Winslow, ME Homes

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  /27

  $69,900 Under Contract

  • Land
  • 2.02 Acres
  • $34,604 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

  (207) 607-7975

  

  498 Morrill Rd, Benton, ME 04901
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  /10

  $975 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  92 Clinton Ave Unit A3, Winslow, ME 04901

  Spacious Third Floor 1 Bed/1 Bath Apartment in Winslow - Coming Soon- Eat-In Kitchen with ample cabinet space! - Lots of Natural Light and bright paint colors throughout! - Bonus Entryway Room/Large mudroom - Close to Colby and Thomas College and Downtown Waterville $975/Month. 12-month Lease. Tenant Pays Electricity, all other utilities are included. 1 Off-Street

  92 Clinton Ave Unit A3, Winslow, ME 04901
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  /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 $240,754

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

  

  701 China Rd, Winslow, ME 04901
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  /50

  Est $759,952 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

  • 4% Below List Price
  • $192/SF
  • 63 Days On Market

  Last Sold Price $789,900

  Last Listing Agent Eric Swails Brookewood Realty
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  /43

  $272,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  5 Lucille St, Winslow, ME 04901

  Love mid-century charm? This 1961 ranch in a desirable Winslow neighborhood offers timeless character paired with thoughtful updates for today's lifestyle. Designed for easy one-level living, this home features three bedrooms and one beautifully updated full bath. Inside, you'll appreciate the warmth of hardwood flooring, complemented by newer laminate, along with fresh paint throughout that

  

  Jill Huard

  Summit Real Estate

  (207) 275-6072

  

  5 Lucille St, Winslow, ME 04901
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  /8

  $1,300 per month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  48 Clinton Ave Unit 3, Winslow, ME 04901

  Property Id: 2403724Local to downtown and Winslow school system. Well kept 2 bed 1 bath apartment. Located on the second floor.

  48 Clinton Ave Unit 3, Winslow, ME 04901
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  /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
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  /41

  Est $596,845 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

  • 26% Above List Price
  • $141/SF
  • 82 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Dennell Baker Berkshire Hathaway HomeServices Northeast Real Estate
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  /21

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,074 Sq Ft

  12 Harry St, Winslow, ME 04901

  Opportunity meets charm in this well-located Winslow ranch. Whether you're a first-time buyer or a savvy investor, 12 Harry St delivers immediate livability with serious upside -- all under $300K. The main level offers a comfortable layout with a delightful 3-season porch overlooking a level, usable backyard -- perfect for morning coffee or evening unwinding. The attached 2-car garage adds

  

  Jeffrey Jolicoeur

  EXP Realty

  (207) 501-8695

  

  12 Harry St, Winslow, ME 04901
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  /12

  $1,200 per month

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

  2 Danielson St Unit 6, Winslow, ME 04901

  Coming Soon - Fully Renovated 2BR Apartment – Winslow, ME- Third-floor 2-bedroom, 1-bathroom apartment offers a large open floor plan and has been fully renovated from top to bottom. - Features a brand-new kitchen and bathroom, modern finishes, and a bright, spacious layout that provides comfortable living.- A heat pump provides efficient heating and air conditioning, keeping the

  2 Danielson St Unit 6, Winslow, ME 04901
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  /2

  $185,000 Sold Jul 16, 2025

  20 Meadow View Ln Unit 23, Winslow, ME 04901

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1995

  Last Sold Summary

  • $206/SF

  Current Estimated Value $205,840

  Last Listing Agent Jessica O'Halloran Smart Portside Real Estate Group

  

  20 Meadow View Ln Unit 23, Winslow, ME 04901
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  /96

  Est $53,500 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

  • 91% Below List Price
  • $177/SF
  • 76 Days On Market

  Last Sold Price $607,500

  Last Listing Agent Eric Swails Brookewood Realty
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  /29

  $284,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft

  158 Clinton Ave, Winslow, ME 04901

  Fully remodeled 2-3 bedroom, 1-bath ranch on a large, level 0.23-acre lot just minutes from Waterville. With a new propane furnace installed in November of 2025, this 1,303 sq ft home is a clean slate waiting for you to make it your own. Updated features include new flooring throughout, fresh interior paint, an updated full bath, new interior doors and new windows in both the eat-in kitchen and

  

  Jill Huard

  Summit Real Estate

  (207) 507-7583

  

  158 Clinton Ave, Winslow, ME 04901
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  /16

  $1,300 per month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Condo for Rent

  48 Clinton Ave Unit 3, Winslow, ME 04901

  Two bed one bath upstairs apartment for rent. Local to downtown and Winslow School systems.

  48 Clinton Ave Unit 3, Winslow, ME 04901
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  /30

  $208,000 Sold Mar 24, 2025

  255 Clinton Ave, Winslow, ME 04901

  • 2 Beds
  • 1 Bath
  • 1,223 Sq Ft
  • Built 1850

  Last Sold Summary

  • 4% Above List Price
  • $170/SF
  • 20 Days On Market

  Current Estimated Value $225,243

  Last Listing Agent Kimberly Hawkes OWN REAL ESTATE

  

  255 Clinton Ave, Winslow, ME 04901
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  /74

  Est $699,500 Not Listed For Sale

  12 S Ridge Dr, Winslow, ME 04901

  • 4 Beds
  • 3.5 Baths
  • 3,713 Sq Ft
  • Built 2000

  

  12 S Ridge Dr, Winslow, ME 04901

  Last Sold Summary

  • 2% Below List Price
  • $193/SF
  • 3 Days On Market

  Last Sold Price $715,000

  Last Listing Agent Eric Swails Brookewood Realty
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  /31

  $249,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,123 Sq Ft

  28 Hallowell St, Winslow, ME 04901

  Fall in love with this adorable Cape Cod-style home that perfectly blends charm, comfort, and practical living. From the moment you arrive, you'll notice the welcoming curb appeal and classic character that make this home truly special. Inside, the bright and cheerful kitchen is a standout feature--offering abundant cabinet space, generous countertops, and smart storage throughout, making it

  Amy Wastella Your Home Sold Guaranteed Realty

  

  28 Hallowell St, Winslow, ME 04901
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  /2

  $2,200 per month

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Condo for Rent

  482 Cushman Rd Unit A, Winslow, ME 04901

  4 or 5 bedroom house unit, living room, dining area, full kitchen, laundry hookup available, mudroom, and off street parking. Heat is included, tenant pays electricity. Nice rural sunrise and sunset view, borders on stream. 2 full bathrooms. Pets allowed with non refundable deposit. Move in with security deposit/first mo. rent/last mo. rent.

  482 Cushman Rd Unit A, Winslow, ME 04901
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  /43

  $189,900 Sold May 09, 2025

  8 Hayden St, Winslow, ME 04901

  • 5 Beds
  • 3 Baths
  • 2,128 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $89/SF
  • 87 Days On Market

  Last Listing Agent Kasey Hewett Your Home Sold Guaranteed Realty

  

  8 Hayden St, Winslow, ME 04901
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  /27

  Est $430,849 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

  • 10% Above List Price
  • $125/SF
  • 32 Days On Market

  Last Sold Price $392,500

  Last Listing Agent Victoria Helma Coldwell Banker Plourde Real Estate
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  /20

  $329,900

  • 4 Beds
  • 1 Bath
  • 1,775 Sq Ft

  8 Saint John St, Winslow, ME 04901

  Well-maintained 4 bedroom, 1 bath ranch located in Winslow. Conveniently situated close to in-town amenities including grocery shopping, gas stations, convenience stores, restaurants, and just a short drive to Waterville. Recent updates in 2025 include fresh paint throughout the home. The property features a full unfinished basement offering additional storage or potential for future use, as well

  Francois Rodrigue Keller Williams Realty

  

  8 Saint John St, Winslow, ME 04901
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  /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 $145,724

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

  

  73 Halifax St, Winslow, ME 04901
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  /24

  Est $442,778 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

  • 8% Above List Price
  • $198/SF
  • 11 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Pam Natole Coldwell Banker Plourde Real Estate
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  /54

  $324,000

  • 4 Beds
  • 2 Baths
  • 1,845 Sq Ft

  701 Augusta Rd, Winslow, ME 04901

  Set back from the road, this Winslow country Cape offers a peaceful place to slow down and enjoy simple Maine living. Mornings feel easy on the sun-filled three-season porch, and the large, private backyard is made for gardening, fresh air, and quiet moments on the deck, complete with raspberry bushes, rhubarb, and a chicken coop ready for your flock. Inside, the home blends character with

  Nicholas Isgro Keller Williams Realty

  

  701 Augusta Rd, Winslow, ME 04901
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  /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 $255,812

  Last Listing Agent Shawn Knox EXP Realty

  

  364 Cushman Rd, Winslow, ME 04901
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  /57

  Est $521,045 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

  • 1% Below List Price
  • $151/SF
  • 7 Days On Market

  Last Sold Price $527,500

  Last Listing Agent Ellen Wells Coldwell Banker Plourde Real Estate
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  /74

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  5 Robert St, Winslow, ME 04901

  Well-maintained mid-century ranch, which has been thoughtfully updated with a modern feel while providing significant potential for expansion in the full unfinished basement. The home features a convenient single-level layout with an open-concept kitchen and dining area equipped with newer appliances. The spacious living room includes a wood stove, and the entire interior was recently painted.

  Heidi Witham Hoang Realty

  

  5 Robert St, Winslow, ME 04901
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  /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
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  /51

  Est $481,344 Not Listed For Sale

  19 Randall Rd, Winslow, ME 04901

  • 4 Beds
  • 2.5 Baths
  • 3,025 Sq Ft
  • Built 2001

  

  19 Randall Rd, Winslow, ME 04901

  Last Sold Summary

  • 15% Above List Price
  • $138/SF
  • 3 Days On Market

  Last Sold Price $417,000

  Last Listing Agent Kim Moxcey Century 21 Nason Realty
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  /28

  $349,900

  • 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 cleaned

  Francois Rodrigue Keller Williams Realty

  

  941 Augusta Rd, Winslow, ME 04901
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  /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 $227,301

  Last Listing Agent Lucas Wheeler Coldwell Banker Plourde Real Estate

  

  327 Cushman Rd, Winslow, ME 04901
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  /41

  Est $597,292 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

  • $142/SF
  • 7 Days On Market

  Last Sold Price $595,000

  Last Listing Agent Brian Rizzo Rizzo Mattson
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  /7

  $48,000

  • Land
  • 2.2 Acres
  • $21,818 per Acre

  M2, L48B S Reynolds Rd, Benton, ME 04901

  Rural, wooded 2.2+/- acre lot but close to most amenities! Convenient to Winslow and Vassalboro. Great spot for you new home!

  Bart Stevens Century 21 Nason Realty

  

  M2, L48B S Reynolds Rd, Benton, ME 04901
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  /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
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  /33

  Est $426,364 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

  • 3% Above List Price
  • $236/SF
  • 11 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Adrienne Lovejoy Portside Real Estate Group
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  /30

  $270,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  423 Maple Ridge Rd, Winslow, ME 04901

  423 Maple Ridge Road, Winslow offers peaceful country living with a scenic view of Mud Pond. Set on open land with rolling fields and long-distance views, this property features a comfortable home, detached garage, and ample outdoor space to enjoy Maine's natural beauty. If working in the garage is your thing then look no further, this property comes with a fully heated garage! Quiet, private,

  Adrian Sincyr Real Broker

  

  423 Maple Ridge Rd, Winslow, ME 04901
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  /36

  $481,000 Sold Jun 18, 2025

  9 Smiley Ave, Winslow, ME 04901

  • 3 Beds
  • 2 Baths
  • 2,794 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Below List Price
  • $172/SF
  • 30 Days On Market

  Current Estimated Value $490,287

  Last Listing Agent Nathan Natole Coldwell Banker Plourde Real Estate

  

  9 Smiley Ave, Winslow, ME 04901
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  /35

  Est $489,398 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

  • 3% Above List Price
  • $178/SF
  • 4 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Adrienne Lovejoy Portside Real Estate Group
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  /8

  $179,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  5 Mar-Val Terrace Unit C2, Winslow, ME 04901

  Beautifully Remodeled 2-Bedroom Condo in Quiet Winslow Neighborhood Welcome home to this newly remodeled 1,000 sq ft, 2-bedroom, 1-bath condo located in a quiet, well-kept Winslow neighborhood. This move-in-ready unit offers a fresh, modern feel with thoughtful updates throughout. Inside, youll find bright, clean living spaces, updated flooring, fresh paint, and a fully refreshed bathroom. The

  David White OwnerEntry.com

  

  5 Mar-Val Terrace Unit C2, Winslow, ME 04901
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  /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 $251,729

  Last Listing Agent Kristen Nutter Summit Real Estate

  

  31 Whipple St, Winslow, ME 04901

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