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Set privately along the South Reynolds Road, this thoughtfully updated contemporary home offers a rare balance of space, efficiency, and peaceful rural living -- all just minutes from town amenities. Positioned on 10 beautifully wooded and landscaped acres, the property provides a sense of quiet retreat while remaining conveniently accessible. Inside, 3,000± square feet of living space unfolds with an easy, comfortable flow designed for both everyday living and entertaining. Sunlight fills the open living areas, while the gas fireplace creates a warm focal point during Maine's winter months. The granite kitchen and formal dining spaces connect seamlessly, offering an inviting setting for gatherings large or small. A beautifully-appointed primary suite provides a private escape, complete with ensuite bath, soaking tub, walk-in closet, and built-in features--all designed with comfort and functionality in mind. Three additional bedrooms allow flexibility for guests, home office space, or multi-generational living. Outdoor living is equally enjoyable, with a spacious deck overlooking scenic woods and natural surroundings frequently visited by local wildlife. The property also features both an attached garage and an oversized detached garage that has roughly 2000 total square feet of floor space combined over both floors with plenty of room to work on all your vehicles and tons of storage space! The current owners have made a significant investment in long-term efficiency with a fully owned (not leased) solar energy system paired with Tesla battery storage, which has nearly eliminated their electricity bill. The system produces approximately 14.9 MWh annually, offsetting nearly all household energy use--including daily charging of a fully electric Ford F-150 Lightning. The result is an exceptionally low monthly bill along with a level of energy independence and sustainability rarely found in homes of this size.

218 S Reynolds Rd, Winslow

Listing courtesy of Keller Williams Realty. jlaverdiere@gmail.com

Selling Office: Meservier & Associates.

$625,000

Set on the shores of Pattee's Pond with beautiful sandy frontage and sweeping water views, this exceptional year-round waterfront retreat offers a truly one-of-a-kind living experience. Thoughtfully designed with extraordinary craftsmanship throughout, the home blends rustic lodge-inspired character with high-end finishes, featuring exposed natural timber beams, warm wood interiors, granite countertops, tiled baths, and stunning architectural details rarely found in the area. The open living space is highlighted by soaring ceilings, lofted sleeping area, and a custom rope bridge leading to an additional loft space, creating a setting that feels both inviting and unforgettable. Just steps from the water, the expansive deck overlooks the pond and private dock, while the incredible wood-fired pizza oven can be accessed from both inside and outside the home, offering a centerpiece for entertaining in every season. With approximately 100 feet of waterfront, breathtaking sunrise views, and a grandfathered setting remarkably close to the water's edge, this is a rare opportunity to own one of Pattee's Pond's most distinctive and compelling properties.

2 Beds ⋅ 1 Baths

Set on the shores of Pattee's Pond with beautiful sandy frontage and sweeping water views, this exceptional year-round waterfront retreat offers a truly one-of-a-kind living experience. Thoughtfully designed with extraordinary craftsmanship throughout, the home blends rustic lodge-inspired character with high-end finishes, featuring exposed natural timber beams, warm wood interiors, granite countertops, tiled baths, and stunning architectural details rarely found in the area. The open living space is highlighted by soaring ceilings, lofted sleeping area, and a custom rope bridge leading to an additional loft space, creating a setting that feels both inviting and unforgettable. Just steps from the water, the expansive deck overlooks the pond and private dock, while the incredible wood-fired pizza oven can be accessed from both inside and outside the home, offering a centerpiece for entertaining in every season. With approximately 100 feet of waterfront, breathtaking sunrise views, and a grandfathered setting remarkably close to the water's edge, this is a rare opportunity to own one of Pattee's Pond's most distinctive and compelling properties.

41 White Fish Rd, Winslow

Listing courtesy of Keller Williams Realty.

Selling Office: RE/MAX JARET & COHN.

$612,500

Welcome to 308 Cushman Road, Winslow Step back in time with this charming 1794 farmhouse set on 44+- serene acres. With an attached shed, detached barn, two-bay garage, and over 2,000 feet of water frontage on Outlet Stream, this property is truly a homesteader's dream. The home offers 10 rooms, including 4 bedrooms and 2 baths, blending original character with timeless charm. Rolling hills, landscaped grounds, and frequent deer sightings create a picture-perfect country setting. Enjoy peaceful mornings and quiet evenings on your back deck, relaxing in the hot tub while taking in the natural beauty and serenity that surrounds you. If you're looking for privacy, history, and a connection to nature, this Winslow farmhouse is a must-see. See also MLS 1636364

4 Beds ⋅ 2 Baths

Welcome to 308 Cushman Road, Winslow Step back in time with this charming 1794 farmhouse set on 44+- serene acres. With an attached shed, detached barn, two-bay garage, and over 2,000 feet of water frontage on Outlet Stream, this property is truly a homesteader's dream. The home offers 10 rooms, including 4 bedrooms and 2 baths, blending original character with timeless charm. Rolling hills, landscaped grounds, and frequent deer sightings create a picture-perfect country setting. Enjoy peaceful mornings and quiet evenings on your back deck, relaxing in the hot tub while taking in the natural beauty and serenity that surrounds you. If you're looking for privacy, history, and a connection to nature, this Winslow farmhouse is a must-see. See also MLS 1636364

308 Cushman Rd, Winslow

Listing courtesy of LAER.

Selling Office: Brookewood Realty.

$545,000

Spacious and well-crafted 3-bedroom, 2.5-bath contemporary ranch located in the desirable South Ridge Estates neighborhood of Winslow. Set on a private, wooded lot, this home features an open and bright floor plan with an oversized living room, cathedral ceilings, and gas fireplace. The kitchen offers abundant cabinetry, counter space, and a separate pantry, opening to the dining area. Quality craftsmanship throughout, including hardwood floors, custom windows and blinds, and a mudroom/laundry combination. Glass door leads to the back deck overlooking well-maintained lawns and seasonal flowering trees. Lower level includes a quiet bonus room with interior and exterior access, ideal for office or retreat space, plus a clean, dry basement with ample storage. Standby generator and two full-size oil tanks. Exceptionally maintained by the original owner and ready for its next chapter.

3 Beds ⋅ 3 Baths

Spacious and well-crafted 3-bedroom, 2.5-bath contemporary ranch located in the desirable South Ridge Estates neighborhood of Winslow. Set on a private, wooded lot, this home features an open and bright floor plan with an oversized living room, cathedral ceilings, and gas fireplace. The kitchen offers abundant cabinetry, counter space, and a separate pantry, opening to the dining area. Quality craftsmanship throughout, including hardwood floors, custom windows and blinds, and a mudroom/laundry combination. Glass door leads to the back deck overlooking well-maintained lawns and seasonal flowering trees. Lower level includes a quiet bonus room with interior and exterior access, ideal for office or retreat space, plus a clean, dry basement with ample storage. Standby generator and two full-size oil tanks. Exceptionally maintained by the original owner and ready for its next chapter.

1 S Ridge Dr, Winslow

Listing courtesy of Keller Williams Realty.

Selling Office: F.O. Bailey Real Estate.

$530,000

Offered to the market for the very first time, this one-owner home in Winslow's desirable Smiley Acres neighborhood reflects years of thoughtful care and timeless design. A paved driveway leads to the attached direct-entry two-car garage with overhead storage. Inside, the tiled mudroom with closet creates the perfect transition space and connects to the first-floor laundry room complete with a wash sink. Just beyond, the home opens into warm and inviting living spaces filled with natural light and classic details. The living room features gleaming wood floors, a brick gas fireplace, French doors leading to the rear deck. The kitchen serves as the heart of the home with its center island, wall oven, cooktop, pantry cabinetry, and a charming brick archway that echoes the character of the fireplace. A formal dining room, accessed through a pocket door, features custom built-ins and storage drawers provides the perfect setting for holiday meals, entertaining, and keeping seasonal décor neatly organized. The first floor also includes a family room, welcoming foyer with closet, full bath, and a spacious bedroom convenient one-floor living. Upstairs, the primary suite was designed as a peaceful retreat, featuring multiple closets, a private study, additional storage, and an ensuite bath with a standing shower and soaking jet tub. Two additional spacious bedrooms and another full bath complete the second level. The partially finished lower level offers excellent potential for a future media room, recreation area, or hobby space, while the utility room includes a workshop area for projects and storage. This is a rare opportunity to own a home where care, quality, and memories have been built over a lifetime.

Offered to the market for the very first time, this one-owner home in Winslow's desirable Smiley Acres neighborhood reflects years of thoughtful care and timeless design. A paved driveway leads to the attached direct-entry two-car garage with overhead storage. Inside, the tiled mudroom with closet creates the perfect transition space and connects to the first-floor laundry room complete with a wash sink. Just beyond, the home opens into warm and inviting living spaces filled with natural light and classic details. The living room features gleaming wood floors, a brick gas fireplace, French doors leading to the rear deck. The kitchen serves as the heart of the home with its center island, wall oven, cooktop, pantry cabinetry, and a charming brick archway that echoes the character of the fireplace. A formal dining room, accessed through a pocket door, features custom built-ins and storage drawers provides the perfect setting for holiday meals, entertaining, and keeping seasonal décor neatly organized. The first floor also includes a family room, welcoming foyer with closet, full bath, and a spacious bedroom convenient one-floor living. Upstairs, the primary suite was designed as a peaceful retreat, featuring multiple closets, a private study, additional storage, and an ensuite bath with a standing shower and soaking jet tub. Two additional spacious bedrooms and another full bath complete the second level. The partially finished lower level offers excellent potential for a future media room, recreation area, or hobby space, while the utility room includes a workshop area for projects and storage. This is a rare opportunity to own a home where care, quality, and memories have been built over a lifetime.

22 Court St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

Selling Office: Better Homes & Gardens Real Estate/The Masiello Group.

$512,000

You have to see this beautiful, spacious, Colonial in Winslow to realize what you will have when you buy it. In addition to the regular rooms you would expect, this lovingly maintained home has a laundry room, a sunroom/office, a fireplaced formal living room with a wood stove insert, a separate dining room and an eat in kitchen. It also has a large, newly finished room in the basement (which can be accessed from inside the house and directly from the garage) that could be a home gym, game room, crafting space, or family room. All this and a new Standby generator. Located at the end of a dead-end street in a really nice, quiet neighborhood, you really need to come look at it to appreciate it.

You have to see this beautiful, spacious, Colonial in Winslow to realize what you will have when you buy it. In addition to the regular rooms you would expect, this lovingly maintained home has a laundry room, a sunroom/office, a fireplaced formal living room with a wood stove insert, a separate dining room and an eat in kitchen. It also has a large, newly finished room in the basement (which can be accessed from inside the house and directly from the garage) that could be a home gym, game room, crafting space, or family room. All this and a new Standby generator. Located at the end of a dead-end street in a really nice, quiet neighborhood, you really need to come look at it to appreciate it.

38 Corbett Ln, Winslow

Listing courtesy of Adams Realty.

Selling Office: Keller Williams Realty.

$501,000

Modern cape offering 4 bedrooms, 3 baths, and 3,100 sq ft of thoughtfully designed living space set on 2.5 private acres. Completely updated in 2021, this home blends classic New England charm with modern finishes throughout. The spacious, flexible layout is ideal for both everyday living and entertaining with generous living areas and abundant natural light. The walk-out basement provides excellent additional space for recreation, storage, or future expansion Step outside to low-maintenance composite decks, perfect for relaxing and taking in the peaceful surroundings. Tucked away in a quiet rural setting, this property offers exceptional privacy while still providing access to nearby snowmobile trails, which become walking trails in the summer, making it an ideal year-round retreat for outdoor enthusiasts. A rare opportunity to enjoy comfort, space, and adventure right from your doorstep.

Modern cape offering 4 bedrooms, 3 baths, and 3,100 sq ft of thoughtfully designed living space set on 2.5 private acres. Completely updated in 2021, this home blends classic New England charm with modern finishes throughout. The spacious, flexible layout is ideal for both everyday living and entertaining with generous living areas and abundant natural light. The walk-out basement provides excellent additional space for recreation, storage, or future expansion Step outside to low-maintenance composite decks, perfect for relaxing and taking in the peaceful surroundings. Tucked away in a quiet rural setting, this property offers exceptional privacy while still providing access to nearby snowmobile trails, which become walking trails in the summer, making it an ideal year-round retreat for outdoor enthusiasts. A rare opportunity to enjoy comfort, space, and adventure right from your doorstep.

100 N Pond Rd, Winslow

Listing courtesy of Sprague & Curtis Real Estate.

Well-maintained 4-unit property with a new roof (11/2024). Three units have been extensively updated with new appliances, countertops, flooring, carpets, fresh paint, bathroom fixtures, and lighting. All four units offer outdoor seating areas with BBQ spaces, picnic tables, and umbrellas. Each unit includes access to secure storage. Great opportunity for owner-occupants or investors seeking a move-in ready multi-unit with recent improvements.

$487,500

4 Baths

Well-maintained 4-unit property with a new roof (11/2024). Three units have been extensively updated with new appliances, countertops, flooring, carpets, fresh paint, bathroom fixtures, and lighting. All four units offer outdoor seating areas with BBQ spaces, picnic tables, and umbrellas. Each unit includes access to secure storage. Great opportunity for owner-occupants or investors seeking a move-in ready multi-unit with recent improvements.

3 Marcoux St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

Selling Office: Keller Williams Realty.

$450,000

Charming, newly renovated 2-bedroom, 1-bath home on Pattee's Pond! Enjoy peaceful lake living just minutes from town in this inviting and cheerful retreat. Inside features radiant heat and a cozy propane fireplace for comfort in every season. Relax on the patio, take in the water views, or host guests with the added bunkhouse. A storage shed offers extra space for all your needs. Whether you're looking for a year-round home, a seasonal getaway, or an investment opportunity, this property offers a rare chance to enjoy lake life just in time for summer!

2 Beds ⋅ 1 Baths

Charming, newly renovated 2-bedroom, 1-bath home on Pattee's Pond! Enjoy peaceful lake living just minutes from town in this inviting and cheerful retreat. Inside features radiant heat and a cozy propane fireplace for comfort in every season. Relax on the patio, take in the water views, or host guests with the added bunkhouse. A storage shed offers extra space for all your needs. Whether you're looking for a year-round home, a seasonal getaway, or an investment opportunity, this property offers a rare chance to enjoy lake life just in time for summer!

39 White Fish Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

This well-maintained 4-bed, 3-bath Colonial is set on a sweeping 4-acre open lot and offers an attractive combination of space and flexibility. The first floor is designed for both everyday living and easy entertaining, with a welcoming open-concept layout that connects the kitchen, dining, and living areas. A full bath with laundry adds convenience, while a generously sized office with double closets provides excellent flexibility-- ideal for remote working, guests, or even a first-floor bedroom option. Upstairs, you'll find a comfortable primary suite with a walk-in closet and private full bath. Three additional bedrooms and another full bath offer ample space for family or visitors without feeling crowded. The full daylight walkout basement offers a variety of potential uses. Currently, as a fitness and informal family recreation area and warmed by a pellet stove, opportunities abound to finish this space further fully and as desired. Outdoors, relax on the charming farmer's porch, or gather with family and friends on the back deck overlooking the above-ground pool + hot tub and expansive yard beyond. Attached two-car garage and recent updates, including: Brand new roof and fresh interior paint throughout + newer appliances and pool liner. Conveniently located minutes from Colby and Thomas Colleges and downtown Waterville, with nearby access to local trails, parks, and the Sebasticook River, and an easy drive to Augusta, this home offers an ideal blend of comfort, flexibility, privacy, and accessibility. Do not miss this wonderful opportunity!

$450,000

This well-maintained 4-bed, 3-bath Colonial is set on a sweeping 4-acre open lot and offers an attractive combination of space and flexibility. The first floor is designed for both everyday living and easy entertaining, with a welcoming open-concept layout that connects the kitchen, dining, and living areas. A full bath with laundry adds convenience, while a generously sized office with double closets provides excellent flexibility-- ideal for remote working, guests, or even a first-floor bedroom option. Upstairs, you'll find a comfortable primary suite with a walk-in closet and private full bath. Three additional bedrooms and another full bath offer ample space for family or visitors without feeling crowded. The full daylight walkout basement offers a variety of potential uses. Currently, as a fitness and informal family recreation area and warmed by a pellet stove, opportunities abound to finish this space further fully and as desired. Outdoors, relax on the charming farmer's porch, or gather with family and friends on the back deck overlooking the above-ground pool + hot tub and expansive yard beyond. Attached two-car garage and recent updates, including: Brand new roof and fresh interior paint throughout + newer appliances and pool liner. Conveniently located minutes from Colby and Thomas Colleges and downtown Waterville, with nearby access to local trails, parks, and the Sebasticook River, and an easy drive to Augusta, this home offers an ideal blend of comfort, flexibility, privacy, and accessibility. Do not miss this wonderful opportunity!

891 Garland Rd, Winslow

Listing courtesy of Keller Williams Realty. 207-553-2662

Selling Office: Coldwell Banker Plourde Real Estate.

$447,270

Six units, all offering 2 bedrooms each. Money maker with a cap rate of 11.64. Two new 50 gallon heat pump water heaters installed in 2019. New vinyl windows 2019.Substantial foundation and drainage renovations in 2021. All apartments renovated and electrical and plumbing upgrades have been ongoing since 2019. Hard wired smoke detectors in 2019. The furnace was not used for 6 years in another location then moved here in 2019. Washer and Dryer hookup ups in each unit. Some siding pieces are needed and the metal roof needs paint, but otherwise the building is in good condition. Management of the building is in place if you would like to keep it going. Again a money maker!!! The seller needs to sell 17 Veterans Court, Waterville (a 5 unit with great income also, in order to do a 1031 Exchange. Again a money maker!

6 Baths

Six units, all offering 2 bedrooms each. Money maker with a cap rate of 11.64. Two new 50 gallon heat pump water heaters installed in 2019. New vinyl windows 2019.Substantial foundation and drainage renovations in 2021. All apartments renovated and electrical and plumbing upgrades have been ongoing since 2019. Hard wired smoke detectors in 2019. The furnace was not used for 6 years in another location then moved here in 2019. Washer and Dryer hookup ups in each unit. Some siding pieces are needed and the metal roof needs paint, but otherwise the building is in good condition. Management of the building is in place if you would like to keep it going. Again a money maker!!! The seller needs to sell 17 Veterans Court, Waterville (a 5 unit with great income also, in order to do a 1031 Exchange. Again a money maker!

29 Bellevue St, Winslow

Listing courtesy of Maine Real Estate Pros.

Welcome to **681 Maple Ridge Road in Winslow**, a charming **3-bedroom log home privately situated on 8 wooded acres**, offering the perfect blend of comfort, privacy, and outdoor recreation. Set back from the road, this property provides a peaceful Maine setting surrounded by nature. Inside, the home features the warmth and character only a log home can offer, creating a cozy and inviting atmosphere. A **screened-in porch** provides the ideal place to relax and enjoy the outdoors--perfect for morning coffee, listening to the rain, or escaping Maine's buggy summer evenings while still taking in the surrounding woods. Outdoor enthusiasts will appreciate the direct access to nearby trail systems, making this property ideal for ATV riding, snowmobiling, hiking, and exploring the outdoors right from your own land. Additional features include a detached two-car garage and ample space for outdoor enjoyment across the wooded acreage. Whether you're looking for a year-round residence or a peaceful retreat, this property offers privacy, recreation, and the timeless appeal of log home living. Don't miss the opportunity to own your own Maine woodland escape while still being conveniently located near local amenities, and also close to China Lake.

$440,000

Welcome to **681 Maple Ridge Road in Winslow**, a charming **3-bedroom log home privately situated on 8 wooded acres**, offering the perfect blend of comfort, privacy, and outdoor recreation. Set back from the road, this property provides a peaceful Maine setting surrounded by nature. Inside, the home features the warmth and character only a log home can offer, creating a cozy and inviting atmosphere. A **screened-in porch** provides the ideal place to relax and enjoy the outdoors--perfect for morning coffee, listening to the rain, or escaping Maine's buggy summer evenings while still taking in the surrounding woods. Outdoor enthusiasts will appreciate the direct access to nearby trail systems, making this property ideal for ATV riding, snowmobiling, hiking, and exploring the outdoors right from your own land. Additional features include a detached two-car garage and ample space for outdoor enjoyment across the wooded acreage. Whether you're looking for a year-round residence or a peaceful retreat, this property offers privacy, recreation, and the timeless appeal of log home living. Don't miss the opportunity to own your own Maine woodland escape while still being conveniently located near local amenities, and also close to China Lake.

681 Maple Ridge Rd, Winslow

Listing courtesy of Berkshire Hathaway HomeServices Northeast Real Estate.

Selling Office: Coldwell Banker Plourde Real Estate.

$435,000

4 Beds ⋅ 2 Baths

457 S Reynolds Rd, Winslow

Listing courtesy of Adams Realty.

Experience the perfect blend of modern comfort and private rural living at 225 Morrill Road in Winslow, Maine. This stunning 2-bedroom, 2.5-bathroom contemporary post-and-beam home is tucked away on 10 pristine, wooded acres complete with its own private backyard pond. The standout feature of this property is the brand-new, pine flooring across the entire first level, adding an unmistakable warmth and rustic elegance to the home's primary living spaces. Step into a grand open-concept floor plan illuminated by natural light pouring through massive windows. The living room boasts soaring cathedral ceilings and a cozy fireplace, perfectly complemented by the aroma and look of the newly installed first-floor pine floors. The main level features a fully-equipped kitchen, a comfortable primary bedroom layout, and seamless access to outdoor living areas. Overhead, a charming second-story loft space offers the ideal footprint for a home office, creative studio, or reading nook overlooking the main level. The finished walk-out basement expands your living footprint significantly, providing an extra bonus room, a convenient half-bath, and abundant dedicated storage space. Outside, the house is set up perfectly for multi-level decking to sit back and observe the surrounding Maine woods and local wildlife. Despite the deep sense of country privacy, you are located only one mile from the public boat access at China Lake and just a short drive from downtown Winslow amenities. Contact Shari at today for a private showing.

$435,000

2 Beds ⋅ 3 Baths

Experience the perfect blend of modern comfort and private rural living at 225 Morrill Road in Winslow, Maine. This stunning 2-bedroom, 2.5-bathroom contemporary post-and-beam home is tucked away on 10 pristine, wooded acres complete with its own private backyard pond. The standout feature of this property is the brand-new, pine flooring across the entire first level, adding an unmistakable warmth and rustic elegance to the home's primary living spaces. Step into a grand open-concept floor plan illuminated by natural light pouring through massive windows. The living room boasts soaring cathedral ceilings and a cozy fireplace, perfectly complemented by the aroma and look of the newly installed first-floor pine floors. The main level features a fully-equipped kitchen, a comfortable primary bedroom layout, and seamless access to outdoor living areas. Overhead, a charming second-story loft space offers the ideal footprint for a home office, creative studio, or reading nook overlooking the main level. The finished walk-out basement expands your living footprint significantly, providing an extra bonus room, a convenient half-bath, and abundant dedicated storage space. Outside, the house is set up perfectly for multi-level decking to sit back and observe the surrounding Maine woods and local wildlife. Despite the deep sense of country privacy, you are located only one mile from the public boat access at China Lake and just a short drive from downtown Winslow amenities. Contact Shari at today for a private showing.

225 Morrill Rd, Winslow

Listing courtesy of Hoang Realty.

'For no fault of its own, this home is back on the market' Be the first to live in this brand new spacious 5 bedroom 2.5 bath ranch! If space is what you are looking for, this property is sure to please. Plenty of room for entertaining with an open concept kitchen/dining/living room, a large deck off the kitchen and a very large family room in the walkout basement. The lot is very private and wooded. A previous owner had cleared a ridge approximately 100' - 200' back for a view of Albion. There was also once a pasture that might be brought back to life for animals or gardens. Taxes to be determined.

$430,000

5 Beds ⋅ 3 Baths

'For no fault of its own, this home is back on the market' Be the first to live in this brand new spacious 5 bedroom 2.5 bath ranch! If space is what you are looking for, this property is sure to please. Plenty of room for entertaining with an open concept kitchen/dining/living room, a large deck off the kitchen and a very large family room in the walkout basement. The lot is very private and wooded. A previous owner had cleared a ridge approximately 100' - 200' back for a view of Albion. There was also once a pasture that might be brought back to life for animals or gardens. Taxes to be determined.

95 N Reynolds Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

Selling Office: Integrity Homes Real Estate Group, PC.

$410,000

This beautiful rural home sits on 10 wooded acres just a mile from China Lake and boasts its own small pond out back. Built in 2005, this contemporary style home offers 2 bedrooms, 2.5 bathrooms and an open floor plan with cathedral ceilings, a fireplace, and a loft. The spacious detached garage was built in 2019 and has plenty of room vehicle storage and workshop. The finished walk-out basement adds extra space with plenty of storage. Don't miss your chance to own a piece of rural living while still being close to town.

2 Beds ⋅ 3 Baths

This beautiful rural home sits on 10 wooded acres just a mile from China Lake and boasts its own small pond out back. Built in 2005, this contemporary style home offers 2 bedrooms, 2.5 bathrooms and an open floor plan with cathedral ceilings, a fireplace, and a loft. The spacious detached garage was built in 2019 and has plenty of room vehicle storage and workshop. The finished walk-out basement adds extra space with plenty of storage. Don't miss your chance to own a piece of rural living while still being close to town.

225 Morrill Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

OPEN HOUSE October 4th from 10:00am to 1:00pm. First time on the market! This beautifully maintained 3-bedroom, 2-bath Cape sits on 4.64 acres with deeded frontage on the Sebasticook River, offering a serene setting among farm fields and woods. Warm hardwood and tile flooring flow throughout the home, reflecting the care and pride of ownership found in every detail. The home is efficiently heated and cooled with both a traditional boiler and two heat pumps, and a dry basement including a bonus room also provides excellent storage or potential workshop space. An attached two-car garage adds convenience year-round. Enjoy the outdoors from the inviting rear deck or the charming front patio and overlook thoughtfully designed landscaping that ensures something is in bloom throughout the growing season. The riverfront offers not only a peaceful backdrop but also the potential for a private dock with town approval—perfect for those who appreciate water access and recreation. Inside and out, this property balances comfort, quality, and natural beauty in a way that is rare to find. Whether you are seeking a full-time residence or a peaceful retreat, this home delivers a lifestyle of quiet enjoyment and timeless charm.

$397,500

OPEN HOUSE October 4th from 10:00am to 1:00pm. First time on the market! This beautifully maintained 3-bedroom, 2-bath Cape sits on 4.64 acres with deeded frontage on the Sebasticook River, offering a serene setting among farm fields and woods. Warm hardwood and tile flooring flow throughout the home, reflecting the care and pride of ownership found in every detail. The home is efficiently heated and cooled with both a traditional boiler and two heat pumps, and a dry basement including a bonus room also provides excellent storage or potential workshop space. An attached two-car garage adds convenience year-round. Enjoy the outdoors from the inviting rear deck or the charming front patio and overlook thoughtfully designed landscaping that ensures something is in bloom throughout the growing season. The riverfront offers not only a peaceful backdrop but also the potential for a private dock with town approval—perfect for those who appreciate water access and recreation. Inside and out, this property balances comfort, quality, and natural beauty in a way that is rare to find. Whether you are seeking a full-time residence or a peaceful retreat, this home delivers a lifestyle of quiet enjoyment and timeless charm.

486 Garland Rd, Winslow

Listing courtesy of Locations Real Estate Group LLC.

Selling Office: Coldwell Banker Plourde Real Estate.

$391,000

13088 - Welcome to 20 Court Street, nestled in Winslow's sought-after Smiley Acres neighborhood -- a home where warmth, comfort, and thoughtful design come together beautifully. Set on a quiet dead-end street, this meticulously maintained ranch invites you in from the moment you arrive, with colorful flower gardens framing the home, an inviting front porch perfect for morning coffee, and the kind of area where neighborly waves and evening conversations still exist. Step inside and feel instantly at home in the sun-filled open-concept kitchen and dining area, thoughtfully designed for everyday living and effortless entertaining. Just beyond, the spacious living room centers around a cozy built-in propane stove with rich wood mantle -- the perfect place to gather on cool Maine evenings. The first floor offers a generous primary bedroom retreat, a beautifully appointed bath with corner soaking tub, stand-up shower and double vanities, plus a second bedroom for guests or family. Down the wood staircase, the finished lower level opens a world of possibilities. Completely refinished with a full system by TC Hafford Basement Systems, including waterproof wainscoting half walls and poured concrete floors, this space is ideal for a family room, game room, or cozy den. A bonus room offers flexibility for an office, hobby room or additional bedroom, alongside a second full bath (to be completed before closing) and dedicated laundry room. Outside, enjoy an expansive two-car attached garage, paver patio, and open backyard ready for gardens, gatherings, and play -- a truly special place to call home.

13088 - Welcome to 20 Court Street, nestled in Winslow's sought-after Smiley Acres neighborhood -- a home where warmth, comfort, and thoughtful design come together beautifully. Set on a quiet dead-end street, this meticulously maintained ranch invites you in from the moment you arrive, with colorful flower gardens framing the home, an inviting front porch perfect for morning coffee, and the kind of area where neighborly waves and evening conversations still exist. Step inside and feel instantly at home in the sun-filled open-concept kitchen and dining area, thoughtfully designed for everyday living and effortless entertaining. Just beyond, the spacious living room centers around a cozy built-in propane stove with rich wood mantle -- the perfect place to gather on cool Maine evenings. The first floor offers a generous primary bedroom retreat, a beautifully appointed bath with corner soaking tub, stand-up shower and double vanities, plus a second bedroom for guests or family. Down the wood staircase, the finished lower level opens a world of possibilities. Completely refinished with a full system by TC Hafford Basement Systems, including waterproof wainscoting half walls and poured concrete floors, this space is ideal for a family room, game room, or cozy den. A bonus room offers flexibility for an office, hobby room or additional bedroom, alongside a second full bath (to be completed before closing) and dedicated laundry room. Outside, enjoy an expansive two-car attached garage, paver patio, and open backyard ready for gardens, gatherings, and play -- a truly special place to call home.

20 Court St, Winslow

Listing courtesy of Allied Realty.

Selling Office: Rizzo Mattson.

$385,000

2 Beds ⋅ 3 Baths

3 Blue Jay Way, Winslow

Listing courtesy of EXP Realty.

Beautifully maintained and truly move-in ready, this three-bedroom, two bath Cape sits on a peaceful 2 acre country lot, offering serene surroundings while being just minutes from town and all amenities-the best of both worlds. The kitchen has been updated and features granite countertops, custom cabinetry, SS appliances, and an Island perfect for gathering around. The first floor features an open concept kitchen living room area, a bedroom, a home office, or use as another bedroom, and a full bath with the laundry within for your convenience. Upstairs you will find two spacious bedrooms with ample closet space and a second full bathroom. Need more room? Head to the basement, where a cozy family room with a pellet stove provides the perfect spot to relax, along with plenty of storage space. When the warmer weather arrives, enjoy relaxing & entertaining on your back deck with direct access to the kitchen. Additional highlights include a heated oversized two-car garage with storage above or potential for expansion, plus a lean-to for even more storage. This home is waiting for it's new owners -come take a look today! **The lift in the garage DOES NOT convey, but is for sale.

$379,900

Beautifully maintained and truly move-in ready, this three-bedroom, two bath Cape sits on a peaceful 2 acre country lot, offering serene surroundings while being just minutes from town and all amenities-the best of both worlds. The kitchen has been updated and features granite countertops, custom cabinetry, SS appliances, and an Island perfect for gathering around. The first floor features an open concept kitchen living room area, a bedroom, a home office, or use as another bedroom, and a full bath with the laundry within for your convenience. Upstairs you will find two spacious bedrooms with ample closet space and a second full bathroom. Need more room? Head to the basement, where a cozy family room with a pellet stove provides the perfect spot to relax, along with plenty of storage space. When the warmer weather arrives, enjoy relaxing & entertaining on your back deck with direct access to the kitchen. Additional highlights include a heated oversized two-car garage with storage above or potential for expansion, plus a lean-to for even more storage. This home is waiting for it's new owners -come take a look today! **The lift in the garage DOES NOT convey, but is for sale.

135 S Pond Rd, Winslow

Listing courtesy of Integrity Homes Real Estate Group, PC.

Selling Office: Coldwell Banker Plourde Real Estate.

$365,000

Beautiful, cozy, and peaceful doesn't begin to describe this well cared for condo. Located minutes from downtown Winslow and Waterville, shopping, entertainment, and restaurants are in short driving distance. With almost 1500 sq ft of living space this sweet home is open concept with an easily accessible kitchen, dining room area, attached 4 season sunroom, and living room. One side of the home has 2 bedrooms and 2 full bathrooms. The primary has its own wing providing privacy and convenience. It is big and spacious boasting a full bath with large vanity, glass walk-in shower, multiple closets and a washer/ dryer. Some remarkable features include radiant floors, new heat pumps, on demand water heater, and Generac generator. So if you've been looking for accessibility, comfort, and convenience this condo is sure to check your boxes!

Beautiful, cozy, and peaceful doesn't begin to describe this well cared for condo. Located minutes from downtown Winslow and Waterville, shopping, entertainment, and restaurants are in short driving distance. With almost 1500 sq ft of living space this sweet home is open concept with an easily accessible kitchen, dining room area, attached 4 season sunroom, and living room. One side of the home has 2 bedrooms and 2 full bathrooms. The primary has its own wing providing privacy and convenience. It is big and spacious boasting a full bath with large vanity, glass walk-in shower, multiple closets and a washer/ dryer. Some remarkable features include radiant floors, new heat pumps, on demand water heater, and Generac generator. So if you've been looking for accessibility, comfort, and convenience this condo is sure to check your boxes!

5 Chickadee Trl Unit 5, Winslow

Listing courtesy of Coldwell Banker Realty.

Step into comfort, style and convenience, with this beautiful 3 bedroom home on the outskirts of town. Offering the perfect blend of privacy and convenience just minutes from major amenities. Featuring a clean, modern aesthetic throughout, this move-in ready home offers bright living spaces and the finished basement adds incredible versatility, ideal for a family room, home office, fitness space, or guest retreat. The bright and open living spaces make this home perfect for gatherings. The spacious and level back yard has endless potential for family fun and entertaining. The attached garage offers extensive storage and functionality. This home is blissfully off the beaten path while still being only minutes from shopping, hospitals, restaurants, quick access to I-95 and schools. If you're looking for room to grow, this home is the perfect start to new beginnings.

$365,000

Step into comfort, style and convenience, with this beautiful 3 bedroom home on the outskirts of town. Offering the perfect blend of privacy and convenience just minutes from major amenities. Featuring a clean, modern aesthetic throughout, this move-in ready home offers bright living spaces and the finished basement adds incredible versatility, ideal for a family room, home office, fitness space, or guest retreat. The bright and open living spaces make this home perfect for gatherings. The spacious and level back yard has endless potential for family fun and entertaining. The attached garage offers extensive storage and functionality. This home is blissfully off the beaten path while still being only minutes from shopping, hospitals, restaurants, quick access to I-95 and schools. If you're looking for room to grow, this home is the perfect start to new beginnings.

158 Bassett Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

Selling Office: Coldwell Banker Plourde Real Estate.

$359,000

Beautiful 3-Bedroom Colonial in Winslow! Nestled on a quiet dead-end street, this stunning Colonial offers 3 spacious bedrooms and 3 full baths, blending classic charm with modern comfort. Kitchen with newer appliances is perfect for entertaining, opening to a bright dining area and inviting living spaces. Step outside to your private backyard oasis featuring a sparkling saltwater in-ground pool—ideal for relaxing or hosting summer gatherings. Additional highlights include a one-car garage, lovely curb appeal, and a highly desirable Winslow location close to schools, shopping, and parks. Don't miss this move-in ready gem!

3 Beds ⋅ 3 Baths

Beautiful 3-Bedroom Colonial in Winslow! Nestled on a quiet dead-end street, this stunning Colonial offers 3 spacious bedrooms and 3 full baths, blending classic charm with modern comfort. Kitchen with newer appliances is perfect for entertaining, opening to a bright dining area and inviting living spaces. Step outside to your private backyard oasis featuring a sparkling saltwater in-ground pool—ideal for relaxing or hosting summer gatherings. Additional highlights include a one-car garage, lovely curb appeal, and a highly desirable Winslow location close to schools, shopping, and parks. Don't miss this move-in ready gem!

5 Second St, Winslow

Listing courtesy of Century 21 Nason Realty.

Selling Office: Century 21 Nason Realty.

$356,000

Nestled in the highly sought after and well-established community, Heartland Condominium Association, this ranch style 2-bedroom, 2-bathroom unit is ready to become your new retirement home. Carefree living begins with a welcoming sun-filled open floor plan. Quality construction is evident from the eat-in-kitchen to the adjacent dining area with patio doors that lead to a composite back deck and paved patio, perfect for entertaining. The dining room flows into the living room and into the lovely sunroom. The large primary ensuite at the back of the home features a full bathroom with walk-in shower, excellent closet space, and a convenient laundry closet with side-by-side full-sized washer and dryer. A spacious guest bedroom located at the front of the home also offers large closets with the main bathroom with tub/shower at the end of the hallway. The unit's efficient floor plan features spacious and perfectly positioned linen, pantry and coat closets. There is additional storage in the attached garage with auto door opener and in the dry and partially finished basement. Call today for a showing to become part of this wonderful community in Central Maine.

Nestled in the highly sought after and well-established community, Heartland Condominium Association, this ranch style 2-bedroom, 2-bathroom unit is ready to become your new retirement home. Carefree living begins with a welcoming sun-filled open floor plan. Quality construction is evident from the eat-in-kitchen to the adjacent dining area with patio doors that lead to a composite back deck and paved patio, perfect for entertaining. The dining room flows into the living room and into the lovely sunroom. The large primary ensuite at the back of the home features a full bathroom with walk-in shower, excellent closet space, and a convenient laundry closet with side-by-side full-sized washer and dryer. A spacious guest bedroom located at the front of the home also offers large closets with the main bathroom with tub/shower at the end of the hallway. The unit's efficient floor plan features spacious and perfectly positioned linen, pantry and coat closets. There is additional storage in the attached garage with auto door opener and in the dry and partially finished basement. Call today for a showing to become part of this wonderful community in Central Maine.

19 Cardinal Way Unit 10, Winslow

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

Selling Office: Better Homes & Gardens Real Estate/The Masiello Group.

$355,000

Welcome to 176 Garland Road, a beautifully maintained 2-bedroom, 2-bath ranch located along the Sebasticook River. Thoughtfully cared for inside and out, this home offers comfortable, year-round living with a functional layout and numerous updates. The bright eat-in kitchen opens to a welcoming living room filled with natural light and anchored by a cozy brick fireplace. Heat pumps have been installed throughout the home, including the basement, providing efficient comfort in every season. The first floor features a practical mudroom, two spacious bedrooms, two full bathrooms with convenient first-floor laundry, a walk-in shower, and a classic clawfoot tub, offering both accessibility and character. An attached two-car garage provides ample space for vehicles, storage, or gardening equipment. Outside, you'll find mature landscaping, established garden beds, and a peaceful setting perfect for enjoying the outdoors. Relax under the covered seating area on warm summer evenings or unwind by the fireplace after a long day. Complete with a standby generator and a new metal roof for added peace of mind, this move-in ready property offers the perfect combination of comfort, convenience, and low-maintenance living.

Welcome to 176 Garland Road, a beautifully maintained 2-bedroom, 2-bath ranch located along the Sebasticook River. Thoughtfully cared for inside and out, this home offers comfortable, year-round living with a functional layout and numerous updates. The bright eat-in kitchen opens to a welcoming living room filled with natural light and anchored by a cozy brick fireplace. Heat pumps have been installed throughout the home, including the basement, providing efficient comfort in every season. The first floor features a practical mudroom, two spacious bedrooms, two full bathrooms with convenient first-floor laundry, a walk-in shower, and a classic clawfoot tub, offering both accessibility and character. An attached two-car garage provides ample space for vehicles, storage, or gardening equipment. Outside, you'll find mature landscaping, established garden beds, and a peaceful setting perfect for enjoying the outdoors. Relax under the covered seating area on warm summer evenings or unwind by the fireplace after a long day. Complete with a standby generator and a new metal roof for added peace of mind, this move-in ready property offers the perfect combination of comfort, convenience, and low-maintenance living.

176 Garland Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

Well maintained office building on highly traveled thoroughfare.

$350,000

11 Bay, Winslow

Listing courtesy of Century 21 Nason Realty.

Selling Office: Century 21 Nason Realty.

$349,900

Located in a desirable neighborhood, this home offers a private tree lined backyard oasis including an in-ground pool and abutting undeveloped acreage with trails to enjoy. Inside the home you'll find a living room with new built-in shelves, an open concept kitchen and dining room as well as a 3 -season room overlooking the backyard where you can relax with your morning coffee or perhaps a cocktail at the end of the day. In the lower level you'll find a family room with a beautiful stone hearth wood burning fireplace to gather and stay cozy during the cooler months. There is time to be in your new home for the holidays, schedule your showing today!

3 Beds ⋅ 3 Baths

Located in a desirable neighborhood, this home offers a private tree lined backyard oasis including an in-ground pool and abutting undeveloped acreage with trails to enjoy. Inside the home you'll find a living room with new built-in shelves, an open concept kitchen and dining room as well as a 3 -season room overlooking the backyard where you can relax with your morning coffee or perhaps a cocktail at the end of the day. In the lower level you'll find a family room with a beautiful stone hearth wood burning fireplace to gather and stay cozy during the cooler months. There is time to be in your new home for the holidays, schedule your showing today!

14 Fuller Dr, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

Selling Office: Summit Real Estate.

$345,000

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

Selling Office: Realty of Maine.

$342,447

Whether you are just starting out or simplifying your lifestyle, this brand new 3-bedroom, 2 bath home feels warm, comfortable, and easy to live in. The open kitchen, dining, and living space keeps everyone connected, and the spacious primary suite with walk in closet and double vanity offers a quiet place to unwind at the end of the day. Built by Pine Grove Homes, buyers can choose their finishes, so the home reflects their style from the start. No construction loan is required, financing works with all loan types, and the home can be ready in about 12 weeks, making the move to a brand new home simple and stress free.