Courtesy: Keller Williams Realty
207-879-9800
Classic Maine charm meets opportunity at 58 School Street, ideally located within walking distance of downtown Waldoboro's shops, local businesses, restaurants, and the heart of the village. Enjoy the convenience of being close to town while still having the space and flexibility to make this property your own. The first floor offers comfortable, functional living right from the start, including a primary bedroom and newly renovated bathroom. Settle in while taking your time deciding how you'd like to transform the additional space upstairs. With plenty of unfinished room to work with, the second floor is a true blank canvas—create additional bedrooms, a home office, studio, bonus room, or expanded living space tailored to your needs. For buyers looking for an investment opportunity or a home with room to build equity, the unfinished second floor offers exciting value-add potential without having to tackle everything at once. The attached barn provides generous storage for tools, recreational equipment, workshop space, or all the extras that come with Maine living. An on-demand Generac generator adds another layer of practicality and peace of mind throughout Maine's changing seasons. With downtown Waldoboro just a short walk away and plenty of potential still waiting to be unlocked, 58 School Street offers a unique opportunity to create something truly your own. Schedule your private showing today and come see the possibilities firsthand.
Courtesy: Cates Real Estate
207-701-5600
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.
Courtesy: Newcastle Realty
207-563-1003
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.
Courtesy: Keller Williams Realty
207-553-2605
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!
Courtesy: The Maine Real Estate Experience
207-345-2207
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!
Courtesy: RE/MAX JARET & COHN
207-596-0352
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.
Courtesy: RE/MAX JARET & COHN
207-596-0352
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.
Courtesy: StartPoint Realty
877-833-3999
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.
Courtesy: Legacy Properties Sotheby's International Realty
207-563-2775
Grand Cabin East: Custom Post & Beam Home on 12 Acres with Historic Barn Set on 12 acres of field and woods, this exceptional custom post-and-beam home completed in 2022 offers a rare combination of craftsmanship, natural beauty, and timeless character. Thoughtfully and sustainably designed and built with wood sourced directly from the property, the home feels deeply connected to its surroundings. The spectacular 3-bedroom, 3-bath residence features warm wood interiors, radiant-heated floors, a wood stove, and a stunning natural stone fireplace that creates a welcoming focal point. Cantilevered oak steps add a distinctive architectural touch, while an expansive wraparound deck provides generous outdoor living space and a perfect vantage point for enjoying the surrounding landscape. Floor to ceiling glass windows invite the natural light deep into the home. A unique water feature adds to the property's peaceful, natural setting, and the outdoor shower offers an inviting way to enjoy the outdoors during warmer months. The property also includes a large restored historic post and beam barn, offering exceptional potential for small business, farming, storage, workshop space, studio use, or other creative possibilities.
Courtesy: Pooley Realty Group
207-832-3011
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.
Courtesy: Maine Way Realty
207-350-9258
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.
Courtesy: Midcoast Home/Sea Glass
207-390-9299
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.
Courtesy: Pooley Realty Group
207-832-3011
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!
Courtesy: Pooley Realty Group
207-832-3011
Classic Maine charm meets a beautiful country setting at 944 Dutch Neck Road. This inviting Cape is filled with character, from warm pumpkin pine floors and a lovely fireplace to built-in bookcases and a bright primary bedroom. Thoughtful renovations over the years complement the home's original appeal while preserving the features that make an older Maine home so special. A breezeway connects the home to a two-car garage with additional storage above, while a separate two-story barn adds even more versatility. Previously described as offering workshop and studio space, the barn features extra windows and views toward the water--an inspiring setting for hobbies, projects, creative pursuits, or simply additional space to make your own. Outside, mature trees and a beautiful rolling field create an attractive setting, with distant water views adding to the classic Midcoast Maine feel. The Dutch Neck location is a highlight of its own. Enjoy convenient access to the Medomak River at nearby Dutch Neck Marine Park and Public Landing, with opportunities for boating, paddling, fishing, and exploring the area's natural beauty. Whether you're drawn to the character of the Cape, the additional garage and barn space, or the peaceful setting, this is a property with the kind of warmth and versatility that is increasingly hard to find.
Courtesy: Keller Williams Realty
207-879-9800
Situated on more than 13 private acres with over 300 feet of stunning frontage on the beautiful Medomak River, this exceptional antique Cape offers a rare blend of historic character, remarkable versatility, and an idyllic coastal Maine setting. Rich with warmth and timeless appeal, the home showcases beautifully patinated wide pine floors, three inviting fireplaces, three or more comfortable bedrooms, and two-and-a-half baths. Every room reflects the craftsmanship and charm of a bygone era while providing comfortable spaces. Beyond the home, the possibilities are extraordinary. A unique mini event center is perfect for celebrations, gatherings, workshops, or entertaining, while a separate artist's/writer's studio offers an inspiring retreat. The enormous barn, workshop, and garage provide indoor parking for up to five vehicles, boats, or recreational equipment, making this an ideal property for collectors, hobbyists, or anyone needing exceptional storage and workspace. The grounds are simply breathtaking, with rolling lawns stretching toward the river, mature trees, a classic flagpole, and abundant privacy. The property abuts a large 100+ acre conservation parcel. Whether you're launching a kayak, enjoying a peaceful evening by the water, or simply taking in the ever-changing views, the Medomak River becomes an extension of your backyard. Despite its peaceful, secluded feel, this remarkable property is just minutes from the village of Waldoboro, where you'll enjoy convenient grocery shopping, local restaurants, theater, and everyday amenities. A truly special Maine waterfront estate where history, beauty, and endless possibilities come together.
Courtesy: Newcastle Realty
207-633-4433
Welcome to the Little Ducker Cabin, a beautifully renovated retreat where charm meets modern comfort! Nestled on 2.5 private acres, this inviting 2-bedroom, 1-bath home has been thoughtfully updated from top to bottom and is truly move-in ready. A new Kohler automatic generator is planned to be installed by October. Start your day with a cup of coffee on the screened porch overlooking the pollinator-focused landscaping, or spend a quiet afternoon on the beautiful reclaimed granite patio, the perfect place to relax and take in the birds and surrounding natural beauty. Inside, you'll find a bright, open-concept living area featuring soaring cathedral ceilings and an abundance of natural light. Recent improvements include a new heating system, propane stove, kitchen appliances, flooring, roof, water treatment system, carports, and much more--offering peace of mind for years to come. Plus the home comes partially furnished. Whether you're searching for a year-round residence, a weekend escape, or the perfect summer retreat, the Little Ducker Cabin offers the ideal blend of privacy, comfort, and turnkey convenience.
Courtesy: Pooley Realty Group
207-832-3011
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.
Courtesy: Pooley Realty Group
207-832-3011
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.
Courtesy: Cates Real Estate
207-701-5600
Price improvement! 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.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-596-6095
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!
Courtesy: RE/MAX JARET & COHN
207-596-0352
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.
Courtesy: Lash Realty Group
207-832-7885
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!
Courtesy: RE/MAX JARET & COHN
207-832-5219
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.
Courtesy: Lash Realty Group
207-832-7885
Move-in ready and refreshed throughout, this 3-bedroom, 2-bath double-wide offers comfortable living in a peaceful setting. Recent improvements include new skirting, fresh interior paint, new carpeting, and the home's major systems are in proper working order. The functional layout provides ample living space, while outside you'll find raised flower beds, a deck just off the kitchen, perfect for grilling, relaxing, or entertaining and an oversized garage with dedicated workshop space. Set in a secluded location, this property offers an appealing balance of privacy, practicality, and convenience, all within easy reach of local amenities.
Courtesy: StartPoint Realty
877-833-3999
What a great opportunity to transform this 1800's farmhouse back to it's former glory. The large barn and a large lot give many opportunities. Come see this property that's full of potential!
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.
