Courtesy: Pooley Realty Group
207-832-3011
Welcome to 110 Jackson Road, where classic Maine charm meets peaceful country living. Nestled on an expansive 15.91-acre parcel in Waldoboro, this inviting 3-bedroom, 1-bath home offers space and endless potential. Surrounded by an open field and natural rural beauty, the property features a detached garage and workshop--perfect for hobbyists, storage, or creative projects. An on-demand generator provides peace of mind year-round, while the home's thoughtful layout offers comfortable everyday living. Step outside and enjoy your own small scenic farm pond, adding a tranquil touch to the landscape. The land itself tells a story--once home to expansive gardens, with a second well thoughtfully positioned near the field to support agricultural pursuits. A charming grove of apple trees offers a nod to homestead living and the simple pleasures of rural life. Inside, the basement includes a convenient walk-out access and an attached cold storage room ideal for preserving harvests, storing supplies, or expanding your functional space. The kitchen features custom built hardwood cabinets and invokes a nostalgic vibe. Whether you're dreaming of reviving the gardens, creating a homestead, or simply enjoying the serenity of this Midcoast Maine legacy property, 110 Jackson Road is a rare opportunity to embrace the best of small-town living with room to grow. Reach out to schedule a showing today!
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-596-6095
Sun-drenched, beautiful colonial perfectly situated on 2.36 acres in a privately maintained neighborhood. This home features 3 bdrms and 2 1/2 baths with a bonus room that is perfect for a children's toy room, home office or whatever the extra need may be. Brand new granite kitchen countertops and living room and dining room flooring are just a couple features that make this home desirable. Schedule a showing to see all the rest that this very well maintained home has to offer!
Courtesy: Pooley Realty Group
207-832-3011
Enjoy the perfect blend of simplicity and opportunity on this 2-acre property featuring a well-built 512 sq ft tiny home and a second unfinished structure (368 sq ft) ready for your vision. Whether you're looking for a cozy full-time residence, weekend getaway, or investment opportunity, this property delivers flexibility and value. The tiny home offers efficient, comfortable living in a peaceful setting, while the additional building provides excellent potential for a guest house, studio, home office, or workshop. Major infrastructure is already in place with a new septic system and a new well, saving you significant time and expense. Set on a spacious, private lot with room to expand, garden, or simply enjoy the outdoors, this property is ideal for those seeking low-maintenance living with future possibilities. Peaceful setting with room to grow A rare opportunity to own a move-in-ready tiny home with added development potential—bring your ideas and make it your own!
Courtesy: Maine Way Realty
207-350-9258
Possibilities abound at 949 Depot Street in Waldoboro. This charming, cape-style home with classic shake siding is set on an expansive 10.7-acre parcel, offering both privacy and potential. The property includes four detached garage bays—ideal for vehicles, storage, or hobby space—making it a rare find for those seeking flexibility and room to grow. Inside, the home invites your vision and a bit of sweat equity to bring it into the present. A sunroom at the back of the house provides a peaceful retreat to relax and take in views of the surrounding landscape, where wildlife is a frequent and welcome sight. Conveniently located near US Route 1 and just minutes from Damariscotta Lake, this property combines rural charm with easy access to local amenities and recreation. A unique opportunity to create your ideal Maine homestead or investment in the midcoast area.
Courtesy: RE/MAX JARET & COHN
207-236-9626
Step into this large, sun-filled Victorian rich with period charm and timeless details. Tin ceilings, beautiful built-ins, and spacious rooms create a warm and inviting atmosphere throughout. Set on a rare double lot in town, this home offers walkable access to shopping, the library, and post office. Seasonal river views and a short stroll to the town park complete this special Waldoboro offering.
Courtesy: RE/MAX JARET & COHN
207-596-0352
Welcome to Waldoberry Farm, where each season brings a calmness and peacefulness just as beautiful as the one before. With almost 8 acres of mixed waterfront and gardens, there is something for everyone here. The current stewards have planted and pruned hundreds of berry trees and bushes to create a robust, certified organic berry farm filled with Aronia, Elderberry, Raspberry and Cherry harvests and more. Just beyond the blooming trees, nature guides your way to a scenic, Medomak River waterfront point of Dutch Neck complete with its very own off grid cabin. Although the cabin has a small footprint, it will leave a large impression with its resourceful independence. From the hand-milled wood and the small working wood stove to the solar panel generated power and a top-of-the-line composting outhouse, this cabin is a perfect addition to what can only be deemed as perfection for the nature enthusiast. At the top of the property rests its quintessential Maine home. With 4 bedrooms and 3 bathrooms, space is never an issue. An enormous amount of updates have been completed on this home bringing all of the modern-day conveniences to meet its 19th century charm. 2011 through 2013 brought major renovations to this home, creating an upstairs en-suite bedroom with gorgeous views, custom bathroom tile work and a complete remodel of the main living space paying special attention to the kitchen. The systems of this home have all been updated for comfort and efficiency including heat pumps, water treatment systems, spray foamed insulation, solar panels and a generator just to name a few. Every corner of the inside and outside has been upgraded and maintained. Schedule a showing today to learn even more about this fascinating property located in the heart of Dutch Neck - a community-based neighborhood with inviting activities and interactions for neighbors to enjoy throughout the year.
Courtesy: Pooley Realty Group
207-832-3011
Coffee with Horses! This excellent opportunity to purchase a country home with pasture views won't last! Modest and comfortable home is ready to move into and add your own touches! Property is a spacious 3 acres with a 4 car garage, and just 5 miles to town. Carefully maintained and easy one-floor living. Location is convenient to all the Waldoboro amenities and just a short drive to Camden, Rockland, Damariscotta and all the places in between.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-596-6095
Welcome home this new year to a brand new, never lived in, 4bdrm, 2 full bath home. This modern style, open concept home is conveniently located in a nice country neighborhood. Just a few finishing touches remain to be complete. Schedule your showing today! (GPS use 1346 Winslows Mills Rd, look for sign)
Courtesy: Pooley Realty Group
207-832-3011
Tucked into idyllic Butter Point in Waldoboro, this waterfront retreat feels like a secret you've been let in on. The original 1997 cottage is all Maine charm - a stone fireplace, warm knotty pine, and cozy gathering spaces that frame the water just beyond the windows. In 2020, a thoughtful addition was crafted to mirror the classic lines of the original structure while quietly elevating everything with modern, luxury finishes. The result is a seamless blend of old and new: expansive glass that floods the home with natural light, elevated materials throughout, and sightlines that pull your eye straight out to the Medomak River where the Narrows open toward Broad Cove. Massive windows run the length of the waterside elevation, making the tide, sky, and ever-changing light part of the daily rhythm of the home. Whether you're curled up by the fire, gathered around the table, or stepping out with your morning coffee, the connection to the cove is constant and effortless. Outside, the property lives just as large. A substantial barn offers storage for up to four vehicles or boats, gear, and workshop space, which could also be converted to a large apartment for your Airbnb visions. The space is further complemented by ample parking below the house and an additional small garage tucked out back. It's the ideal setup for someone who wants a refined coastal home without sacrificing room for projects, toys, or hobbies. From the handcrafted feel of the original camp to the elevated comforts of the 2020 expansion, this Butter Point property is that rare combination of character, privacy, and truly unforgettable water views—ready to be enjoyed in every season.
Courtesy: RE/MAX JARET & COHN
207-596-0352
MOTIVATED SELLER ALERT!! This Circa 1820's cape is awaiting new stewardship. Nestled into the trees just a half mile away from town is this lovely 4-bedroom, 1-bath home with possibility for more. The living space welcomes you into an open kitchen/dining space with a screened in porch for outside dining or sitting with a private view. The living area and parlor rooms are adorned with high ceilings accentuated with exposed beams, making each space inviting. You will find beautiful pumpkin pine floors guiding you through the home and prominent door and window trims throughout. The four bedrooms are all on the upper level with an additional large unfinished space for whatever project you have in mind. Whether you are enjoying the quiet back yard or the close proximity to town, the historical charm of this home will put you right where you want to be.
Courtesy: RE/MAX JARET & COHN
207-596-0352
MID-COASTAL SALTWATER FARM, pampered and updated circa 1814 center chimney cape retaining many colonial features while offering 21st century amenities, a perfect blend of old and new. Wide pine floors, exposed beams and three original fireplaces create the sense of a by-gone era. Well designed newly installed kitchen with separate working pantry, fireplaced dining room, spacious fireplaced living room with soapstone wood stove, office or den, bedroom, full bath and laundry on the first floor. The second floor consists of an en-suite primary bedroom and bath. Attached barn with hayloft and two stalls that open to the well maintained grounds that surround this fine home. Included are a spacious private granite patio with a ''post & beam'' pavilion, a ''post & beam'' carport, numerous planting beds , a small orchard and forest leading to extensive frontage on a tidal estuary. Potentially ''electric self-sufficient'' with a substantial solar generating station.
Courtesy: Waterfront Properties of Maine
207-785-2203
DON'TMISS THIS FIXER UPPER! View the Egales from your back deck as they fish. Tiny Home on a large lot (2.6 acres) with 290 feet of waterfront on the tidal part of the Madomak river. Home is fullyi nsulated and wired a genarator is included as is a propane heater. Fireplace adds to the warmth. Home needs a septic, well and power. This has been price out. Interior walls need finishing and so does the bathroom. Home and Deck are 100 feet from the river, so some expansion might be possible. Septic field marked. Gravel road is inplace. Triming of lower branckes would give nice views of the river and the vacant land on the other side.
Courtesy: Pooley Realty Group
207-832-3011
Easy one floor living in this immaculate 2 bed/1 bath manufactured home in the country! Huge 44x16 garage/work shop will hold up to 4 passenger vehicles and a paved drive keeps everything tidy. Mature landscaping and conveniently located near all Waldoboro amenities. Short drive to Rockland/Camden/Damariscotta.
Courtesy: RE/MAX JARET & COHN
207-596-0352
Bring your vision and restore this spacious 6-bedroom, 1-bath home to its full potential. Solidly built and rich with possibility, this property offers the kind of character and scale that's increasingly hard to find. There is plenty of space to reimagine the layout, expand the existing bath or create the coastal home you've always dreamed of. This is a rare opportunity to own a home in the heart of Midcoast Maine, within walking distance to the coastal village, shops and restaruants.
Courtesy: Pooley Realty Group
207-832-3011
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 a handy run-in with cold water. The dock and float make summer fun and memorable. Home has full-house generator, quality finishes, an attached garage, and dreamy sunporch with gazebo nook provides magical opportunities for dining and relaxation.
Waldoboro is located in Maine. Waldoboro, Maine has a population of 5,135. Waldoboro is less family-centric than the surrounding county with 22.43% of the households containing married families with children. The county average for households married with children is 23.29%.
The median household income in Waldoboro, Maine is $44,182. The median household income for the surrounding county is $62,121 compared to the national median of $69,021. The median age of people living in Waldoboro is 55.8 years.
The average high temperature in July is 75.3 degrees, with an average low temperature in January of 13.8 degrees. The average rainfall is approximately 49.3 inches per year, with 61.2 inches of snow per year.
