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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

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!

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..

$515,000

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!!

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

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.

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

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.

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.

$349,900

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!

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

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.

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

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.

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

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.

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.

$369,900

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.

2 Beds ⋅ 2 Baths

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

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 !!!

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.

$254,900

**Motivated Seller** Charming ranch on a well-landscaped lot in a convenient location close to all amenities. The home features an updated kitchen with stainless steel appliances, a comfortable living room, and three generously sized bedrooms, each with hardwood floors. An updated bathroom adds to the appeal, while the spray-foamed basement provides additional space and includes the laundry area. Outside, enjoy the cute backyard and storage shed. A well-maintained home with a great combination of updates, character, and convenience.

**Motivated Seller** Charming ranch on a well-landscaped lot in a convenient location close to all amenities. The home features an updated kitchen with stainless steel appliances, a comfortable living room, and three generously sized bedrooms, each with hardwood floors. An updated bathroom adds to the appeal, while the spray-foamed basement provides additional space and includes the laundry area. Outside, enjoy the cute backyard and storage shed. A well-maintained home with a great combination of updates, character, and convenience.

2 Hallowell St, Winslow

Listing courtesy of Keller Williams Realty.

$775,000

A beautiful winding driveway, lined with maple trees, leads you past a stocked pond to this custom built home sitting on 14 pastoral and wooded acres. Classically styled 3 story barn on a full foundation with a lean-to off the side for animal shelter and additional bird coop. Top end 12x16 chicken coop, countless berries and fruit trees and beautiful garden rows with rich fertilized soils, this property is perfect for homesteading. Deer blind on the far end of the property near Mill Brook. This 3 bedroom home has lots of space and 2 and a half bathrooms. Generous mud room connects the garage to the home. Spacious kitchen with granite counter tops, long island and custom cabinetry. Office adjacent to the kitchen and first floor primary suite with walk-in closet make one story living possible. Open living room off the kitchen and sunroom with an energy efficient wood stove are perfect for entertaining. Upstairs features 2 additional bedrooms, full bath and a den. The walkout basement is flooded with natural light and boasts new flooring and a heat pump. In addition, you'll find a processing room and large heated workshop. Extremely energy efficient home with a heat recovery ventilator and standby generator. Properties like this are hard to find. Peaceful and private! Close to Colby College, multiple towns and abundant outdoor recreation.

A beautiful winding driveway, lined with maple trees, leads you past a stocked pond to this custom built home sitting on 14 pastoral and wooded acres. Classically styled 3 story barn on a full foundation with a lean-to off the side for animal shelter and additional bird coop. Top end 12x16 chicken coop, countless berries and fruit trees and beautiful garden rows with rich fertilized soils, this property is perfect for homesteading. Deer blind on the far end of the property near Mill Brook. This 3 bedroom home has lots of space and 2 and a half bathrooms. Generous mud room connects the garage to the home. Spacious kitchen with granite counter tops, long island and custom cabinetry. Office adjacent to the kitchen and first floor primary suite with walk-in closet make one story living possible. Open living room off the kitchen and sunroom with an energy efficient wood stove are perfect for entertaining. Upstairs features 2 additional bedrooms, full bath and a den. The walkout basement is flooded with natural light and boasts new flooring and a heat pump. In addition, you'll find a processing room and large heated workshop. Extremely energy efficient home with a heat recovery ventilator and standby generator. Properties like this are hard to find. Peaceful and private! Close to Colby College, multiple towns and abundant outdoor recreation.

181 Bassett Rd, Winslow

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

$274,900

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.

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.

1 Hollingsworth St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$275,000

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.

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.

168 Augusta Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$250,000

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.

2 Beds ⋅ 2 Baths

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.

$569,000

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!

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!

25 Frankwood Dr, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$415,000

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!

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!

26 S Reynolds Rd, Winslow

Listing courtesy of Integrity Homes Real Estate Group, PC.

$325,000

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. SELLER WILL CONSIDER ALL REASONABLE OFFERS

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. SELLER WILL CONSIDER ALL REASONABLE OFFERS

380 Clinton Ave, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$360,000

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.

4 Beds ⋅ 1 Baths

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.

1700 Albion Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$234,900

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!

4 Beds ⋅ 1 Baths

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!

45 Cushman Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

$279,900

**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.

**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

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.

6 Beds ⋅ 2 Baths

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.

$229,900

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!

2 Beds ⋅ 1 Baths

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!

344 Benton Ave, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$289,900

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 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

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!

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.

$489,900

1391 Albion Road, Winslow - Set on 4.97± acres in a peaceful country setting, this well-maintained home offers a practical design for everyday living. Open-concept layout that seamlessly connects the kitchen, dining, and living areas--ideal for both daily routines and entertaining. A primary suite, two additional bedrooms, and a second full bath, provide flexible space for a variety of living arrangements. A dedicated utility room and mudroom add convenience and functionality, while the direct-entry garage--with three access doors--offers easy year-round access for storage or hobbies. Outside, enjoy thoughtfully maintained landscaping, a durable metal roof, and a storage shed for additional space. Unwind at the end of the day in the hot tub while taking in the quiet surroundings.