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$310,000
3 Beds ⋅ 2 Baths ⋅ 1679911 MLS
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 ⋅ 1679898 MLS
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 ⋅ 1679674 MLS
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 ⋅ 1679356 MLS
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.

$349,900
3 Beds ⋅ 2 Baths ⋅ 1678220 MLS
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
$475,000
4 Beds ⋅ 2 Baths ⋅ 1678083 MLS
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.

$89,900
2 Beds ⋅ 2 Baths ⋅ 1677822 MLS
Welcome to 23 Spruce Ridge, Winslow! This brand new 2026 Eagle River manufactured home features 2 spacious bedrooms, 2 full baths, large living room & kitchen with center island and seating. New Whirlpool stainless steel appliances, and ample cabinet space in the kitchen. Located in a well maintained park community, minutes from downtown Waterville / Winslow. Pets allowed. Taxes TBD.

499 Augusta Rd Unit 23, Winslow

Listing courtesy of Century 21 Nason Realty.

$189,900
2 Baths ⋅ 1677631 MLS
Convenient location for this Winslow building! Features a large vacant, open space on the first floor of approximately 1290(+/-) square feet with a half bath. Spacious 3 bedroom apartment upstairs on the 2nd floor. Garages attached, paved parking & on a corner lot. Building needs work but lots of potential. Minutes to downtown Waterville too. Income is for second floor apartment only.

33 Clinton Ave, Winslow

Listing courtesy of Century 21 Nason Realty.

$185,000
2 Beds ⋅ 2 Baths ⋅ 1677496 MLS
Move right into this neat-as-a-pin condo! Nestled on Meadow View Lane in Winslow, this 2 bed 1.5 bath home is in a wonderful walking neighborhood with easy access to local amenities. There is a one car garage as well as basement storage. If you are looking for convenient, one floor living, come take a look!

7 Meadow View Ln Unit 7, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$369,900
2 Beds ⋅ 2 Baths ⋅ 1677327 MLS
Enjoy one-level living in this charming 2 bedroom ranch, ideally situated on 3.44 beautiful acres. The full daylight walkout basement offers excellent potential for additional living space, a workshop, recreation room, or abundant storage. Hardwood & tile floors throughout, open concept living area and 2 full bathrooms. The detached 2-car garage provides plenty of room for vehicles, equipment, and hobbies. With a peaceful rural setting, generous outdoor space, and convenient ranch-style living, this property is a wonderful opportunity for homeowners, hobbyists, or those seeking privacy and room to grow.

87 N Reynolds Rd, Winslow

Listing courtesy of Adams Realty.

$299,000
4 Beds ⋅ 2 Baths ⋅ 1676955 MLS
LOCATION, LOCATION, LOCATION. Beautiful family ranch located in the Town of Winslow, home to a great school system. Ready to move in. On a peaceful street, in a mature neighborhood, close to everything (Walgreens, Grocery Store, McDonalds, True Value Hardware, McCormack's Building Supply, Convenience stores, Chinese Food, Subway). A lot to fall in love with. Fully furnished 4 bedroom, 1 1/2 bath home with finished basement, family room and a 2 car garage. Spacious kitchen includes microwave, plenty of cupboard space, and with open concept adjacent living room. First level rooms all have hardwood floors. Perfect for families with younger children. They will enjoy their little get away home too, in your private, fenced in backyard. Refurbished, raised clubhouse with a new roof. Your children can climb up ladder beneath the floor into a carpeted 7' X 7' playing and sleeping space. The floor door can be locked from the inside for safety. Plenty of backyard space for badminton, volleyball, croquet and corn hole. All appliances included such as newer refrigerator and newer oven/stove, microwave, washer, dryer, and 3 air conditioners in windows. Plus a beautiful extendable kitchen table with 6 chairs, office desk and chair, 2 matching couches and a 46'' Smart TV. Paved driveway, re-sealed this summer. New front steps. Metal roof installed just 5 years ago. Roomy storage shed next to garage. Snow blower included. Welcome to this well maintained home, in a quiet neighborhood, in a desirable location !!!

16 Paine St, Winslow

Listing courtesy of LAER.

$344,900
3 Beds ⋅ 2 Baths ⋅ 1676913 MLS
Tucked away on a private, wooded lot in Winslow, this brand new 3 bedroom, 2 bath home offers the perfect combination of privacy, style, and convenience. The thoughtfully designed 1,344 square foot floor plan features an open concept kitchen, dining, and living area with plenty of natural light. The kitchen is a standout with beautiful cabinetry, tile backsplash, stainless steel appliances, a farmhouse sink, and a large peninsula perfect for gathering. The primary suite is privately situated at one end of the home and features a walk in closet and spacious private bath with double vanities. Outside, you'll love the tucked away setting surrounded by trees while still being just minutes from everything Winslow, Waterville, and Augusta have to offer. This home is currently located on the sales lot and available to view. Come take a look and picture it right here on this tucked away Winslow lot.

506 S Reynolds Rd, Winslow

Listing courtesy of Summit Real Estate.

$364,900
2 Beds ⋅ 2 Baths ⋅ 1676677 MLS
Well cared for one level condo in a desirable sought after neighborhood! Features an open floor plan, 2 nice sized bedrooms , 2 bathrooms, an attached garage and a full private basement! Home comes with all appliances and even has 2 heat pumps! Off the living room you will find a 4 season sunroom or den. Lovely back deck to enjoy, plus a front patio and beautiful landscaping with lot of flowers! The basement offers a finished bonus room and a workshop area. This is a one owner condo in move-in shape! Don't miss!

20 Whippoorwill Dr Unit 20, Winslow

Listing courtesy of Century 21 Nason Realty.

$239,900
2 Beds ⋅ 2 Baths ⋅ 1675871 MLS
Impeccable Property on 3+ Private Acres! Nothing but the best awaits you at this beautifully maintained and remodeled property, offering the perfect blend of quality, privacy, and modern comfort. The remodeled mobile home features high-end finishes and appliances throughout, a 50 year transferable new roof installed this year, heat pump and pellet stove, creating n a truly move-in-ready home with a level of quality rarely found. The impressive heated, finished two-car garage provides exceptional space for vehicles, hobbies, storage, or a workshop. 2nd floor of garage could lend itself as a fantastic in law apartment! Step outside and enjoy two beautiful decks, including a large composite back deck perfect for entertaining or relaxing while taking in the peaceful private setting. Gorgeous, thoughtfully designed landscaping surrounds the property, adding to its exceptional appeal. Set on over 3 acres, this property offers privacy and serenity. Every detail has been thoughtfully considered and meticulously maintained. A TRULY special property where quality is evident at every turn! HUGE PRICE REDUCTION!

950 China Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

$195,000
2 Beds ⋅ 2 Baths ⋅ 1672959 MLS
BACK ON THE MARKET due to no fault of the property. 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.

75 Halifax St Unit F39, Winslow

Listing courtesy of Integrity Homes Real Estate Group, PC.

$250,000
2 Beds ⋅ 2 Baths ⋅ 1672806 MLS
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.

56 Heywood Rd, Winslow

Listing courtesy of Allied Realty.

$215,000
2 Beds ⋅ 2 Baths ⋅ 1672471 MLS
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!

245 China Rd, Winslow

Listing courtesy of Drakes Real Estate LLC.

$349,000
2 Baths ⋅ 1669867 MLS
Exceptional investment opportunity in Winslow! This well-maintained two-unit Colonial is move-in ready and currently vacant, allowing the next owner to establish their own rental rates, lease terms, and management approach from day one. Situated on a 0.24-acre lot with public water and sewer, the property offers a convenient location just minutes from the amenities, shopping, restaurants, and services of nearby Waterville and Fairfield. The first-floor apartment features a comfortable one-bedroom layout, while the second floor offers two bedrooms, a spacious great room, and an elevated deck that provides an inviting outdoor living space. A standout feature is the daylight, walk-out basement, which has previously been utilized as commercial space and may offer potential for additional income or flexible use, subject to municipal approvals and local zoning requirements. Completing the property is a spacious three-car garage, providing ample parking, storage, or workshop space. Whether you're seeking an owner-occupied property or a fully income-producing investment, this turnkey duplex offers outstanding versatility, excellent condition, and an ideal location. Call today for your private showing.

121 Clinton Ave, Winslow

Listing courtesy of Whittemore's Real Estate.

$279,900
3 Beds ⋅ 2 Baths ⋅ 1669179 MLS
**NEW PHOTOS ARE AVAILABLE!!** 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.

77 Halifax St, Winslow

Listing courtesy of Summit Real Estate.

$475,000
6 Beds ⋅ 2 Baths ⋅ 1667850 MLS
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.

1300 China Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

$289,900
4 Beds ⋅ 2 Baths ⋅ 1667295 MLS
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.

29 Smiley Ave, Winslow

Listing courtesy of Brookewood Realty.

$329,900
3 Beds ⋅ 2 Baths ⋅ 1653687 MLS
Well-maintained 3 bedroom, 1.5 bath home located just outside of in-town Winslow, offering a convenient location with a short drive to Waterville and nearby local amenities. The home has seen several recent improvements, including fresh paint throughout in 2023. Exterior updates include the driveway being sealed in 2024, foundation freshly painted, and landscaping improvements with shrubs cleaned up around the property. This property provides a comfortable setting while still being close to shopping, restaurants, and everyday conveniences. Schedule your showing today!

941 Augusta Rd, Winslow

Listing courtesy of Keller Williams Realty.

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