3,846

Winthrop, ME Homes

Section Image
    • 18 Metcalf Rd, Winthrop, ME 04364
      18 Metcalf Rd, Winthrop, ME 04364
      18 Metcalf Rd, Winthrop, ME 04364
      /49

      Est $344,319

      Not Listed For Sale

      18 Metcalf Rd, Winthrop, ME 04364

      • 4 Beds
      • 1 Bath
      • 1,610 Sq Ft
      • Built 1908
      18 Metcalf Rd, Winthrop, ME 04364

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Daren Hachey Homestead Realty

  • 11 Old Western Ave, Winthrop, ME 04364
    11 Old Western Ave, Winthrop, ME 04364
    11 Old Western Ave, Winthrop, ME 04364
    /112

    $557,500

    Sold Jul 31, 2026

    11 Old Western Ave, Winthrop, ME 04364

    • 4 Beds
    • 2.5 Baths
    • 2,852 Sq Ft
    • Built 1842

    Last Sold Summary

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

    Current Estimated Value $568,116

    Last Listing Agent Maria Kempton LAER

    11 Old Western Ave, Winthrop, ME 04364
    • 294 Main St, Winthrop, ME 04364
      294 Main St, Winthrop, ME 04364
      294 Main St, Winthrop, ME 04364
      /28

      Est $284,674

      Not Listed For Sale

      294 Main St, Winthrop, ME 04364

      • 3 Beds
      • 3 Baths
      • 2,114 Sq Ft
      • Built 1900
      294 Main St, Winthrop, ME 04364

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Wendy-Jo Mansir McAllister Real Estate

  • 43 Holmes Rd, Winthrop, ME 04364
    43 Holmes Rd, Winthrop, ME 04364
    43 Holmes Rd, Winthrop, ME 04364
    /78

    $430,000

    Sold Jun 29, 2026

    43 Holmes Rd, Winthrop, ME 04364

    • 3 Beds
    • 2 Baths
    • 1,906 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Above List Price
    • $226/SF
    • 4 Days On Market

    Current Estimated Value $403,204

    Last Listing Agent Pat Ladd Homestead Realty

    43 Holmes Rd, Winthrop, ME 04364
    • 44 Pleasant St, Winthrop, ME 04364
      44 Pleasant St, Winthrop, ME 04364
      44 Pleasant St, Winthrop, ME 04364
      /27

      Est $306,292

      Not Listed For Sale

      44 Pleasant St, Winthrop, ME 04364

      • 4 Beds
      • 1 Bath
      • 1,524 Sq Ft
      • Built 1968
      44 Pleasant St, Winthrop, ME 04364

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Harrison Wolfington Your Home Sold Guaranteed Realty

  • 347 Metcalf Rd, Winthrop, ME 04364
    347 Metcalf Rd, Winthrop, ME 04364
    347 Metcalf Rd, Winthrop, ME 04364
    /59

    $280,000

    Sold Nov 03, 2025

    347 Metcalf Rd, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Above List Price
    • $354/SF
    • 6 Days On Market

    Current Estimated Value $283,827

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

    347 Metcalf Rd, Winthrop, ME 04364
    • 268 Main St, Winthrop, ME 04364
      268 Main St, Winthrop, ME 04364
      268 Main St, Winthrop, ME 04364
      /65

      Est $500,262

      Not Listed For Sale

      268 Main St, Winthrop, ME 04364

      • 5 Beds
      • 4 Baths
      • 3,102 Sq Ft
      • Built 1888
      268 Main St, Winthrop, ME 04364

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Kyle Halford NextHome Experience

  • 128 Bearce Rd, Winthrop, ME 04364
    128 Bearce Rd, Winthrop, ME 04364
    128 Bearce Rd, Winthrop, ME 04364
    /32

    $515,000

    Sold Aug 27, 2025

    128 Bearce Rd, Winthrop, ME 04364

    • 4 Beds
    • 2.5 Baths
    • 1,912 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $269/SF
    • 6 Days On Market

    Current Estimated Value $540,802

    Last Listing Agent Heidi Holley Realty of Maine

    128 Bearce Rd, Winthrop, ME 04364
    • 27 Greenwood Terrace, Winthrop, ME 04364
      27 Greenwood Terrace, Winthrop, ME 04364
      27 Greenwood Terrace, Winthrop, ME 04364
      /43

      Est $353,474

      Not Listed For Sale

      27 Greenwood Terrace, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 1,495 Sq Ft
      • Built 1968
      27 Greenwood Terrace, Winthrop, ME 04364

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Julian Harwood LAER

  • 464 Memorial Dr, Winthrop, ME 04364
    464 Memorial Dr, Winthrop, ME 04364
    464 Memorial Dr, Winthrop, ME 04364
    /16

    $595,000

    Sold Sep 11, 2025

    464 Memorial Dr, Winthrop, ME 04364

    • 4 Beds
    • 3.5 Baths
    • 3,360 Sq Ft
    • Built 2023

    Last Sold Summary

    • 37% Below List Price
    • $177/SF
    • 76 Days On Market

    Current Estimated Value $425,479

    Last Listing Agent Ashley Croll NextHome Northern Lights Realty

    464 Memorial Dr, Winthrop, ME 04364
    • 16 Beal St, Winthrop, ME 04364
      16 Beal St, Winthrop, ME 04364
      16 Beal St, Winthrop, ME 04364
      /44

      Est $329,974

      Not Listed For Sale

      16 Beal St, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,007 Sq Ft
      • Built 1800
      16 Beal St, Winthrop, ME 04364

      Last Sold Summary

      • 41 Days On Market

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

  • 16 Old Village Rd, Winthrop, ME 04364
    16 Old Village Rd, Winthrop, ME 04364
    16 Old Village Rd, Winthrop, ME 04364
    /57

    $310,000

    Sold Oct 02, 2025

    16 Old Village Rd, Winthrop, ME 04364

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft
    • Built 1790

    Last Sold Summary

    • 5% Below List Price
    • $185/SF
    • 42 Days On Market

    Current Estimated Value $325,974

    Last Listing Agent Alonzo Michaud Real Broker

    16 Old Village Rd, Winthrop, ME 04364
    • 11 Beal St, Winthrop, ME 04364
      11 Beal St, Winthrop, ME 04364
      11 Beal St, Winthrop, ME 04364
      /19

      Est $208,730

      Not Listed For Sale

      11 Beal St, Winthrop, ME 04364

      • 1 Bed
      • 1 Bath
      • 1,083 Sq Ft
      • Built 1840
      11 Beal St, Winthrop, ME 04364

      Last Sold Summary

      • 99 Days On Market

      Last Listing Agent Emile Demers Better Homes & Gardens Real Estate/The Masiello Group

  • 260 Memorial Dr, Winthrop, ME 04364
    260 Memorial Dr, Winthrop, ME 04364
    260 Memorial Dr, Winthrop, ME 04364
    /55

    $482,000

    Sold Aug 07, 2026

    260 Memorial Dr, Winthrop, ME 04364

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

    Last Sold Summary

    • 38% Above List Price
    • $600/SF
    • 6 Days On Market

    Current Estimated Value $422,457

    Last Listing Agent Jackson Ladd Homestead Realty

    260 Memorial Dr, Winthrop, ME 04364
    • 101 Bowdoin St, Winthrop, ME 04364
      101 Bowdoin St, Winthrop, ME 04364
      101 Bowdoin St, Winthrop, ME 04364
      /60

      Est $344,189

      Not Listed For Sale

      101 Bowdoin St, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 1,160 Sq Ft
      • Built 1940
      101 Bowdoin St, Winthrop, ME 04364

      Last Sold Summary

      • 271 Days On Market

      Last Listing Agent Jann Perkins Farrington Maine Real Estate Pros

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /66

    $327,105

    Sold Dec 12, 2025

    Unlisted Address

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Below List Price
    • $227/SF
    • 13 Days On Market

    Current Estimated Value $338,279

    Last Listing Agent Dennis Tompkins Homestead Realty

    Unlisted Address
    • 8 Morrill St, Winthrop, ME 04364
      8 Morrill St, Winthrop, ME 04364
      8 Morrill St, Winthrop, ME 04364
      /72

      Est $397,140

      Not Listed For Sale

      8 Morrill St, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,739 Sq Ft
      • Built 1870
      8 Morrill St, Winthrop, ME 04364

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Taylor Tarbox Better Homes & Gardens Real Estate/The Masiello Group

  • 381 Turkey Ln, Winthrop, ME 04364
    381 Turkey Ln, Winthrop, ME 04364
    381 Turkey Ln, Winthrop, ME 04364
    /20

    $165,000

    Sold Apr 13, 2026

    381 Turkey Ln, Winthrop, ME 04364

    • 3 Beds
    • 2.5 Baths
    • 1,836 Sq Ft
    • Built 2006

    Last Sold Summary

    • 4% Above List Price
    • $90/SF
    • 19 Days On Market

    Current Estimated Value $168,974

    Last Listing Agent Stacey Frost Better Homes & Gardens Real Estate/The Masiello Group

    381 Turkey Ln, Winthrop, ME 04364
    • 9 Oak St, Winthrop, ME 04364
      9 Oak St, Winthrop, ME 04364
      9 Oak St, Winthrop, ME 04364
      /57

      Est $312,852

      Not Listed For Sale

      9 Oak St, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 887 Sq Ft
      • Built 1875
      9 Oak St, Winthrop, ME 04364

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Rodney Charest Meservier & Associates

  • 67 Main St, Winthrop, ME 04364
    67 Main St, Winthrop, ME 04364
    67 Main St, Winthrop, ME 04364
    /26

    $180,000

    Sold Jun 16, 2026

    67 Main St, Winthrop, ME 04364

    • 3 Baths
    • 1,558 Sq Ft
    • Built 1940

    Last Sold Summary

    • 20% Below List Price
    • $116/SF
    • 51 Days On Market

    Current Estimated Value $211,925

    Last Listing Agent Geri Doyle Rizzo Mattson

    67 Main St, Winthrop, ME 04364
    • 48 Upper Narrows Ln, Winthrop, ME 04364
      48 Upper Narrows Ln, Winthrop, ME 04364
      48 Upper Narrows Ln, Winthrop, ME 04364
      /42

      Est $659,087

      Not Listed For Sale

      48 Upper Narrows Ln, Winthrop, ME 04364

      • 4 Beds
      • 3 Baths
      • 1,229 Sq Ft
      • Built 1957
      48 Upper Narrows Ln, Winthrop, ME 04364

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Tom Landry Benchmark Real Estate

  • 21 Pamela Dr, Winthrop, ME 04364
    21 Pamela Dr, Winthrop, ME 04364
    21 Pamela Dr, Winthrop, ME 04364
    /36

    $232,500

    Sold Sep 30, 2025

    21 Pamela Dr, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1976

    Last Sold Summary

    • 5% Below List Price
    • $242/SF
    • 7 Days On Market

    Current Estimated Value $251,077

    Last Listing Agent Nicole Coward Fontaine Family-The Real Estate Leader

    21 Pamela Dr, Winthrop, ME 04364
    • 173 Narrows Pond Rd, Winthrop, ME 04364
      173 Narrows Pond Rd, Winthrop, ME 04364
      173 Narrows Pond Rd, Winthrop, ME 04364
      /60

      Est $595,813

      Not Listed For Sale

      173 Narrows Pond Rd, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 1,510 Sq Ft
      • Built 1965
      173 Narrows Pond Rd, Winthrop, ME 04364

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent David Foster Fontaine Family-The Real Estate Leader

  • 63 Maple Ridge Dr, Winthrop, ME 04364
    63 Maple Ridge Dr, Winthrop, ME 04364
    63 Maple Ridge Dr, Winthrop, ME 04364
    /69

    $489,000

    Sold Apr 22, 2026

    63 Maple Ridge Dr, Winthrop, ME 04364

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $295/SF
    • 6 Days On Market

    Current Estimated Value $492,878

    Last Listing Agent Pat Ladd Homestead Realty

    63 Maple Ridge Dr, Winthrop, ME 04364
    • 84 Highland Heights, Winthrop, ME 04364
      84 Highland Heights, Winthrop, ME 04364
      84 Highland Heights, Winthrop, ME 04364
      /27

      Est $296,588

      Not Listed For Sale

      84 Highland Heights, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 1,418 Sq Ft
      • Built 1984
      84 Highland Heights, Winthrop, ME 04364

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Shelley Nadeau Your Home Sold Guaranteed Realty

  • 317 Route 133, Winthrop, ME 04364
    317 Route 133, Winthrop, ME 04364
    /2

    $660,000

    Sold Apr 29, 2026

    317 Route 133, Winthrop, ME 04364

    • 5 Beds
    • 2 Baths
    • 5,000 Sq Ft
    • Built 1851

    Last Sold Summary

    • 2% Above List Price
    • $132/SF

    Current Estimated Value $636,163

    Last Listing Agent Justine Duvall Integrity Homes Real Estate Group, PC

    317 Route 133, Winthrop, ME 04364
    • 50 Royal St, Winthrop, ME 04364
      50 Royal St, Winthrop, ME 04364
      50 Royal St, Winthrop, ME 04364
      /48

      Est $278,221

      Not Listed For Sale

      50 Royal St, Winthrop, ME 04364

      • 4 Beds
      • 4 Baths
      • 2,655 Sq Ft
      • Built 1900
      50 Royal St, Winthrop, ME 04364

      Last Sold Summary

      • 216 Days On Market

      Last Listing Agent Meghan Glover Down To Earth Real Estate

  • 246 Carlton Pond Rd, Winthrop, ME 04364
    246 Carlton Pond Rd, Winthrop, ME 04364
    246 Carlton Pond Rd, Winthrop, ME 04364
    /54

    $515,000

    Sold Jul 03, 2026

    246 Carlton Pond Rd, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 2,018 Sq Ft
    • Built 2003

    Last Sold Summary

    • $255/SF
    • 3 Days On Market

    Current Estimated Value $510,333

    Last Listing Agent Sarah Foster Meservier & Associates

    246 Carlton Pond Rd, Winthrop, ME 04364
    • 40 Royal St, Winthrop, ME 04364
      40 Royal St, Winthrop, ME 04364
      40 Royal St, Winthrop, ME 04364
      /31

      Est $331,911

      Not Listed For Sale

      40 Royal St, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,020 Sq Ft
      • Built 1900
      40 Royal St, Winthrop, ME 04364

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Steven Boucher Jr. Acadia Cornerstone Real Estate, LLC

  • 22 Woodland Rd, Winthrop, ME 04364
    22 Woodland Rd, Winthrop, ME 04364
    22 Woodland Rd, Winthrop, ME 04364
    /65

    $303,000

    Sold Jul 20, 2026

    22 Woodland Rd, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft
    • Built 1989

    Last Sold Summary

    • 1% Below List Price
    • $526/SF
    • 5 Days On Market

    Current Estimated Value $276,659

    Last Listing Agent Pat Ladd Homestead Realty

    22 Woodland Rd, Winthrop, ME 04364
    • 36 Royal St, Winthrop, ME 04364
      36 Royal St, Winthrop, ME 04364
      36 Royal St, Winthrop, ME 04364
      /28

      Est $238,668

      Not Listed For Sale

      36 Royal St, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 1,559 Sq Ft
      • Built 1945
      36 Royal St, Winthrop, ME 04364

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Glenn Garry Meservier & Associates

  • 251 Annabessacook Rd, Winthrop, ME 04364
    251 Annabessacook Rd, Winthrop, ME 04364
    251 Annabessacook Rd, Winthrop, ME 04364
    /60

    $435,000

    Sold Jan 09, 2026

    251 Annabessacook Rd, Winthrop, ME 04364

    • 4 Beds
    • 3 Baths
    • 2,674 Sq Ft
    • Built 2001

    Last Sold Summary

    • 16% Below List Price
    • $163/SF
    • 139 Days On Market

    Current Estimated Value $449,678

    Last Listing Agent Earle Kenney Sprague & Curtis Real Estate

    251 Annabessacook Rd, Winthrop, ME 04364
    • 121 Highland Ave, Winthrop, ME 04364
      121 Highland Ave, Winthrop, ME 04364
      121 Highland Ave, Winthrop, ME 04364
      /46

      Est $297,925

      Not Listed For Sale

      121 Highland Ave, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 1,235 Sq Ft
      • Built 1951
      121 Highland Ave, Winthrop, ME 04364

      Last Sold Summary

      • 4 Days On Market

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

  • M003L006 Winthrop Center Rd, Winthrop, ME 04364
    M003L006 Winthrop Center Rd, Winthrop, ME 04364
    /2

    $32,500

    Sold May 01, 2026

    M003L006 Winthrop Center Rd, Winthrop, ME 04364

    • Land
    • 2.26 Acres
    • $14,381 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 28 Days On Market

    Last Listing Agent Josh Plowman Plowman Realty Group

    M003L006 Winthrop Center Rd, Winthrop, ME 04364
    • 30 High St, Winthrop, ME 04364
      30 High St, Winthrop, ME 04364
      30 High St, Winthrop, ME 04364
      /18

      Est $247,857

      Not Listed For Sale

      30 High St, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 1,670 Sq Ft
      • Built 1900
      30 High St, Winthrop, ME 04364

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Eben Thomas Thomas Agency

  • 132 N Shore Ln, Winthrop, ME 04364
    132 N Shore Ln, Winthrop, ME 04364
    132 N Shore Ln, Winthrop, ME 04364
    /47

    $317,000

    Sold Aug 17, 2026

    132 N Shore Ln, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1930

    Last Sold Summary

    • 15% Below List Price
    • $176/SF
    • 55 Days On Market

    Current Estimated Value $313,693

    Last Listing Agent Chelsea Roy Portside Real Estate Group

    132 N Shore Ln, Winthrop, ME 04364
    • 22 High St, Winthrop, ME 04364
      22 High St, Winthrop, ME 04364
      22 High St, Winthrop, ME 04364
      /23

      Est $306,603

      Not Listed For Sale

      22 High St, Winthrop, ME 04364

      • 4 Beds
      • 1 Bath
      • 2,885 Sq Ft
      • Built 1860
      22 High St, Winthrop, ME 04364

      Last Sold Summary

      • 47 Days On Market

      Last Listing Agent Jessica Fike Brookewood Realty

  • 46 Squire Ct, Winthrop, ME 04364
    46 Squire Ct, Winthrop, ME 04364
    46 Squire Ct, Winthrop, ME 04364
    /7

    $35,000

    Sold Feb 27, 2026

    46 Squire Ct, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft
    • Built 1987

    Last Sold Summary

    • $45/SF
    • 33 Days On Market

    Last Listing Agent Abigail Elsaesser Keller Williams Realty

    46 Squire Ct, Winthrop, ME 04364
    • 8 High St, Winthrop, ME 04364
      8 High St, Winthrop, ME 04364
      8 High St, Winthrop, ME 04364
      /11

      Est $238,289

      Not Listed For Sale

      8 High St, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,250 Sq Ft
      • Built 1910
      8 High St, Winthrop, ME 04364

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Erin Dunning Hoang Realty

  • M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364
    M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364
    M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364
    /12

    $54,000

    Sold Sep 18, 2025

    M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364

    • Land
    • 2.98 Acres
    • $18,121 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 90 Days On Market

    Last Listing Agent Jackson Ladd Homestead Realty

    M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364

Showing Results 121 - 160, Page 4 of 18

Maine Kennebec County

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Listing data is derived in whole or in part from Maine Real Estate Information System, Inc. (d/b/a Maine Listings) and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified.
© 2026 Maine Real Estate Information System, Inc. All Rights Reserved. Equal Housing Opportunity.

Homes.com, LLC, 17600 Laguna Canyon Rd Irvine, CA 92618 (888)-952-6393

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group