Winslow Real Estate

Welcome to Winslow, Maine – a charming town nestled in the heart of Kennebec County that perfectly blends small-town charm with modern convenience. With its picturesque landscapes and friendly community, Winslow offers a unique living experience that attracts families, retirees, and professionals alike.

Located just a short drive from the vibrant city of Waterville, Winslow boasts a rich history and a strong sense of community. The town is known for its beautiful parks, including the scenic Kennebec River Rail Trail, which offers miles of trails for walking, biking, and enjoying the great outdoors. Whether you’re looking to take a leisurely stroll or embark on an adventurous hike, Winslow’s natural beauty is sure to inspire.

Education is a cornerstone of the Winslow community, with highly regarded schools serving the area. Parents can rest easy knowing their children are receiving a quality education in a supportive environment. The town also hosts various community events throughout the year, fostering connections among residents and creating a warm, welcoming atmosphere.

Winslow's real estate market features a diverse range of homes, from charming historic properties to modern constructions, catering to various tastes and budgets. With affordable housing options and a low cost of living, it’s an ideal place for those looking to settle down or invest.

In Winslow, residents enjoy a slower pace of life while still having easy access to urban amenities. With its friendly atmosphere, beautiful surroundings, and strong community spirit, Winslow, Maine, is truly a hidden gem waiting to be discovered. Come explore all that this delightful town has to offer!

Newest Listings in Winslow

$299,000

3 Beds ⋅ 1 Baths

If you've been looking for an in-town home with an oversized garage, fenced in back yard and a functional lay out, look no further. This 3 bed,1 bath home offers the convenience of 1 story living with the addition of 2 good size bedrooms on the 2nd story. The oversized garage is perfect for those with more than 1 car, lots of toys or looking to add a workshop to the back. From the garage you enter directly into the mudroom which than leads into the Kitchen. The open Kitchen and living room area are ideal for entertaining and the updated bathroom, laundry room and Bedroom make it so you can live on one floor while having additional bedrooms upstairs. This cute cape has been well taken care of, it is close to all amenities Winslow has to offer and under 300k, come take a look and make this move-in ready home yours today!

9 Poulin St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$310,000

3 Beds ⋅ 2 Baths

This raised ranch home is waiting for you in the Sunset Heights neighborhood in Winslow. The home welcomes you as you pull down the street with window boxes, warm color palette and landscaping. When you step inside you are on the main floor kitchen and dining area, bonus living room or den, half bath, utility room and laundry room. There is a one car garage accessible on this main level as well. When you continue up the stairs to the upper level the living room has lots of natural light, a brick fireplace and sliding glass door to the back deck. Down the hall you will find the full bathroom and three bedrooms. Outside the seller has created a backyard space with upper and lower deck sitting areas and a fenced in yard for pets. There is even a storage building. The home has been lovingly taken care of and was completely gutted and re-done in 2017 prior to the current owner where electrical, insulation, plumbing and all finishes were new. More recently a heat pump was added and replacement windows installed. Come see if this home is the right move for you!

2 Bizier St, Winslow

Listing courtesy of Taylor Realty, Inc..

$180,000

2 Beds ⋅ 2 Baths

Welcome to Meadow View Condominiums! This one level unit offers 2-bedrooms and 1.5 baths in a quiet setting, just minutes from downtown Winslow & Waterville. The kitchen provides ample cabinet storage and counter space, flowing easily into the living room area. Both bedrooms are generously sized with closet space. The primary has a private half bath. The full bath includes an in-unit laundry for every day convenience. Step outside on your private deck, perfect for relaxing. This unit also includes a one car garage and a designated storage space in the basement. The association handles landscaping, snow removal, and general exterior upkeep, while the monthly HOA fee covers heat & hot water, making this a cost effective and low-maintenance lifestyle. Bring your style and taste, and make it home.

40 Meadow View Ln Unit 40, Winslow

Listing courtesy of Integrity Homes Real Estate Group, PC.

$515,000

3 Beds ⋅ 2 Baths

Peace, privacy, and possibility—just minutes from everything you need. Set on 2 beautifully landscaped acres in a desirable neighborhood, this lovingly cared-for 3-4 bedroom, 2-bath home offers the best of both worlds: a serene setting that feels tucked away, with easy access to Colby College, the hospital, and Waterville and Augusta- with many amenities. Follow the winding driveway home to a charming front porch and swing, inviting you to slow down and take in the surroundings. The screened-in back porch is sure to become a favorite spot for morning coffee, quiet afternoons, and summer evenings. Gather around the fire pit on the back patio, surrounded by mature landscaping and the peaceful beauty of the property. Inside is a spacious eat-in kitchen with cathedral ceiling, a front to back living room, a primary suite with a walk-in closet and a full bathroom all on the first floor. The second story includes 3 additional rooms and a second bathroom. Above the garage, a large storage area presents an opportunity for additional living space, studio, office, guest quarters, or whatever best suits your needs. Additional features include a woodstove that creates a warm and inviting gathering space, a full walk-out basement providing abundant storage and flexibility for hobbies, projects, or future use, and a generator hookup offering added peace of mind. Well maintained, thoughtfully cared for, and move-in ready, this home is a must-see! OPEN HOUSE SUNDAY SEPTEMBER 13TH FROM 10AM-11:30AM!!

14 Randall Rd, Winslow

Listing courtesy of Sprague & Curtis Real Estate. lori@spragueandcurtis.com

$489,000

4 Beds ⋅ 2 Baths

Beautiful 4-Bedroom Home with Solar, Pool & open spaces! Discover the perfect blend of comfort, space, and energy efficient living in this large 4-bedroom, 2-bath home, ideally situated on beautiful, level green acreage along Taylor Road in Winslow. Recent updates include an updated kitchen, improved insulation, deck with auto awning and solar panels designed to help keep electric costs remarkably low. Enjoy the convenience of a large 2-car attached garage plus additional outbuildings offering plenty of room for storage, hobbies, or workspace. Outside, the property truly shines with mature fruit trees, established gardens, a refreshing pool, and plenty of open lawn for entertaining, gardening, recreation, or simply enjoying the peaceful setting. With its combination of recent improvements, solar efficiency, generous living space, and exceptional outdoor amenities, this property offers a rare opportunity to enjoy country-style living with modern conveniences, all in a beautiful Winslow location.

87 Taylor Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

$250,000

3 Beds ⋅ 1 Baths

Lots of opportunity and potential with this classic farmhouse situated on 6 acres with water frontage! Offering approximately 1,400 square feet of finished living space, this property also features an incredible amount of additional space, with more than 6,000 square feet under roof. Beyond the main living area, you'll find multiple bonus and storage areas, including a large barn, spacious entryway, mudroom, tool rooms and additional storage areas. The second floor features four additional rooms that need some attention, offering the opportunity to bring this classic farmhouse back to its full potential. Continue to the third floor where you'll find even more space in need of repair, but with possibilities for attic storage or potential additional living space. With MU zoning and its unique, expansive layout, the property offers possibilities for use as a spacious single-family home or conversion to a multi-unit property. Outside, enjoy 6 acres of land and water frontage with a partially established trail leading toward the river. Conveniently located near the interstate, Thomas College and Colby College while still offering plenty of space and privacy. A truly unique property with character, history and room to make it your own.

979 Augusta Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$369,900

Prime 25-Acre Commercial/Industrial Development Opportunity! Exceptional opportunity for investors and developers seeking a strategic location in Winslow. Located directly adjacent to the Town of Winslow Industrial Park, this property offers substantial acreage for future development, expansion, or redevelopment. Existing structure is in fair condition. Land and location make this a compelling investment opportunity.

1178 Augusta Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$349,900

3 Beds ⋅ 2 Baths

Country Setting, Spacious Grounds & Exceptional Updates! Discover the charm and comfort of this inviting 3-bedroom home set on 3 beautiful acres in a peaceful country setting. The spacious yard is designed for enjoying the outdoors, with an in-ground pool offering the perfect spot for summer fun, entertaining, and relaxing. A carport and shed provide convenient storage for vehicles, equipment, and outdoor toys. Inside, you'll find a spacious and welcoming layout with plenty of room for everyone. The large kitchen features an abundant cabinetry, a pantry, gas range, and stainless-steel appliances. The dining room flows naturally into the living spaces, while the spacious family room provides an ideal gathering spot for movie nights, game days, or simply relaxing. A bright four-season sunroom adds even more living space and is a wonderful place to enjoy the changing Maine seasons. The spacious primary suite offers a private retreat with two walk-in closets and a large bathroom featuring a tiled walk-in shower and plenty of storage. Two additional bedrooms provide flexibility for family, guests, a home office, or hobbies. Major exterior improvements completed in 2026 make this home even more appealing, including a new metal roof, all new windows and trim, and new vinyl siding with 3/8' insulation board installed on all exterior walls. If you've been searching for room to spread out, a peaceful country setting, and a home with significant recent improvements, this property checks all the boxes. Come enjoy the space, privacy, and comfort this property has to offer!

593 Abbott Rd, Winslow

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group. KarenRamsay@masiello.com

$435,000

3 Beds ⋅ 3 Baths

Lovingly maintained by the same family for over 50 years, this spacious 3-bedroom, 3-bath home offers first-floor living in a convenient in-town location. The primary bedroom features an ensuite bath, while skylights bring natural light throughout the home. The inviting living and dining area features a fireplace and heat pumps for year-round comfort, while the large family room with wet bar overlooks the private back patio and offers a great space for entertaining. Additional highlights include heat pumps, ample storage, a shed, and an oversized garage with extra storage and a roll-top door for easy access. The lower level features a wood stove, former hair salon, and bonus rooms offering plenty of potential for a home office, hobby space, gym, or additional living space. With generous living space and so much potential, this well-loved home is ready for its next chapter.

11 Rousseau St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$235,900

3 Beds ⋅ 1 Baths

Perfectly kept and truly turnkey, this charming three-bedroom ranch offers comfortable one-level living in a convenient Winslow location. The home features a beautifully updated bathroom, fresh paint throughout, and a spacious back deck perfect for relaxing or entertaining. A one-car garage provides added convenience and storage. Impeccably maintained and move-in ready, this home is a wonderful opportunity for anyone looking for easy, comfortable living.

126 Halifax St, Winslow

Listing courtesy of Century 21 Nason Realty.

$475,000

4 Beds ⋅ 2 Baths

MOVE RIGHT INTO this immaculate, extremely well-maintained, 4-bedroom home just 3 miles to Colby College, 2 miles to Thomas College and a short drive to Maine General Hospital in Augusta. ENJOY peace & privacy while you sit under the gazebo (complete with a ceiling fan!) and slip into the pristine above-ground pool with a brand-new liner (2026). The deck has a 20-amp breaker w/ 50-amp service just waiting for your new hot tub. The property is on a dead-end road with a path at the end that leads right to the High School. Small brook at the rear of the property. The front steps are a 3-year-old Shawnee product and the entire interior is freshly painted. Completely renovated kitchen with ample room and plenty of cabinet space. The comfy basement is completely finished with a full bath and a tub, raised floor with insulation & carpet and 2 BONUS rooms with closets and plenty of natural light. *** The garage has a work area, space for a vehicle PLUS the 2nd floor is finished, has electricity, is well-insulated and is currently being used as the ''ultimate play space''. Plenty of room for all your toys with the driveway paved in 2022. *** 9 Chadwick Street has it ALL and is ready for you to call her ''HOME''. Schedule a private showing today! You'll be glad you did.

9 Chadwick St, Winslow

Listing courtesy of Realty of Maine.

$45,000

2 Beds ⋅ 1 Baths

Welcome to 499 Augusta Road #38 in Winslow! This well-maintained 2-bedroom, 1-bath manufactured home offers approximately 936 square feet of comfortable, single-level living and an affordable opportunity to enjoy the benefits of homeownership. At the heart of the home is the surprisingly spacious kitchen and dining area, offering plenty of room for everyday meals, entertaining friends and family, or gathering around the table. Generous cabinetry and counter space provide ample room for meal preparation and storage, while the open dining area allows for a full-size table and creates a comfortable, welcoming space that feels larger than you might expect. The easy-flowing floor plan continues into a comfortable living room, two bedrooms, and a full bath--all conveniently located on one level. Whether you're looking to simplify, purchase your first home, or find an affordable alternative to renting, this home offers a practical layout with plenty of potential to make it your own. Conveniently located in Winslow with easy access to Waterville, shopping, dining, medical services, and area amenities. Affordable, manageable, and inviting, 499 Augusta Road #38 offers comfortable one-floor living in a convenient Central Maine location. Buyer must complete a rental application and be approved by Spruce Ridge MHP LLC before closing.

499 Augusta Rd Unit 38, Winslow

Listing courtesy of Excellence Realty.

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