Winthrop Real Estate

Winthrop Real Estate

Welcome to Winthrop, Maine, a charming town nestled in the heart of Kennebec County. Known for its picturesque landscapes and tight-knit community, Winthrop offers a unique blend of small-town charm and modern conveniences. With a population of just over 6,000 residents, this delightful town is perfect for those seeking a peaceful lifestyle surrounded by nature.

One of Winthrop’s standout features is its stunning lakes, most notably Maranacook Lake, which provides ample opportunities for fishing, boating, and swimming during the warm summer months. The town’s extensive trail system is ideal for hiking, biking, and cross-country skiing, making it a year-round destination for outdoor enthusiasts. The vibrant foliage in the fall adds to the town's scenic beauty, drawing visitors and residents alike to explore the stunning views.

Winthrop is also home to a thriving local economy, with a variety of shops, restaurants, and services that cater to the community's needs. The town hosts numerous events throughout the year, such as the annual Winthrop Lakes Region Winter Festival, which brings residents together to celebrate the joys of winter with activities for all ages.

Families will appreciate the quality education provided by the Winthrop School District, known for its commitment to fostering a supportive learning environment. With its friendly atmosphere, beautiful surroundings, and strong sense of community, Winthrop, Maine, is more than just a place to live; it’s a place to call home. Come discover the charm and warmth of Winthrop—your new beginning awaits!

Newest Listings in Winthrop

37 Turtle Run Rd Unit 16, Winthrop
$459,000
2 Beds ⋅ 2 Baths ⋅ 1685534 MLS
Your lakeside retreat with deeded boat slip awaits! Centrally located, "Lakeside Village" is nestled on Cobbossee Lake, offering swimming, kayaking, boating and fishing just 10 minutes from Augusta and I-95. A rare opportunity, this first-floor corner unit boasts 2 bedrooms and 2 bathrooms. Enjoy the ease of entertaining in the open kitchen, dining and living room with breathtaking views of the lake. Savor morning coffee or evening drinks on the covered porch overlooking the water. The condo is complete with a primary bedroom with ensuite bath, guest bedroom and additional full bath. A spacious utility room with shelves provides ample storage space. Enjoy the convenience and peace of mind that comes with a one-car garage with a large storage closet. Just 6 minutes to downtown Winthrop, 11 minutes to Hallowell, and an hour to Portland.

37 Turtle Run Rd Unit 16, Winthrop

Listing courtesy of Keller Williams Realty. 2073194162
337 Rte 133, Winthrop
$639,000
5 Beds ⋅ 2 Baths ⋅ 1685015 MLS
A custom cherry-and-granite kitchen, beautifully updated baths, Douglas fir floors, and a fully outfitted private theater bring modern comfort to this 1788 Cape, while hand-hewn beams, heart pine trim, and a restored beveled-glass front door preserve its historic character. Nearly every room has been thoughtfully renewed, blending the warmth of an old Maine home with the convenience and style buyers want today. The kitchen is a standout, with custom cherry cabinetry, granite countertops, a thin-brick backsplash, exposed axe-hewn ceiling beams, a gas range with air fryer, and recessed, track, and under-cabinet lighting. The main-level bath offers a walk-in shower with teak seating; upstairs, find a soaking tub, custom vanity, subway tile, and Carrera marble. Recent updates include new windows, doors, decks, siding over a Tyvek membrane, flooring, lighting, plumbing, and a 2026 water heater. Known as Old Sears Farm, this five-bedroom, 4.2-acre property is in Winthrop, minutes from Maranacook Lake and Augusta, with a local story connected to early settler Paul Sears. The home is extensively insulated and equipped with eight independently controlled heat pumps for efficient heating and cooling, complemented by wood-stove warmth. The private theater is an experience of its own, with Dolby Atmos 5.1.4 surround sound, illuminated tiered seating, electric recliners with charging ports, blackout curtains, and projector connectivity. Two first-floor rooms offer flexible options for bedrooms, a home office, or other uses; one connects directly to a full bath, making first-floor living a convenient option. Outside, enjoy mature trees, gardens, grapevine trellises, landscaped paths, and two fire-pit areas within an eight-foot double-planked privacy fence. A separate chain-link enclosure offers a convenient play space for pets or children. Enjoy the privacy of your own 4.2-acre retreat, with Augusta and Lewiston within easy reach for dining, shopping, and everyday conveniences

337 Rte 133, Winthrop

Listing courtesy of McAllister Real Estate.

27 Old Village Rd, Winthrop
$225,000
4 Baths ⋅ 1684884 MLS
3 Unit near Cobbossee Lake with swimming access and boat launch. Only a mile from the Augusta Country Club. Located on a corner lot with a stream along one property line. What plans would you have to bring this property back to life? She's been sitting vacant for a few years and is looking for someone to see the potential she has to offer. The former owner had lovingly cared for this home, and the grounds were beautiful. You'll still find apple trees, grapes and perennials. Being sold "as is".

27 Old Village Rd, Winthrop

Listing courtesy of Lakehome Group Real Estate. info@lakehomegroup.com
345 Rte 133, Winthrop
$334,900
3 Beds ⋅ 2 Baths ⋅ 1684402 MLS
If you are looking for unique this is it, it is one of a kind. Geodesic Dome style home, with a 3 season sunroom with seasonal views of Maranacook Lake. Towering ceiling in the living room, 3 nicely sized bedrooms, 2 full bathrooms, office space, laundry room and pantry. Large deck with a private yard full of gardens. Also with a 2 car detached garage with storage space above.

345 Rte 133, Winthrop

Listing courtesy of Summit Real Estate.

62 Squire Ct, Winthrop
$70,000
3 Beds ⋅ 2 Baths ⋅ 1683698 MLS
Looking for your first home or looking to downsize without paying the 300k+ price tag down the road? This extensively updated 2BR/2BA home in Winthrop offers affordable, move-in ready living! Upgrades include new plumbing throughout, a new primary bath tub, a fully updated guest bath, brand-new bedroom and living room windows, new entrance doors, fresh skirting, and brand-new back stairs. The roof is in solid, leak-free condition, and systems are up and running. Located in a quiet community minutes from the lake and downtown, with low 460/month lot rent covering water, sewer, and trash. Pets and subletting allowed. Home must remain on-site per park rules until management can approve. Sale contingent on park management approval (35 fee, credit/background check required). Buyer must send agent a valid email to fill out application.

62 Squire Ct, Winthrop

Listing courtesy of Keller Williams Realty.

77 Greenwood Ave, Winthrop
$450,000
4 Beds ⋅ 2 Baths ⋅ 1683240 MLS
This welcoming single family home sits in downtown Winthrop, ME, steps to the town beach on Maranacook Lake and near local shops and everyday amenities. The home spans two stories, with four well-sized bedrooms and two full bathrooms. The second-story living area comprises a large, flexible gathering room that can serve as extra living room space, a lounge, a media space. Classic architecture and well-kept finishes create a warm, inviting interior, with plenty of natural light throughout. Outside, a generous lot offers room for gardening, dining, and peaceful time outdoors. Practical updates include a Rinnai wall-mounted system for reliable hot water and a VMF sump pump. The setting location blends downtown convenience with the slower pace of the Winthrop Lakes Region and with Augusta a short drive away.

77 Greenwood Ave, Winthrop

Listing courtesy of Sell Your Home Services. 888-219-3009
57 Annabessacook Rd, Winthrop
$306,000
3 Beds ⋅ 2 Baths ⋅ 1683180 MLS
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 ⋅ 1683099 MLS
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
Map 2 Map 2 Lot 50, Winthrop
$630,000
1682473 MLS
Investors take notice - Woodside Acres Mobile Home Park is now for sale! An established rental community & turn-key opportunity. Set on just under 20 mostly wooded acres off Annabessacook Road, the property features 14 private sites, each served by public water. The spacious rural setting gives residents room to enjoy a sense of privacy, while keeping them centrally located with Augusta, Lewiston/Auburn & Winthrop's shops, services, & multiple lakes a convenient drive away. The appeal is both the established, income producing 14-site layout and the room to explore what comes next. The acreage may offer potential for two additional sites, subject to buyer verification and applicable town approvals. Whether you're looking to add a park to your portfolio or invest in a property with possible room to grow, Woodside Acres deserves a closer look. Schedule a private viewing and explore the possibilities!

Map 2 Map 2 Lot 50, Winthrop

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. sarahallarie@masiello.com
167 Narrows Pond Rd, Winthrop
$950,000
4 Beds ⋅ 3 Baths ⋅ 1681637 MLS
Set along the shores of Lower Narrows Pond, this exceptional property offers more than 3,000 square feet of living space, approximately 100 feet of waterfront, and a wonderful blend of comfort, recreation and flexible living. The main residence features four bedrooms and two baths, complemented by a private in-law suite above the garage with its own living area, kitchen, bedroom, bath and office space—ideal for extended family, guests or a private retreat. At the heart of the home is a great room designed for year-round enjoyment. Beautiful maple hardwood floors and a maple rebound board create a versatile space that has hosted field hockey, basketball, parties and family gatherings. The kitchen features granite countertops, while the dining room invites lingering meals with a wood-burning fireplace and beautiful views of the pond. The waterfront is equally inviting. Upper and Lower Narrows Ponds are twin deep-water lakes connected near the property, creating an appealing setting for year-round recreation. Swimming, boating, water skiing, fishing, ice fishing and skating are all part of the Narrows Pond lifestyle. A gently sloping lawn on the property leads to a wonderful swimming area and dock, while a charming cabin at the water's edge provides a peaceful place to relax and convenient storage for kayaks, water toys and waterfront gear. A small public swimming area is also located nearby. Thoughtful updates support comfortable year-round living, including several heat pumps, a 20 KW whole-house generator, and a new oil tank and boiler reported to be approximately 20-30% more efficient than the previous system. Situated on a state-maintained road and less than two miles from schools, shopping and healthcare, this is an exceptional opportunity to enjoy an expansive home, wonderful recreational amenities and the pleasures of lakeside living—all within easy reach of everyday conveniences. Note: Septic is designed for 4 bedrooms.

167 Narrows Pond Rd, Winthrop

Listing courtesy of Harcourts Waterfront & Fine Properties. charlene@harcourtswfp.com
113 Loon Cove Ln, Winthrop
$675,000
3 Beds ⋅ 2 Baths ⋅ 1680691 MLS
OPEN HOUSE!! Saturday, October 10th, pm - 4pm!! Tucked away in a private waterfront setting, on one of the cleanest, most quiet lakes in Maine, Upper Narrows Pond, this 3-bedroom, 2-bath contemporary residence offers a rare blend of pristine nature, complete privacy, and modern turnkey comfort. Boasting 198 feet of direct frontage on Upper Narrows Pond, this property offers a level, gradual path leading to a private sandy beach and dedicated aluminum dock—perfect for boating, morning paddles, and evening fishing. Start your day with a cup of coffee as you take in the peaceful surroundings, or unwind at the end of the day with a glass of wine on the deck, where the beauty and serenity of nature are always close at hand. Either way, the song of the loons will lull you to sleep.

113 Loon Cove Ln, Winthrop

Listing courtesy of Sprague & Curtis Real Estate.

196 Case Rd, Winthrop
$488,000
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
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