3,846

Winthrop, ME Homes

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  • /18

    $75,000

    Sold Sep 15, 2025

    89 Pineland Dr Unit 89, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $81/SF
    • 1 Day On Market

    Last Listing Agent Pat Ladd Homestead Realty

    89 Pineland Dr Unit 89, Winthrop, ME 04364
    • /68

      Est $688,077

      Not Listed For Sale

      114 Cottage Rd, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 1,906 Sq Ft
      • Built 1977
      114 Cottage Rd, Winthrop, ME 04364

      Last Sold Summary

      • 5 Days On Market

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

  • /69

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,054 Sq Ft

    89 Boot Cove Ln, Winthrop, ME 04364

    Welcome to 89 Boot Cove Lane, where privacy, comfort, and year-round waterfront living come together on the shores of beautiful Lower Narrows Pond. Nestled in a peaceful wooded setting with over 200 feet of private waterfront, this thoughtfully designed four-bedroom, three-bath ranch offers the perfect blend of modern efficiency and lakeside charm. Inside, you'll find a bright, inviting interior

    Terri Levesque Amnet Realty

    89 Boot Cove Ln, Winthrop, ME 04364
  • /60

    $600,000

    Sold Jul 01, 2026

    87 Memorial Dr, Winthrop, ME 04364

    • 4 Beds
    • 3 Baths
    • 2,512 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $239/SF
    • 11 Days On Market

    Current Estimated Value $622,012

    Last Listing Agent Matt Pouliot Pouliot Real Estate

    87 Memorial Dr, Winthrop, ME 04364
    • /40

      Est $342,042

      Not Listed For Sale

      677 Memorial Dr, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 952 Sq Ft
      • Built 2006
      677 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Sarah Allarie Better Homes & Gardens Real Estate/The Masiello Group

  • /54

    $320,000

    $25K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    161 Pamela Dr, Winthrop, ME 04364

    Welcome to this charming Cape Cod-style home in a sought-after neighborhood in Winthrop -- offering the perfect blend of comfort, convenience, and classic New England charm. Ideally located just minutes from local schools, the public library, shopping, restaurants, the boat landing, and the public beach on beautiful Maranacook Lake, this home puts recreation and everyday essentials right at your

    Julian Harwood LAER

    161 Pamela Dr, Winthrop, ME 04364
  • /44

    $515,000

    Sold Jul 10, 2026

    8 Horseshoe Rd, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Below List Price
    • $507/SF
    • 45 Days On Market

    Current Estimated Value $371,016

    Last Listing Agent Spencer Hazzard Rizzo Mattson

    8 Horseshoe Rd, Winthrop, ME 04364
    • /26

      Est $361,432

      Not Listed For Sale

      427 Memorial Dr, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 1985
      427 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent David Jackson Landmark Realty

  • /61

    $850,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 1,322 Sq Ft

    117 Lower Diamond Farm Ln, Winthrop, ME 04364

    Fabulous waterfront cottage on highly desirable Cobbossee Lake! Situated on the lake's west shore, this exceptional property enjoys breathtaking views down the lake. Designed for entertaining and creating lifelong memories, this charming 2-bedroom, 1-bath cottage offers an impressive 230 +/- feet of excellent waterfront on a beautiful, private 1.84-acre lot.Opportunities like this are

    Brian Rizzo Rizzo Mattson

    117 Lower Diamond Farm Ln, Winthrop, ME 04364
  • /76

    $269,000

    Sold Dec 12, 2025

    30 Birch St, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • Built 1940

    Last Sold Summary

    • $208/SF
    • 5 Days On Market

    Current Estimated Value $277,685

    Last Listing Agent Dylan Armstrong Sprague & Curtis Real Estate

    30 Birch St, Winthrop, ME 04364
    • /54

      Est $491,765

      Not Listed For Sale

      545 Memorial Dr, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 1,308 Sq Ft
      • Built 1947
      545 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /74

    $450,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,124 Sq Ft

    57 Metcalf Rd, Winthrop, ME 04364

    Welcome home to this charming Cape Cod nestled on a beautiful 0.60-acre lot in the heart of Winthrop. This lovingly maintained home has 3-4 bedrooms and 3.5 baths, offering 1,644 square feet of warm, inviting living space with classic New England character throughout. Step inside to a bright first floor featuring a spacious living room, a comfortable dining area, and a beautiful kitchen boasting

    Heidi Witham Hoang Realty

    57 Metcalf Rd, Winthrop, ME 04364
  • /60

    $364,000

    Sold Nov 05, 2025

    22 Guerette Rd, Winthrop, ME 04364

    • 5 Beds
    • 2 Baths
    • 1,707 Sq Ft
    • Built 1961

    Last Sold Summary

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

    Current Estimated Value $368,674

    Last Listing Agent Bennett Wade Real Broker

    22 Guerette Rd, Winthrop, ME 04364
    • /36

      Est $646,070

      Not Listed For Sale

      436 Memorial Dr, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,976 Sq Ft
      • Built 1956
      436 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Eben Thomas Thomas Agency

  • /17

    $99,900

    $33K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    64 Pineland Dr, Winthrop, ME 04364

    Price improvement!! 2 bedroom 2 full baths mobile in a small park 55+community. Ready to move in with a whole house generator , air conditioner in window already set up & shed included. New composite deck built in the summer of 2025 with solar lights. This home features a private full bath off the primary bedroom, full bath with tub for guests at the opposite end. Cost Efficient gas stove and new

    Dawn Lopez Hearth & Key Realty

    64 Pineland Dr, Winthrop, ME 04364
  • /87

    $645,000

    Sold Mar 20, 2026

    183 Loon Cove Ln, Winthrop, ME 04364

    • 4 Beds
    • 2 Baths
    • 2,086 Sq Ft
    • Built 1981

    Last Sold Summary

    • 2% Below List Price
    • $309/SF
    • 46 Days On Market

    Current Estimated Value $647,452

    Last Listing Agent Dylan Armstrong Sprague & Curtis Real Estate

    183 Loon Cove Ln, Winthrop, ME 04364
    • /84

      Est $471,685

      Not Listed For Sale

      372 Memorial Dr, Winthrop, ME 04364

      • 1 Bed
      • 1 Bath
      • 520 Sq Ft
      • Built 1951
      372 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Trisha Cheney Portside Real Estate Group

  • /52

    $799,900

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,387 Sq Ft

    38 S Upper Narrows Ln, Winthrop, ME 04364

    Nestled on the shores of beautiful Upper Narrows Pond, this stunning waterfront home at 38 South Upper Narrows Lane offers breathtaking water views, spectacular sunsets, and the peaceful lifestyle you've been dreaming of. Meticulously maintained and thoughtfully designed, this spacious 2,387 sq. ft. home combines comfort, style, and functionality in a truly picturesque setting.The

    Donna Pinkham Better Homes & Gardens Real Estate/The Masiello Group

    38 S Upper Narrows Ln, Winthrop, ME 04364
  • /41

    $315,000

    Sold Mar 06, 2026

    11 Highland Heights, Winthrop, ME 04364

    • 3 Beds
    • 1.5 Baths
    • 1,616 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Below List Price
    • $195/SF
    • 20 Days On Market

    Current Estimated Value $315,070

    Last Listing Agent Kelly Webb Fontaine Family-The Real Estate Leader

    11 Highland Heights, Winthrop, ME 04364
    • /49

      Est $882,903

      Not Listed For Sale

      358 Memorial Dr, Winthrop, ME 04364

      • 5 Beds
      • 3 Baths
      • 3,640 Sq Ft
      • Built 1974
      358 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Jessica Paladino RE/MAX Shoreline

  • /67

    $995,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft

    1 Island Park, Winthrop, ME 04364

    Having been in the same family since the early 1900s, Black Island on Cobbossee Lake is for sale, a very rare gem and opportunity. If you have ever boated to Horseshoe Cove you've been by it; it creates the entrances on both the east and west sides. The 9.5+/- acre island features a beautifully crafted 1989 post and beam 3 BR, 1 BA home finished in V-matched pine and wide pine floors. The house

    Jean Kirkpatrick Rizzo Mattson

    1 Island Park, Winthrop, ME 04364
  • /39

    $385,000

    Sold May 08, 2026

    105 Nottingham Rd, Winthrop, ME 04364

    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Below List Price
    • $177/SF
    • 29 Days On Market

    Current Estimated Value $389,514

    Last Listing Agent Nicholas Corrow Real Broker

    105 Nottingham Rd, Winthrop, ME 04364
    • /67

      Est $1,785,500

      Not Listed For Sale

      298 Memorial Dr, Winthrop, ME 04364

      • 5 Beds
      • 6 Baths
      • 5,046 Sq Ft
      • Built 2006
      298 Memorial Dr, Winthrop, ME 04364

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Jackson Ladd Homestead Realty

  • /71

    $1,150,000

    Sold Aug 29, 2025

    792 Memorial Dr, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $595/SF
    • 4 Days On Market

    Current Estimated Value $1,166,261

    Last Listing Agent Daren Hachey Homestead Realty

    792 Memorial Dr, Winthrop, ME 04364
    • /56

      Est $881,020

      Not Listed For Sale

      52 Larson Ln, Winthrop, ME 04364

      • 3 Beds
      • 3 Baths
      • 2,532 Sq Ft
      • Built 2006
      52 Larson Ln, Winthrop, ME 04364

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Earle Kenney Sprague & Curtis Real Estate

  • /43

    $487,560

    Sold Aug 29, 2025

    87 Maranacook Station Ln, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $677/SF
    • 2 Days On Market

    Current Estimated Value $497,890

    Last Listing Agent Erica O'Conn George O'Connor Rizzo Mattson

    87 Maranacook Station Ln, Winthrop, ME 04364
    • /49

      Est $469,605

      Not Listed For Sale

      44 Metcalf Rd, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,332 Sq Ft
      • Built 1940
      44 Metcalf Rd, Winthrop, ME 04364

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Chris Vallee LAER

  • /99

    $685,000

    Sold Oct 20, 2025

    173 Loon Cove Ln, Winthrop, ME 04364

    • 3 Beds
    • 3 Baths
    • 2,922 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Above List Price
    • $234/SF
    • 4 Days On Market

    Current Estimated Value $706,538

    Last Listing Agent Earle Kenney Sprague & Curtis Real Estate

    173 Loon Cove Ln, Winthrop, ME 04364
    • /51

      Est $402,894

      Not Listed For Sale

      97 Pennwood Rd, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 2,008 Sq Ft
      • Built 1971
      97 Pennwood Rd, Winthrop, ME 04364

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /39

    $317,000

    Sold Aug 11, 2026

    63 Upper Narrows Ln, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft
    • Built 1989

    Last Sold Summary

    • $229/SF
    • 43 Days On Market

    Current Estimated Value $334,360

    Last Listing Agent Adam Rodgers Portside Real Estate Group

    63 Upper Narrows Ln, Winthrop, ME 04364
    • /67

      Est $536,977

      Not Listed For Sale

      15 Second Cove Rd, Winthrop, ME 04364

      • 2 Beds
      • 2 Baths
      • 1,380 Sq Ft
      • Built 1986
      15 Second Cove Rd, Winthrop, ME 04364

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Tyler Gaudet Sprague & Curtis Real Estate

  • /7

    $53,000

    Sold Oct 20, 2025

    Lot 42B Fire Road A-3, Winthrop, ME 04364

    • Land
    • 4.5 Acres
    • $11,778 per Acre

    Last Sold Summary

    • 6% Above List Price
    • 1 Day On Market

    Last Listing Agent Daren Hachey Homestead Realty

    Lot 42B Fire Road A-3, Winthrop, ME 04364
    • /54

      Est $177,257

      Not Listed For Sale

      23 Woodland Rd, Winthrop, ME 04364

      • 1 Bed
      • 1 Bath
      • 408 Sq Ft
      • Built 2006
      23 Woodland Rd, Winthrop, ME 04364

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Heidi Libby NextHome Northern Lights Realty

  • /30

    $375,000

    Sold Jul 16, 2026

    144 Highland Ave, Winthrop, ME 04364

    • 3 Beds
    • 2.5 Baths
    • 1,702 Sq Ft
    • Built 1974

    Last Sold Summary

    • $220/SF
    • 22 Days On Market

    Current Estimated Value $370,302

    Last Listing Agent Heidi Holley Realty of Maine

    144 Highland Ave, Winthrop, ME 04364
    • /29

      Est $236,464

      Not Listed For Sale

      57 Dexter Pond Rd, Winthrop, ME 04364

      • 1 Bed
      • 1 Bath
      • 489 Sq Ft
      • Built 1970
      57 Dexter Pond Rd, Winthrop, ME 04364

      Last Sold Summary

      • 85 Days On Market

      Last Listing Agent Mark Michaud Fontaine Family-The Real Estate Leader

  • /47

    $376,000

    Sold Dec 23, 2025

    3 Gayton Ln, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 2004

    Last Sold Summary

    • 8% Above List Price
    • $305/SF
    • 2 Days On Market

    Current Estimated Value $388,247

    Last Listing Agent Pat Ladd Homestead Realty

    3 Gayton Ln, Winthrop, ME 04364
    • /62

      Est $523,790

      Not Listed For Sale

      89 Dexter Pond Rd, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 1,510 Sq Ft
      • Built 1993
      89 Dexter Pond Rd, Winthrop, ME 04364

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Nichole Quinn Lone Pine Real Estate Company

  • /23

    $317,500

    Sold Aug 29, 2025

    863 Sturtevant Hill Rd, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $291/SF
    • 54 Days On Market

    Current Estimated Value $327,569

    Last Listing Agent Ryley Austin Hearth & Key Realty

    863 Sturtevant Hill Rd, Winthrop, ME 04364
    • /42

      Est $259,385

      Not Listed For Sale

      34 Bishop St, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 1,391 Sq Ft
      • Built 1950
      34 Bishop St, Winthrop, ME 04364

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Sarah Cotnoir LAER

  • /13

    $50,000

    Sold Mar 27, 2026

    31 Squire Ct, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft
    • Built 1998

    Last Sold Summary

    • 29% Below List Price
    • $54/SF
    • 7 Days On Market

    Last Listing Agent Abigail Elsaesser Keller Williams Realty

    31 Squire Ct, Winthrop, ME 04364

Showing Results 81 - 120, Page 3 of 18

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