Winslow, ME Homes

• 

  

  

  /44

  Est $314,836 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,865 Sq Ft

  101 Halifax St, Winslow, ME 04901

  

  101 Halifax St, Winslow, ME 04901
• 

  

  

  /25

  $179,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  441 S Reynolds Rd, Winslow, ME 04901

  Investor & Handyman Special - Prime Opportunity in Winslow!Attention savvy buyers! This charming older home is brimming with potential and ready for your finishing touches. Located in a desirable country neighborhood in the heart of Winslow, this property offers both immediate value and long-term possibilities.Recent Upgrades Include:•Brand new windows

  Kim Larrabee Berkshire Hathaway HomeServices Northeast Real Estate

  

  441 S Reynolds Rd, Winslow, ME 04901
• 

  

  

  /41

  $285,000 Sold Sep 19, 2025

  • 1,193 Sq Ft
  • $239/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1960

  11 Monica Ave, Winslow, ME 04901

  Welcome to this classic, sunny 3+ bedroom home. This move-in ready house features a warm and welcoming layout, with a connected kitchen and living room. The home has substantial efficiency upgrades that will keep you comfortable year round: a new heat pump system, a high-efficiency propane boiler, and a heat pump water heater installed in 2022. The house also boasts a versatile bonus room on the

  Amy Sheehan Keller Williams Realty

  

  11 Monica Ave, Winslow, ME 04901
• 

  

  

  /4

  Est $302,628 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,585 Sq Ft

  2 Marcoux St, Winslow, ME 04901

  

  2 Marcoux St, Winslow, ME 04901
• 

  

  

  /57

  $169,900

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  35 Abbott Rd, Albion, ME 04910

  Looking for a country location with privacy & 1.99 +/- Acres? Come check out this great property! Set back off the road, this well maintained 1985 Singlewide mobile home has 2 nice bedrooms, full bath, Nice kitchen with ample storage, and Living room with a cozy wood stove for the winter months. The attached sunroom leads to the back deck and large fenced in area. New heating system in the home,

  Matthew Sivret Real Broker

  

  35 Abbott Rd, Albion, ME 04910
• 

  

  /29

  $175,000 Sold Sep 19, 2025

  • 2,664 Sq Ft
  • $66/SF
  • 11 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1963

  322 Taylor Rd, Winslow, ME 04901

  Quiet country living yet minutes to in town amenities. Just 10 minutes from Waterville, 20 minutes to Augusta, this spacious Ranch Home is in need of some repairs and updates. Offering 3-4 Bedrooms, 1.5 baths, a spacious yard with a gazebo, a large open living room, kitchen and dining room floor plan with an attached oversized 22x40 garage. Whether you're an investor or someone looking to build

  Chad Pierce Adams Realty

  

  322 Taylor Rd, Winslow, ME 04901
• 

  

  /29

  Est $296,264 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  8 Charland St, Winslow, ME 04901

  

  8 Charland St, Winslow, ME 04901
• 

  

  /16

  $69,000

  • Land
  • 2.52 Acres
  • $27,381 per Acre

  Lot 4 Peachtree Ln, Winslow, ME 04901

  Offering the perfect space to build your dream home as part of one of the most desirable areas of Winslow, this new expanded are of Peachtree Lane offers over 2.5 acres of private, wooded acres. Enjoy the serenity of country living just minutes away from the conveniences of Winslow and downtown Waterville. This is truly a unique opportunity bring your dreams to life!

  Nicholas Isgro Keller Williams Realty

  

  Lot 4 Peachtree Ln, Winslow, ME 04901
• 

  

  /55

  $394,000 Sold Sep 12, 2025

  • 1,952 Sq Ft
  • $202/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  14 Goodrich Ln, Winslow, ME 04901

  Welcome to your new home, where single-floor living blends beautifully with elegance and comfort in one of Winslow's most desirable neighborhoods. This breathtaking ranch home is thoughtfully designed to provide both style and convenience, starting with its inviting layout and timeless curb appeal. Step inside to discover a warm and welcoming living area centered around a cozy fireplace, perfect

  Kimberly Hawkes OWN REAL ESTATE

  

  14 Goodrich Ln, Winslow, ME 04901
• 

  

  /23

  Est $251,605 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,158 Sq Ft

  18 Whipple St, Winslow, ME 04901

  

  18 Whipple St, Winslow, ME 04901
• 

  

  /10

  $45,000

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  499 Augusta Rd Unit 25, Winslow, ME 04901

  Affordable place to call home!! 2004 Astro single wide mobile home located in Spruce Ridge Mobile Home Park. This home set up offers 2 bedrooms,1 on each end of the home, the primary bedroom consists of a large walk-in closet, & full bathroom, 2nd bedroom offers a large closet, 2nd full bathroom with tub/shower combination, large living room opens to the eat-in kitchen, separate laundry room off

  Lisa Webb-Kalloch Rizzo Mattson

  

  499 Augusta Rd Unit 25, Winslow, ME 04901
• 

  

  /56

  $290,000 Sold Sep 05, 2025

  • 1,360 Sq Ft
  • $213/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1982

  81 S Pond Rd, Winslow, ME 04901

  Welcome to this cozy 3 bedroom 2 bath ranch on 2 acres. Finished basement with an office and a bonus room. The 28' x 28' garage offers tons of storage upstairs and down. Garage has it's own electricity if you like to tinker on your vehicles or toys. The yard is private and has a shed for all your yard tools. Private country setting yet close to town and all conveniences.

  Dylan Armstrong Sprague & Curtis Real Estate

  

  81 S Pond Rd, Winslow, ME 04901
• 

  

  /30

  Est $409,796 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,141 Sq Ft

  52 Smiley Ave, Winslow, ME 04901

  

  52 Smiley Ave, Winslow, ME 04901
• 

  

  /42

  $499,900

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

  2 and 3 Blue Heron Ln, Winslow, ME 04901

  Amazing 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 shared well and septic. These adorable camps are turn key and ready to become your family compound or rental investment

  Jennifer Cammack EXP Realty

  

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

  

  /33

  $350,000 Sold Sep 04, 2025

  • 2,360 Sq Ft
  • $148/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  3 N Garand St, Winslow, ME 04901

  This spacious 2,360 sq ft Cape-style home sits on a beautifully landscaped double lot (.32 acres) and features an eat-in kitchen with custom cherry cabinetry and a walk-in pantry, full bath with tub, expansive double living room offers the potential for a first-floor guest room. Enjoy year-round comfort in the large 3-4-season sunroom, complete with a gas firebox and custom granite mantel,

  Sabra Hayden Portside Real Estate Group

  

  3 N Garand St, Winslow, ME 04901
• 

  

  /16

  Est $384,084 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  42 Smiley Ave, Winslow, ME 04901

  

  42 Smiley Ave, Winslow, ME 04901
• 

  

  /3

  $200,000

  • 3 Baths
  • 2,000 Sq Ft

  29 Halifax St, Winslow, ME 04901

  Duplex located in-town Winslow featuring two spacious units — one with 4 bedrooms and 1 bathroom, the other with 2 bedrooms with potential for a third and 1 bathroom. Some updates include a new concrete driveway, metal roofing on the back, exterior paint, and some new flooring. Great opportunity for investment or owner-occupancy.

  Francois Rodrigue Keller Williams Realty

  

  29 Halifax St, Winslow, ME 04901
• 

  

  /12

  $265,000 Sold Aug 25, 2025

  • 1,140 Sq Ft
  • $232/SF

  • 3 Beds
  • 1 Bath
  • Built 1960

  13 Hallowell St, Winslow, ME 04901

  A well situated single level ranch offering 3 bedrooms, 1 bath, and over 1,100?sq?ft. Set on a generous 0.34 acre level lot, the property showcases an attached garage, ideal for convenient winter access and storage. The unfinished basement provides an excellent opportunity for customization, whether you dream of a rec room, home office, or workshop. With mature trees and a tranquil neighborhood

  Donald Plourde Coldwell Banker Plourde Real Estate

  

  13 Hallowell St, Winslow, ME 04901
• 

  

  /29

  Est $416,482 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,388 Sq Ft

  30 Smiley Ave, Winslow, ME 04901

  

  30 Smiley Ave, Winslow, ME 04901
• 

  

  /34

  $229,000

  • 2 Beds
  • 1 Bath
  • 854 Sq Ft

  436 N Pond Rd, Winslow, ME 04901

  Discover the perfect blend of country living and convenience with this charming mobile home nestled on 5.2 peaceful acres. Enjoy the privacy and space of a rural setting while being just minutes from town and all local amenities. A standout feature is the oversized garage—ideal for extra storage, a workshop, or even hobby space. Whether you're looking for room to roam, a place to garden, or

  Kacie Tillson Coldwell Banker Realty

  

  436 N Pond Rd, Winslow, ME 04901
• 

  

  /11

  $47,900 Sold Aug 25, 2025

  • 1,064 Sq Ft
  • $45/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  499 Augusta Rd Unit 37, Winslow, ME 04901

  Well-maintained mobile home in a quiet park just minutes from town and I-95. Simple layout with an eat-in kitchen, bright living area, and three bedrooms. Easy to care for and ready for its next owner.

  Tiffany Masse Portside Real Estate Group

  

  499 Augusta Rd Unit 37, Winslow, ME 04901
• 

  

  /47

  Est $383,637 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,138 Sq Ft

  27 Smiley Ave, Winslow, ME 04901

  

  27 Smiley Ave, Winslow, ME 04901
• 

  

  /17

  $254,900

  • 2 Beds
  • 1.5 Baths
  • 1,730 Sq Ft

  85 Halifax St, Winslow, ME 04901

  Custom-Built 2-Bedroom Home with Character: This 2-bedroom, 1.5-bath custom-built home features beautiful woodwork and a double-sided working fireplace. While the home could use some updates, it offers solid craftsmanship and plenty of charm. Centrally located for easy access to shops, dining, and local amenities.

  Michael Bard Coldwell Banker Plourde Real Estate

  

  85 Halifax St, Winslow, ME 04901
• 

  

  /47

  $405,000 Sold Aug 25, 2025

  • 3,198 Sq Ft
  • $127/SF
  • 297 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1972

  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
• 

  

  /36

  Est $395,621 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,354 Sq Ft

  31 Smiley Ave, Winslow, ME 04901

  

  31 Smiley Ave, Winslow, ME 04901
• 

  

  /53

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 2,913 Sq Ft

  1 S Ridge Dr, Winslow, ME 04901

  Let's talk....This is a spacious and beautifully crafted, 3-bedroom, 2.5-bathroom contemporary ranch. Located in the very desirable South Ridge Estates neighborhood of Winslow ME, this home is surrounded by a veil of woods and sits proudly upon its own plateau. A spacious and bright floor plan opens to an oversized living room with cathedral ceilings, with a gas fireplace insert. From there flows

  Robbin Eusebio Coldwell Banker Plourde Real Estate

  

  1 S Ridge Dr, Winslow, ME 04901
• 

  

  /23

  $255,000 Sold Aug 22, 2025

  • 1,508 Sq Ft
  • $169/SF
  • 105 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  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
• 

  

  /39

  Est $340,739 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,600 Sq Ft

  37 Smiley Ave, Winslow, ME 04901

  

  37 Smiley Ave, Winslow, ME 04901
• 

  

  /14

  $69,900

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

  0 Olde Heritage Map 10 Lot 77-3 Place Unit 1628289, Winslow, ME 04901

  Looking for the perfect place to build your dream home? This 2.63-acre lot might be just what you've been waiting for. Tucked at the end of a beautifully paved and tree-lined road, Olde Heritage Place offers a welcoming and attractive setting that makes for a great place to put down roots.The lot is already surveyed and soil tested, with underground power in place, so you can start

  Corey Lee Real Broker

  

  0 Olde Heritage Map 10 Lot 77-3 Place Unit 1628289, Winslow, ME 04901
• 

  

  /68

  $373,000 Sold Aug 21, 2025

  • 1,904 Sq Ft
  • $196/SF
  • 3 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  5 Frankwood Dr, Winslow, ME 04901

  Looking for an updated 4 bedroom home in one of Winslow's most sought-after neighborhoods? This just might be the one you've been dreaming of!Step inside and feel instantly at home in the inviting living room, perfect for cozy nights by the fireplace or relaxing with your favorite book. Just around the corner is the open concept kitchen and dining area, designed for hosting everything

  Corey Lee Real Broker

  

  5 Frankwood Dr, Winslow, ME 04901
• 

  

  /77

  Est $459,424 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,651 Sq Ft

  47 Smiley Ave, Winslow, ME 04901

  

  47 Smiley Ave, Winslow, ME 04901
• 

  

  /41

  $269,900

  • 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,

  Patrick Coughlan Real Broker

  

  128 Benton Ave, Winslow, ME 04901
• 

  

  /66

  $295,000 Sold Aug 21, 2025

  • 1,846 Sq Ft
  • $160/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  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
• 

  

  /36

  Est $364,925 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  2 Smiley Ave, Winslow, ME 04901

  

  2 Smiley Ave, Winslow, ME 04901
• 

  

  /27

  $74,900

  • Land
  • 2.02 Acres
  • $37,079 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
• 

  

  /17

  $75,000 Sold Aug 20, 2025

  • Land
  • 4 Acres
  • $18,750 per Acre

  • 133 Days On Market

  0 S Reynolds Rd Unit 1603050, Winslow, ME 04901

  Have you been looking to build your dream home in one of Winslow's most desired areas?! This private 4 +/- acre parcel could be the perfect fit. A beautiful private location but conveniently located. Minutes to downtown Winslow and Waterville, and only 20 minutes to Augusta. Come bring your ideas to life on this beautiful piece of land!

  Corey Lee Real Broker

  

  0 S Reynolds Rd Unit 1603050, Winslow, ME 04901
• 

  

  /43

  Est $342,717 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  17 Smiley Ave, Winslow, ME 04901

  

  17 Smiley Ave, Winslow, ME 04901
• 

  /2

  $150,000

  • Land
  • 19.59 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
• 

  

  /45

  $309,000 Sold Aug 18, 2025

  • 1,593 Sq Ft
  • $194/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  8 Beck St, Winslow, ME 04901

  Step into this beautifully renovated 4-bedroom, 1.5-bath home offering modern upgrades and timeless charm. Enjoy peace of mind with a brand-new roof, new propane heating system, and completely upgraded electrical throughout. The heart of the home features a stunning custom kitchen with sleek finishes, perfect for cooking and entertaining. The spacious primary bedroom includes a custom-built

  Kristen Nutter Summit Real Estate

  

  8 Beck St, Winslow, ME 04901
• 

  

  /41

  Est $386,547 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,424 Sq Ft

  22 Smiley Ave, Winslow, ME 04901

  

  22 Smiley Ave, Winslow, ME 04901

Showing Results 81 - 120, Page 3 of 18