3,846

Winthrop, ME Homes

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  • /38

    $220,000

    • 3 Beds
    • 2 Baths
    • 1,598 Sq Ft

    172 Turkey Ln, Winthrop, ME 04364

    Opportunity awaits! This 3-bedroom home is ready for someone to build equity and make it their own. Being sold as is, the home has already seen several updates, including newer windows and partial remodeling, giving you a head start on the finishing touches. It also features an approximately 481 sq. ft. partially finished walk-out basement, providing additional flexible living or storage space.

    John Krouse EXP Realty

    172 Turkey Ln, Winthrop, ME 04364
  • /52

    $539,000

    Sold Dec 22, 2025

    50 Robin Hood Dr, Winthrop, ME 04364

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft
    • Built 1986

    Last Sold Summary

    • $172/SF
    • 30 Days On Market

    Current Estimated Value $554,074

    Last Listing Agent Michael Roddy Your Home Sold Guaranteed Realty

    50 Robin Hood Dr, Winthrop, ME 04364
    • /36

      Est $345,564

      Not Listed For Sale

      30 Route 41, Winthrop, ME 04364

      • 4 Beds
      • 1.5 Baths
      • 1,798 Sq Ft
      • Built 1971
      30 Route 41, Winthrop, ME 04364

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Lori Gray Homestead Realty

  • /76

    $449,999

    Pending
    • 3 Beds
    • 3 Baths
    • 2,108 Sq Ft

    27 Ruby Ridge Rd, Winthrop, ME 04364

    Welcome to this private Maine retreat offering the perfect combination of peaceful country living and convenience. Situated on 2.5 acres, this well-maintained property features a private backyard with a patio area, making it the perfect place to relax, entertain, or enjoy the surrounding wildlife.Inside, you'll find the ease of one-floor living with a bright, open floor plan designed for

    Tony Loiko Coldwell Banker Realty

    27 Ruby Ridge Rd, Winthrop, ME 04364
  • /40

    $480,000

    Sold May 15, 2026

    100 Route 133, Winthrop, ME 04364

    • 4 Baths
    • 3,606 Sq Ft
    • Built 1890

    Last Sold Summary

    • $133/SF
    • 26 Days On Market

    Last Listing Agent Tyler Janelle Maine Real Estate Co

    100 Route 133, Winthrop, ME 04364
    • /30

      Est $537,996

      Not Listed For Sale

      20 Maranacook Station Ln, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 1,542 Sq Ft
      • Built 1900
      20 Maranacook Station Ln, Winthrop, ME 04364

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Katherine Davis Thomas Agency

  • /35

    $399,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    41 Birch St, Winthrop, ME 04364

    Well-maintained 3-bedroom, 2-bath Cape situated on a private 1.62-acre lot on a public dead-end road, offering a peaceful setting while still being conveniently close to town. Built in 2003, this home offers approximately 1,850 square feet of living space plus an unfinished basement with excellent storage or expansion potential. The first floor features a large eat-in kitchen, spacious living

    Cameron Rizzo Rizzo Mattson

    41 Birch St, Winthrop, ME 04364
  • /70

    $605,000

    Sold Jun 03, 2026

    307 Route 41, Winthrop, ME 04364

    • 5 Beds
    • 3 Baths
    • 3,704 Sq Ft
    • Built 1784

    Last Sold Summary

    • 2% Below List Price
    • $163/SF
    • 72 Days On Market

    Current Estimated Value $614,550

    Last Listing Agent Lori Dube Sprague & Curtis Real Estate

    307 Route 41, Winthrop, ME 04364
    • /29

      Est $199,886

      Not Listed For Sale

      19 Hazzard Ln, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 756 Sq Ft
      • Built 1940
      19 Hazzard Ln, Winthrop, ME 04364

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Earle Kenney Sprague & Curtis Real Estate

  • /37

    $245,000

    $4K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    670 Old Lewiston Rd, Winthrop, ME 04364

    Welcome to 670 Lewiston Rd in Winthrop, a beautifully remodeled ranch that is truly move in ready and waiting for its next owner! This charming 2 bedroom home has been thoughtfully refreshed from top to bottom, offering the perfect blend of modern updates, comfortable living, and a fantastic outdoor space.Step inside to find all new flooring, fresh interior paint, and a beautifully

    Jennifer Sumrall The Maine Real Estate Experience

    670 Old Lewiston Rd, Winthrop, ME 04364
  • /2

    $169,000

    Sold Mar 31, 2026

    60 Case Rd, Winthrop, ME 04364

    • 4 Beds
    • 2.5 Baths
    • 2,020 Sq Ft
    • Built 1963

    Last Sold Summary

    • $84/SF
    • 13 Days On Market

    Current Estimated Value $175,460

    Last Listing Agent Jeffrey Decker EXP Realty

    60 Case Rd, Winthrop, ME 04364
    • /24

      Est $234,292

      Not Listed For Sale

      2555 Us Route 202, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 810 Sq Ft
      • Built 1950
      2555 Us Route 202, Winthrop, ME 04364

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Julian Harwood LAER

  • /89

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,304 Sq Ft

    231 Narrows Pond Rd, Winthrop, ME 04364

    Welcome to this charming single-family home, lovingly cared for by the same owners for 40 years. Set on approximately 4 acres, this 3-bedroom, 2-bath property offers a wonderful blend of comfort, privacy, and convenience.Inside, you'll find approximately 2,300 square feet of living space featuring beautiful hardwood floors and a comfortable layout. A heat pump provides efficient heating and

    Dylan Armstrong Sprague & Curtis Real Estate

    231 Narrows Pond Rd, Winthrop, ME 04364
  • /31

    $275,000

    Sold May 04, 2026

    364 Metcalf Rd, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1964

    Last Sold Summary

    • $275/SF
    • 43 Days On Market

    Current Estimated Value $277,043

    Last Listing Agent Jessica Fike Brookewood Realty

    364 Metcalf Rd, Winthrop, ME 04364
    • /54

      Est $499,214

      Not Listed For Sale

      41 N Shore Ln, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 3,064 Sq Ft
      • Built 1932
      41 N Shore Ln, Winthrop, ME 04364

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Tyler Gaudet Sprague & Curtis Real Estate

  • /50

    $295,000

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,312 Sq Ft

    247 Winthrop Center Rd, Winthrop, ME 04364

    Fantastic New Price! Historic Winthrop Gem Full of Character & Opportunity!If you've been searching for a home with history, timeless craftsmanship, and room to make it your own, this is your opportunity.Located in Winthrop's Historic District, this home is believed to date back to the 1850s (town records indicate 1910) and offers 2,312 square feet filled with original architectural

    Rebecca Wilson Better Homes & Gardens Real Estate/The Masiello Group

    247 Winthrop Center Rd, Winthrop, ME 04364
  • /44

    $525,000

    Sold May 29, 2026

    2 Partridge Run Dr, Winthrop, ME 04364

    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Above List Price
    • $276/SF
    • 5 Days On Market

    Current Estimated Value $517,796

    Last Listing Agent Tim Fortin NextHome Northern Lights Realty

    2 Partridge Run Dr, Winthrop, ME 04364
    • /53

      Est $643,559

      Not Listed For Sale

      69 Welch Point Rd, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 903 Sq Ft
      • Built 1904
      69 Welch Point Rd, Winthrop, ME 04364

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /44

    $615,000

    • 2 Beds
    • 1 Bath
    • 930 Sq Ft

    144 Heritage Woods Ln, Winthrop, ME 04364

    Newer kitchen, updated 2 BD, 1 BA home with 60' of deep-water frontage on beautiful Cobbossee Lake! Just feet from the water's edge, you can not ask for a more tranquil spot. Stunning sunrises and views of the lighthouse from one of the many decks leading to a NEW dock system. Newer windows and fully furnished! This is a year round home with heat pump and a pellet stove + spray-foam

    Doreen Gagne Integrity Homes Real Estate Group, PC

    144 Heritage Woods Ln, Winthrop, ME 04364
  • /23

    $240,000

    Sold Dec 19, 2025

    90 Route 133, Winthrop, ME 04364

    • 4 Beds
    • 1.5 Baths
    • 1,879 Sq Ft
    • Built 1790

    Last Sold Summary

    • 6% Below List Price
    • $128/SF
    • 102 Days On Market

    Current Estimated Value $264,147

    Last Listing Agent Heather Perrault Your Home Sold Guaranteed Realty

    90 Route 133, Winthrop, ME 04364
    • /47

      Est $454,634

      Not Listed For Sale

      37 Turtle Run Rd Unit 24, Winthrop, ME 04364

      • 2 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 1987
      37 Turtle Run Rd Unit 24, Winthrop, ME 04364

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Bonnie Hollander Tim Dunham Realty

  • /67

    $668,900

    • 5 Beds
    • 2 Baths
    • 2,759 Sq Ft

    337 Route 133, Winthrop, ME 04364

    Welcome to the ''Garden of Eden,'' a truly special property steeped in local history. In the early 1800s, this land was known for its medicinal herb gardens, where remedies were gathered, offering wellness. Today, this remarkable home blends that rich heritage with thoughtful modern updates.Meticulously restored, the home features new insulation, new windows, refined flooring, a fully

    Tiffany Libby Pamela Starnes Signature Homes Real Estate Group

    337 Route 133, Winthrop, ME 04364
  • /43

    $460,000

    Sold Aug 04, 2026

    104 Memorial Dr, Winthrop, ME 04364

    • 3 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • Built 1948

    Last Sold Summary

    • 8% Below List Price
    • $325/SF
    • 219 Days On Market

    Current Estimated Value $491,844

    Last Listing Agent Sam Lambert Keller Williams Realty

    104 Memorial Dr, Winthrop, ME 04364
    • /33

      Est $468,095

      Not Listed For Sale

      37 Turtle Run Rd Unit 22, Winthrop, ME 04364

      • 2 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1989
      37 Turtle Run Rd Unit 22, Winthrop, ME 04364

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Bruce Holmes Venture Real Estate & Asset Management

  • /23

    $380,000

    Pending
    • 2 Beds
    • 1 Bath
    • 729 Sq Ft

    176 Upper Narrows Ln, Winthrop, ME 04364

    Welcome to pristine Upper Narrows Pond. This 2-bedroom seasonal waterfront retreat offers wooded privacy with 150 feet on the Eastern shore. The 0.58-acre lot is located near the end of a peninsula. Take your kayaks out for some fishing or to explore the pond, swim to the island within view of your cottage or maybe come in the winter for ice fishing. Enjoy your morning coffee on the full length

    Merrie Hanson Rizzo Mattson

    176 Upper Narrows Ln, Winthrop, ME 04364
  • /89

    $525,000

    Sold Jul 15, 2026

    64 Annabessacook Dr, Winthrop, ME 04364

    • 3 Beds
    • 1.5 Baths
    • 2,136 Sq Ft
    • Built 1973

    Last Sold Summary

    • $246/SF
    • 77 Days On Market

    Current Estimated Value $489,336

    Last Listing Agent Heidi Libby NextHome Northern Lights Realty

    64 Annabessacook Dr, Winthrop, ME 04364
    • /37

      Est $466,328

      Not Listed For Sale

      37 Turtle Run Rd Unit 14, Winthrop, ME 04364

      • 2 Beds
      • 2 Baths
      • 1,706 Sq Ft
      • Built 1989
      37 Turtle Run Rd Unit 14, Winthrop, ME 04364

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Chris Vallee LAER

  • /30

    $259,000

    $11K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    45 Pleasant St, Winthrop, ME 04364

    Welcome to 45 Pleasant Street located right in the heart of Winthrop, Maine. This 3-bedroom, 1.5 bath, well maintained, cozy cape is perfect for those looking for in-town living, while still having ample indoor and outdoor space to call your own. Located just minutes from local shops, the town beach, and public schools, come see for yourself all this home has to provide in the desirable Town of

    Randi-Anne Langelier Meservier & Associates

    45 Pleasant St, Winthrop, ME 04364
  • /7

    $75,000

    Sold Dec 29, 2025

    M 8 Lot 5B Maranacook Rd, Winthrop, ME 04364

    • Land
    • 8.98 Acres
    • $8,352 per Acre

    Last Sold Summary

    • 10% Above List Price
    • 7 Days On Market

    Last Listing Agent Jackson Ladd Homestead Realty

    M 8 Lot 5B Maranacook Rd, Winthrop, ME 04364
    • /32

      Est $478,328

      Not Listed For Sale

      39 Turtle Run Rd Unit 7, Winthrop, ME 04364

      • 2 Beds
      • 2 Baths
      • 1,760 Sq Ft
      • Built 1986
      39 Turtle Run Rd Unit 7, Winthrop, ME 04364

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Bruce Holmes Venture Real Estate & Asset Management

  • /30

    $339,900

    Under Contract
    • 2 Beds
    • 1 Bath
    • 1,120 Sq Ft

    260 Narrows Pond Rd, Winthrop, ME 04364

    Quality-built and low maintenance, this charming two-bedroom, one-bath home offers comfortable one-level living with thoughtful features throughout. Enjoy radiant heat, a heated one-car garage, and an open-concept kitchen, dining, and living area highlighted by vaulted ceilings that create a bright and spacious feel. The primary bedroom features a walk-in closet, while the private backyard and

    Jeffrey Perkins Brookewood Realty

    260 Narrows Pond Rd, Winthrop, ME 04364
  • /59

    $475,000

    Sold Sep 17, 2025

    39 Turtle Run Rd Unit 8, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft
    • Built 1987

    Last Sold Summary

    • 4% Below List Price
    • $352/SF
    • 85 Days On Market

    Current Estimated Value $483,873

    Last Listing Agent John Blouin LAER

    39 Turtle Run Rd Unit 8, Winthrop, ME 04364
    • /73

      Est $360,926

      Not Listed For Sale

      49 Old Village Rd, Winthrop, ME 04364

      • 4 Beds
      • 3.5 Baths
      • 3,000 Sq Ft
      • Built 1860
      49 Old Village Rd, Winthrop, ME 04364

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /39

    $149,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    87 Pineland Dr, Winthrop, ME 04364

    Well cared for 3 bedroom, 2 full bath home in desirable community. Enjoy the open concept this home offers with central air, paved driveway, and home generator. Primary bedroom with full bath. Two sheds for additional storage. Home features abundant light and private back yard with deck.

    Daren Hachey Homestead Realty

    87 Pineland Dr, Winthrop, ME 04364
  • /57

    $430,000

    Sold Apr 16, 2026

    553 Stanley Rd, Winthrop, ME 04364

    • 2 Baths
    • 1,792 Sq Ft
    • Built 2007

    Last Sold Summary

    • $240/SF
    • 1 Day On Market

    Current Estimated Value $428,755

    Last Listing Agent Jackson Ladd Homestead Realty

    553 Stanley Rd, Winthrop, ME 04364
    • /67

      Est $608,806

      Not Listed For Sale

      17 South Rd, Winthrop, ME 04364

      • 5 Beds
      • 6 Baths
      • 4,968 Sq Ft
      • Built 2000
      17 South Rd, Winthrop, ME 04364

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Dylan Armstrong Sprague & Curtis Real Estate

  • /74

    $1,200,000

    Open Sat 1PM - 4PM
    • 3 Beds
    • 2 Baths
    • 1,597 Sq Ft

    7 & 11 Keyes Landing Ln, Winthrop, ME 04364

    Two year-round lake cottages, one exceptional Cobbossee offering. This is not an ordinary lake property. With two fully renovated, independent homes on one waterfront lot, the flexibility is rare: a private family compound, multi-generational living, the ability to comfortably host family and friends in their own private cottage, or the opportunity to offset ownership costs by renting one cottage

    Harrison Wolfington Your Home Sold Guaranteed Realty

    7 & 11 Keyes Landing Ln, Winthrop, ME 04364
  • /24

    $55,000

    Sold Jun 10, 2026

    42 Squire Ct, Winthrop, ME 04364

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $60/SF
    • 88 Days On Market

    Last Listing Agent Jacqueline Harris The Maine Real Estate Experience

    42 Squire Ct, Winthrop, ME 04364
    • /30

      Est $522,384

      Not Listed For Sale

      918 Memorial Dr, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1922
      918 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Rocky Mills Legacy Properties Sotheby's International Realty

  • /64

    $459,900

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,204 Sq Ft

    256 Narrows Pond Rd, Winthrop, ME 04364

    Move right into this beautifully updated and meticulously maintained Colonial, where modern comforts and thoughtful design come together in a peaceful setting just minutes from town.The inviting open-concept kitchen and dining area is the heart of the home, featuring abundant cabinetry, granite countertops, and a large center island that's perfect for everyday living, entertaining, or

    Lori Dube Sprague & Curtis Real Estate

    256 Narrows Pond Rd, Winthrop, ME 04364

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