Winslow, ME Homes

• 

  

  

  /27

  $69,900

  $30K PRICE DROP

  • 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) 220-4510

  

  498 Morrill Rd, Benton, ME 04901
• 

  

  

  /14

  $1,499

  Total Monthly Price

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

  16 Clinton Ave Unit 2, Winslow, ME 04901

  Live in the heart of the action! This charming apartment offers a short walk across the historic Two Cent Bridge to vibrant Waterville's shops, restaurants, cultural attractions, and Riverwalk. Nature lovers will appreciate nearby walking trails, perfect for a quick escape. Plus, you're just 1.5 miles from the expansive 4.3-mile Kennebec River Trail, ideal for biking and extended walks. For a

  16 Clinton Ave 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 $235,212

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

  

  701 China Rd, Winslow, ME 04901
• 

  

  

  /50

  Est $754,481

  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
  • Aug 12, 2024

  Last Listing Agent Eric Swails Brookewood Realty
• 

  

  

  /39

  $525,000

  Under Contract

  • 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

  

  Rachel Anderson

  Coldwell Banker Plourde Real Estate

  (207) 517-4183

  

  1391 Albion Rd, Winslow, ME 04901
• 

  /2

  $2,200

  Total Monthly Price

  • 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
• 

  

  /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 $547,974

  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

  • 15% Above List Price
  • $141/SF
  • 82 Days On Market

  • Last Sold Price $475,000
  • Nov 20, 2023

  Last Listing Agent Dennell Baker Berkshire Hathaway HomeServices Northeast Real Estate
• 

  

  /90

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,854 Sq Ft

  22 Court St, Winslow, ME 04901

  Offered to the market for the very first time, this one-owner home in Winslow's desirable Smiley Acres neighborhood reflects years of thoughtful care and timeless design. A paved driveway leads to the attached direct-entry two-car garage with overhead storage. Inside, the tiled mudroom with closet creates the perfect transition space and connects to the first-floor laundry room complete with a

  

  Rachel Anderson

  Coldwell Banker Plourde Real Estate

  (207) 569-3449

  

  22 Court St, Winslow, ME 04901
• 

  

  /19

  $2,099

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,001 Sq Ft
  • House for Rent

  4 Cone St, Winslow, ME 04901

  ULTRA-EFFICIENT 3BR SINGLE FAMILY – LOW VERIFIED HEATING COSTSMove into this meticulously maintained 3-bedroom, 1-bathroom home in Winslow. This house features a high-performance exterior "envelope" designed to keep your utility bills low. With all-new siding, premium house wrap, and continuous exterior insulation, this home is engineered to retain heat far better than the average area

  4 Cone St, Winslow, ME 04901
• 

  /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 $194,435

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

  

  20 Meadow View Ln Unit 23, Winslow, ME 04901
• 

  

  /96

  Est $59,000

  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

  • 90% Below List Price
  • $177/SF
  • 76 Days On Market

  • Last Sold Price $607,500
  • Oct 22, 2024

  Last Listing Agent Eric Swails Brookewood Realty
• 

  

  /17

  $225,000

  • 2 Baths
  • 1,671 Sq Ft

  132 Clinton Ave, Winslow, ME 04901

  Great opportunity for both investors and owner-occupants! This two-unit building offers under-market rents with room for increased income potential. The soon-to-be vacant first-floor unit provides flexibility for immediate owner occupancy or the chance to select your own tenant. Features include refinished hardwood floors, mostly updated windows (2016) updated bathrooms , a two-car garage with

  

  Jeffrey Jolicoeur

  EXP Realty

  (207) 407-9306

  

  132 Clinton Ave, Winslow, ME 04901
• 

  

  /7

  $950 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  5 S Garand St Unit 3, Winslow, ME 04901

  5 So Garand St, Unit 3 Winslow, Maine 04901Cozy and efficient 1-bedroom, 1-bath apartment located in a convenient Winslow neighborhood. Perfect for anyone looking for a comfortable space with essential amenities included.Features:1 Bedroom / 1 BathroomHeat pumps for efficient heatingQuiet, off-street locationUtilities & Services:Tenant responsible

  5 S Garand St Unit 3, 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
• 

  

  /74

  Est $673,972

  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

  • 6% Below List Price
  • $193/SF
  • 3 Days On Market

  • Last Sold Price $715,000
  • Jul 12, 2024

  Last Listing Agent Eric Swails Brookewood Realty
• 

  

  /40

  $292,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  14 Paine St, Winslow, ME 04901

  Welcome home to easy one-floor living in this beautifully maintained 2-bedroom, 1-bath ranch nestled in one of Winslow's desirable neighborhoods. Just minutes from downtown Waterville, I95, and local shopping, this area offers both convenience and a comfortable neighborhood feel. Originally built during Winslow's growth era of the 1950s and 60s, this home was thoughtfully renovated in 2016,

  Rene Smiley Your Home Sold Guaranteed Realty

  

  14 Paine St, 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 $260,346

  Last Listing Agent Shawn Knox EXP Realty

  

  364 Cushman Rd, Winslow, ME 04901
• 

  

  /27

  Est $414,576

  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

  • 6% Above List Price
  • $125/SF
  • 32 Days On Market

  • Last Sold Price $392,500
  • Dec 16, 2024

  Last Listing Agent Victoria Helma Coldwell Banker Plourde Real Estate
• 

  

  /20

  $319,900

  $10K PRICE DROP

  • 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
• 

  

  /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 $227,908

  Last Listing Agent Lucas Wheeler Coldwell Banker Plourde Real Estate

  

  327 Cushman Rd, Winslow, ME 04901
• 

  

  /24

  Est $421,545

  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

  • 3% Above List Price
  • $198/SF
  • 11 Days On Market

  • Last Sold Price $410,000
  • Dec 20, 2024

  Last Listing Agent Pam Natole Coldwell Banker Plourde Real Estate
• 

  

  /57

  $379,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  15 Marcoux St, Winslow, ME 04901

  Turn-key, updated, and ready for summer--this one check's all the boxes. This fully renovated 7-room home in Winslow offers 4 bedrooms and 2 full baths with a great mix of character and modern updates. You'll find refinished hardwood floors paired with brand new laminate flooring throughout, and a layout that just makes sense for everyday living. Outside, you've got a detached 2-car garage, two

  Christopher Marcoux Coldwell Banker Plourde Real Estate

  

  15 Marcoux St, 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
• 

  

  /57

  Est $500,438

  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

  • 5% Below List Price
  • $151/SF
  • 7 Days On Market

  • Last Sold Price $527,500
  • Jul 23, 2024

  Last Listing Agent Ellen Wells Coldwell Banker Plourde Real Estate
• 

  

  /50

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,172 Sq Ft

  158 Bassett Rd, Winslow, ME 04901

  Step into comfort, style and convenience, with this beautiful 3 bedroom home on the outskirts of town. Offering the perfect blend of privacy and convenience just minutes from major amenities. Featuring a clean, modern aesthetic throughout, this move-in ready home offers bright living spaces and the finished basement adds incredible versatility, ideal for a family room, home office, fitness space,

  Jilli McAllister Coldwell Banker Plourde Real Estate

  

  158 Bassett Rd, Winslow, ME 04901
• 

  

  /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 $486,722

  Last Listing Agent Nathan Natole Coldwell Banker Plourde Real Estate

  

  9 Smiley Ave, Winslow, ME 04901
• 

  

  /51

  Est $465,161

  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

  • 12% Above List Price
  • $138/SF
  • 3 Days On Market

  • Last Sold Price $417,000
  • Jul 31, 2023

  Last Listing Agent Kim Moxcey Century 21 Nason Realty
• 

  

  /69

  $425,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft

  891 Garland Rd, Winslow, ME 04901

  This well-maintained 4-bed, 3-bath Colonial is set on a sweeping 4-acre open lot and offers an attractive combination of space and flexibility. The first floor is designed for both everyday living and easy entertaining, with a welcoming open-concept layout that connects the kitchen, dining, and living areas. A full bath with laundry adds convenience, while a generously sized office with double

  Cassandra Bemis Keller Williams Realty

  

  891 Garland Rd, 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 $248,752

  Last Listing Agent Kristen Nutter Summit Real Estate

  

  31 Whipple St, Winslow, ME 04901
• 

  

  /41

  Est $571,601

  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

  • 4% Below List Price
  • $142/SF
  • 7 Days On Market

  • Last Sold Price $595,000
  • Jul 10, 2024

  Last Listing Agent Brian Rizzo Rizzo Mattson
• 

  

  /74

  $325,000

  $20K PRICE DROP Under Contract

  • 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
• 

  

  /30

  $256,000

  Sold May 07, 2026

  423 Maple Ridge Rd, Winslow, ME 04901

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $237/SF
  • 23 Days On Market

  Last Listing Agent Adrian Sincyr Real Broker

  

  423 Maple Ridge Rd, Winslow, ME 04901
• 

  

  /33

  Est $419,406

  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

  • 1% Above List Price
  • $236/SF
  • 11 Days On Market

  • Last Sold Price $415,000
  • Nov 28, 2023

  Last Listing Agent Adrienne Lovejoy Portside Real Estate Group
• 

  

  /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 cleaned

  Francois Rodrigue Keller Williams Realty

  

  941 Augusta Rd, Winslow, ME 04901
• 

  

  /56

  $290,000

  Sold Sep 05, 2025

  81 S Pond Rd, Winslow, ME 04901

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Below List Price
  • $213/SF
  • 6 Days On Market

  Current Estimated Value $295,880

  Last Listing Agent Dylan Armstrong Sprague & Curtis Real Estate

  

  81 S Pond Rd, Winslow, ME 04901
• 

  

  /35

  Est $483,621

  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

  • 2% Above List Price
  • $178/SF
  • 4 Days On Market

  • Last Sold Price $475,000
  • Oct 06, 2023

  Last Listing Agent Adrienne Lovejoy Portside Real Estate Group
• 

  

  /60

  $375,000

  Pending

  • 2 Beds
  • 2 Baths
  • 2,752 Sq Ft

  20 Court St, Winslow, ME 04901

  13088 - Welcome to 20 Court Street, nestled in Winslow's sought-after Smiley Acres neighborhood -- a home where warmth, comfort, and thoughtful design come together beautifully. Set on a quiet dead-end street, this meticulously maintained ranch invites you in from the moment you arrive, with colorful flower gardens framing the home, an inviting front porch perfect for morning coffee, and the kind

  Chelsea VanGorden Allied Realty

  

  20 Court St, Winslow, ME 04901
• 

  

  /38

  $335,000

  Sold Feb 12, 2026

  242 China Rd, Winslow, ME 04901

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2008

  Last Sold Summary

  • 11% Below List Price
  • $230/SF
  • 134 Days On Market

  Current Estimated Value $339,012

  Last Listing Agent Jamie Plourde Coldwell Banker Plourde Real Estate

  

  242 China Rd, Winslow, ME 04901
• 

  

  /38

  Est $467,274

  Not Listed For Sale

  20 Randall Rd, Winslow, ME 04901

  • 4 Beds
  • 2.5 Baths
  • 2,954 Sq Ft
  • Built 1994

  

  20 Randall Rd, Winslow, ME 04901

  Last Sold Summary

  • 14% Above List Price
  • $139/SF
  • 79 Days On Market

  • Last Sold Price $410,000
  • Jan 15, 2025

  Last Listing Agent Kim Moxcey Century 21 Nason Realty

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