Winslow Single Family Homes for Sale

Winslow Single Family Homes for Sale

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Winslow Single Family Homes for Sale

$775,000
3 Beds ⋅ 3 Baths ⋅ 1676579 MLS
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
3 Beds ⋅ 1 Baths ⋅ 1674856 MLS
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
3 Beds ⋅ 1 Baths ⋅ 1674668 MLS
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
2 Beds ⋅ 2 Baths ⋅ 1672806 MLS
13120 - Heywood Road single family ranch style home with several garages available for sale. The large commercial garage located on the lower section of the property with it's own driveway is 32' X 50' insulated with 16' ceilings that has previously been used as a repair shop for heavy equipment. According to the Town of Winslow, the zoning is MU (Mixed Use). There is a recent septic inspection report and a water test on file, request these results and they will be provided. Bring your curiosity and ideas, whether this is a home & business venture or a rental opportunity for you, schedule a private showing today.

56 Heywood Rd, Winslow

Listing courtesy of Allied Realty.

$569,000
3 Beds ⋅ 3 Baths ⋅ 1672793 MLS
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
3 Beds ⋅ 3 Baths ⋅ 1672587 MLS
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
3 Beds ⋅ 1 Baths ⋅ 1672018 MLS
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
4 Beds ⋅ 1 Baths ⋅ 1671664 MLS
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
4 Beds ⋅ 1 Baths ⋅ 1669441 MLS
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
3 Beds ⋅ 2 Baths ⋅ 1669179 MLS
**NEW PHOTOS ARE AVAILABLE!!** Freshly painted inside and out! New exterior doors and some extra finishing touches to make this home ready for you to move right in to this updated 3-bedroom, 1.5-bath New England-style home. Located on a spacious in-town lot in Winslow, nearly all of the major updates have been completed, including a brand-new kitchen with new appliances, updated bathrooms, new flooring, replacement windows, a new propane furnace, and a freshly painted metal roof. This home offers a wonderful blend of classic character and modern improvements while still leaving a few finishing touches for the next owner to make it their own. A property that has been loved by 4 generations, it is ready to begin its next chapter with its new owner. Listing Broker is a family member.

77 Halifax St, Winslow

Listing courtesy of Summit Real Estate.

$475,000
6 Beds ⋅ 2 Baths ⋅ 1667850 MLS
Beautifully landscaped private lot with large pond and expansive fenced-in back yard. All trim will be completed prior to closing. Recently renovated basement includes two bedrooms with option to complete kitchenette and bath. New wood stove and chimney liner installed in 2025 for heat supplement/backup source. Broker-owned.

1300 China Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

$229,900
2 Beds ⋅ 1 Baths ⋅ 1667632 MLS
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.

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