25

Winslow, ME Homes for Sale under $500,000

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  • /69

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,449 Sq Ft

    77 Halifax St, Winslow, ME 04901

    **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

    Agent Photo

    Jill Huard

    Summit Real Estate

    77 Halifax St, Winslow, ME 04901
  • /39

    $489,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1391 Albion Rd, Winslow, ME 04901

    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

    Agent Photo

    Rachel Anderson

    Coldwell Banker Plourde Real Estate

    1391 Albion Rd, Winslow, ME 04901
  • /52

    $435,000

    • 3 Beds
    • 3 Baths
    • 3,042 Sq Ft

    11 Rousseau St, Winslow, ME 04901

    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

    Jamie Plourde Coldwell Banker Plourde Real Estate

    11 Rousseau St, Winslow, ME 04901
  • /2

    $225,000

    • Land
    • 1.39 Acres
    • $161,871 per Acre

    288 China Rd, Winslow, ME 04901

    Prime development opportunity! This cleared parcel is ready for your vision and offers outstanding visibility with high daily traffic counts, making it an ideal location for a variety of uses. Conveniently located with excellent road frontage and easy access, this property provides the exposure and accessibility businesses need to thrive.

    Donald Plourde Coldwell Banker Plourde Real Estate

    288 China Rd, Winslow, ME 04901
  • /24

    $229,900

    $60K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    344 Benton Ave, Winslow, ME 04901

    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!

    Donald Plourde Coldwell Banker Plourde Real Estate

    344 Benton Ave, Winslow, ME 04901
  • /19

    $254,900

    Open Sat 12PM - 2PM $14K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    2 Hallowell St, Winslow, ME 04901

    **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.

    Amanda Cray Keller Williams Realty

    2 Hallowell St, Winslow, ME 04901
  • /41

    $314,900

    $40K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    19 Chickadee Trail Unit 19, Winslow, ME 04901

    Immaculate stand alone condo in a sought after neighborhood! This beautiful one owner home is in move-in shape! Features an open layout, attractive kitchen with all appliances and a large dining area open to the living room. Two nice sized bedrooms plus an attached garage, propane heat and even a heat pump! This condo allows pets too! There are two patios-one in front & one in back to enjoy your

    Kim Moxcey Century 21 Nason Realty

    19 Chickadee Trail Unit 19, Winslow, ME 04901
  • /19

    $305,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 739 Sq Ft

    6 Blue Heron Ln, Winslow, ME 04901

    This adorable and serene waterfront retreat on Pattee Pond is ready just in time for summer, offering the perfect blend of comfort, charm, and lakeside living. Built in 2012, the cottage features two bedrooms plus a large loft, a full bathroom with new toilet, and a generous kitchen featuring freshly painted cabinets, a new gas range and refrigerator that opens to inviting living and dining space

    MAKAYLA ARMSTRONG Coldwell Banker Realty

    6 Blue Heron Ln, Winslow, ME 04901
  • /51

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,905 Sq Ft

    9 Chadwick St, Winslow, ME 04901

    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

    Gina Brunda Realty of Maine

    9 Chadwick St, Winslow, ME 04901
  • /71

    $325,000

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,676 Sq Ft

    380 Clinton Ave, Winslow, ME 04901

    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,

    Judy Williams Coldwell Banker Plourde Real Estate

    380 Clinton Ave, Winslow, ME 04901
  • /48

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft

    950 China Rd, Winslow, ME 04901

    Impeccable Property on 3+ Private Acres! Nothing but the best awaits you at this beautifully maintained and remodeled property, offering the perfect blend of quality, privacy, and modern comfort. The remodeled mobile home features high-end finishes and appliances throughout, a 50 year transferable new roof installed this year, heat pump and pellet stove, creating n a truly move-in-ready home with

    Kirstin McQuillan Century 21 Nason Realty

    950 China Rd, Winslow, ME 04901
  • /14

    $344,900

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    506 S Reynolds Rd, Winslow, ME 04901

    Tucked away on a private, wooded lot in Winslow, this brand new 3 bedroom, 2 bath home offers the perfect combination of privacy, style, and convenience. The thoughtfully designed 1,344 square foot floor plan features an open concept kitchen, dining, and living area with plenty of natural light. The kitchen is a standout with beautiful cabinetry, tile backsplash, stainless steel appliances, a

    Anna Boucher Summit Real Estate

    506 S Reynolds Rd, Winslow, ME 04901
  • /22

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,550 Sq Ft

    7 Lucille St, Winslow, ME 04901

    Family home located on a corner lot in a great subdivision! Convenient to everything! A lot to see here; new kitchen, many rooms freshly painted, newer roofing, half bath in main bedroom, finished room in basement, and a 225 s.f. home office over the oversized garage! Office is heated and cooled by a new heat pump. The hot tub and net enclosure also go with the sale. Did I mention the whole-house

    Lewis Benner Berkshire Hathaway HomeServices Northeast Real Estate

    7 Lucille St, Winslow, ME 04901
  • /32

    $234,900

    $5K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,277 Sq Ft

    45 Cushman Rd, Winslow, ME 04901

    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

    Kim Moxcey Century 21 Nason Realty

    45 Cushman Rd, Winslow, ME 04901
  • /62

    $415,000

    $34K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,715 Sq Ft

    26 S Reynolds Rd, Winslow, ME 04901

    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

    Darcy Liberty Integrity Homes Real Estate Group, PC

    26 S Reynolds Rd, Winslow, ME 04901
  • /45

    $364,900

    • 2 Beds
    • 2 Baths
    • 1,668 Sq Ft

    20 Whippoorwill Dr Unit 20, Winslow, ME 04901

    Well cared for one level condo in a desirable sought after neighborhood! Features an open floor plan, 2 nice sized bedrooms , 2 bathrooms, an attached garage and a full private basement! Home comes with all appliances and even has 2 heat pumps! Off the living room you will find a 4 season sunroom or den. Lovely back deck to enjoy, plus a front patio and beautiful landscaping with lot of flowers!

    Kim Moxcey Century 21 Nason Realty

    20 Whippoorwill Dr Unit 20, Winslow, ME 04901
  • /68

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    593 Abbott Rd, Winslow, ME 04901

    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,

    Karen Ramsay-Boucher Better Homes & Gardens Real Estate/The Masiello Group

    593 Abbott Rd, Winslow, ME 04901
  • /38

    $215,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    245 China Rd, Winslow, ME 04901

    Live, Work & Thrive in One Convenient Location!Don't miss this exceptional opportunity to own both your home and your business location in one versatile mixed-use property. Well-maintained residence offers two bedrooms, two full bathrooms, and an inviting open-concept living area designed for comfortable everyday living. The true highlight is the impressive detached garage and workshop,

    Ethan Jackson Drakes Real Estate LLC

    245 China Rd, Winslow, ME 04901
  • /28

    $329,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,441 Sq Ft

    941 Augusta Rd, Winslow, ME 04901

    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

    Francois Rodrigue Keller Williams Realty

    941 Augusta Rd, Winslow, ME 04901
  • /37

    $289,900

    $10K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,368 Sq Ft

    29 Smiley Ave, Winslow, ME 04901

    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.

    Jessica Fike Brookewood Realty

    29 Smiley Ave, Winslow, ME 04901
  • /26

    $369,900

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft

    87 N Reynolds Rd, Winslow, ME 04901

    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,

    Lucas Adams Adams Realty

    87 N Reynolds Rd, Winslow, ME 04901
  • /21

    $349,000

    • 2 Baths
    • 2,352 Sq Ft

    121 Clinton Ave, Winslow, ME 04901

    Exceptional investment opportunity in Winslow! This well-maintained two-unit Colonial is move-in ready and currently vacant, allowing the next owner to establish their own rental rates, lease terms, and management approach from day one. Situated on a 0.24-acre lot with public water and sewer, the property offers a convenient location just minutes from the amenities, shopping, restaurants, and

    Garrett Quinn Whittemore's Real Estate

    121 Clinton Ave, Winslow, ME 04901
  • /31

    $309,000

    $13K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,184 Sq Ft

    16 Paine St, Winslow, ME 04901

    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

    Bruce LaVerdiere LAER

    16 Paine St, Winslow, ME 04901
  • /49

    $250,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,328 Sq Ft

    56 Heywood Rd, Winslow, ME 04901

    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

    Aaron Bolster Allied Realty

    56 Heywood Rd, Winslow, ME 04901
  • /19

    $360,000

    $20K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 2,080 Sq Ft

    1700 Albion Rd, Winslow, ME 04901

    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

    Nathan Natole Coldwell Banker Plourde Real Estate

    1700 Albion Rd, Winslow, ME 04901

Home Price Trends

Median Sale Price
$290,000
Median Single Family Sale Price
$305,000
Median Townhouse Sale Price
$290,000
Median 2 Bedroom Sale Price
$237,500
Median 1 Bedroom Sale Price
$192,000
Average Price Per Sq Ft
$206
Number of Homes for Sale
26
Last 12 months Home Sales
101
Months of Supply
3.10
Median List Price
$299,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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