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$899,500
4 Beds ⋅ 2 Baths ⋅ 1679578 MLS
A rare find on desirable Lake Cobbossee. This beautifully landscaped and meticulously maintained property has privacy, comfort, a gorgeous view, and one of the largest shorelines and best locations on the lake. Relax into the sound of loons from sunrise to sunset on the large screened porch. Walk just a few steps down the natural granite steps to the dock and enjoy the convenience of your own boat launch, and oversized garage for storing watercraft or vehicles. Inside are 4 bedrooms, 2 bathrooms, and a large family space with a cathedral ceiling and warm wood interior with windows all around. A fireplace insert will ensure coziness on cooler evenings. This one-of-a-kind property and home is a must see!

34 N Heritage Woods Ln, Winthrop

Listing courtesy of Homestead Realty.

$524,000
4 Beds ⋅ 2 Baths ⋅ 1679526 MLS
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
$259,900
3 Beds ⋅ 1 Baths ⋅ 1679077 MLS
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.

$249,900
3 Beds ⋅ 1 Baths ⋅ 1678998 MLS
Winthrop - Charming and inviting 3-bedroom, 1-bath home in a convenient Winthrop location. This well-kept property features beautiful hardwood floors, a comfortable layout, and a full basement offering plenty of storage space and potential for additional use. Enjoy relaxing outdoors around the fire pit, surrounded by a peaceful, wooded setting. Conveniently located close to local amenities, shopping, dining, and recreation, this home offers a great combination of comfort, charm, and convenience.

3 Hillside Ave, Winthrop

Listing courtesy of Brookewood Realty.

$239,000
3 Beds ⋅ 2 Baths ⋅ 1678988 MLS
Welcome to this beautiful double wide mobile just waiting for you to move in within walking distance to downtown Winthrop. This home offers 3 bedrooms, two full baths and an open concept kitchen/living room that will make hosting holiday gatherings or family game nights comfortable and roomy. If you like gardening or just want to relax, you will have plenty of opportunity to spend time in the privacy of your own backyard. You have a one car garage along with convenient off-site parking right next door for any large gatherings. You are just a few minutes from downtown Winthrop offering you plenty of shopping and restaurants. Don't miss out on this easy maintenance home leaving you years of worry-free living.

114 Rte 133, Winthrop

Listing courtesy of Maine Real Estate Experts. Kellyatmainehomes@gmail.com
$59,900
1678869 MLS
Located In a subdivision of very fine homes sits this just under 2-acre lot. Highly sought after Winthrop location. Bring us your plans, Open views, paved road public water and private sewer in place. All building needs to be constructed by B.L. Williams.

6 Fox Run Lane Ln, Winthrop

Listing courtesy of Brookewood Realty.

$699,000
2 Beds ⋅ 1678773 MLS
Rare opportunity to own a newly created 3.4± acre lakefront property with approximately 70 feet of frontage on beautiful Maranacook Lake and additional road frontage on Memorial Drive. Tucked away in a quiet setting, this property offers the peaceful escape of lakefront living while remaining conveniently close to the amenities of town. The existing cottage is ready for restoration, offering a blank canvas for its next owner to bring their vision to life. Whether you dream of restoring the cabin into a cozy seasonal retreat or creating a special place for family and friends to gather for years to come, the possibilities are yours to explore. Positioned along the eastern side of Maranacook Lake, enjoy beautiful westerly facing views with the sun setting directly across the water in front of the home. Imagine spending summer days boating, swimming, and fishing, followed by peaceful evenings by the water as the sky changes colors over the lake. Known for its recreational opportunities, Maranacook Lake offers plenty to enjoy throughout the seasons, including bass fishing in the warmer months and ice fishing during Maine's winter season. Enjoy the convenience of being just a short distance from town, shopping, restaurants, and everyday amenities, while coming home to a quieter setting where you can slow down and enjoy the beauty of the lake. Here, you can have the best of both worlds; close enough to everything you need, yet far enough away to feel like you've escaped it all. With lake frontage, acreage, additional road frontage on Memorial Drive, and an existing cottage ready for its next chapter, this property offers an exciting opportunity for someone with vision. Restore, reimagine, and create your own special place on Maranacook Lake, where summer days are spent on the water, winter brings new adventures, and every evening can end with a sunset directly in front of your home.

31 Mcvicker Ln, Winthrop

Listing courtesy of Integrity Homes Real Estate Group, PC.

$375,000
3 Beds ⋅ 2 Baths ⋅ 1677476 MLS
Welcome to this charming single-family home, lovingly cared for by the same owners for 40 years. Set on approximately 4 acres, this 3-bedroom, 2-bath property offers a wonderful blend of comfort, privacy, and convenience. Inside, you'll find approximately 2,300 square feet of living space featuring beautiful hardwood floors and a comfortable layout. A heat pump provides efficient heating and cooling, while a whole-house generator offers peace of mind year-round. Nature lovers and outdoor enthusiasts will appreciate having Narrows Pond just down the road, providing easy access to the beauty and recreation of the area. With four acres to enjoy, there's plenty of room for gardening, outdoor activities, or simply relaxing in your own private setting. After four decades of ownership, this well-loved home is ready for its next chapter. A wonderful opportunity to own a property with land, character, and desirable features in a peaceful setting.

231 Narrows Pond Rd, Winthrop

Listing courtesy of Sprague & Curtis Real Estate.

$379,500
3 Beds ⋅ 2 Baths ⋅ 1677161 MLS
Your Maine waterfront lifestyle starts here! Set along the scenic shores of Little Cobbosseecontee Lake, this inviting Winthrop home offers the perfect setting for swimming, kayaking, fishing, entertaining, or simply relaxing by the water. Enjoy all four seasons, with winter bringing the added opportunity for ice fishing and the peaceful beauty. With 1,800+ square feet of comfortable living space, the home features 3 bedrooms, 2 bathrooms, an additional sleeping area, gleaming hardwood floors, a cozy fireplace, and a dedicated laundry room. Numerous recent updates--including the kitchen, bathrooms, appliances, doors, and fresh interior paint--make this home move-in ready while maintaining its comfortable Maine character. A unique hideaway door cleverly conceals the mechanical room, adding both character and functionality to the home. A home office space and workshop provide valuable flexibility for remote work, hobbies, projects, or additional storage. Outside, the expansive open backyard offers plenty of room for entertaining, gardening, outdoor games, or enjoying peaceful afternoons beside the water. A durable metal roof provides added longevity and peace of mind, while the property's convenient location puts you just minutes from Augusta for shopping, dining, entertainment, golf, and area attractions. Portland also less than an hour away, making it an easy commute to Jetport or enjoy the city's restaurants, shopping, waterfront, arts, and entertainment. Whether you're looking for a year-round home, a four-season Maine getaway, or your own piece of waterfront property, 2576 US Route 202 offers a rare combination of waterfront recreation, recent updates, usable outdoor space, unique character, and classic Maine living. SHOWINGS TO BEGIN 8/30 WITH OPEN HOUSE 11A-2P

2576 Us-202, Winthrop

Listing courtesy of Keller Williams Realty.

$336,000
3 Beds ⋅ 3 Baths ⋅ 1676700 MLS
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
$389,750
3 Beds ⋅ 1 Baths ⋅ 1675951 MLS
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.

$229,000
2 Beds ⋅ 1 Baths ⋅ 1675829 MLS
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.

$470,000
3 Beds ⋅ 2 Baths ⋅ 1675236 MLS
Lake views fill every room, creating a serene backdrop throughout the home. The spacious living room features cathedral ceilings and a cozy propane stove, making it the perfect gathering place on cool evenings. Enjoy meals on the expansive screened porch or in the sunny breakfast nook, both offering beautiful water views just steps from the kitchen. The walk-out lower level includes two private guest bedrooms, providing family and friends with easy access to the waterfront. Upstairs, the primary suite offers a peaceful escape with sliding glass doors leading to its own private lakeside deck--the ideal spot to enjoy your morning coffee while taking in the tranquil views. Outside, a dock system is ready for all your waterfront adventures, while a separate workshop provides space for hobbies, projects, and convenient winter storage. With breathtaking sunsets, exceptional privacy, and direct access to one of the area's most desirable lakes, this property is a true Maine waterfront getaway.

81 Merganser Ln, Winthrop

Listing courtesy of Homestead Realty.

$850,000
2 Beds ⋅ 1 Baths ⋅ 1674919 MLS
Fabulous waterfront cottage on highly desirable Cobbossee Lake! Situated on the lake's west shore, this exceptional property enjoys breathtaking views down the lake. Designed for entertaining and creating lifelong memories, this charming 2-bedroom, 1-bath cottage offers an impressive 230 +/- feet of excellent waterfront on a beautiful, private 1.84-acre lot. Opportunities like this are rare on Cobbossee Lake. The property features outstanding swimming and boating frontage, along with the convenience of a private boat launch right on the property. Located close to the water's edge, the cottage provides an exceptional waterfront experience with spectacular lake views from throughout. This seasonal retreat is equipped with electric heat, a fireplace, and a wood stove, making it comfortable for extended three-season enjoyment. Inside, you'll find a welcoming enclosed porch, a spacious living room with wood floors, and an open kitchen perfect for gathering with family and friends. Additional features include a detached three-car garage with storage above, offering plenty of room for vehicles, boats, and recreational equipment. Beautifully furnished and tastefully decorated, the property is being sold mostly furnished, with only a few exclusions, making it a truly turnkey waterfront retreat ready to enjoy from day one. The seller respectfully requests an offer deadline of Sunday August 9th by 5pm with a response time of August 10th by 5pm.

117 Lower Diamond Farm Ln, Winthrop

Listing courtesy of Rizzo Mattson. 207-622-9000
$579,000
3 Beds ⋅ 3 Baths ⋅ 1674236 MLS
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
$725,000
3 Beds ⋅ 2 Baths ⋅ 1673596 MLS
Own your own peninsula on beautiful Annabessacook Lake and experience a combination of privacy, panoramic water views, and exceptional waterfront. As the last home at the end of the road, this year-round property includes 672 feet of private frontage, surrounding you with water and creating the feeling of a secluded lakeside retreat while remaining just minutes from the amenities of Winthrop. Designed to capture the beauty of the lake from nearly every room, the home features 3 bedrooms, 2 full baths, a spacious living room with lake views and a wood-burning stove that creates the perfect gathering space in every season. The fully equipped kitchen offers granite countertops, tile flooring, and opens to inviting dining and living spaces ideal for entertaining. Step outside and experience the best of Maine lake life--from morning coffee overlooking the water to afternoons spent swimming, boating, kayaking, and fishing from your own shoreline. The dock conveys, and the sandbar just off the point is a wonderful spot to anchor, swim, and enjoy long summer days on the lake. Whether you're searching for a year-round residence, a vacation getaway, or a legacy property to enjoy for generations, opportunities like this are exceptionally rare. Properties with this much waterfront, this level of privacy, and the unique opportunity to truly own your own peninsula seldom come to market. Please note: The new lakeside deck will require modifications to complete the permitted project. The approved building permit and plans are in hand and will convey with the property.

85 Woods Grove Ln, Winthrop

Listing courtesy of EXP Realty.

$615,000
2 Beds ⋅ 1 Baths ⋅ 1672554 MLS
Newer kitchen, updated 2 BD, 1 BA home with 60' of deep-water frontage on beautiful Cobbossee Lake! Just feet from the water's edge, you can not ask for a more tranquil spot. Stunning sunrises and views of the lighthouse from one of the many decks leading to a NEW dock system. Newer windows and fully furnished! This is a year round home with heat pump and a pellet stove + spray-foam insulation! Sunrise Place as the owners call it, sits on the banks of Lake Cobbosseecontee in E. Winthrop! Beautiful waterfront cottage offers stunning water views. Multiple outdoor decks and a dock provide for outdoor living. Relax and unwind to the song of the loons and a vista of Ladies Delight Lighthouse! Swim, kayak, fish, paddle board, grill, dine and enjoy 2 fire pit options. There are 2 nearby boat launches, dock your boat on site or rent a boat! Lake Cobbosseecontee is 1 miles long, over 5000 acres, and is known for large and small mouth bass fishing. This home can comfortably accommodate a large family or group of friends. The main bedroom has a king bed as well as a futon. The 2nd bedroom has a trundle bunk with a full and 2 twin beds. The living room has a sofa bed. Plenty of space for storage. Whether you're seeking a peaceful lakeside retreat or a fun-filled family vacation, this waterfront property in Winthrop is the perfect choice. Included is a pellet stove, gas fire pit, 3 decks with outdoor furniture, beverage refrigerator on the outside deck. Heat pump for cooking/heating. Inflatable rafts for kids and adults, kayaks 1 double and 1 single. Life jackets, hangers, clothes steamer, countertop ice maker & Washer and dryer! Cottage is lake-water fed. Visit the quaint town of Hallowell, breweries abound. Enjoy some cider at Absolem, The Woodshed located at the Maine Cabin Masters storefront, offering food and entertainment. Boat over to the White Duck restaurant for dining. So much to see and do from this peaceful lakeside retreat

144 Heritage Woods Ln, Winthrop

Listing courtesy of Integrity Homes Real Estate Group, PC.

$1,200,000
3 Beds ⋅ 2 Baths ⋅ 1672392 MLS
Two year-round lake cottages, one exceptional Cobbossee offering. With two fully renovated, independent homes on one waterfront lot, the flexibility is rare: a private family compound, multi-generational living, the ability to comfortably host family and friends in their own private cottage, or the opportunity to offset ownership costs by renting one cottage while enjoying the other. Both homes have been thoughtfully renovated and are move-in ready with modern finishes while preserving the charm of a classic Maine lakefront retreat. One cottage offers two bedrooms, a full basement that is partially finished, and a spacious living room. The second features an open-concept first floor, a loft bedroom, and a stunning wall of windows showcasing panoramic lake views. The setting is private, yet easily accessible, on the desirable north side of Cobbossee Lake, a 9-mile lake renowned for boating, kayaking, seaplanes, islands, an active lake association, and some of Maine's finest bass fishing, including professional tournaments. Wake each morning to breathtaking south-facing views, with sunshine filling the property throughout the day. Outside, the property is beautifully appointed with underground LED lighting, landscaped perennial gardens, stone riprap along the shoreline, three private docks, and multiple outdoor gathering spaces designed for evenings around the fire, family cookouts, and relaxing after a day on the lake. The expansive side yard offers additional flexibility for lawn games, a tent for special gatherings, or even a camper for visiting family and friends. Enjoy every season Maine has to offer-from summer boating and swimming to spectacular fall foliage, winter ice fishing, and peaceful year-round escapes. Despite its tranquil waterfront setting, the property is just minutes from a full-service marina, golf, dining, shopping, MaineGeneral Medical Center, the State Capitol, and all the conveniences of Augusta.

7 & 11 Keyes Landing Ln, Winthrop

Listing courtesy of Your Home Sold Guaranteed Realty.

$675,000
5 Beds ⋅ 2 Baths ⋅ 1671611 MLS
Welcome Home! Experience ideal New England living with expansive views across 3.7 acres of rolling lawns to beautiful Maranacook Lake. Unwind on the spectacular 700+ square-foot deck, gather around the open fire pit for evenings of roasting marshmallows while the loons call across the water, or enjoy the changing seasons from the comfort of the glass-enclosed porch. Filled with warmth, sunlight, and timeless character, this gracious Victorian farmhouse offers the perfect blend of historic charm and modern convenience. Located just a short walk to town, you'll feel worlds away in this peaceful and picturesque setting. Enter through the sunny, south-facing breakfast porch, an inviting space to linger over morning coffee while soaking in the natural light. The charming kitchen features beadboard walls, stainless steel appliances, including a propane cookstove, and a tile floor that complements the home's classic farmhouse character. The formal dining room is designed for memorable gatherings, offering hardwood floors, built-in cabinetry, and a beautiful bay window. The front parlor is equally inviting with another bay window, hardwood floors, and abundant natural light. A convenient first-floor laundry room and full bath complete the main level. Upstairs, you'll find three to four light-filled bedrooms. The spacious primary suite features an oversized walk-in closet, an adjoining office or sitting area, and easy access to a full bath. An impressive two-story barn provides endless possibilities for storage, hobbies, or a workshop, with direct access to the deck and porch for seamless indoor-outdoor living. The barn comes with an electric car charger. This is more than a home--it's a lifestyle.

229 Rte 133, Winthrop

Listing courtesy of Homestead Realty.

$145,000
3 Beds ⋅ 2 Baths ⋅ 1669962 MLS
Well cared for 3 bedroom, 2 full bath home in desirable community. Enjoy the open concept this home offers with central air, paved driveway, and home generator. Primary bedroom with full bath. Two sheds for additional storage. Home features abundant light and private back yard with deck.

87 Pineland Dr, Winthrop

Listing courtesy of Homestead Realty.

$399,900
3 Beds ⋅ 2 Baths ⋅ 1665904 MLS
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
$445,000
3 Beds ⋅ 3 Baths ⋅ 1664292 MLS
Move right into this beautifully updated and meticulously maintained Colonial, where modern comforts and thoughtful design come together in a peaceful setting just minutes from town. The inviting open-concept kitchen and dining area is the heart of the home, featuring abundant cabinetry, granite countertops, and a large center island that's perfect for everyday living, entertaining, or gathering with family and friends. Offering three bedrooms and three bathrooms, this home provides a functional layout with plenty of space to spread out. The spacious primary suite serves as a private retreat with a walk-in closet and an ensuite bath. A standout feature is the dedicated first-floor laundry room with direct access to the backyard, making it easy to enjoy the fenced area designed with pets, gardening, or outdoor convenience in mind. Step outside to the back porch overlooking inviting outdoor living spaces, including a firepit area that's perfect for relaxing evenings or entertaining guests. A generously sized storage shed provides extra space for tools, lawn equipment, and seasonal items. Set on a picturesque .46-acre lot, this property offers the perfect balance of privacy and convenience, with downtown, local boat launches, shopping, dining, and other amenities just minutes away. Whether you're hosting friends around the firepit, enjoying a quiet morning on the porch, or heading out for a day on the water, this home is ready to complement the way you live!

256 Narrows Pond Rd, Winthrop

Listing courtesy of Sprague & Curtis Real Estate. lori@spragueandcurtis.com
$799,900
2 Beds ⋅ 2 Baths ⋅ 1663823 MLS
Nestled on the shores of beautiful Upper Narrows Pond, this stunning waterfront home at 38 South Upper Narrows Lane offers breathtaking water views, spectacular sunsets, and the peaceful lifestyle you've been dreaming of. Meticulously maintained and thoughtfully designed, this spacious 2,387 sq. ft. home combines comfort, style, and functionality in a truly picturesque setting. The well-landscaped property features a paved driveway, two garages, and an additional shed, providing plenty of space for vehicles, storage, and outdoor equipment. Inside, you'll find a bright and inviting open-concept layout highlighted by cathedral ceilings, beautiful built-ins, and a striking stone fireplace that creates a warm and welcoming atmosphere. The large kitchen is perfect for entertaining and everyday living, featuring granite countertops, ample cabinetry, and generous workspace. Relax year-round in the sunroom while taking in serene pond views and natural beauty surrounding the home. The spacious primary suite offers a private retreat complete with a walk-in closet and an elegant bathroom featuring a tiled shower and double vanity. The finished lower level adds even more living space with a cozy family room warmed by a pellet stove, two additional bedrooms, a full bathroom, and laundry area -- ideal for guests or extended family. Whether you're looking for a year-round residence or a waterfront getaway, this exceptional property offers comfort, charm, and the very best of Maine waterfront living.

38 S, Winthrop

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. DonnaPinkham@Masiello.com
$99,000
1661988 MLS
Incredible opportunity to own a 3.1-acre parcel in a prime Winthrop location, right next to the High School and Middle School--walk to both! You have axcess off Route 202 . This former apple orchard is a beautiful place to have your home or Multiple units up to five units providing flexibility and excellent visibility. With frontage off Route 202 and public sewer and a potential for public water , the possibilities here are wide open. Zoned for residential use this property could be ideal for a single-family home, duplexes, multi-family housing, or even condominiums. It borders established residential neighborhoods while offering exposure , making it a rare find in this area. One of the few remaining parcels of its kind in Winthrop--bring your ideas !

Us-202, Winthrop

Listing courtesy of LAER.

$978,000
1661444 MLS
Desirable mixed use property with established commercial and residential spaces, private lake and marsh frontage on Little Cobbossee, plus over 1,000 feet on rt 202. With 4.7 acres of neatly kept grounds, the buildings are set back with plenty of parking and green space, 8 minutes to the turnpike exit. Multiple professional office spaces, 2 apartments, and a seperate Chalet in the back for living onsite or additional income. Overall just a treasure of a property.

2518 Us 202, Winthrop

Listing courtesy of Albert Neal Real Estate Company.

$625,000
1623230 MLS
Multi tenanted office building in downtown winthrop Maine. Asking Cap rate of 9.28. Notable long term tenants: Levey, Wagley, Putman & Eccher, PA, Hewett & Whitney Engineers, Two Trees Forestry, and Cobbossee Water shed District

161 Main St, Winthrop

Listing courtesy of CORE.

$310,000
1659310 MLS
Huge potential with this commercial building in the downtown of Winthrop on busy Route 133. This property has high traffic counts is on a major connector road. This building has 3100 square feet of usable space on the first floor. The floor plan is made up of 4 shop areas and an office with a bathroom on the first floor. Two of the shop areas have radiant heat in the floor but needs a heat source. Tall 14 foot ceilings are on the first floor so plenty of room for whatever you decide to do with this multipurpose building. Up the wide staircase leads to two other large areas for whatever you need. The top floor has a possible additional 2400 square feet that is unfinished at this time. This property has been last used as auto repair and sales. You can repurpose this building for many uses including office space, storage manufacturing or as retail outlet for any purpose. Three phase power is at the street and there is a large parking area out behind the building. Bring your business ideas here now.

74 Rte 133, Winthrop

Listing courtesy of LAER.

$295,000
3 Beds ⋅ 2 Baths ⋅ 1657372 MLS
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
$1,675,000
1625027 MLS
Over 20,000 cars a day drive by this amazing business opportunity . A 6384 square foot commercial building which houses four enterprises. An extensive automotive repair shop , paint shop with paint mixing system, a complete engine rebuilding shop and used car and truck sales . All in one place . Since 2012 this has been a going concern rebuilding and refinishing 100;s of classic cars and trucks , world class engine rebuilding equipment , and classic car and truck restoration. This combined with the income form vehicle sales makes this an exciting and lucrative business .This 60 by 100 shop has three lifts and all the tools and equipment to do all aspects of automobile restoration on site . A separate paint shop with paint booth and paint mixing system ,A separate machine shop and the main shop are all easily blended in this harmonious atmosphere for classic car restoration. Radiant heat in the floor is a delight. A extensive 2 acre parcel of flat developed land also provides the opportunity to expand the repair business. The display lot will accommodate over 75 vehicles for sale while allowing plenty of room for repair . Combine all for enterprises for maxim potential. The 6000 square foot shop has a second level mezzanine level for storage that adds 960 square feet of space to use . The second floor could be expanded further to accommodate your needs. All the tools are already in place with an extensive history of business. There are three additional buildings on site that complement the business and can be used in a variety oof ways , There is are two office building and a storage building that add more square footage of usable space . There is a back log of current restoration work to help you get started and a knowledgeable seller to assist in the transition .This could be an ideal situation for you to own your own business or continue and compliment your other businesses ! Take the Matterport tour to see all and schedule a showing today .

1235 Us-202, Winthrop

Listing courtesy of LAER.

$465,000
4 Beds ⋅ 2 Baths ⋅ 1644187 MLS
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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