Winthrop Homes under $500,000

Winthrop Homes under $500,000

Welcome to Winthrop, Maine – a charming town nestled in the heart of Kennebec County! Known for its picturesque landscapes, friendly community, and vibrant local culture, Winthrop offers a unique blend of small-town charm and access to nature. With beautiful lakes, rolling hills, and an array of outdoor recreational activities, it’s no wonder that residents and visitors alike are drawn to this idyllic location.

Winthrop is particularly appealing for homebuyers seeking affordability without sacrificing quality of life. The real estate market here boasts a variety of homes priced under $500,000, making it an excellent choice for families, first-time buyers, and retirees alike. From cozy single-family homes with spacious yards to charming bungalows and modern townhouses, there’s something for everyone in this welcoming community.

Living in Winthrop means enjoying a slower pace of life while still having access to essential amenities. The town features quaint shops, delightful dining options, and a strong sense of community spirit. Residents can take advantage of the nearby Maranacook Lake for swimming, fishing, and boating, or explore the scenic trails that wind through the surrounding woods.

With its affordable housing options and a warm, inviting atmosphere, Winthrop is the perfect place to call home. Whether you’re looking to raise a family, retire in peace, or simply enjoy a more relaxed lifestyle, this charming town has it all. Come discover the magic of Winthrop – your dream home awaits!

Newest Winthrop Homes under $500,000

no property photo
$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
34 Maranacook Station Ln, Winthrop
$497,500
4 Beds ⋅ 1 Baths ⋅ 1681056 MLS
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 ⋅ 1680267 MLS
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 ⋅ 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
11 Charles St, Winthrop
$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.

3 Hillside Ave, Winthrop
$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.

549 Old Lewiston Rd, Winthrop
$299,900
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
147 Memorial Dr, Winthrop
$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.

670 Old Lewiston Rd, Winthrop
$220,000
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.

87 Pineland Dr, Winthrop
$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.

41 Birch St, Winthrop
$385,000
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
256 Narrows Pond Rd, Winthrop
$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
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