Winthrop Real Estate

Welcome to Winthrop, Maine – a charming town nestled in the heart of Kennebec County, where picturesque landscapes and a close-knit community come together to create a truly idyllic lifestyle. With its serene lakes, rolling hills, and lush forests, Winthrop is a haven for nature lovers and outdoor enthusiasts alike.

Founded in the early 19th century, Winthrop boasts a rich history that can be seen in its well-preserved architecture and quaint downtown area. The town is home to a variety of local shops, inviting cafes, and delightful eateries, making it a perfect spot for leisurely afternoons and community gatherings. The vibrant local culture is complemented by an array of seasonal events, including farmers' markets, art fairs, and outdoor concerts that foster a sense of belonging among residents.

Winthrop is also known for its stunning natural beauty, with the sparkling waters of Maranacook Lake and the nearby Kennebec River offering endless opportunities for fishing, boating, and swimming. For those who enjoy hiking and exploring, the surrounding hills and trails provide breathtaking views and a chance to connect with nature.

Families in Winthrop benefit from a strong school system and a safe environment, making it an ideal place to raise children. The town's welcoming atmosphere and friendly neighbors create a sense of community that is hard to find elsewhere.

Whether you’re seeking a peaceful retreat or an active lifestyle, Winthrop, Maine, offers a perfect blend of natural beauty, rich history, and community spirit. Discover your dream home in this enchanting town today!

Newest Listings in Winthrop

$725,000

3 Beds ⋅ 2 Baths

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.

$220,000

3 Beds ⋅ 2 Baths

Opportunity awaits! This 3-bedroom home is ready for someone to build equity and make it their own. Being sold as is, the home has already seen several updates, including newer windows and partial remodeling, giving you a head start on the finishing touches. It also features an approximately 481 sq. ft. partially finished walk-out basement, providing additional flexible living or storage space. Situated on a nice wooded lot with two storage sheds, the spacious lot may have room for a future garage (subject to local approvals). Conveniently located just 2 miles from town with easy access to Route 202. Whether you're a homeowner looking to customize your next home or an investor looking to finish what's been started for a rental or resale, this property is full of potential.

172 Turkey Ln, Winthrop

Listing courtesy of EXP Realty.

$449,000

4 Beds ⋅ 3 Baths

OPEN HOUSE!!! Sunday, July 26th, 10am - 12pm!! Move-in ready, like-new double-wide home situated on 10 private wooded acres. This spacious 4-bedroom, 2.5-bath home offers an open, functional layout with an inviting eat-in kitchen featuring an oversized pantry with an additional refrigerator for extra storage. Quality finishes include sheetrock walls and crown molding throughout. Enjoy year-round comfort with central air conditioning, an efficient wood stove, and the added security of a whole-house generator. Step outside to your own private retreat featuring a hot tub, beautiful granite fire pit, and established walking trails winding through the property. Outdoor recreation is right at your doorstep, with a local snowmobile trail running along the back corner of the property that connects directly to the ITS trail system. Whether you're looking for a peaceful year-round residence or a recreational getaway, this property offers the perfect combination of privacy, comfort, and convenience.

537 Winthrop Center Rd, Winthrop

Listing courtesy of Sprague & Curtis Real Estate.

$450,000

4 Beds ⋅ 4 Baths

Welcome home to this charming Cape Cod nestled on a beautiful 0.60-acre lot in the heart of Winthrop. This lovingly maintained home has 3-4 bedrooms and 3.5 baths, offering 1,644 square feet of warm, inviting living space with classic New England character throughout. Step inside to a bright first floor featuring a spacious living room, a comfortable dining area, and a beautiful kitchen boasting stylish cabinetry, Corian countertops, and tile flooring -- all warmed by a cozy wood stove perfect for enjoying Maine's four distinct seasons. Gorgeous wood floors flow through much of the main level, with tile flooring continuing into the bathrooms and hallway, while updated Anderson and Pella windows fill the home with natural light and add year-round energy efficiency. The first floor also hosts a private primary suite complete with a jetted tub and separate steam shower for the ultimate in relaxation, along with a convenient half bath/laundry combo. Upstairs, you'll find two additional bedrooms and a full bath, ideal for family, guests, or a home office setup. Efficient heat pump technology delivers both heating and cooling, complemented by baseboard hot water heat and multi-fuel flexibility for year-round comfort, along with an automatic generator transfer switch for the home and garage provides such important peace of mind. Step outside to a large deck, perfect for morning coffee or evening sunsets. This deck connects to a heated 2-car 20x24 detached garage, which is topped by a versatile 480-square-foot bonus room complete with its own heat pump combo for heating and cooling--ideal for guests, a studio, or additional living space. The backyard offers room to garden, play, or simply relax in a peaceful, rural setting. Located just minutes from downtown Winthrop, area schools, shopping, dining, and Maine's beautiful lakes region, this home offers the perfect blend of small-town charm and everyday convenience. Don't miss your chance to make this Cape home yours today.

57 Metcalf Rd, Winthrop

Listing courtesy of Hoang Realty.

$615,000

2 Beds ⋅ 1 Baths

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

Two year-round lake cottages, one exceptional Cobbossee offering. This is not an ordinary lake property. 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.

$750,000

5 Beds ⋅ 2 Baths

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.

$629,000

4 Beds ⋅ 3 Baths

Welcome to 89 Boot Cove Lane, where privacy, comfort, and year-round waterfront living come together on the shores of beautiful Lower Narrows Pond. Nestled in a peaceful wooded setting with over 200 feet of private waterfront, this thoughtfully designed four-bedroom, three-bath ranch offers the perfect blend of modern efficiency and lakeside charm. Inside, you'll find a bright, inviting interior with tasteful updates and a seamless floor plan designed for everyday living and entertaining. The expansive rear deck and hot tub overlook the water, creating the perfect place to unwind while taking in the tranquil views. Downstairs, a cozy wood stove adds warmth and ambiance, making every season feel special. Outdoor living is just as impressive. A private dock and newly constructed staircase provide easy access to the lake, where you can enjoy swimming, boating, kayaking, and fishing throughout the warmer months. Winter transforms the property into a four-season retreat with opportunities for ice fishing, skating, and snow-filled adventures right outside your door. Mature blueberry bushes add a charming touch and provide a delicious seasonal harvest. Built with efficiency in mind, the home features an insulated concrete form (ICF) foundation for exceptional energy performance, along with an on-demand backup generator for added peace of mind. Whether you're searching for a year-round residence, a seasonal escape, or an investment opportunity, this property delivers. Offered fully staged and furnished, it has a proven history as a successful turnkey rental and is truly move-in ready. Enjoy peaceful walks along the private one-mile road while surrounded by nature, all while remaining conveniently located just a short drive from Augusta, Lewiston/Auburn, and I-95. This is a rare opportunity to own an exceptional waterfront property that offers privacy, recreation, and lasting memories in every season. Schedule your showing today and discover lakefront lifestyle!

89 Boot Cove Ln, Winthrop

Listing courtesy of Amnet Realty.

$149,000

3 Beds ⋅ 2 Baths

Well cared for 3 bedroom, 2 full bath home in desirable 55+ 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.

$995,000

3 Beds ⋅ 1 Baths

Having been in the same family since the early 1900s, Black Island on Cobbossee Lake is for sale, a very rare gem and opportunity. If you have ever boated to Horseshoe Cove you've been by it; it creates the entrances on both the east and west sides. The 9.5+/- acre island features a beautifully crafted 1989 post and beam 3 BR, 1 BA home finished in V-matched pine and wide pine floors. The house has three generous bedrooms, one on the first floor and two upstairs. The kitchen is open to the large living room and dining room with a brick fireplace. It's a great layout to gather family and friends. The south facing screened porch is large enough for a crowd or a peaceful place to listen to the loons with a cup of coffee or to kick back and enjoy a book. Black Island is surrounded by mostly preserved islands owned by the Kennebec Land Trust which means they aren't developed. The island is a tranquil refuge with two beaches and trails around the island including a rock outcropping which is a favorite swimming spot. Picnic Rock is also part of the property. Access to the island is from Birchwood Association on the west shore in Winthrop. There is a building lot that the sellers own that once had a small seasonal cottage before a tree fell on it; the cottage can be rebuilt to the exact dimensions of the original cottage. Birchwood offers parking and dock space plus trash disposal and drinking water for the Black Island owners. The island house has a three-bedroom septic system and water is piped from the lake; drinking water is brought over. A washer and dryer are also included. Although electric power currently exists via easement, the easement expires with the sale of the property. Buyers may want to explore solar and generator options. The cottage comes furnished and includes an older pontoon boat with 60 hp motor, 16' skiff w/ 25 hp motor, two kayaks and a dock. Island living at its best with permanent mainland access.

1 Black Island & 93 Birchwood Lane, Winthrop

Listing courtesy of Rizzo Mattson. 207-622-9000

$317,000

2 Beds ⋅ 2 Baths

Log cabin style living meets modern function in this 2 bed, 2 bath Winthrop home set in the heart of the lakes. Cathedral ceilings and authentic log construction give the main living area warmth and character, with an efficient heat pump for year round comfort. The updated kitchen delivers on both style and use, with quartz counters and a center island featuring a dedicated prep sink. Down the hall is a side deck, bedroom, and full bathroom with laundry. Upstairs, a loft-style primary bedroom offers a private retreat with full en-suite bath, double vanity, and a balcony overlooking the property. Outdoor space is a standout: a wraparound deck and a fully fenced backyard framed by mature landscaping with established lilies and hostas. Move-in ready and thoughtfully maintained, this home blends rustic charm with everyday ease in one of Central Maine's most desirable lake communities.

63 Upper Narrows, Winthrop

Listing courtesy of Portside Real Estate Group.

$339,900

2 Beds ⋅ 1 Baths

Quality-built and low maintenance, this charming two-bedroom, one-bath home offers comfortable one-level living with thoughtful features throughout. Enjoy radiant heat, a heated one-car garage, and an open-concept kitchen, dining, and living area highlighted by vaulted ceilings that create a bright and spacious feel. The primary bedroom features a walk-in closet, while the private backyard and deck provide the perfect setting for relaxing or entertaining. Additional highlights include vinyl siding, a paved driveway, and easy-care living in a home designed for comfort and convenience.

260 Narrows Pond Rd, Winthrop

Listing courtesy of Brookewood Realty.

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