27

Winslow, ME Homes for Sale

Section Image Section Image
  • /4

    $225,000

    • Land
    • 5 Acres
    • $42,453 per Acre

    1207 Augusta Rd, Winslow, ME 04901

    This property has 5.3 acres of beautiful land in a multi-use zone. Property may be subdivided. Soil quality is very good, property suitable for multiple house lots or expansive single home setting. Home burned in 2016, and is not currently livable. The attached carriage house is intact and provides a good base to work from. Property may also be purchased as either 3+/- acres with improvements; or

    Agent Photo

    Penney Read

    Midcoast Realty Group

    (207) 610-7681

    1207 Augusta Rd, Winslow, ME 04901
  • /2

    $100,000

    • Land
    • 3.30 Acres
    • $30,303 per Acre

    1207B Augusta Rd, Benton, ME 04901

    This property is 3.3 acres of the existing 5.3-acre lot. It has 190' road frontage on the right side of the lot when facing it from the road. All the infrastructure needed for a home or business is in place. It has a carriage house that is intact and a house that has been completely damaged by fire. It also has a 6-bedroom septic system. It is open near the road and more wooded towards the rear

    Agent Photo

    Penney Read

    Midcoast Realty Group

    (844) 722-8606

    1207B Augusta Rd, Benton, ME 04901
  • /4

    $85,000

    • Land
    • 2.00 Acres
    • $42,500 per Acre

    1207 Augusta Rd, Winslow, ME 04901

    This property is 2+- acres of the existing 5-acre lot. It has 190' road frontage on the left side of the lot when facing it from the road. It does not have any of the existing buildings on it and does not have access to the existing septic system. It is open near the road and more wooded towards the rear of the lot. The soil is very sandy and perked very well on the other half of the lot; this

    Agent Photo

    Penney Read

    Midcoast Realty Group

    (877) 915-8502

    1207 Augusta Rd, Winslow, ME 04901
  • /37

    $339,000

    • 5 Beds
    • 1.5 Baths
    • 1,845 Sq Ft

    701 Augusta Rd, Winslow, ME 04901

    Charming Winslow Country Cape in excellent condition. The large, private backyard features a chicken coop, a garden area, rhubarb and raspberry bushes, and a deck that has great potential with a bit of effort and know-how. There is ample garage space with a walk-up storage attic above and a full basement underneath, which includes a third full bay accessed by an overhead door, as well as a

    Amy St Peter Your Home Sold Guaranteed Realty

    701 Augusta Rd, Winslow, ME 04901
  • /58

    $344,999

    • 4 Beds
    • 2 Baths
    • 1,926 Sq Ft

    311 Benton Ave, Winslow, ME 04901

    New Price!! Graceful Craftsman-era home with Timeless Charm and Home Business Potential. This beautifully preserved 4-bedroom Victorian showcases original woodwork, detailed trim, and classic craftsmanship throughout. Features include formal living and dining rooms, two enclosed porches, and a cozy fireplace. The finished 3rd floor offers a versatile bonus space—ideal for a primary suite, home

    April Butler Integrity Homes Real Estate Group, PC

    311 Benton Ave, Winslow, ME 04901
  • /51

    $524,900

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft

    2 and 3 Blue Heron Ln, Winslow, ME 04901

    Get a jumpstart on summer with this 2 for 1 special! The waterside cabin is seasonal with a main living area and bedroom on the first floor, loft overhead and panoramic views from the sunroom. The hillside cabin is year round with 2 bedrooms on the second level. Located on a triple lot with 2 sheds and full shared well and septic. These adorable camps are turn key and ready to become your

    Jennifer Cammack EXP Realty

    2 and 3 Blue Heron Ln, Winslow, ME 04901
  • /47

    $449,900

    • 5 Beds
    • 2.5 Baths
    • 3,198 Sq Ft

    22 Frankwood Dr, Winslow, ME 04901

    Welcome to 22 Frankwood Drive, a spacious 5-bedroom, 2.5-bathroom residence tucked in one of Winslow's most desirable neighborhoods. Set along a peaceful, tree-lined street, this beautifully maintained home offers over 3,100 square feet of living space, effortlessly blending timeless charm with modern convenience. Step inside to a welcoming living room filled with natural light from large

    Emily Caron Coldwell Banker Plourde Real Estate

    22 Frankwood Dr, Winslow, ME 04901
  • /56

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 3,328 Sq Ft

    8 Dollis Ave, Vassalboro, ME 04989

    Tremendous opportunity to join a well established neighborhood in Vassalboro! This expansive colonial has 3-4 bedrooms, 2 full bathrooms and 2 half bathrooms. Open concept kitchen/dining/living room on the main floor, with a custom coffee bar. First floor laundry and half bathroom. The second floor has two spacious bedrooms, a full bathroom, and a primary suite with a private bathroom. The

    Lori Dube Sprague & Curtis Real Estate

    8 Dollis Ave, Vassalboro, ME 04989
  • /13

    $349,900

    • 2 Baths
    • 2,271 Sq Ft

    3 Baker St, Winslow, ME 04901

    Turn-Key Duplex with many updates since 2018. 2018 updates includes new propane boiler, new tankless hot water, all new vinyl windows, floors, kitchens (granite countertops), all new stainless appliances, bathrooms, plumbing and electric. New metal roof installed 2023. New paved driveways 2024. Unit 1 comes fully furnished. Unit has always been rented fully furnished for short-term stays

    Spenser Ouellette EXP Realty

    3 Baker St, Winslow, ME 04901
  • /27

    $180,000

    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    1 Chadwick St, Winslow, ME 04901

    Welcome to 1 Chadwick Street, a charming 2-bedroom home nestled on an oversized lot in a convenient Winslow location—close to schools, trails, and downtown. This property offers a great opportunity for buyers looking for a well-priced, functional home with room to make it their own.Recent updates include new kitchen flooring (2025), added electrical service and insulation in the garage (2023),

    Jason Erwin EXP Realty

    1 Chadwick St, Winslow, ME 04901
  • /69

    $859,000

    • 4 Beds
    • 4 Baths
    • 4,900 Sq Ft

    3 Emily's Way, Winslow, ME 04901

    Ideally located in a lovely neighborhood, luxury abounds throughout this elegant colonial home. From the graceful front entrance and grand foyer, you will be welcomed by the open and easy flow throughout the well-designed living space. Friends and family will naturally gather in the gracious kitchen where a granite-top center island, informal dining area, separate bar station, and handy workspace

    Ellen Wells Coldwell Banker Plourde Real Estate

    3 Emily's Way, Winslow, ME 04901
  • /44

    $280,000

    • 3 Beds
    • 1.5 Baths
    • 1,380 Sq Ft

    128 Benton Ave, Winslow, ME 04901

    Charming New Englander in the Heart of Winslow. Walking distance to Winslow Jr High and High school. Welcome to 128 Benton Avenue a beautifully maintained 3-bedroom, 1.5-bath New Englander that blends timeless character with thoughtful updates. Built in 1915, this 1,380 sq ft home offers classic charm and modern convenience in a walkable, in-town location. Step into a spacious, updated kitchen

    Patrick Coughlan Real Broker

    128 Benton Ave, Winslow, ME 04901
  • /65

    $315,000 Open Sat 9:30AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,846 Sq Ft

    10 Hollingsworth St, Winslow, ME 04901

    This charming 3 bedroom 2 bath turn of the century New Englander abuts one of the numerous walking trails in the area. This home is one of the few that were built exclusively for the former executives of the Hollingsworth & Whitney Company. The character of this home is outstanding with period details including gleaming wood floors, original wood trim, stained glass & farmers porch. There are

    Tom Cole NextHome Premier Realty

    10 Hollingsworth St, Winslow, ME 04901
  • /160

    $1,540,000

    • 7 Baths
    • 7,634 Sq Ft

    23 N Garand St, Winslow, ME 04901

    Welcome to 23 N. Garand Street an Amazing Investment Opportunity!! This Well Maintained Clean 7 Unit Complex Consists of 3-Duplex Style Ranch Home Buildings with Great Layouts and Design, Paved Wrap Around Driveway with Off Street Parking, Vaulted Ceilings, Full Basements, Newer Shingled Roofs in 2021, Decks, and In-Unit Washer and Dryer Hookups. Building #1 Features a Large 3 Bay Garage (Rented

    Robert Metayer Client First Realty Maine

    23 N Garand St, Winslow, ME 04901
  • /67

    $249,900

    • 1.5 Baths
    • 3,122 Sq Ft

    89 Benton Ave, Winslow, ME 04901

    Have you been looking for an amazing investment opportunity? Or maybe live in one unit and have your tenant pay most of your mortgage? If so, this great property could be the one you have been looking for. Upstairs features a massive 1373 sqft +/- 2 bedroom unit that could be easily converted to a 3 bedroom. It has a big kitchen, living room, and dining room. Downstairs is very open and could be

    Corey Lee Real Broker

    89 Benton Ave, Winslow, ME 04901
  • /63

    $230,000

    • 3 Beds
    • 3 Baths
    • 1,558 Sq Ft

    845 Augusta Rd, Winslow, ME 04901

    Welcome home!!! Here's a great place at an affordable price on a LG, drop dead gorgeous 2.2 acre lot w nice gardens. Features 3+ bedrooms, 1 full/2 half baths, office, good sized living room w stone fireplace, exposed beams and vaulted ceilings. Great kitchen w tons of cabinets, counter tops, pantry. Bright and sunny dining room PLUS a nice sunroom overlooking the backyard gardens and

    Jody Hammond EXP Realty

    845 Augusta Rd, Winslow, ME 04901
  • /28

    $230,000

    • 4 Beds
    • 1.5 Baths
    • 1,260 Sq Ft

    26 Charland St, Winslow, ME 04901

    Welcome to this beautifully maintained Cape Cod-style home, nestled in a sought-after neighborhood. This delightful residence features classic details, offering both charm and modern comfort. Bask in the natural light on the lovely three-season porch, an ideal spot for morning coffee or evening relaxation. Enjoy a bright and airy living room, perfect for relaxation or entertaining guests. With a

    Kasey Larsen Your Home Sold Guaranteed Realty

    26 Charland St, Winslow, ME 04901
  • /25

    $99,900

    • Land
    • 2.02 Acres
    • $49,455 per Acre

    498 Morrill Rd, Benton, ME 04901

    Build your dream home on this beautiful 2.02-acre lot in Winslow. With most of the groundwork already completed, including a drilled well and a leach field, you can start building right away. Enjoy the convenience of being close to town while still experiencing the tranquility of rural living. Power is readily available at the street, making this lot the perfect canvas for your future home.

    Jill Huard Summit Real Estate

    498 Morrill Rd, Benton, ME 04901
  • /24

    $199,900

    • Land
    • 2.96 Acres
    • $67,534 per Acre

    0 China Rd, Winslow, ME 04901

    Have you been looking for an ideal location for your business? If so, this could be the perfect location! This 2.96 acre lot has 200' of prime commercial frontage on China Road in busy downtown Winslow. This lot is located in the mixed use district so it is approved for Commercial, Education, Municipal, or Residential. Land here does not come up often! Priced below tax assessed value. Come scoop

    Corey Lee Real Broker

    0 China Rd, Winslow, ME 04901
  • /23

    $329,000

    • 2 Beds
    • 2 Baths
    • 1,508 Sq Ft

    10 Private Dr, Winslow, ME 04901

    Desirable location for your new one level condo in a sought after neighborhood! Features an open floor plan, living room with propane fireplace and a cozy sunroom which leads to the deck with a privacy fence between the two units. Primary bedroom with full bath, separate dining area and kitchen with all appliances. All this plus an attached garage & a full private basement. Pet friendly too!

    Kim Moxcey Century 21 Nason Realty

    10 Private Dr, Winslow, ME 04901
  • /10

    $69,900

    • Land
    • 2.63 Acres
    • $26,578 per Acre

    0 Olde Heritage Map 10 Lot 77-3 Place Unit 1618641, Winslow, ME 04901

    Tucked away at the end of a long, tree-lined drive, this beautiful cul-de-sac lot offers the perfect blend of privacy, space, and convenience. Nestled at the back of a wide open field, the lot is surrounded by mature trees that provide a peaceful natural buffer and a true sense of seclusion.As you approach, expansive views of the surrounding countryside unfold before you, hinting at the

    Matt Pouliot Pouliot Real Estate

    0 Olde Heritage Map 10 Lot 77-3 Place Unit 1618641, Winslow, ME 04901
  • /87

    $829,000

    • 3 Beds
    • 2.5 Baths
    • 4,490 Sq Ft

    181 Bassett Rd, Winslow, ME 04901

    A beautiful winding driveway leads you past a lovely pond to this custom built home sitting on 14 pastoral acres. Classically styled 3 story barn on a full foundation with a lean-to off the side for even more storage. 12x16 chicken coop, screen building with a wood stove, and beautiful garden rows with rich fertilized soils, this property is perfect for homesteading and food production. Deer

    Tyler Gaudet Sprague & Curtis Real Estate

    181 Bassett Rd, Winslow, ME 04901
  • /37

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    35 Nowell Rd, Winslow, ME 04901

    Step inside this brand-new Energy Star Certified 3-bedroom, 2-bath home, offering 1,494 sq. ft. of thoughtfully designed living space. With quality finishes, a functional layout, and move-in-ready convenience, this home is the perfect blend of style and comfort. The open-concept living area is filled with natural light, featuring a spacious kitchen with white shaker cabinets, beautiful

    Anna Boucher Pouliot Real Estate

    35 Nowell Rd, Winslow, ME 04901
  • /45

    $388,000

    • 3 Baths
    • 2,656 Sq Ft

    16 S Garand St, Winslow, ME 04901

    Great Investment Opportunity! This charming multi-unit features two spacious apartments, each offering excellent value. The first unit boasts 3 bedrooms and 2 baths, while the second unit offers 3 bedrooms and 1 bath - perfect for families or tenants seeking extra space. Both units are well-maintained and include a bright, welcoming sun porch that adds a touch of warmth and character to the home.

    Kristen Nutter Summit Real Estate

    16 S Garand St, Winslow, ME 04901
  • /10

    $99,900

    • Land
    • 3.57 Acres
    • $27,983 per Acre

    12 S Ridge Dr, Winslow, ME 04901

    Welcome to Fair-Fields Business Park, where opportunity awaits just a stone's throw from the highway with convenient access to Interstate 95 in Fairfield, Maine. This prime 3.57 acre lot is ready for development, offering industrial / residential zoning and all the necessary utilities including power, water, and sewer available at the roadside. With its strategic location, this is the perfect

    Jim Quimby RE/MAX Infinity

    12 S Ridge Dr, Winslow, ME 04901
  • /2

    $150,000

    • Land
    • 20 Acres
    • $7,657 per Acre

    Lot 063 N Pond Rd, Winslow, ME 04901

    Come and see the potential of this recently surveyed 19+ acres.

    Michael Lee Century 21 Venture Ltd.

    Lot 063 N Pond Rd, Winslow, ME 04901
  • /14

    $79,700

    • 3 Beds
    • 1 Bath
    • 1,471 Sq Ft

    129 Clinton Ave, Winslow, ME 04901

    Crystal Krainis LPT Realty

    129 Clinton Ave, Winslow, ME 04901

Frequently Asked Questions

What are the most popular zip codes in Winslow, ME?
The most popular zip codes in Winslow, ME include 04330, 04901, 04963, 04976 and 04364.
How to Buy a Home How to Finance a Home How to Sell a Home