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$284,900
3 Beds ⋅ 2 Baths
Step into the timeless charm of this beautiful 1880s New England home, where historic character meets modern comfort. Featuring 3 bedrooms and 2 full baths, this inviting property showcases hardwood floors, stunning original details, and classic gingerbread trim that enhances the home's picturesque exterior. A true local celebrity, this iconic home was featured on the cover of Downeast magazine, a testament to its exceptional beauty and enduring New England charm. The completely renovated upper level blends seamlessly with the home's historic appeal, while numerous updates throughout provide peace of mind and everyday convenience. Outside, you'll find beautiful gardens that create a picturesque setting, along with a classic barn offering endless possibilities for storage, hobbies, or a workshop. Every corner of this property reflects pride of ownership. If you've been searching for a home with rich history, distinctive architectural details, modern updates, and a story all its own, this one-of-a-kind Winterport gem is ready to welcome its next chapter.

49 Lebanon Rd, Winterport

Listing courtesy of Signature Group Real Estate.

$575,000
Opportunity has a way of finding the right location, and for more than two decades this landmark commercial property, home to Winterport Winery, has been a place where people gathered to enjoy handcrafted beverages, dining, celebrations, and community events. Today, it stands ready for its next chapter. The spacious commercial building provides exceptional flexibility for a wide variety of business ventures. Expansive interior spaces with established hospitality areas, production space, retail opportunities, outdoor deck seating, and ample room for gatherings create endless possibilities for entrepreneurs, investors, or business owners looking to bring a new vision to life. Whether your plans include continuing its celebrated legacy or re-imagining the property for restaurant, event venue, brewery, winery, distillery, retail, specialty food production, professional offices, or other commercial use, this property is ready to inspire. Buyers are encouraged to verify any intended use with local municipal officials. Located in the heart of Winterport with convenient access to Bangor, Belfast, and surrounding Midcoast communities, the property enjoys excellent visibility and has long served as a destination for both residents and visitors traveling throughout the region. The existing wine and distillery production equipment is not included in the listing price but is available for separate purchase, providing the opportunity to continue beverage production while allowing buyers the flexibility to tailor the investment to their own business goals. But restaurant kitchen equipment will convey with the sale of the property. Whether you're expanding an existing business, launching a new venture, or investing in one of Midcoast Maine's recognizable commercial properties, this exceptional opportunity offers flexibility, visibility, and foundation to bring your vision to life.

279 S Main St, Winterport

Listing courtesy of RE/MAX JARET & COHN. belfast@jaretcohn.com
$119,000
Discover 35.48 acres of opportunity at 0 Harmony Lane in Winterport! Tucked away off Stream Road, this expansive parcel offers privacy, space, and endless potential for those looking to create their own Maine retreat. Whether you envision a secluded homesite, recreational getaway, hunting property, or off-grid escape, this wooded acreage provides a beautiful natural setting to bring your ideas to life. Enjoy the peace and quiet of rural Maine while still being within reach of Winterport, Bangor, and surrounding communities. With over 35 acres to explore, the possibilities are yours to imagine. Come walk the land and see what makes this property so special!

94 Harmony Ln, Winterport

Listing courtesy of RE/MAX JARET & COHN. belfast@jaretcohn.com
$225,000
3 Beds ⋅ 1 Baths
Cheaper than rent and packed with potential! If you've been waiting for an affordable opportunity to own a home instead of paying your landlord's mortgage, this could be the one. Located in the desirable town of Winterport, you'll enjoy the benefit of school choice, giving your family added flexibility when it comes to education. This 3-bedroom, 1-bath ranch sits on a beautiful wooded lot along a quiet country road, offering the privacy and peaceful setting that's hard to find at this price. The home is completely livable as-is, with just a little TLC like fresh paint and new flooring to make it truly your own and build instant equity. Inside, you'll find a functional kitchen with plenty of cabinet space, a comfortable living area, and three well-sized bedrooms that can easily accommodate family, guests, or a home office. The single-level layout makes everyday living simple and convenient. Step outside and enjoy your own private backyard surrounded by mature trees, with plenty of room for gardens, outdoor entertaining, or simply relaxing in nature. Whether you're a first-time home owner, someone looking to downsize, or an investor searching for value, this property offers an affordable path to homeownership with room to personalize and grow. Opportunities like this don't last long!

642 Stream Rd, Winterport

Listing courtesy of NextHome Experience.

$259,900
Discover the possibilities with this stunning 16.88-acre parcel on Monroe Road! Currently used as productive pastureland for cattle, this beautiful property features a blend of open fields, rolling terrain, and elevated building sites with breathtaking long-range views. A large pond enhances the property's natural beauty while providing a peaceful setting for recreation, wildlife, or livestock. With ample road frontage and expansive usable acreage, this property offers endless opportunities to build your dream home, establish a hobby farm, create a private homestead, continue agricultural use, or enjoy as a recreational retreat. The gently rolling hillside provides multiple potential building locations designed to capture the spectacular countryside vistas. Whether you're seeking privacy, space for animals, investment potential, or the perfect place to build in rural Maine, this exceptional parcel delivers the best of country living while remaining conveniently accessible. Rarely does a property offer this combination of acreage, scenic views, open pasture, a large pond, and endless potential. Don't miss your opportunity to own a truly remarkable piece of Maine.

Lot # 96-2 Monroe, Winterport

Listing courtesy of RE/MAX JARET & COHN. belfast@jaretcohn.com
$469,000
5 Baths
Situated within the Winterport Historical District, with scenic views of Penobscot River and Penobscot Narrows Bridge and Observatory. Located 11 miles from Bangor and 16 to Belfast. This apartment home has been well maintained by same owners for 39 years. The roof is one year old and paint is recent. Currently has a Two Bedroom, A Studio/Efficiency, and Three one bedroom units with an additional space presently an office but could be an additional apartment with a shower.. The attic also has potential as an apartment but is empty space at present. Plenty of off street parking. Owners have only one apartment rented so new owners can select new tenants. Heat is economical Empire Propane Heaters and most units pay their own electric and heat. Additonal features include Public Water and Sewer, Three new refrigerators, New carpeting but has nice wood floors underneath, New Kitchen Cabinets, New Interior Painting, Newly insulated. This is a Landmark Property with Multi Commercial or Residential Options, or Ideal for a Residence and Home Office with Additional Rental Income. With parks, Winterport Dragway, and iconic attractions like Fort Knox, Sandy Beach, 60 miles to Acadia National Park,, you''ll enjoy a lively mix of a great location and Great Business Opportunity. With a boat can go to Bangor, Bucksport, access to Penobscot Bay to Belfast or Acadia.

4 Whig St, Winterport

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$125,000
Looking for room to roam? This 68± acre parcel offers the privacy and potential you've been searching for. Recently harvested, the land provides a blank canvas for your vision while maintaining the peaceful rural setting that outdoor enthusiasts appreciate. With a small amount of road frontage and expansive acreage beyond, this property is ideal for building your dream home, creating a private hunting retreat, establishing a recreational getaway, or investing for the future. Abundant wildlife, excellent hunting opportunities, and plenty of space to explore make this a rare opportunity for those seeking privacy and the freedom to enjoy Maine's outdoors. Whether you're looking for a secluded homesite, weekend escape, or land to make your own, this property is ready for its next chapter.

532 Lebanon Rd, Winterport

Listing courtesy of Realty of Maine.

$380,000
4 Beds ⋅ 2 Baths
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.

137 Main St, Winterport

Listing courtesy of Realty of Maine.

$349,900
3 Beds ⋅ 2 Baths
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.

28 Marine St, Winterport

Listing courtesy of ERA Dawson-Bradford Co..

$325,000
4 Beds ⋅ 1 Baths
Charming 3-4 bedroom ranch in a convenient Winterport location! This well-maintained home offers beautiful hardwood floors, updated kitchen and bathroom flooring and several other improvements including some replacement windows, updated electrical and added zoning for better heating. The flexible floor plan features a spacious bonus area on the second level that could serve as a fourth bedroom, family room, home office, or hobby space. Enjoy relaxing on the screened rear porch overlooking the private backyard, perfect for entertaining or quiet evenings outdoors. A detached two-car garage provides ample storage and workspace. With many updates already completed and room to make it your own, this home offers comfort, versatility, and value in a desirable location close to local amenities and an easy commute to Bangor, Belfast and surrounding communities.

110 Lebanon Rd, Winterport

Listing courtesy of Signature Group Real Estate.

$359,000
3 Beds ⋅ 3 Baths
Welcome to Upper Meadows subdivision in the mid-coast town of Winterport. Here you will find equal distance to Bangor or Belfast, Hampden/Winterport school district RSU 22 and an easy walk to the village with shops, cafes, restaurants, the historical library and more. This 3BR, 2 1/2 Bath home has a great open concept kitchen, dining and living room with lots of natural light. The kitchen has plenty of cabinets, nice stainless appliances and looks out to the private back yard. The dining area is spacious and leads to the back deck, a perfect spot for the grill! The living room is also bright and sunny all year long and a great space to gather. Down the hall are 2 bedrooms and a full bath plus the primary bedroom with another full bath. Downstairs is the large family room offering so much space for a serious tv/gaming hangout or workout equipment plus a 1/2 bath, laundry and storage. The attached 2-car garage is heated, spacious and gives direct access to living space. Costly upgrades include new roof shingles and new RELO boiler. This affordable home is move-in ready!

11 Rob Clark St, Winterport

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$210,000
3 Beds ⋅ 2 Baths
This 1970's Oxford home has seen a few additions over the years, leaving you with a large dining room and livingroom area. Features 3 bedrooms and 2 full bathrooms along with a 2 car garage, solar panels and eat in kitchen. This home does need some TLC and will not go financing due to a missing HUD tag and no tie downs. Home being sold ''as is, where is''.

33 Coles Corner Rd, Winterport

Listing courtesy of Realty of Maine.

$349,000
2 Baths
BACK ON THE MARKET! Consider this your lucky day! This property is back on the market through no fault of the property! Looking for a property that can help pay for itself? This two-unit farmhouse in Winterport offers the opportunity to generate rental income while enjoying the space, character, and flexibility that come with owning a classic Maine farmhouse. Set on more than an acre, the property provides plenty of room to enjoy the outdoors. Start the garden you've always wanted, host backyard cookouts, play lawn games, or simply relax and enjoy the open space. The expansive yard offers endless possibilities for gardening, recreation, and outdoor living. The two-unit layout creates valuable income-producing potential, whether you're an investor seeking rental revenue or an owner looking to offset expenses with income from the second unit. Opportunities like this--combining rental income with a large lot and rural charm--don't come along every day. Conveniently located in Winterport, you'll be just a short drive from Bangor's shopping, dining, and amenities, while also enjoying easy access to Maine's scenic Midcoast region. It's a location that offers both convenience and a little extra breathing room. With income potential, over an acre of usable land, and the timeless appeal of a farmhouse setting, this property is ready for its next owner to make the most of everything it has to offer.

177 Lebanon Rd, Winterport

Listing courtesy of RE/MAX JARET & COHN. camden@jaretcohn.com
$269,900
3 Beds ⋅ 2 Baths
Located in the heart of the Winterport Historic District, 31 Dean Street is a charming, character-filled Greek Revival home that beautifully embodies the spirit of small-town Maine living. Known as the R.P. Atwood House, it proudly holds a place on the National Register of Historic Places. From the moment you arrive, the home's classic New England architecture and period details set the tone--wide plank floors, vintage woodwork, and the unmistakable charm that only a historic property can offer. The home offers an inviting layout with plenty of room to bring your vision to life. Recent updates include a new refrigerator, range, & microwave, providing a great starting point for future improvements. A wood stove or pellet stove hookup in the living room offers the opportunity to add an efficient supplemental heat source while enhancing the cozy atmosphere that historic homes are known for. Step outside and you'll discover fruit trees dotting the property, adding to its storybook appeal and offering the simple pleasure of seasonal harvests right from your own yard. The attached barn provides excellent storage and workshop space, with the potential to be utilized as a garage for vehicles, recreational equipment, or hobby space. Whether you're drawn to restoration projects, love the character of older homes, or simply want a space with soul, this property is an exceptional canvas--inside and out. Just a short stroll from downtown Winterport and the Penobscot River, you'll enjoy a peaceful neighborhood feel with quick access to local shops, dining, and scenic riverside views. Bangor is only a short drive away, making commuting and access to larger amenities incredibly convenient. Whether you dream of modernizing the interior, blending old-world charm with contemporary finishes, or restoring the home to its classic glory, the possibilities here are endless. This is a rare opportunity to own a piece of Winterport's history while creating a home uniquely your own

31 Dean St, Winterport

Listing courtesy of NextHome Experience.

$250,000
Discover a remarkable opportunity to own 7 pristine waterfront acres on scenic Lower Oak Point Road in Winterport, offering approximately 600 feet of frontage along the beautiful Penobscot River. This special parcel captures the essence of Maine riverfront living, with a peaceful natural setting, sweeping water views, and a landscape rich with wildlife and seasonal beauty. Tucked away in a serene and private setting, yet still conveniently close to local amenities, this property provides an ideal canvas for a dream home, seasonal getaway, or long-term investment. Imagine waking up to tranquil river sounds, enjoying ever-changing tides, and experiencing the quiet charm that only true waterfront living can offer. With its generous frontage and inviting setting, this land presents a rare chance to create something truly special along one of the region's most scenic stretches of river. Please see the included survey for additional purchasing opportunities, including the option to purchase Lot 3 individually or combine Lots 1, 2, 3 and 4 for an extraordinary waterfront offering totaling over 47 acres with more than 3,700 feet of frontage on the Penobscot River -- an incredible opportunity for those seeking a larger private estate, family compound, or future development potential.

63 Lower Oak Point Rd, Winterport

Listing courtesy of NextHome Experience.

$350,000
Discover a rare opportunity to own 12.1 breathtaking waterfront acres on beautiful Lower Oak Point Road in Winterport, featuring an impressive 732 feet of water frontage along the majestic Penobscot River. This exceptional property offers a perfect balance of natural beauty, privacy, and convenience, with expansive river views, peaceful surroundings, and an abundance of local wildlife right outside your door. Whether you envision building a year-round waterfront residence, a private retreat, or investing in a truly special piece of Maine real estate, this property provides endless possibilities in a serene and picturesque setting. Enjoy the tranquility of riverfront living while remaining just a short drive from local amenities, shopping, dining, schools, and all the conveniences of nearby communities. The tidal waters of the Penobscot River create an ever-changing landscape of beauty throughout the seasons, offering stunning sunrises, boating opportunities, and a front-row seat to Maine's natural charm. Please see the included survey for additional purchasing opportunities, including the option to purchase Lot 3 individually or combine Lots 1, 2, and 3 for an extraordinary waterfront offering totaling over 47 acres with more than 3,700 feet of frontage on the Penobscot River -- an incredible opportunity for those seeking a larger private estate, family compound, or future development potential.

39 Lower Oak Point Rd, Winterport

Listing courtesy of NextHome Experience.

$600,000
Welcome to an extraordinary opportunity to own 28.2 stunning waterfront acres with an impressive 2,306' +/- of frontage along the majestic Penobscot River in beautiful Winterport, Maine! This remarkable tidal property offers the perfect blend of privacy, natural beauty, and endless potential, creating an inspiring setting for your future dream home, family retreat, or recreational escape. Surrounded by mature trees, breathtaking water views, and abundant wildlife, this property captures the very best of Maine living. Enjoy peaceful mornings watching eagles soar overhead, afternoons exploring your own trails by ATV or snowmobile, and evenings taking in the tranquility of the riverfront landscape. Every season brings a new adventure and a new reason to fall in love with this incredible setting. Thoughtfully improved and ready for your vision, the property already includes a 1,300+/- foot driveway, underground electric, and a 6-bedroom leach field--making the path toward building even more exciting and convenient. Despite its private and serene atmosphere, this hidden gem is just minutes from town, local shopping and dining, the interstate, and the airport, giving you the perfect balance of seclusion and accessibility. Whether you're dreaming of a peaceful waterfront sanctuary, an outdoor enthusiast's paradise, or a place to gather for generations to come, this truly exceptional property is ready to bring your vision to life. Come experience the beauty, freedom, and endless possibilities waiting for you on the Penobscot River! For those seeking even greater opportunity and privacy, abutting properties may also be available for purchase, offering the potential to expand to over 47 total acres with more than 3,700 feet of combined water frontage. Please reach out for further information!

55 Lower Oak Point Rd, Winterport

Listing courtesy of NextHome Experience.

$319,000
3 Beds ⋅ 2 Baths
This charming saltbox-style home offers the perfect blend of privacy, tranquility, and convenience. Nestled in a peaceful setting near the Hampden town line and Winterport Village, you'll enjoy an easy commute while still feeling tucked away from it all. Inside, warm and inviting finishes such as custom cabinetry and beautiful wide pine floors create a cozy, timeless feel that truly makes this house feel like home. Offering 3 bedrooms, 2 bathrooms, and a detached garage, this property is ready to welcome its next owners.

7 Upper Oak Point, Winterport

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$229,900
Rare Penobscot Riverfront Opportunity - Winterport Positioned along the shores of the Penobscot River in desirable Winterport, this 1.8± acre parcel with approximately 174 feet of owned waterfront offers a unique blend of history, visibility, and future potential. Formerly operated as a well-known antique shop, the existing structure is ready for its next chapter--whether that's a one-of-a-kind waterfront home, a live/work setup, or a small business venture in a high-exposure location. The lot provides a beautiful natural setting with direct river access, ideal for boating, kayaking, or simply enjoying the expansive water views. All of this just a short drive--approximately 20 minutes--to Bangor, giving you the perfect balance of privacy and convenience. Properties with this level of frontage, flexibility, and location are increasingly hard to find. Bring your vision and unlock the full potential of this standout riverfront property.

865 N Main St, Winterport

Listing courtesy of Realty of Maine.

$299,000
3 Beds ⋅ 2 Baths
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!

11 Church St, Winterport

Listing courtesy of Maine Country and Coast Real Estate.

$355,000
2 Beds ⋅ 2 Baths
Nestled on a generous four-acre secluded property surrounded by woods, this well-maintained, beautiful home offers the perfect cabin-style retreat. Featuring many upgrades, an open-concept kitchen-living room, and ample storage throughout. A charming wraparound porch and deck surrounds the pool area, providing a wonderful space for relaxation and entertaining. The two-car heated garage includes a finished studio above with abundant windows for natural daylight, along with plenty of garage space for storage and workspace. The grounds have been maintained with lots of perennials and raised garden beds. Come experience the peace, privacy, and warmth this special property has to feature. Schedule your showing today and see it for yourself!

12 Irish Ln, Winterport

Listing courtesy of Realty of Maine.

$310,000
3 Beds ⋅ 1 Baths
Updated Ranch with Artistic Charm in Historic Winterport Set in the picturesque Rivertown of Winterport along the Penobscot River, this beautifully updated 3-bedroom, 1-bath ranch offers a perfect mix of character, efficiency, and lifestyle flexibility. Recently repainted in a striking coastal blue with crisp white trim, the home boasts standout curb appeal and a warm welcome. Inside, the living room features new gray-tone laminate flooring and a newly installed heat pump for efficient heating and cooling--providing year-round comfort throughout the home. The inviting, functional eat-in kitchen offers easy access from the detached one-car garage, making daily routines and grocery runs seamless New Refrigerator & Stove add to these benefits. (Custom Island not included with sale.) The third bedroom has been thoughtfully converted into an art studio, ideal as a creative space, home office, or easily returned to bedroom use. For added convenience, the washer and dryer are currently located in the second bedroom closet but can be moved back to their original location in the now dry, insulated full basement. The home has seen extensive improvements: beautiful new composite decks and stairs, a freshly paved driveway, new furnace, re-lined chimney, and a comprehensive French drain system (interior and exterior) with a sump pump for peace of mind. New windows throughout are paired with custom quilted window blankets for energy efficiency and seasonal comfort. Outside, the grounds are beautifully landscaped with blooming perennial gardens and space for raised beds or a small vegetable garden. A natural spring is located on the property--another unique feature of this well-cared-for home. A complete list of upgrades is available in the MLS documents. This move-in-ready ranch is a standout in Winterport, blending modern updates with small-town charm. Just a short walk to downtown or a short drive to Bangor or Maine's Coast. Don't miss out on this one, it is a Sweet Home!

90 Whig St, Winterport

Listing courtesy of NextHome Experience.

$62,500
Design and build the home you've always envisioned in one of Winterport's most desirable new subdivisions. These private, ready-to-build lots are set along a fully paved cul-de-sac with utilities available at the street, offering both convenience and a polished neighborhood setting. Enjoy the serenity of Maine's natural beauty while being just minutes from Belfast, Hampden, and Swan Lake State Park, which offers public beach access. Everyday essentials — dining, shopping, healthcare, entertainment, and coastal attractions — are all within a short drive. The location is in RSU 22 with school bus pickup nearby. A rare opportunity to create a custom home in a peaceful yet connected location.

4 Bonnie Way, Winterport

Listing courtesy of NextHome Experience.

$50,000
Design and build the home you've always envisioned in one of Winterport's most desirable new subdivisions. These private, ready-to-build lots are set along a fully paved cul-de-sac with utilities available at the street, offering both convenience and a polished neighborhood setting. Enjoy the serenity of Maine's natural beauty while being just minutes from Belfast, Hampden, and Swan Lake State Park, which offers public beach access. Everyday essentials — dining, shopping, healthcare, entertainment, and coastal attractions — are all within a short drive. The location is in RSU 22 with school bus pickup nearby. A rare opportunity to create a custom home in a peaceful yet connected location.

7 Bonnie Way, Winterport

Listing courtesy of NextHome Experience.

$60,000
Design and build the home you've always envisioned in one of Winterport's most desirable new subdivisions. These private, ready-to-build lots are set along a fully paved cul-de-sac with utilities available at the street, offering both convenience and a polished neighborhood setting. Enjoy the serenity of Maine's natural beauty while being just minutes from Belfast, Hampden, and Swan Lake State Park, which offers public beach access. Everyday essentials — dining, shopping, healthcare, entertainment, and coastal attractions — are all within a short drive. The location is in RSU 22 with school bus pickup nearby. A rare opportunity to create a custom home in a peaceful yet connected location.

8 Bonnie Way, Winterport

Listing courtesy of NextHome Experience.

$232,000
Discover the possibilities with this expansive 85± acre property in Winterport, offered as two separate parcels being sold together. Lot R09-93 is approximately 45.5 acres, Lot R09-91 is approximately 40 acres. Together they are ideally situated right on the Winterport/Hampden town line, allowing for both privacy and convenience. The property features a gravel driveway opening to a well-maintained path providing access into the land, along with an established easement to the back lot--making it easier to explore, plan, and utilize the full acreage. A portion of the land offers a flat area with a gentle southwest-facing slope, creating an ideal setting for a future home site with favorable sun exposure. Property was last cut about 20 years ago. The southwest corner of the property includes frontage along Cove Brook, adding a natural water feature that enhances both the beauty and recreational appeal of the land. With a mix of wooded landscape and potential building areas, the property lends itself to a variety of uses including a private estate, recreational retreat, or potential development (subject to local approvals). Enjoy a peaceful rural setting just under 15 minutes to downtown Winterport and downtown Hampden, and approximately 11 miles to downtown Bangor with convenient access to I-95. This is a rare opportunity to own a substantial piece of Maine land with both space and accessibility.

Mr09l093 Monroe Rd, Winterport

Listing courtesy of ERA Dawson-Bradford Co..

$69,000
Enjoy the opportunity to own 3.75 acres on Meadow Road in Winterport, Maine. This spacious lot features 250 feet of road frontage and extends deep into the property, offering over 640 feet on one side and nearly 700 feet on the other--ideal for added privacy. Set in a quiet, rural location, the property provides a peaceful setting while still being just about 7 miles from I-95 for an easy commute. The higher elevation toward the back of the lot creates a great potential building site with the possibility of long-distance views. Electricity is available at the road, making it even easier to start planning your build. Whether you're looking to create a private retreat or your future home, this property offers plenty of space and flexibility to make it happen.

Lot # Meadow, Winterport

Listing courtesy of Maine Realty LLC.

$129,000
OWNER FINANCING AVAILABLE; A rare opportunity to create your dream property in the heart of downtown Winterport! Nestled beside the beloved Winterport Winery; this 1870 5 bedrooms farmhouse spans 1,482 Sq. ft. prime location offers the perfect blend of small-town charm and vibrant community energy. All with beautiful views and steps away from the Penobscot River. A canvas for historical renovation. Situated within the Winterport Historical District on Main Street, this home is surrounded by mid 19th century Greek revival and Italianate architecture,, to the neighborhood. It sits amond preserved historic structures, including the 1831 classic building designed by Calvin Ryder, offering a rich sense of place and history. Only 12 miles south of Bangor, the property provides quick access to shopping, dining, and an international airport, perfectly balancing rural tranquillity with urban convenience. This house has been partially cleared but requires extensive renovation, presenting a true blank canvas for those with creativity and ambition. Inside safety issues must be addressed (including stairs and basement with an uncovered well on the back far right of the house. ) NO ENTRY OR WALKING BEHIND THE HOME WITHOUT PERMISSION! Town water and sewer hookups await installation allowing you to design and modernize your utilities from Narrows Observatory nearby, you'll enjoy a lively mix of Community and recreation right at your doorstep. Whether you dream of creating a one-of-a-kind residence or an unfrotettable quest experience; this property is brimming with potential and possibility. Bring your imagination-and make something trully special in the heart of Winterport!.

297 S Main St, Winterport

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

$598,000
4 Beds ⋅ 2 Baths
This enchanting cottage-style 4BR, 2 Bath Farmhouse with Penobscot River views has just become 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 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.

11 Baker Rd, Winterport

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$72,500
Design and build the home you've always envisioned in one of Winterport's most desirable new subdivisions. These private, ready-to-build lots are set along a fully paved cul-de-sac with utilities available at the street, offering both convenience and a polished neighborhood setting. Enjoy the serenity of Maine's natural beauty while being just minutes from Belfast, Hampden, and Swan Lake State Park with public beach access. Everyday essentials — dining, shopping, healthcare, entertainment, and coastal attractions — are all within a short drive. Located in RSU 22 with school bus pickup nearby. A rare opportunity to create a custom home in a peaceful yet connected location.

3 Bonnie Way, Winterport

Listing courtesy of NextHome Experience.

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This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

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Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.