Winterport ME Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
3,566
Status:
NEW LISTING
MLS#:
1687107
Type:
Single Family
Lot size:
11 Acres
Year built:
1993
A broker reciprocity listing Courtesy: Better Homes & Gardens Real Estate/The Masiello Group 207-596-6095
View additional info

ADDITIONAL INFORMATION

"Spacious Skies" - A Property That Truly Lives Up to Its Name! The previous owner named this property "Spacious Skies," and one will certainly understand why upon arriving and taking in the beautiful grounds and this quality-built, custom-crafted home. Situated atop a graceful, gently winding gravel driveway, this property offers a wonderful sense of arrival each time you come home. Entering from the paved driveway, you are welcomed by a spacious mudroom featuring four closets, providing plenty of storage. Conveniently located nearby is a half bath with laundry, along with access to the attached 2½-car garage. The garage also offers a full second floor, ideal for additional storage or potential living space. The updated, fully applianced kitchen features hardwood floors and a center island and flows nicely into either the dining area or a cozy family room complete with a fireplace. The primary bedroom suite, located at this end of the home, offers a full bath and a spacious walk-in closet. For more formal entertaining, you will appreciate the separate dining room and living room, connected by a lovely hallway with closets that adds both charm and elegance. The second floor provides three additional spacious bedrooms, a full bath, and access to the second-floor area above the attached garage. Set on 11 beautifully maintained acres of lawns and open fields, the property offers an abundance of outdoor enjoyment and possibilities. A lovely 14' x 16' oval gazebo, situated on a new base, provides the perfect place to relax and take in your surroundings. For those with equestrian interests, the property also includes a shed row built by Hillview Mini Barns, featuring two stalls and an equipment room on an insulated base, along with two 60-foot round pens. These horse facilities will all convey with the property. The location is another wonderful feature, with an easy one-mile commute into Hampden and access to the highly regarded Hampden Academy school system.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
1685115
Type:
Mobile Home
Lot size:
0.86 Acres
Year built:
1990
A broker reciprocity listing Courtesy: EXP Realty 888-439-8743
View additional info

ADDITIONAL INFORMATION

Charming Opportunity in Historic Winterport, Maine! Discover the possibilities with this 2-bedroom, 2-bathroom mobile home situated on 0.86 acres along Marsh Stream in the charming town of Winterport. Winterport was founded in the 1766. Winterport's Historic District covers 170 acres and contains roughly 150 primary buildings from the rich 1900s history. The home could benefit from some freshening up, making it a great opportunity for someone looking to add their own personal touches and build equity. The property also features a one-car garage that needs work, offering the option to renovate or start fresh with a new vision. Enjoy the small-town charm of Winterport, with local restaurants, gas stations, a winery, and convenient shopping nearby. Deb's Variety is just four minutes up the road for those quick stops and everyday essentials. Outdoor enthusiasts will appreciate the town's snowmobile trails, local snowmobile club, and Blueberry Hill walking trail. History and adventure are just a short drive away! Fort Knox and the Penobscot Narrows Bridge and Observatory are approximately 20 minutes away. The observatory, located on the impressive Penobscot Narrows Bridge, is the tallest public bridge observatory in the world and the first of its kind in the United States. Conveniently located approximately 25 minutes from the coastal charm of Belfast, 30 minutes from Bucksport, and 30 minutes from Bangor, this property offers a balance of small-town living and accessibility to shopping, dining, and other amenities. The nearest highway on-ramp is approximately 17 minutes away. The property is also located within the Hampden school district. Whether you're looking for an affordable home, a project to make your own, or an opportunity to enjoy the charm and character of a historic Maine community, this Winterport property is full of potential! Bring your ideas and discover the possibilities! Unknown if trailer has been moved more than once.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
1681948
Type:
Single Family
Lot size:
5.66 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Signature Group Real Estate 207-433-0485
View additional info

ADDITIONAL INFORMATION

So much more than meets the eye! Set on 5.66 private acres in Winterport, this spacious 5-bedroom, 3-bath Cape has undergone extensive interior renovations, giving you the comfort and appeal of a beautifully updated home in a peaceful country setting. Improvements go well beyond cosmetics and include a beautiful new kitchen, new flooring, many new windows and doors, added insulation, sheetrock, bathrooms and numerous additional updates throughout. The flexible floor plan offers plenty of room for family, guests, home offices, or hobbies, with the added convenience of first-floor laundry. An attached 20' x 22' garage and detached barn/shed provide excellent space for vehicles, tools, toys, and storage. The walkout partially finished basement also offers great potential for future expansion. Step outside onto the rear deck and enjoy the privacy of your own backyard retreat. With 5.66 acres and your very own pond, there's room to explore, garden, watch wildlife, catch frogs, or simply enjoy the peace and quiet of country living. Located in Winterport with convenient access to both the Bangor and Belfast areas, this property offers the best of both worlds—a private Maine setting paired with a extensively renovated, move-in-ready home with room to grow.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,980
Status:
Active
MLS#:
1681896
Type:
Single Family
Lot size:
0.11 Acres
Year built:
1859
A broker reciprocity listing Courtesy: Better Homes & Gardens Real Estate/The Masiello Group 207-338-3500
View additional info

ADDITIONAL INFORMATION

This lovely, historic 1859 Winterport home is steeped in unique character with classic exterior gingerbread scrollwork, while the interior showcases antique moldings, large bay windows, and elegant shutters. Original hardwood floors remain in the living room which could also be used as a first-floor bedroom or office. At the heart of the living space sits a brand-new Hearthstone Woodstock wood stove, offering both an efficient heat source and an attractive visual centerpiece. The home has an extensive list of recent high-efficiency mechanical upgrades:Climate Control (2021): Six zone heat pump wall units providing efficient heating and cooling.Heating & Hot Water (2019): High-performance Biasi B5 furnace paired with a Rheem hybrid hot water heater featuring Wi-Fi connectivity. Insulation (2020): Professionally spray-foamed basement and R-49 cellulose blown-in attic insulation for maximum energy retention. Plumbing & Infrastructure: PEX plumbing lines and a new water filtration system installed in 2019, followed by a brand-new oil tank and lines completed in March 2026. Outside, the property boasts two spacious garages. One garage is equipped with a chimney ready for buyer to install a wood stove for heat. This would make it a perfect year-round workshop. Perfectly situated for both commuting and recreation, this home is just 25 minutes to Belfast or Bangor, and only moments away from two local marinas for effortless access to the water. Don't miss this rare opportunity to own a turnkey piece of Maine history!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,026
Status:
Active
MLS#:
1681210
Type:
Single Family
Lot size:
0.46 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Better Homes & Gardens Real Estate/The Masiello Group 207-942-6711
View additional info

ADDITIONAL INFORMATION

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

Beds:
3
Baths:
3.00
Sq.Ft.:
1,944
Status:
Active
MLS#:
1681009
Type:
Single Family
Lot size:
5.5 Acres
Year built:
1993
A broker reciprocity listing Courtesy: Two Rivers Realty, LLC 207-469-9930
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,521
Status:
Active
MLS#:
1680852
Type:
Single Family
Lot size:
1.37 Acres
Year built:
2026
A broker reciprocity listing Courtesy: NextHome Experience 207-573-7400
View additional info

ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
1679506
Type:
Single Family
Lot size:
0.83 Acres
Year built:
1974
A broker reciprocity listing Courtesy: NextHome Experience 207-573-7400
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,400
Status:
Active
MLS#:
1677693
Type:
Single Family
Lot size:
3 Acres
Year built:
1947
A broker reciprocity listing Courtesy: Keller Williams Realty 207-553-2605
View additional info

ADDITIONAL INFORMATION

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,430
Status:
Active
MLS#:
1677342
Type:
Single Family
Lot size:
1.1 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices Northeast Real Estate 207-942-8261
View additional info

ADDITIONAL INFORMATION

Welcome to 556 Stream Road in Winterport, where comfortable one-floor living meets a peaceful country setting. The light-filled living room features vaulted ceilings and an open, airy feel, creating an inviting space for everyday living and entertaining. Whether you're downsizing or purchasing your first home, the practical layout offers two generously sized bedrooms and a smaller third bedroom that could serve as a home office. The primary suite includes a private bath and a spacious walk-in closet, while the heated utility room adds year-round functionality. Outside, the large back deck is ideal for summer cookouts, relaxing evenings, and gathering with friends. An above-ground pool adds warm-weather enjoyment, and two storage sheds provide space for lawn equipment, tools, and seasonal belongings. Enjoy the tranquility of country living approximately 20-30 minutes from Hampden, Bucksport, and Belfast, with convenient access to shopping, dining, recreation, and the coastal attractions of Midcoast Maine. With inviting indoor spaces and room to enjoy the outdoors, 556 Stream Road is ready to welcome you home.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
1674935
Type:
Single Family
Lot size:
1.5 Acres
Year built:
2012
A broker reciprocity listing Courtesy: Maine Country and Coast Real Estate 207-338-3344
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,268
Status:
Active
MLS#:
1670278
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1790
A broker reciprocity listing Courtesy: Realty of Maine 207-942-6310
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,612
Status:
Active
MLS#:
1670092
Type:
Single Family
Lot size:
2 Acres
Year built:
1972
A broker reciprocity listing Courtesy: ERA Dawson-Bradford Co. 207-947-6788
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,325
Status:
Active
MLS#:
1662316
Type:
Single Family
Lot size:
10.4 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Better Homes & Gardens Real Estate/The Masiello Group 207-942-6711
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
1656713
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Maine Country and Coast Real Estate 207-338-3344
View additional info

ADDITIONAL INFORMATION

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!

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Andrea D. Conner, License DB922721, Xome Inc., License AC90602770, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.



Winterport Real Estate

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.

Winterport Weather

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.

Winterport Map

Winterport Real Estate Market Conditions

  • Median sales price

    $274,450
    19%
    change since last quarter
  • # Active listings

    37
    30-day change

Winterport Schools and Demographics

Education near Winterport, ME

City County
High School Graduates 93.65 93.06
College Degree - 2 year 6.88 8.56
College Degree - 4 year 32.48 32.9
Graduate Degree 12.8 9.54
Expenditures per Student 18,107 18,107
Students per Teacher 9.8 9.8

Elementary Schools near Winterport, ME

Grades Students P/T Ratio ZIP
Center Drive School PK - 08 415 14 04474
Dedham School PK - 08 190 12.1 04474
Earl C McGraw School PK - 02 338 14.4 04444
George B Weatherbee School 03 - 05 338 13.2 04444
Leroy H Smith School PK - 04 306 13.3 04496
Monroe Elementary School PK - 05 69 11.2 04951
Newburgh Elementary School PK - PK 16 04444

Middle Schools near Winterport, ME

Grades Students P/T Ratio ZIP
Reeds Brook Middle School 06 - 08 361 14 04444
Samuel L Wagner Middle School 05 - 08 237 12.8 04496

High Schools near Winterport, ME

Grades Students P/T Ratio ZIP
Hampden Academy 09 - 12 693 13.5 04444

Demographics near Winterport, ME

City County
Neighborhood Type Small Town
Population 3,845 39,618
Population Density 108 54
Median Age 44.8 46.5
People per Household 2.4 2.3
Median Household Income 80,958 59,880
Average Income per Capita 37,028 32,966

Real estate near Winterport