4,028

Winslow, ME Homes

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  • /27

    $69,900

    $30K PRICE DROP
    • Land
    • 2.02 Acres
    • $34,604 per Acre

    498 Morrill Rd, Winslow, 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.

    Agent Photo

    Jill Huard

    Summit Real Estate

    498 Morrill Rd, Winslow, ME 04901
  • /9

    $1,300 Per Month

    • 3 Beds
    • 1 Bath
    • 845 Sq Ft
    • Condo for Rent

    8 Bellevue St Unit 2, Winslow, ME 04901

    Newly Updated 2BR/1BA Apartment in Winslow - Available NowRent: $1,300/MonthBedrooms: 2Bathrooms: 1Available: NowLease Term: 12 MonthsUtilities Included: Water/Sewer, Yard CareTenant Responsibilities: Electricity and Hot WaterPets: Pets Negotiable (Monthly Pet Fee Applies)Parking: 1 Off-Street Parking SpotLaundry: NoneUnit Features- Recently

    8 Bellevue St Unit 2, Winslow, ME 04901
  • /32

    $238,500

    Sold Nov 10, 2025

    701 China Rd, Winslow, ME 04901

    • 2 Beds
    • 1.5 Baths
    • 1,284 Sq Ft
    • Built 1945

    Last Sold Summary

    • 8% Below List Price
    • $186/SF
    • 6 Days On Market

    Current Estimated Value $243,494

    Last Listing Agent Ashley Lutko Donna Galluzzo Signature Homes Real Estate Group, LLC

    701 China Rd, Winslow, ME 04901
    • /50

      Est $748,425

      Not Listed For Sale

      18 S Ridge Dr, Winslow, ME 04901

      • 3 Beds
      • 3.5 Baths
      • 4,110 Sq Ft
      • Built 2008
      18 S Ridge Dr, Winslow, ME 04901

      Last Sold Summary

      • 63 Days On Market

      Last Listing Agent Eric Swails Brookewood Realty

  • /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
  • /7

    $1,050 Per Month

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft
    • Condo for Rent

    13 Kidder St Unit 2, Winslow, ME 04901

    First Floor 1BR/1BA In-Town Winslow Rent: $1,050/MonthBedrooms: 1Bathrooms: 1Available: 8/10/2026Lease Term: 12 MonthsUtilities Included: Includes Heat and Hot water Tenant Responsibilities: Tenant Responsible for ElectricityPets: Pets Negotiable $50/Month per petParking: 2 SpotLaundry: NoneSmoking: Non-Smoking PropertyUnit Features-

    13 Kidder St Unit 2, Winslow, ME 04901
  • /54

    $365,000

    Sold Mar 19, 2026

    5 Chickadee Trail Unit 5, Winslow, ME 04901

    • 2 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • Built 2014

    Last Sold Summary

    • $246/SF
    • 101 Days On Market

    Last Listing Agent Kara Bickford Coldwell Banker Realty

    5 Chickadee Trail Unit 5, Winslow, ME 04901
    • /41

      Est $555,847

      Not Listed For Sale

      9 Rock Ridge Dr, Winslow, ME 04901

      • 4 Beds
      • 2.5 Baths
      • 3,379 Sq Ft
      • Built 1999
      9 Rock Ridge Dr, Winslow, ME 04901

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Dennell Baker Berkshire Hathaway HomeServices Northeast Real Estate

  • /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
  • /10

    $800 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    90 Clinton Ave Unit 3, Winslow, ME 04901

    Available Now: Third Floor Studio Close to Downtown Winslow/WatervilleRent: $800/MonthBedrooms: 1Bathrooms: 1Available: NowLease Term: 12 MonthsUtilities Included: Includes Heat & SewerTenant Responsibilities: Tenant Responsible for Electricity & Hot WaterPets: Cats negotiable for recurring monthly pet feeParking: 1 Off street SpotLaundry:

    90 Clinton Ave Unit 3, Winslow, ME 04901
  • /67

    $625,000

    Sold Jun 16, 2026

    41 White Fish Rd, Winslow, ME 04901

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Below List Price
    • $707/SF
    • 1 Day On Market

    Last Listing Agent Nicholas Isgro Keller Williams Realty

    41 White Fish Rd, Winslow, ME 04901
    • /96

      Est $36,500

      Not Listed For Sale

      15 S Ridge Dr, Winslow, ME 04901

      • 3 Beds
      • 3.5 Baths
      • 3,423 Sq Ft
      • Built 2003
      15 S Ridge Dr, Winslow, ME 04901

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Eric Swails Brookewood Realty

  • /30

    $195,900

    $3K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 1,141 Sq Ft

    75 Halifax St Unit 28, Winslow, ME 04901

    Welcome to easy, low maintenance living in this charming second floor condo in Fontaine Oaks Winslow, featuring 2 spacious bedrooms and 2 full bathrooms. Enjoy an abundance of storage space ( closet hall space & large private basement room) throughout, plus the convenience of your own garage for additional storage and parking. Relax on your private deck overlooking the beautifully landscaped side

    Kirstin McQuillan Century 21 Nason Realty

    75 Halifax St Unit 28, Winslow, ME 04901
  • /10

    $800 Per Month

    • Studio
    • 1 Bath
    • Condo for Rent

    90 Clinton Ave Unit 3, Winslow, ME 04901

    Available Now: Third Floor Studio Close to Downtown Winslow/WatervilleRent: $800/MonthBedrooms: 1Bathrooms: 1Available: NowLease Term: 12 MonthsUtilities Included: Includes Heat & SewerTenant Responsibilities: Tenant Responsible for Electricity & Hot WaterPets: Cats negotiable for recurring monthly pet feeParking: 1 Off street SpotLaundry:

    90 Clinton Ave Unit 3, Winslow, ME 04901
  • /29

    $305,000

    Sold Jul 17, 2026

    1 Leland St, Winslow, ME 04901

    • 4 Beds
    • 1 Bath
    • 1,166 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Above List Price
    • $262/SF

    Current Estimated Value $298,125

    Last Listing Agent Jason Singer Keller Williams Realty

    1 Leland St, Winslow, ME 04901
    • /10

      Est $671,258

      Not Listed For Sale

      12 S Ridge Dr, Winslow, ME 04901

      • 4 Beds
      • Built 2000
      12 S Ridge Dr, Winslow, ME 04901

      Last Sold Summary

      • 342 Days On Market

      Last Listing Agent Jim Quimby RE/MAX Infinity

  • /52

    $435,000

    • 3 Beds
    • 3 Baths
    • 2,004 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
  • /11

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    29 Bellevue St Unit 5, Winslow, ME 04901

    Available Now: Spacious, 2 bedroom - 1 bathroom apartment in Winslow!Rent: $1,300Bedrooms: 2Bathrooms: 1Available: NowLease Term: 9 MonthsUtilities Included: Water, Sewer, Heat, Hot-WaterTenant Responsibilities: ElectricPets: Considered with monthly pet feeParking: 2 off-street spotsLaundry: W/D Hookups in the Unit Smoking: Non-smoking

    29 Bellevue St Unit 5, Winslow, ME 04901
  • /48

    $115,000

    Sold Feb 02, 2026

    73 Halifax St, Winslow, ME 04901

    • 2 Beds
    • 1 Bath
    • 1,475 Sq Ft
    • Built 1920

    Last Sold Summary

    • 23% Below List Price
    • $78/SF
    • 130 Days On Market

    Current Estimated Value $224,084

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

    73 Halifax St, Winslow, ME 04901
    • /27

      Est $439,239

      Not Listed For Sale

      17 Court St, Winslow, ME 04901

      • 4 Beds
      • 2.5 Baths
      • 3,150 Sq Ft
      • Built 1992
      17 Court St, Winslow, ME 04901

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Victoria Helma Coldwell Banker Plourde Real Estate

  • /62

    $799,000

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

    181 Bassett Rd, Winslow, ME 04901

    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

    Tyler Gaudet Sprague & Curtis Real Estate

    181 Bassett Rd, Winslow, ME 04901
  • /7

    $1,050 Per Month

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft
    • Condo for Rent

    13 Kidder St Unit 2, Winslow, ME 04901

    First Floor 1BR/1BA In-Town Winslow Rent: $1,050/MonthBedrooms: 1Bathrooms: 1Available: 8/10/2026Lease Term: 12 MonthsUtilities Included: Includes Heat and Hot water Tenant Responsibilities: Tenant Responsible for ElectricityPets: Pets Negotiable $50/Month per petParking: 2 SpotLaundry: NoneSmoking: Non-Smoking PropertyUnit Features-

    13 Kidder St Unit 2, Winslow, ME 04901
  • /12

    $40,000

    Sold Feb 10, 2026

    670 Benton Ave Unit 8, Winslow, ME 04901

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $41/SF
    • 86 Days On Market

    Last Listing Agent Victoria Helma Coldwell Banker Plourde Real Estate

    670 Benton Ave Unit 8, Winslow, ME 04901
    • /24

      Est $431,513

      Not Listed For Sale

      14 Court St, Winslow, ME 04901

      • 3 Beds
      • 2.5 Baths
      • 2,072 Sq Ft
      • Built 1996
      14 Court St, Winslow, ME 04901

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Pam Natole Coldwell Banker Plourde Real Estate

  • /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
  • /9

    $1,300 Per Month

    • 3 Beds
    • 1 Bath
    • 845 Sq Ft
    • Condo for Rent

    8 Bellevue St Unit 2, Winslow, ME 04901

    Newly Updated 2BR/1BA Apartment in Winslow - Available NowRent: $1,300/MonthBedrooms: 2Bathrooms: 1Available: NowLease Term: 12 MonthsUtilities Included: Water/Sewer, Yard CareTenant Responsibilities: Electricity and Hot WaterPets: Pets Negotiable (Monthly Pet Fee Applies)Parking: 1 Off-Street Parking SpotLaundry: NoneUnit Features- Recently

    8 Bellevue St Unit 2, Winslow, ME 04901
  • /25

    $265,000

    Sold Jan 08, 2026

    364 Cushman Rd, Winslow, ME 04901

    • 2 Beds
    • 1.5 Baths
    • 991 Sq Ft
    • Built 1961

    Last Sold Summary

    • 2% Above List Price
    • $267/SF
    • 41 Days On Market

    Current Estimated Value $262,233

    Last Listing Agent Shawn Knox EXP Realty

    364 Cushman Rd, Winslow, ME 04901
    • /57

      Est $533,052

      Not Listed For Sale

      4 Randall Rd, Winslow, ME 04901

      • 5 Beds
      • 3.5 Baths
      • 3,482 Sq Ft
      • Built 1991
      4 Randall Rd, Winslow, ME 04901

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Ellen Wells Coldwell Banker Plourde Real Estate

  • /34

    $475,000

    $24K PRICE DROP Under Contract
    • 6 Beds
    • 2 Baths
    • 3,310 Sq Ft

    1300 China Rd, Winslow, ME 04901

    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.

    Rachel Merrill Century 21 Nason Realty

    1300 China Rd, Winslow, ME 04901
  • /11

    $1,300 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    29 Bellevue St Unit 5, Winslow, ME 04901

    Available Now: Spacious, 2 bedroom - 1 bathroom apartment in Winslow!Rent: $1,300Bedrooms: 2Bathrooms: 1Available: NowLease Term: 9 MonthsUtilities Included: Water, Sewer, Heat, Hot-WaterTenant Responsibilities: ElectricPets: Considered with monthly pet feeParking: 2 off-street spotsLaundry: W/D Hookups in the Unit Smoking: Non-smoking

    29 Bellevue St Unit 5, Winslow, ME 04901
  • /43

    $225,000

    Sold Oct 24, 2025

    327 Cushman Rd, Winslow, ME 04901

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft
    • Built 1930

    Last Sold Summary

    • 13% Above List Price
    • $143/SF
    • 3 Days On Market

    Current Estimated Value $236,369

    Last Listing Agent Lucas Wheeler Coldwell Banker Plourde Real Estate

    327 Cushman Rd, Winslow, ME 04901
    • /41

      Est $599,025

      Not Listed For Sale

      15 Randall Rd, Winslow, ME 04901

      • 4 Beds
      • 3.5 Baths
      • 4,189 Sq Ft
      • Built 1999
      15 Randall Rd, Winslow, ME 04901

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Brian Rizzo Rizzo Mattson

  • /6

    $100,000

    • Land
    • 5 Acres
    • $20,000 per Acre

    Lot 75-76 Bassett Rd, Winslow, ME 04901

    Two lots totaling 5 +/- wooded acres in Winslow, Maine -Lot 75 has been cleared and approved for a building site , well, and Septic Welcome to your perfect piece of Maine! This stunning 5+/- acre wooded lot in Winslow offers the ideal blend of privacy and convenience. Nestled in a peaceful rural setting, yet just a short 5-minute drive from local amenities and schools, this property provides the

    Michael Ellis Realty of Maine

    Lot 75-76 Bassett Rd, Winslow, ME 04901
  • /10

    $1,025

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    26 Halifax St Unit 2, Winslow, ME 04901

    26 Halifax St Unit 2, Winslow, ME 04901
  • /10

    $43,000

    Sold Feb 10, 2026

    499 Augusta Rd Unit 25, Winslow, ME 04901

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft
    • Built 2004

    Last Sold Summary

    • 14% Below List Price
    • $49/SF
    • 118 Days On Market

    Last Listing Agent Lisa Webb-Kalloch Rizzo Mattson

    499 Augusta Rd Unit 25, Winslow, ME 04901
    • /33

      Est $427,514

      Not Listed For Sale

      14 Randall Rd, Winslow, ME 04901

      • 3 Beds
      • 2 Baths
      • 1,756 Sq Ft
      • Built 1992
      14 Randall Rd, Winslow, ME 04901

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Adrienne Lovejoy Portside Real Estate Group

  • /24

    $249,900

    $40K 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

    $1,200

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    6 Hallowell St Unit for rent, Winslow, ME 04901

    Third floor apartment Non-Smoking building in a nice neighborhood. Winslow schools heat water trash pickup included, off street parking, Large hallway to the third floor, washer dryer hookup, kitchen bathroom living room on the left side with a three season in room on the front, two bedrooms roughly 12x15.

    6 Hallowell St Unit for rent, Winslow, ME 04901
  • /58

    $260,000

    Sold Nov 20, 2025

    31 Whipple St, Winslow, ME 04901

    • 4 Beds
    • 1 Bath
    • 1,760 Sq Ft
    • Built 1955

    Last Sold Summary

    • 6% Above List Price
    • $148/SF
    • 1 Day On Market

    Current Estimated Value $261,500

    Last Listing Agent Kristen Nutter Summit Real Estate

    31 Whipple St, Winslow, ME 04901
    • /35

      Est $506,743

      Not Listed For Sale

      18 Randall Rd, Winslow, ME 04901

      • 4 Beds
      • 4 Baths
      • 2,676 Sq Ft
      • Built 1990
      18 Randall Rd, Winslow, ME 04901

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Adrienne Lovejoy Portside Real Estate Group

Showing Results 1 - 40, Page 1 of 18

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
$238,500
Median 1 Bedroom Sale Price
$192,000
Average Price Per Sq Ft
$206
Number of Homes for Sale
26
Last 12 months Home Sales
98
Months of Supply
3.20
Median List Price
$299,950
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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