Welcome to 1 Hollingsworth Street in Winslow, where timeless character meets thoughtful updates. Built in 1914, this charming 3-bedroom, 1-bath home showcases the craftsmanship and architectural details that make homes of this era so special. Newly refinished hardwood floors bring warmth and beauty, while the original kitchen cabinets and separate pantry preserve its authentic vintage appeal. The second floor features three comfortable bedrooms and a full bath, offering a practical layout for everyday living. Rich in original charm, you'll appreciate the classic woodwork, inviting spaces, and period details that have stood the test of time. Relax with your morning coffee or unwind at the end of the day on the wonderful enclosed front porch--an inviting extension of the home's living space. Conveniently located close to local Winslow schools, this home offers an easy commute for students and families alike. If you're looking for a home with history, character, and enduring style in a convenient in-town location, 1 Hollingsworth Street is ready to welcome its next owner.
This well-maintained 3-bedroom, 1-bath ranch offers comfortable one-level living with the added bonus of finished space in the basement. The lower level features an exercise room and additional flexible living space perfect for a family room, home office, hobby area, or playroom. The home includes an attached two-car garage for added convenience and storage. Recent updates provide peace of mind, including a new boiler installed in 2024 and are-shingled roof completed in 2020. Inside, you'll find some hardwood floors that add warmth and character to the living spaces. Conveniently located with easy access to local amenities, this move-in-ready home offers a great combination of comfort, functionality, and value.
Enjoy the ease of single-level living in this well-maintained 2-bedroom / 1 bathroom condo. Offering a comfortable and functional layout, this home is perfect for those looking to simplify without sacrificing convenience. Ample storage in the basement. The monthly condo fee includes both heat and hot water, making for worry-free living. Conveniently located close to shopping, dining, healthcare, and other local amenities, this is a wonderful opportunity to enjoy low-maintenance living in a sought after Winslow location.
If you are looking for easy living and low maintenance, you need to check out this two-bedroom, two full bath condo on the second floor at Fontaine Oaks. This condo features two spacious bedrooms. The primary has its own full private bath, an eat in kitchen, large living room with heat pump that leads directly to your deck. There is another full bath and a dedicated laundry area . If you need more storage, this unit comes with a locked storage space in the basement and a one-car garage. No more mowing or shoveling. Come take a look, you will be happy you did! No Pets allowed.
13120 - Heywood Road single family ranch style home with several garages available for sale. The large commercial garage located on the lower section of the property with it's own driveway is 32' X 50' insulated with 16' ceilings that has previously been used as a repair shop for heavy equipment. According to the Town of Winslow, the zoning is MU (Mixed Use). There is a recent septic inspection report and a water test on file, request these results and they will be provided. Bring your curiosity and ideas, whether this is a home & business venture or a rental opportunity for you, schedule a private showing today.
Move right into this beautifully maintained 3-bedroom, 2-bath home in one of Winslow's most sought-after neighborhoods. The updated kitchen flows seamlessly into the dining area, creating a bright and welcoming space that's perfect for everyday living and entertaining. The spacious primary suite offers a private retreat with an ensuite bath featuring a walk-in shower and a relaxing soaking tub. Two additional bedrooms and a second full bath provide plenty of space for family, guests, or a home office. Step outside to enjoy the beautifully landscaped backyard, complete with a sparkling pool, hot tub, and generous outdoor living space ideal for relaxing or hosting family and friends. The attached garage includes a convenient 50-amp EV charger. This home also features several energy-saving upgrades, including a GEOSPRING heat pump water heater, LED lighting, ceiling fans, and water-saving toilets, helping improve comfort and efficiency. With its desirable location, thoughtful updates, and exceptional indoor and outdoor amenities, this is a home you won't want to miss!
Welcome to 26 S Reynolds Road in Winslow! This spacious 3-4 bedroom, 2.5 bath oversized Ranch style home offers over 3,500 sq ft of living space, including a fully finished basement-perfect for today's flexible lifestyle needs. Enter the home through the attached two-car garage into a convenient mudroom with laundry, providing the ideal drop zone for coats and shoes. The kitchen features an abundance of cabinetry, a built in desk area, and a center island-perfect for gathering and everyday living. Entertain with ease in the formal dining room which flows seamlessly into the light filled front to back living room with gorgeous wood floors. A cozy den with a gas fireplace offers the perfect spot to relax. The primary suite includes a private full en suite bath and walk-in closet. Two additional bedrooms and a full bath are on the main level. Enjoy the sunroom overlooking the private backyard, with access to the expansive back deck from multiple rooms-ideal for indoor-outdoor living. The finished lower level adds exceptional versatility, offering a large family room, bonus room suitable for a bedroom, office or home gym, a half bath, and an ample amount of storage space. A portion of the lower level is currently set up as an in-home salon with its own private entrance, parking and separate driveway-perfect for a home business, guest space, or Multi-Generational living. Set on 3.5+ private acres, this property offers both space and convenience, located just minutes to town, shopping, China Lake and only 15 minutes to Augusta or Waterville. Don't miss the opportunity to make this versatile and well-appointed home your own!
Live, Work & Thrive in One Convenient Location! Don't miss this exceptional opportunity to own both your home and your business location in one versatile mixed-use property. Well-maintained residence offers two bedrooms, two full bathrooms, and an inviting open-concept living area designed for comfortable everyday living. The true highlight is the impressive detached garage and workshop, featuring its own heat source, a finished interior, and outstanding visibility from a busy roadway. With the appropriate municipal approvals, the mixed-use zoning provides the potential to operate your business right where you live, eliminating the expense and inconvenience of leasing separate commercial space. Recent improvements include a new garage roof (2022), deck repairs, and extensive tree work, allowing you to move in with confidence. Whether you're an entrepreneur, contractor, mechanic, craftsman, or hobbyist seeking an exceptional workspace, this turnkey property offers endless possibilities. Enjoy the convenience, flexibility, and investment potential of a property that truly lets you live where you work. Opportunities like this are rare! Schedule your private showing today!
Classic early 1800's farmhouse on 22 acres of fields and woods awaits your arrival. Interior in need of renovations, but many of the pricier items have already been addressed such as vinyl siding and replacement windows, metal roofs on house and barn, foundation repair, basement insulated and concrete floor installed. Outside, you'll find a huge post and beam barn ideal for storage, hobbies, livestock, or workshop space. Set in a picturesque location close to town, this property offers the perfect balance of country charm and everyday convenience. Whether you're looking for a potential Bed and Breakfast, a peaceful place to call home, a hobby farm, or a home with room to grow, this property is ready for your personal touches. All firewood in house and barn will remain.
Welcome to this well maintained home set on over 3 peaceful acres in Winslow. Enjoy the perfect balance of privacy and convenience with a rural setting just minutes from town, shopping and local amenities. Beautiful landscaping enhances the property's curb appeal, while the spacious two car garage provides plenty of room for vehicles and storage. A wonderful opportunity to enjoy country living with easy access to everything you need.
Move right into this comfortable and easy-to-maintain 2-bedroom, 1-bath condo in Winslow. Offering 1,063 square feet of living space, this home provides a practical layout and a lifestyle of convenience that today's buyers are looking for. Whether you're purchasing your first home, downsizing, or seeking a solid investment, this property delivers an appealing combination of comfort, value, and low-maintenance living. A great opportunity in a desirable location, this condo is ready for its next owner.
Immaculate stand alone condo in a sought after neighborhood! This beautiful one owner home is in move-in shape! Features an open layout, attractive kitchen with all appliances and a large dining area open to the living room. Two nice sized bedrooms plus an attached garage, propane heat and even a heat pump! This condo allows pets too! There are two patios-one in front & one in back to enjoy your outside space! Once your enter you will want to move right in!
Charming 3-4 bedroom cape in a convenient neighborhood set on a pretty lot with a welcoming backyard & back deck to enjoy! Features a new boiler & oil tank in 2022 and 2 bedrooms on the main floor (one has the laundry hook-up and access to the back deck and would make a nice office!) On the second level you will find 2 nice bedrooms that share a closet at the top of the steps. All this plus an oversized 1 car garage! House does need some cosmetic updates but is a very sweet home to call your own! Seller replacing roof shingles prior to closing!
**NEW PHOTOS COMING SOON** Freshly painted inside and out! New exterior doors and some extra finishing touches to make this home ready for you to move right in to this updated 3-bedroom, 1.5-bath New England-style home. Located on a spacious in-town lot in Winslow, nearly all of the major updates have been completed, including a brand-new kitchen with new appliances, updated bathrooms, new flooring, replacement windows, a new propane furnace, and a freshly painted metal roof. This home offers a wonderful blend of classic character and modern improvements while still leaving a few finishing touches for the next owner to make it their own. A property that has been loved by 4 generations, it is ready to begin its next chapter with its new owner. Listing Broker is a family member.
Welcome home to this well-maintained 3-bedroom, 2 full bath ranch nestled in a desirable Winslow neighborhood. As you enter, you'll be greeted by a bright and inviting sunroom featuring sliding doors that lead to the back deck and fenced backyard, creating the perfect space to relax or entertain. Inside, beautiful hardwood floors flow throughout much of the home, adding warmth and character, complemented by neutral, peaceful colors throughout. The finished basement offers a spacious family room with custom cabinetry, built-in storage, and generous closet space, along with a full bathroom and a convenient laundry area, providing plenty of additional living space. An attached one-car garage adds everyday convenience, while the backyard is a private retreat complete with perennial gardens that provide seasonal color and charm.
Move-in ready in-town condo with many recent updates! This well-maintained condo offers convenient in-town living close to shopping, dining, schools, and local amenities. All appliances convey, including washer and dryer, stove, refrigerator, and dishwasher. The kitchen features newer appliances and a range hood installed last year. Additional updates include windows, a walk-in shower, new carpet in 2025, and new blackout blinds. All blinds and curtains will remain with the property. Offering low-maintenance living and numerous updates, this condo is ready for its next owner to move right in and enjoy.
Beautifully landscaped private lot with large pond and expansive fenced-in back yard. All trim will be completed prior to closing. Recently renovated basement includes two bedrooms with option to complete kitchenette and bath. New wood stove and chimney liner installed in 2025 for heat supplement/backup source. Broker-owned.
Great home for the first time home buyer! Intown with nice backyard and updated kitchen! Easy access and a great place to start your real estate investing!
Welcome home to this 4-bedroom, 1.5-bath ranch-style property located on generous double lot, this home offers plenty of room both inside and out. Enjoy hardwood floors, a spacious layout perfect for entertaining family and friends, and a large backyard deck ideal for summer barbecues and outdoor gatherings. The full basement provides ample storage or potential for additional living space. With an expansive yard surrounding the home, you'll have endless opportunities for gardening, recreation, or creating your own outdoor oasis.
Welcome to easy, low maintenance living in this charming second floor condo in Fontaine Oaks Winslow, featuring 2 spacious bedrooms and 2 full bathrooms. Enjoy an abundance of storage space ( closet hall space & large private basement room) throughout, plus the convenience of your own garage for additional storage and parking. Relax on your private deck overlooking the beautifully landscaped side lawn, offering a peaceful setting to enjoy your morning coffee or unwind at the end of the day. This well maintained condo provides comfort, convenience, and a serene atmosphere in a desirable location. Please note - No pets allowed.
This adorable and serene waterfront retreat on Pattee Pond is ready just in time for summer, offering the perfect blend of comfort, charm, and lakeside living. Built in 2012, the cottage features two bedrooms plus a large loft, a full bathroom with new toilet, and a generous kitchen featuring freshly painted cabinets, a new gas range and refrigerator that opens to inviting living and dining space with new flooring and a propane stove to enjoy on cool nights. A new water heater also provides peace of mind. A covered and open porch extends directly from the living area, giving you effortless indoor-outdoor flow and beautiful water views enhanced by new rustic-modern handrails. The grassy lot gently meets the shoreline, where you'll enjoy approximately 65 feet of private waterfrontage plus 16 feet shared, along with your own private dock for swimming, paddling, fishing and relaxing. A shed with electricity sits near the water for added convenience, and there's ample storage beneath the home plus plenty of space to roam. Located just minutes from Waterville's amenities, Colby & Thomas College, this peaceful property offers the ideal balance of accessibility and escape--your own lakeside retreat to enjoy all season long.
Welcome to 5 Mar Val Terrace, Unit B3. Here you will find a move in ready 2 bedroom 1 bath condo. The kitchen & living room have an open concept feel. Off the kitchen is the laundry room and pantry/storage area. There is an ample amount of closets in this condo for all of your personal items. Enjoy energy efficient heating and cooling year-round with the heat pump. Two nice sized bedrooms and a full bathroom round out this home. Low association fees make this condo affordable and you are sure to love the low-maintenance lifestyle. Come take a look today!
This 3-bedroom, 2-bath bungalow is the perfect place to settle in and feel at home. Full of historic charm, the property features original hardwood floors, beautiful woodwork, and a thoughtful layout designed for everyday living. The first floor offers a convenient bedroom and full bathroom, along with a flexible den or office space. Step through the glass doors into a sun-filled room, the perfect place for starting seedlings, enjoying hobbies, or simply soaking in the natural light. Grab a cup of coffee and relax on the welcoming front porch overlooking a desirable in-town lot with plenty of space for gardens or vibrant flower beds. Upstairs, you'll find two additional bedrooms and another full bathroom. With a brand-new roof, walkability to downtown, and just minutes from local shopping and eateries, this home blends space, functionality, and timeless character without compromise. The perfect place to plant roots. Book your private showing today!
Tucked just steps from Pattee's Pond with beautiful water views, this truly unique property offers incredible flexibility, craftsmanship, and future potential. Currently configured as a spectacular heated retreat space with deeded water access, the structure features radiant floor heat, soaring wood interiors, a handcrafted sauna, and a dramatic upper-level loft complete with exercise area, sleeping space, bath, and panoramic pond views. A spiral staircase leads to the loft level, while the expansive main floor offers abundant open space that could easily support additional finished living area if desired. Thoughtfully designed and beautifully built, this is an ideal guest house, studio, wellness retreat, recreation space, or future residential conversion. A rare opportunity to own a one-of-a-kind property in a peaceful waterfront setting just moments from the sandy beach and dock across the way.


Winslow is located in Maine. Winslow, Maine has a population of 7,888. Winslow is more family-centric than the surrounding county with 25.56% of the households containing married families with children. The county average for households married with children is 24.69%.
The median household income in Winslow, Maine is $54,236. The median household income for the surrounding county is $58,097 compared to the national median of $69,021. The median age of people living in Winslow is 45.3 years.
The average high temperature in July is 79.5 degrees, with an average low temperature in January of 8.1 degrees. The average rainfall is approximately 44.8 inches per year, with 71.2 inches of snow per year.