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$249,000
5 Beds 1 Baths 1673302 MLS
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

$539,000
5 Beds 3 Baths 1671860 MLS
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.

$995,000
3 Beds 1 Baths 1670836 MLS
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 1670701 MLS
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 1668814 MLS
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 1668604 MLS
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 1668460 MLS
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

$429,000
2 Beds 1 Baths 1667337 MLS
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.

$339,900
3 Beds 2 Baths 1666973 MLS
Welcome to 56 Gross Neck Road in Waldoboro, where comfort, privacy, and rural Maine charm come together on 2.92 beautiful acres. This well-maintained three-bedroom ranch offers easy one-floor living with 1.5 baths and a thoughtfully designed layout perfect for year-round living or a peaceful retreat. Step inside to find an inviting living space, a warm kitchen with maple cabinetry, and comfortable bedrooms that provide both privacy and convenience. The home's single-level design makes everyday living easy, while the spacious lot offers plenty of room for gardening, recreation, or simply enjoying the tranquility of the surrounding countryside. Built in 2003, this property combines modern convenience with a peaceful setting, featuring a scenic wooded backdrop and the serenity that Midcoast Maine is known for. Whether you're looking for your first home, a place to downsize, or a quiet escape from the hustle and bustle, this property is ready to welcome you home. Conveniently located just a short drive from Waldoboro's amenities, local beaches, and Midcoast attractions, 56 Gross Neck Road offers the perfect balance of privacy and accessibility.

56 Gross Neck Rd, Waldoboro

Listing courtesy of Realty of Maine.

$380,000
4 Beds 2 Baths 1665586 MLS
Welcome to 180 Bremen Road in Waldoboro, Maine, a spacious and versatile Cape Cod-style home offering comfort, convenience, and room to grow. This generously sized residence features 4 bedrooms and 2 full bathrooms, making it ideal for those seeking flexible living space. The home includes a 2-car attached garage and an impressive large unfinished area above the garage, providing endless potential for future expansion, whether you envision a bonus room, home office, in-law space, or studio. Conveniently located just minutes from Route 1, this property offers easy access to shopping, dining, and daily necessities, with Hannaford supermarket right down the road. Enjoy the balance of a peaceful setting with the benefit of nearby amenities. If you're looking for a substantial home with opportunity to customize and a location that keeps you connected, 180 Breman Road is a must-see.

180 Bremen Rd, Waldoboro

Listing courtesy of The Maine Real Estate Experience.

$299,000
3 Beds 2 Baths 1665324 MLS
Welcome to this charming 3-bedroom, 2-bath Cape nestled on 1.29 acres in Waldoboro, providing the perfect blend of country living and convenience. Located just minutes from Route 1, this property provides an easy commute to Augusta, Damariscotta, Rockland, and all that Midcoast Maine has to display. The home features comfortable living spaces and an attached 2-car garage with a large unfinished area above, ideal for a future apartment, home office, studio, recreation room, or the ultimate man cave. Adding a unique touch to the property is a historic church building situated on the grounds. While the structure is not considered safe for entry and will require caution, it offers a distinctive backdrop and a glimpse into the property's past. Whether you're looking for a year-round residence, a property with room to grow, or a place to make your own, this Waldoboro Cape presents a wonderful opportunity in a desirable Midcoast location.

942 Winslows Mills Rd, Waldoboro

Listing courtesy of Pooley Realty Group.

$2,450,000
3 Beds 3 Baths 1663865 MLS
Set between the timeless coastal communities of Waldoboro and Bremen, this remarkable 167-acre saltwater farm offers a rare and enduring connection to Maine's unspoiled past. Held and thoughtfully cared for by the one family for more than half a century, the land reflects a legacy of stewardship, enriched through traditional oxen-powered farming. At its center stands a classic antique Cape Cod farmhouse, rich in character and authenticity, featuring three bedrooms, three baths, a formal dining room, and multiple working fireplaces that evoke the warmth and simplicity of an earlier era. Supporting structures include a garage, a charming carriage house, and a substantial pole barn, offering flexibility for agricultural pursuits, livestock, or inspired new uses. The landscape is both diverse and harmonious, unfolding across open organic fields, a serene stretch of old-growth forest alive with wildlife, and a private peninsula extending into the waters of Broad Cove. Here, sweeping views, tidal access, and exceptional privacy create a setting that is breathtaking. Whether envisioned as a working farm, a private coastal retreat, or a legacy family compound, 275 Harriman represents a truly rare opportunity to own a meaningful piece of Maine's coastal heritage.

275 Harriman Rd, Waldoboro

Listing courtesy of L&S Realty.

$399,000
3 Beds 2 Baths 1657483 MLS
Nestled on a landscaped lot in Waldoboro, 401 Miller Road is a meticulously reimagined homestead where modern efficiency meets custom craftsmanship. Extensively updated to provide true first-floor living, this property features a backyard perfectly prepared for Maine lifestyle dreams. The heart of the home is an open, airy living room with a new smart fan, oversized windows, and a cozy propane heater. The custom-built entertainment center features a unique secret shelf mantel. In the kitchen, home chefs will appreciate the appliances, freshly painted cabinets, built-in spice rack, and large slide-out shelving. A sentimental, custom-carved trim allows you to record your family's growth right on the walls. The main level includes a newly added primary wing, providing a private sanctuary with a full bathroom, makeup vanity, and integrated storage. The highly functional layout features a smart mud closet with tool shelving and a dedicated dog room with an integrated pet door. Reliability is built-in, from the new attic ladder to the comprehensive utility upgrades, including a new well pump, all-new toilets, and a multi-stage whole-house and drinking water filtration system. The exterior is designed for both utility and relaxation. A screened-in front porch provides a bug-free retreat, while the expanded yard features a new retaining wall, garden beds, and a newly built chicken coop and run. The home's durability is reinforced with low-maintenance Azek skirt boards. Complete with a garage featuring a workbench and heavy-duty shelving, this property is a fully-equipped retreat. Every detail, from the removal of the old chimney to the high-capacity propane tank, ensures efficiency and comfort. This is a rare opportunity to own a turnkey residence that perfectly balances rural charm with significant technical upgrades in a peaceful coastal Maine community.

401 Miller Rd, Waldoboro

Listing courtesy of Blue Lobster Real Estate.

$320,000
4 Beds 1 Baths 1641478 MLS
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.

317 Friendship Rd, Waldoboro

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

$332,500
3 Beds 1 Baths 1651235 MLS
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.

949 Depot St, Waldoboro

Listing courtesy of Maine Way Realty.

$850,000
3 Beds 2 Baths 1640937 MLS
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.

935 Dutch Nck, Waldoboro

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

$375,000
3 Beds 2 Baths 1662988 MLS
Charming Ranch on three beautiful acres. Well groomed grounds and meticulously maintained home situated on a corner lot with frontage on two sides. This location is a quiet dead end road prefect for walking, biking and enjoying peaceful country living with minimal traffic. Home features three bedrooms, two full bathrooms, living room, dining room and full unfinished basement with a Sauna. There is also a full house generator. The back deck is great place for barbecues and relaxing. The covered front porch is great for those bright sunny days when you wish for shade or want protection from the elements. Located a few miles off RT 1 for ease of access to shopping, dining and everyday essentials in the village. Enjoy everything Maine has to offer - beaches, boating, hiking and coastal towns all within an hour north or south of this home. A move in ready home offering comfort, privacy and the best of rural living in a country setting.

11 Simon Rd, Waldoboro

Listing courtesy of Newcastle Realty. 207-633-4433

$1,199,000
4 Beds 4 Baths 1643400 MLS
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.

101 Butter Pt, Waldoboro

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

$485,995
2 Beds 3 Baths 1654888 MLS
Tucked at the end of a private dirt road, this 2022-built, nearly complete property offers privacy and upscale self-sufficiency. Dual-zoned (residential and commercial), it's ideal as a serene forever home, remote live/work compound, high-end workshop, or heavy-equipment storage solution. The upper-level residence boasts 1,440 sq ft with 2 generous bedrooms and 2 full bathrooms, featuring an open modern layout, abundant natural light, and spectacular sunset views. The matching 1,440 sq ft lower-level garage/shop is built with reinforced concrete engineered to handle commercial vehicles and heavy machinery. It includes 1 bathroom with plumbing for a shower for added convenience--perfect for contractors, hobbyists, or anyone needing a functional, durable workspace. With only minor work remaining, this is an exceptional opportunity to finish to your exact vision. Fully off-grid and independent- Powerful solar power system, efficient wood boiler for heat and hot water and propane backup for reliability. Easy access to the well-maintained snowmobile trails. This property offers sustainable luxury, privacy, and versatility. It's ready for your dream lifestyle, business headquarters, or income-generating retreat.

766 Atlantic Hwy, Waldoboro

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

$1,200,000
3 Beds 4 Baths 1661395 MLS
A classic brick building offering 4 floors of versatile living, working, and income-producing options, overlooking the Medomak River. The lower level features a fully equipped wood-fired bakery and prep kitchen with a Pat Manley-built oven, circa 1980, and plenty of prep & proofing space. A large walk-in cooler, sinks, a range, refrigeration, and a loading dock make this a complete manufacturing space. Additionally, there's a stone hearth Blodgett double-decker oven, a reminder of Borealis Breads' tenure there. The street level and floor above it supported a 136-seat restaurant, bar, and catering company. The street-level space is now occupied by Laura Cabot Catering and is fully licensed, compliant, and operating. The second floor is a swing floor. When not occupied by short-term renters, it's a venue for rent or a gathering spot, with a stunning, unique parquet dance floor and electrical capacity for a band. There's an adjacent bar, lounge, restroom, and large Riverview deck. There's also a library and office space. Today, the top two floors are listed on multiple platforms as a short-term rental, sleeping up to six. This area could remain a two-story penthouse or be converted into two apartments. Additionally, it doubles as a wellness retreat with plenty of open yoga space, a cedar sauna, and a jacuzzi tub in the remodeled bathroom. This entire opportunity comes fully furnished and equipped, with minor exclusions. Truly turnkey! Recent improvements include a Carlisle Rubber Roofing system, new hatch and louver access to the roof, heat pumps on all floors, a new Jotul gas stove, newly painted inside and out, and new windows on the Friendship Road side, new siding at the rear of the building, a new compressor for the walk-in, new floors in the commercial areas and upgrades to sewer and Ansel systems. This is an exciting opportunity for a lifestyle change, a move to Maine, and the chance to catch the wave and explore Waldoboro's ongoing Renaissance!

13 Friendship Rd, Waldoboro

Listing courtesy of Camden Real Estate Company. info@camdenre.com

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