Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-942-6711
Who wants this brand new stunning and enchanting cottage style home nestled among the tall trees and ferns in Winterport? Thoughtfully designed and crafted, this 2BR, 2Bath one level home offers 2x6 construction, foam board insulation under the vinyl siding, 9 ft ceilings, Mathews Brothers top of their line windows, granite countertops, energy star stainless appliances, luxury vinyl flooring throughout, tiled tub and showers a very efficient propane furnace and radiant heat. Outside, the front porch will be one of your favorite spots. The granite floor is both unique and impressive. The siding is high-performance engineered wood which is beautiful, weather resistant and strong! The builder is just finishing up the last details including a patio just outside the dining area sliding door. If simplifying and possibly downsizing are your desire, this charming property is for you! Located just a short walk from historic Winterport's village, the town's recreational park and walking trails. Approximately 20-25 minutes from Bangor, Bucksport and Belfast. Hampden/Winterport school district
Courtesy: Two Rivers Realty, LLC
207-469-9930
Welcome to 28 Baker Road—a charming Dutch Colonial-inspired home set on 5.5 beautifully maintained acres. This inviting 3-bedroom, 2.5-bath property offers a wonderful combination of character, comfort, and outdoor living, with a spacious yard and meticulously landscaped grounds that truly make this property stand out. Inside, the home offers a warm and welcoming layout with plenty of space for everyday living and entertaining. A brand-new roof was installed in September 2026, offering an important recent improvement for the next owner. Step outside and you'll find an incredible setting designed for enjoying the outdoors. The generous deck space provides plenty of room for outdoor dining, relaxing, and entertaining while overlooking the beautifully landscaped grounds. The spacious yard features raised garden beds, an above-ground pool, and mature landscaping, creating a private backyard retreat with something for everyone. A separate insulated outbuilding with electricity provides additional flexibility for a workshop, hobby space, gardening projects, storage, or whatever your needs may be. Adding an especially unique element to the property is a scenic easement benefiting the property that provides for views of the Penobscot River. Enjoy the beauty of the surrounding landscape and river views while taking advantage of the privacy and space that 5.5 acres provides. Whether you're spending summer afternoons by the pool, tending the gardens, entertaining on the deck, working on a project in the outbuilding, or simply enjoying the peaceful surroundings and Penobscot River views, 28 Baker Road offers a wonderful opportunity to enjoy Maine living at its best. A property with character, beautifully established grounds, useful outdoor spaces, and a special setting—come see all that 28 Baker Road has to offer!
Courtesy: NextHome Experience
207-573-7400
Brand-new construction by H. Blaine Davis Remodeling Co.! Set on a private lot along a quiet, well-maintained dirt road, this quality-built home offers comfortable and efficient one-level living. The thoughtfully designed floor plan features three bedrooms and two full bathrooms, including a spacious primary suite with its own private bath. Built with quality and efficiency in mind, this home offers the ease and peace of mind that comes with new construction. A detached two-car garage provides plenty of space for vehicles, storage, or recreational gear. Enjoy a peaceful setting with privacy while still having a beautiful, brand-new home that is ready for its first owners. Quality construction, a functional layout, and easy one-level living make 106 Sunken Bridge Road a wonderful place to call home.
Courtesy: NextHome Experience
207-573-7400
A Home Built With Love, Ready for Its Next Chapter Some homes are simply built. Others are built with a little more heart. Tucked away on a quiet road in one of Winterport's most sought-after neighborhoods, 40 Cove Road is a truly special 2-bedroom, 1-bath home that was lovingly hand-built by the one and only owners who called it home. With their own hands, they created not just a house, but a place to build a life—and for decades, their love, laughter, memories, and light have filled these walls. That same feeling is still here. Warm, rustic, and undeniably cozy, the home offers comfortable single-level living with the added versatility of a full basement, ready for storage, hobbies, a workshop, or whatever the next owners dream up. A detached two-car garage adds even more functionality, providing plenty of room for vehicles, equipment, toys, projects, or a future workshop. Outside, the property offers 0.83 acres of peaceful Maine countryside. The open, well-maintained backyard creates plenty of room to garden, play, gather around a fire, or simply enjoy the quiet. An additional storage shed offers convenient space for tools and outdoor equipment, while the driveway is lined with apple trees—a charming welcome home in every season. There is something especially meaningful about a home that has been cared for by the same people who built it. The foundation here isn't just made of concrete and stone; it's built on years of love, hard work, family, and memories. Now, it's ready for someone new. A family who wants to slow down a little. Plant a garden. Watch their children grow. Gather around the kitchen table. Make memories in the backyard. And, most importantly, dig their own roots into a home that already knows what it means to be loved. 40 Cove Road isn't just a house waiting for its next owners. It's a home waiting for its next story.
Courtesy: Coldwell Banker Plourde Real Estate
207-872-7650
Well kept and new upgrades make this mobile home a perfect fit for someone looking for something small and affordable. New roof, porches, paint and more. Hardwood floors and space for a pellet stove if desired. Move in ready!
Courtesy: NextHome Experience
207-573-7400
Courtesy: Portside Real Estate Group
207-607-5965
Remodeled, move-in ready, and full of charm, this 2-3 bedroom, 1-bath home offers easy in-town living in the historic village of Winterport. Tucked into a quaint riverfront neighborhood and just steps from the waterfront, this home offers a wonderful combination of character, convenience, and peace of mind. Extensively updated from the inside out, the home features improvements to the heating and cooling systems, electrical, plumbing, structural components, windows, doors, flooring, and more. Fresh paint throughout and new first-floor flooring create a clean, welcoming feel, while the thoughtful updates mean you can move in and enjoy without the worry of a major renovation project. The home is bursting with charm and character while offering the modern updates today's buyers are looking for. A welcoming sunroom provides a bright and inviting space to relax and enjoy the seasons. The flexible layout also offers potential for first-floor living, including an additional space off the living room currently being used as a first-floor bedroom. Whether you're looking for an affordable primary residence, a low-maintenance getaway, or a charming home close to the river, 26 Ferry Street is an inviting opportunity in one of Winterport's appealing village settings, just minutes from the amenities you need. Don't miss the chance to make this charming home your own!
Courtesy: Keller Williams Realty
207-553-2605
Welcome to Two Cottages on the River, an exceptional opportunity to own two beautifully crafted income-producing homes in a private wooded setting overlooking the Penobscot River. Fully renovated in 2024, these are modern, thoughtfully designed vacation homes, finished with obvious pride and attention to detail. Proven Airbnb and VRBO short-term rentals, the two homes together sleep up to 12 and are each fully independent. The offering is a turnkey vacation rental business with 53 five-star Airbnb reviews, Airbnb designations as Guest Favorite and Super Host, dedicated social media accounts and direct booking infrastructure. All furnishings and appliances are less than two years old. Established cleaning, lawn care, and trash removal vendors are already in place, making the transition to a new owner seamless. The opportunities are endless. Continue operating both as vacation rentals, live in one while renting the other, or create a compound for your family. Set in a private, wooded location, Two Cottages on the River offers the perfect balance of peaceful seclusion and coastal adventure, with each having its own private decks, grills, and gas and wood firepits. Bangor International Airport is approximately 20 minutes away and is centrally located for easy scenic drives to Camden, Rockport, Belfast, Bar Harbor, Stonington, and Acadia National Park. Truly a property that needs to be seen to be fully appreciated!
Courtesy: Berkshire Hathaway HomeServices Northeast Real Estate
207-942-8261
Welcome to 556 Stream Road in Winterport, where comfortable one-floor living, a peaceful country setting, and space to gather come together. The light-filled living room features vaulted ceilings and an open, airy feel--an inviting centerpiece for everyday living and entertaining. This home is perfect for those looking downsizing or those just starting out!! With 2 generously sized bedrooms and a smaller one perfect for home office or nursery! The primary suite lends to a private en-suite bath and a generous walk-in closet, while the heated utility room adds practical year-round functionality. Thoughtful single-level living makes this home an appealing option for buyers seeking convenience without sacrificing space. Step outside to a large back deck designed for summer cookouts, relaxed evenings, and hosting friends, with an above-ground pool ready for warm-weather enjoyment. Two storage sheds gives a flexible space for lawn equipment, tools, and seasonal belongings. Enjoy the tranquility of a country location with convenient access to the shops, dining, recreation, and coastal attractions throughout Mid-coast Maine. 556 Stream Road is ready to welcome buyers looking for easy living and room to make lasting memories.
Courtesy: Maine Country and Coast Real Estate
207-338-3344
Charming 2-bedroom, 1-bath ranch featuring a huge paved driveway, a 1-car attached garage, an electric vehicle charger, and a generator hookup for added convenience and peace of mind. The home was extensively updated in 2020 and 2021, offering modern finishes and move-in-ready appeal. Brand-new Mathews Brothers vinyl windows were installed this year, improving energy efficiency and comfort. This well-maintained home combines thoughtful upgrades with practical features, making it an excellent choice. Tons of extra space upstairs that unfinished ton of potential.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-942-6711
Move-in ready three bed, two bath ranch on 1.1 acres of manicured grounds. Bright eat-in kitchen with adjacent dining, comfortable living room, and a finished walkout lower-level family room with wood stove and walk out. The screened porch functions as a true outdoor living room with a propane fireplace and comfy seating--perfect for three-season lounging and cozy evenings overlooking the backyard. Large, fenced play area for dogs or children. Paved driveway, and a two-car detached garage complete this great home awaiting new owners.
Courtesy: Realty of Maine
207-942-6310
Some homes are simply lived in. Others are loved, preserved, and passed through generations with care. Captain Andrews' house was built circa 1790 and believed to be the 2nd oldest home in Winterport. This remarkable property carries more than two centuries of Maine history within its walls. Owned by the same family since 1972, the home has been thoughtfully updated and restored over the years, blending modern comfort with the timeless character that makes historic homes so special. Exposed hand cut ceiling beams in the kitchen, living room, first floor bedroom, and family room serve as beautiful reminders of the home's earliest days, while updates such as 200 amp power, two pellet stoves, a new forced air furnace, R20/R30 insulation, a four year old roof, and newer windows and doors bring peace of mind for today's living. Life here offers the rare feeling of being tucked away while still right in town. The back yard is surprisingly private, spacious, and welcoming, with a fenced in outdoor living area designed for every day enjoyment. Imagine quiet mornings in the garden, summer evenings around the grill, friends gathered on the huge patio around the fire pit, pets playing in the grass, and peaceful nights in the hot tub as the gardens change with the seasons around you. Just moments from Winterport's public landing on the Penobscot River, the park, local shopping, and an easy drive to both Bangor and Belfast / Camden areas, this home offers a lifestyle that is rooted in history, surrounded by comfort, and connected to the best of the area. This is more than an in town home with a large private yard. It is a rare opportunity to become part of a story that began over 200 years ago.
Courtesy: ERA Dawson-Bradford Co.
207-947-6788
Located in the charming town of Winterport, this spacious Raised Ranch offers comfort, convenience, and partial views of the Penobscot River on over 2 private acres. Owned by the same family since 1992, the home is centrally located to both Bangor and the Belfast coast. The main floor features hardwood floors throughout most rooms, a spacious living room with fireplace, and an open kitchen with breakfast bar and dining area. Just off the kitchen is a bright sunroom, perfect for relaxing mornings or quiet evenings overlooking the property. The primary bedroom includes a private bath with stand-up shower, while two additional bedrooms and a second full bath provide space for family and guests. Each bedroom offers closet space, and a hallway pantry provides additional storage. The finished basement includes a large family room, office space ideal for working from home, laundry area, and direct access to the heated drive-in garage for added convenience year-round. A detached one-car garage offers additional storage for vehicles, lawn equipment, or seasonal items. Additional features include a generator, HWBB heat, wood furnace, generous parking for 10+ vehicles, and a right-of-way for future expansion or added privacy. Residents enjoy local schools through grade 8, with high school attendance at nearby Hampden Academy. Conveniently designed for everyday living with direct garage entry into the home and extra storage options throughout. Easy to show -- schedule your viewing today.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-942-6711
This enchanting cottage-style 4BR, 2 Bath Farmhouse with Penobscot River views is available for the first time in 50 years! The incredible craftsmanship that was thoughtfully designed and carried out is rarely seen anymore. Go ahead and open the beautiful Ash cabinets in the kitchen to fully view the attention to detail. The Cherry built-in in the dining room was done by a local boat builder and the maple cabinets in the living room are equally impressive. The veranda wraps around the front, where you will be greeted by fragrant honeysuckle vines, native plantings and a view of the Penobscot during most seasons. The bluebirds and wrens currently reside here! Upon entering, you will feel the warmth and beauty of this well-loved home. The stone fireplaces in the dining and living room are estimated to be close to 180 years old! Both rooms are spacious and offer hardwood floors. The kitchen is full of light, great workspace, storage, nice appliances, tiled counters and Mexican tile floors. The back stairway in the kitchen leads to the upstairs where you will find a luxurious full bath with radiant heat, Keniston tile flooring, concrete vanity deep soaking tub and walk-in tiled shower. A bedroom or office and the primary BR with 4 closets are on either side. The formal front entry leads you into the foyer with tiled floor, antique ceiling fixture, coat closet and direct access to the 2-car attached garage and basement. The front stairway has impressive hardwood treads and a tasteful carpet runner leading to 2 additional bedrooms, the laundry area and another high-end full bath with radiant heat, tiled shower and double vanities. The large yard is bordered in the back by a peaceful stream and a wooded back ridge just waiting to be explored. This property dates back to when Winterport was still part of Frankfort, and the river was bustling with tradesmen, workers and merchants. Located between Bangor and Belfast, and just 4 miles from Hampden Academy.
Courtesy: Better Homes & Gardens Real Estate/The Masiello Group
207-942-6711
Perched high above the winding waters of Marsh Stream, this 5.18-acre property offers a rare chance to create your dream retreat in the scenic countryside of Winterport. Set well back from the road and surrounded by nature, this contemporary 4-bedroom, 2-bath home captures peaceful views of the stream and the quiet beauty of rural Maine. Spacious living room and sunroom serve as the heart of the home, centered around a cozy wood stove. Large windows bring the outdoors in, framing tranquil water views and filling the home with natural light. The private primary suite offers a comfortable escape with a walk-in closet and a tiled ensuite bath. With four bedrooms total, there's plenty of space for family, guests, or a home office. Outside, the expansive 5.18 acres provide room to roam, garden, or even keep horses or farm animals in the existing penned area. For those who love to tinker, the property includes both an attached garage and a separate two-car garage, ideal for a workshop, equipment storage, or creative projects. Enjoy the tranquility of country living while staying conveniently connected. From here, you're just a scenic drive to the restaurants, shopping, and entertainment of Bangor or the coastal charm, harbor views, and vibrant arts scene of Belfast. This property is a true diamond in the rough ready for someone with vision and an elbow grease to repair and restore its shine. With incredible water views, acreage, and a peaceful setting, here is your rare opportunity to create a waterfront sanctuary in the heart of Maine.
Courtesy: Maine Country and Coast Real Estate
207-338-3344
This charming in-town home offers views of the Penobscot River in a convenient location! Close to Bangor shopping and jobs, but with a small town atmosphere, you can have the best of both worlds. Enjoy the view of the river from the spacious back deck, or from the sun room!
Courtesy: Worth Clark, Inc.
800-991-6092
Nestled at the back of a beautifully landscaped 2 acre lot, this inviting 3 bedroom 1 bathroom ranch style home offers privacy, space, and comfort. This home is thoughtfully positioned to maximize the peaceful surroundings, with a long paved driveway leading to an attached garage for added convenience. Inside, the home features a practical and cozy layout, perfect for everyday living. The living area flows into the eat in kitchen, while the three bedrooms offer flexibility for family, guests, or a home office. The full bathroom is centrally located and accessible directly from the master bedroom. Off the kitchen is a glassed in porch that connects to a wrap around deck off the front of the home. This home is located 30 minutes to Bangor & Belfast, 1 hour to Augusta, and 2 hours to Portland. Home is handicap accessible with direct access via ramp to master bedroom.
Winterport is located in Maine. Winterport, Maine has a population of 3,845. Winterport is more family-centric than the surrounding county with 26.98% of the households containing married families with children. The county average for households married with children is 23.46%.
The median household income in Winterport, Maine is $80,958. The median household income for the surrounding county is $59,880 compared to the national median of $69,021. The median age of people living in Winterport is 44.8 years.
The average high temperature in July is 78.9 degrees, with an average low temperature in January of 9.1 degrees. The average rainfall is approximately 43.3 inches per year, with 66.9 inches of snow per year.
