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57 Annabessacook Rd, Winthrop
$306,000
3 Beds ⋅ 2 Baths
Welcome to this 1950s 1.5-story Cape-style home offers a comfortable layout, plenty of storage, and room to make it your own. Enter through the mudroom/laundry area, which flows into the dining room and kitchen, then into the spacious living room featuring a pellet stove for added warmth and efficiency on those cold Maine nights. A first-floor bedroom offers convenient one-level living options, while upstairs you'll find two additional bedrooms with a half bath in between. The unfinished basement offers even more versatility with multiple rooms ready to serve a variety of uses. One unique space was previously used as a photography darkroom, while another provides a dedicated workshop area ready for home projects, hobbies, and additional storage. Outside, you'll appreciate the paved driveway, front deck, perfect for sitting back and relaxing. Enjoy the large open side yard with plenty of room to play, garden, or simply enjoy the outdoors. One of the standout features is the detached three-bay barn-style garage offering generous storage, along with an additional detached one-bay garage for even more space. Move-in ready with an opportunity to add your own personal touches and updates over time. Set just outside of town while still convenient to local amenities, with an easy commute toward Augusta or Lewiston-Auburn. Come take a look, could be just what you've been looking for!

57 Annabessacook Rd, Winthrop

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 2073956063

567 Mount Pisgah Rd, Winthrop
$259,900
2 Beds ⋅ 1 Baths
Enjoy peaceful country living in this move-in-ready two-bedroom Cape-style home, built in 1994 and situated on 0.92 acres in Winthrop. Inside, you'll find a fresh coat of paint, a newer Monitor heater, and a cozy wood stove, perfect for those chilly Maine nights. The home is ready to enjoy as-is while still offering the opportunity to add your own personal touches and updates over time. The septic system was recently pumped and is designed for three bedrooms, offering additional possibilities for the future. A true highlight of this property is the impressive oversized two-car garage, built in 2020. With an abundance of space for vehicles, recreational toys, a workshop, hobbies, or additional storage, this garage is a fantastic feature that's hard to find. An additional garden shed set on its own slab provides even more convenient storage. Tucked into a country setting yet conveniently located within reach of Augusta and Lewiston-Auburn, this property offers a wonderful combination of privacy, practicality, and potential. Come see it for yourself, you may just find the home, space, and garage you've been waiting for!

567 Mount Pisgah Rd, Winthrop

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 2073956063

34 Maranacook Station Ln, Winthrop
$497,500
4 Beds ⋅ 1 Baths
Wonderful sunrise views over Maranacook Lake! This three season cottage comes with 130' of waterfront and expansive views. The 1032 square foot cottage offers 2 bedrooms on the main level, Enter into the cottage and look through the sliders to the glistening water beyond. Enjoy family and friends on the open porch before spending the day on the water. The galley style kitchen has lots of natural light through the skylight and bow window which makes a pleasant place to cook meals! The living room has pine floors and is warmed by a wood burning field stone fireplace with energy efficient insert. A lakeside 8' X 28' glassed in porch for dining at water's edge or for listening to the loons while napping in the afternoons. The second story has 2 bedrooms and lake views! The cottage is heated with a monitor heater and has laundry on the main level for convenience. A two car garage is very helpful for storage of boats and water toys. Enjoy all the best of Maranacook Lake with wonderful bass fishing, boating and swimming right outside your door. Central Maine location is perfect spot for you to slow down relax and enjoy lakefront living.

34 Maranacook Station Ln, Winthrop

Listing courtesy of Homestead Realty.

39 Spruce St, Winthrop
$385,000
3 Beds ⋅ 3 Baths
Perched at the top of Spruce Street, this contemporary post and beam home features gorgeous elevated views and a private setting on 1.46 wooded acres. Step inside to an open, light filled layout with vaulted ceilings, a dramatic two story atrium, and living room with wood burning brick fireplace. The spacious primary suite features a full bath and balcony overlooking the atrium. The four season sunroom and deck are wonderful spaces to relax and enjoy the scenery. Recent updates include all new flooring, heat pumps on each level, re-insulated attic, new 320 gallon oil tank, new water softener system, and new garage doors. An attached two car garage adds convenience. Enjoy a peaceful mountaintop setting while still being close to Winthrop shopping and dining, nearby lakes and recreation, and convenient access to major routes for travel throughout Central Maine. A special property combining beautiful views, character, updates, and convenience.

39 Spruce St, Winthrop

Listing courtesy of EXP Realty.

196 Case Rd, Winthrop
$498,000
4 Beds ⋅ 2 Baths
Space, storage & location come together in this expansive, move-in-ready Winthrop Saltbox! Set on a peaceful 1.13-acre country setting, this spacious 4-bedroom, 2-bath home offers a flexible layout with room for everyone and storage, storage, storage! Enter from the attached 2-bay garage into a convenient mudroom that leads to the kitchen and flows naturally into the dining and living areas. Cathedral ceilings add to the open feel, while a heat pump provides year-round comfort. The main floor also features a bedroom with a bonus cedar closet, bath, laundry, pantry and direct access to the back deck. Upstairs you'll find additional bedrooms, a full bath and generous closet space. The finished lower level adds even more possibilities with the 4th bedroom, recreation room and office. A sliding glass door provides walkout access from the recreation room, while the office offers an additional walkout beneath the deck. Storage is truly a standout here, with closets throughout, extensive storage above and below the garage, plus a generator hookup in the garage for added convenience. Outside, enjoy established landscaping, a paved driveway and plenty of space to relax. The location gives you the best of both worlds, country living while remaining close to Winthrop amenities. Hiking trails are within walking distance, and the public beach on beautiful Cobbosseecontee Lake is just minutes away. Spacious, well cared for and truly move-in ready, come see everything this Winthrop home has to offer! This is a home you won't outgrow anytime soon!

196 Case Rd, Winthrop

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 2073956063

11 Charles St, Winthrop
$259,900
3 Beds ⋅ 1 Baths
If you've been dreaming of owning your own home, this charming Cape-style property is ready to make that dream a reality! Tucked into a quiet neighborhood just minutes from downtown Winthrop, it offers the perfect blend of comfort, convenience, and affordability. Step inside to a freshly renovated first floor with a bright, inviting feel. The updated kitchen features new cabinets, countertops, and modern appliances, creating a welcoming space to cook and gather. Fresh paint and updated flooring make the home feel clean, comfortable, and move-in ready. The first floor also features original wood floors, a bedroom offering flexible living options, and a spacious sitting area warmed by a pellet stove — perfect for relaxing on chilly Maine evenings. The updated full bathroom includes a stylish tile shower surround. Upstairs, you'll find two additional bedrooms and convenient crawl-space storage. The full basement, accessible both inside and outside, provides plenty of room for storage, hobbies, or projects. A pool table is included with the sale! Outside, enjoy a flat, fenced-in backyard with a gazebo platform — perfect for summer gatherings, gardening, or simply relaxing outdoors. The detached one-car garage provides protection from Maine winters and additional storage. A low-maintenance metal roof adds another great benefit for easy homeownership. And the location is hard to beat! The public beach and boat launch are less than a mile away, while local schools are also conveniently located within a mile. Downtown Winthrop is just a short distance away, offering shops, restaurants, and everyday amenities. Bright, updated, affordable, and move-in ready — this is a wonderful opportunity to put down roots and start building your future in Winthrop!

11 Charles St, Winthrop

Listing courtesy of Keller Williams Realty.

549 Old Lewiston Rd, Winthrop
$299,900
3 Beds ⋅ 3 Baths
Bring your vision and color palette to this spacious **3-bedroom, 2-bath ranch in Winthrop!** Set on **1.30 acres**, this property offers **1,586 sq. ft. of living space on the main level** plus an additional **858 sq. ft. of finished walk-out daylight basement**, giving you plenty of room to spread out. The main level features a comfortable layout with a **fireplace**, three bedrooms, and two baths. The finished lower level provides excellent additional living space and easy access to the large yard. Outside, you'll enjoy a **nice, spacious yard** with plenty of room for gardening, recreation, entertaining, or simply enjoying the peaceful setting. The home is ready for some updating, offering an opportunity to make it your own. The bathrooms could use updating, along with fresh paint and some new flooring. Bring your ideas, choose your colors, and add your personal touches to create the home you've been looking for. **With its generous acreage, finished lower level, and solid ranch-style layout, this Winthrop property offers plenty of potential!** Home is being 'Sold As Is where Is'

549 Old Lewiston Rd, Winthrop

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

147 Memorial Dr, Winthrop
$389,750
3 Beds ⋅ 1 Baths
Coveted and sought after Memorial drive location with Marancook lake shared waterfront , The best of both worlds Waterfront views from your side deck and just 97 steps to the shared waterfront. Nice gradual waterfront for swimming and enjoyment Stunning sun sets and affordable taxes .Three bedrooms, and one full bath with 960 square feet of living. An open concept kitchen -dining room and lakeside living room that is 17.9 by 11.5 . Your composite deck is 24.4 by 8.7 and the perfect place to entertain grille and relax. Multiple heat pumps provide efficient whisper quiet heating and cooling, keeping the home comfortable through every season, The heated walkout basement adds to the flexible workshop, recreation area, storage hobbies, or whatever suits your needs. Possible to add more bedrooms and baths if you prefer . An additional back lot is included and all ready for a garage or accessory dwelling unit .This properties location is ideal .Enjoy this wonderful waterfront community and level front lawn . This home is flexible and you can use your imagination for what it could be Finish the basement and add a garage . You could also reconfigure the layout to meet your desires .Easy to do .Whether you're looking for a year round home , a place to enjoy the lake, an investment property , or the opportunity to own in one of Winthrop's most desirable neighborhoods. 147 Memorial drive offers it all .See it now on -line with the Matterport tour or schedule your showing now

147 Memorial Dr, Winthrop

Listing courtesy of LAER.

670 Old Lewiston Rd, Winthrop
$220,000
2 Beds ⋅ 1 Baths
Welcome to 670 Lewiston Rd in Winthrop, a beautifully remodeled ranch that is truly move in ready and waiting for its next owner! This charming 2 bedroom home has been thoughtfully refreshed from top to bottom, offering the perfect blend of modern updates, comfortable living, and a fantastic outdoor space. Step inside to find all new flooring, fresh interior paint, and a beautifully updated kitchen and bathroom that give the home a fresh, inviting feel. Additional improvements include some new windows, a brand-new deck, new hot water tank, and more, giving buyers peace of mind and making this one easy to love from day one. Outside, the property really shines with a beautiful lot and huge backyard offering plenty of room for entertaining, gardening, pets, recreation, or simply enjoying your own private outdoor space. If you're looking for a low-maintenance home, this one checks the boxes! Turn-key, updated, affordable, and ready to go--this is the one you've been waiting for! Don't wait to see it, homes this move-in ready won't last long!

670 Old Lewiston Rd, Winthrop

Listing courtesy of The Maine Real Estate Experience.

77 Wedgewood Dr, Winthrop
$579,000
3 Beds ⋅ 3 Baths
Nestled in a wonderful, quiet neighborhood, this beautifully maintained Cape/Contemporary home offers the perfect blend of comfort, style and natural beauty. Set on the shores of scenic 18-acre Kezar Pond, this exceptional property provides a peaceful waterfront lifestyle where you can canoe, kayak, fish, swim, or simply enjoy the abundant wildlife right from your own backyard. Inside, you'll find a thoughtfully designed floor plan with room for everyone. The spacious kitchen features classic oak cabinetry, granite countertops, and plenty of workspace for cooking and entertaining. The dining room showcases beautiful hardwood floors, while the inviting living room offers a comfortable place to relax. A separate three-season porch provides the perfect spot to enjoy the changing season and tranquil pond views. The main level includes a convenient first-floor bedroom and full bath, making single-level living an option. Upstairs are two additional bedrooms and another full bath. The finished lower level offers outstanding flexibility with a home office, a spacious family room featuring a charming brick fireplace, and a half bath with laundry. Additional highlights include an attached three-car garage, automatic whole-house generator, and a recently installed roof for added peace of mind. Beautiful landscaping enhances the home's curb appeal and creates an inviting outdoor setting. Located just 10 minutes from Augusta and Interstate 95, this home offers the serenity of country living with easy access to shopping, dining, and commuting. In wonderful condition and set in an exceptional waterfront location, the is a rare opportunity to own a home that combines quality, convenience, and the beauty of Maine living.

77 Wedgewood Dr, Winthrop

Listing courtesy of Sprague & Curtis Real Estate. earle@spragueandcurtis.com

41 Birch St, Winthrop
$385,000
3 Beds ⋅ 2 Baths
Well-maintained 3-bedroom, 2-bath Cape situated on a private 1.62-acre lot on a public dead-end road, offering a peaceful setting while still being conveniently close to town. Built in 2003, this home offers approximately 1,850 square feet of living space plus an unfinished basement with excellent storage or expansion potential. The first floor features a large eat-in kitchen, spacious living room with a wood stove, two bedrooms, and a full bath, allowing for convenient one-floor living if desired. The second floor includes a large primary bedroom with bath plus an additional open area that would make a great family room, office, or could potentially be converted into a 4th bedroom. Additional features include a second wood stove in the basement, whole house generator, good overall condition, and a nice blend of privacy and convenience. A great opportunity for anyone looking for space, flexibility, and a quiet location close to town.

41 Birch St, Winthrop

Listing courtesy of Rizzo Mattson. 207-622-9000

256 Narrows Pond Rd, Winthrop
$445,000
3 Beds ⋅ 3 Baths
The kind of home that makes you want to unpack your boxes and stay awhile! Beautifully updated and meticulously maintained, this inviting Colonial offers a wonderful combination of modern style, thoughtful updates, and a peaceful setting just minutes from town. At the center of the home is the spacious open-concept kitchen and dining area—a natural gathering spot featuring plenty of cabinetry, granite countertops, and a large center island perfect for morning coffee, casual meals, or entertaining friends and family. With three bedrooms and three bathrooms, there's plenty of room to spread out, while the spacious primary suite offers a quiet retreat complete with a walk-in closet and private ensuite bath. Everyday living is made easier with a dedicated first-floor laundry room that opens directly to the backyard. Outside, the .46-acre lot offers plenty of space to enjoy the seasons, with a fenced area ideal for pets, gardening, or simply creating your own private outdoor oasis. Relax on the back porch, gather around the firepit on summer evenings, and take advantage of the generously sized storage shed for all your tools, equipment, and seasonal gear. And when it's time to head out, you're just minutes from downtown, shopping, dining, local boat launches, and the amenities you need. Whether your perfect day involves coffee on the porch, an evening around the fire, or a day on the water, this home makes it easy to enjoy it all. Beautifully cared for, thoughtfully designed, and ready for its next chapter—come see why this one deserves a spot at the top of your list!

256 Narrows Pond Rd, Winthrop

Listing courtesy of Sprague & Curtis Real Estate. lori@spragueandcurtis.com

247 Winthrop Center Rd, Winthrop
$295,000
3 Beds ⋅ 2 Baths
Fantastic New Price! Historic Winthrop Gem Full of Character & Opportunity! If you've been searching for a home with history, timeless craftsmanship, and room to make it your own, this is your opportunity. Located in Winthrop's Historic District, this home is believed to date back to the 1850s (town records indicate 1910) and offers 2,312 square feet filled with original architectural details that have stood the test of time. From its classic character to its generous floor plan, this home offers a rare opportunity to own a piece of Winthrop's history while adding your own personal touch. Thoughtful updates include a new metal roof, nearly all new windows (with only one small bathroom window remaining), all new interior doors, two new exterior doors, and a generator hookup for added peace of mind. The spacious eat-in kitchen opens to a welcoming front deck, perfect for enjoying your morning coffee or grilling on warm summer evenings. The flexible first-floor layout includes a living room, office, formal living room, bedroom, large laundry room, and half bath, offering options for today's lifestyle. Just off the main level, the former summer kitchen provides direct access to the backyard and presents exciting possibilities. With a little vision, this area could become the perfect transition to a beautiful outdoor entertaining space or private backyard patio. Upstairs, you'll find three additional bedrooms and a spacious full bath featuring double sinks, a classic clawfoot tub, and a separate stand-up shower. With multiple living spaces, abundant storage, and endless possibilities. Enjoy the peaceful charm of a country setting while remaining just minutes from Augusta and approximately 30 minutes from the Lewiston / Auburn area.

247 Winthrop Center Rd, Winthrop

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. 2073956063

974 Sturtevant Hill Rd, Winthrop
$465,000
4 Beds ⋅ 2 Baths
Imagine all the space you will have with this 10 room home. This home has been expanded over the years and provides one with so many options. There is even an insulated unfinished basement just waiting for your creative ideas. You have a spacious eat in kitchen, formal dining room, large living room and a den on the lower level. All bedrooms are on the main level. The primary bedroom with its own bathroom and laundry has a nice balcony-the perfect place to enjoy your morning coffee and after work glass of wine. This home sits on almost an acre with lovely flower gardens and a fenced in back yard and paved drive. Just a quick drive down the hill and you're on Main Street with all of it's shopping or at the town park on the shores of Maranacook Lake. You have to see this one to appreciate all it has to offer. The town tax records indicate it is a 5 bedroom home, however, the septic design was not able to be located showing the size of the leach field.

974 Sturtevant Hill Rd, Winthrop

Listing courtesy of Lakehome Group Real Estate. info@lakehomegroup.com

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