a 2 car garage for convenient parking and storage, this home is perfect for a growing family or those who simply desire more space. Enjoy the beautiful yard from the comfort of your own deck, perfect for outdoor gatherings and relaxing evenings. Stay cozy and warm during the

Tracie Pooley Pooley Realty Group

Discover the perfect opportunity for development in a serene rural setting! This stunning 25-acre parcel features multiple prime building sites, providing you with the privacy and space you desire for recreational activities. With endless possibilities awaiting, this beautiful land is your canvas for creating the dream getaway or investment project you've always envisioned. Don't miss out—come

Ann Daggett Lone Pine Real Estate Company

Plenty of potential for this surveyed 12.14acre lot! With its wooded vantage point, you can pick your spot with either of four sites selected with septic designs. High speed internet at the road affords plenty of opportunity to telecommute. The lot has been surveyed with a future four-lot subdivision drawn. Each proposed lot has its own septic design! Close to Route One with a rural appeal

Scott Lash Lash Realty Group

With little inventory little gems like this one are such a joy to find. Off the beaten path and yet accessible with 1.87 aces. Time to build!

Sherri Hanson Trundy & Company Real Estate

Location, location, location for a 3 bedroom/1 bath house on .9 acre lot across from enjoyable Medomak River rest area and next door to Hannaford's. Property can be used for residential or commercial. The acreage features established trees and plantings and offers a pretty, scenic location. History shows a garage conversion to a 3 bedroom apartment.The property needs expansive updating

Shirley Wedell Coldwell Banker Realty