Winthrop, ME Homes

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  /38

  Est $389,274 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  573 Stanley Rd, Winthrop, ME 04364

  

  573 Stanley Rd, Winthrop, ME 04364
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  /24

  $150,000 Sold Dec 10, 2025

  5 Dexter Pond Rd, Winthrop, ME 04364

  • 1 Bed
  • 488 Sq Ft
  • Built 1900

  Last Sold Summary

  • $307/SF
  • 6 Days On Market

  Last Listing Agent Lori Gray Homestead Realty

  

  5 Dexter Pond Rd, Winthrop, ME 04364
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  /20

  Est $302,412 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,261 Sq Ft

  189 Metcalf Rd, Winthrop, ME 04364

  

  189 Metcalf Rd, Winthrop, ME 04364
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  /59

  $525,000 Sold May 13, 2025

  114 Maple Ridge Dr, Winthrop, ME 04364

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Above List Price
  • $239/SF
  • 26 Days On Market

  Current Estimated Value $537,665

  Last Listing Agent Earle Kenney Sprague & Curtis Real Estate

  

  114 Maple Ridge Dr, Winthrop, ME 04364
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  /80

  Est $520,766 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,876 Sq Ft

  253 Metcalf Rd, Winthrop, ME 04364

  

  253 Metcalf Rd, Winthrop, ME 04364
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  /75

  $385,000 Sold Jan 27, 2025

  149 Joe Cole Ln, Winthrop, ME 04364

  • 3 Beds
  • 1.5 Baths
  • 1,783 Sq Ft
  • Built 1983

  Last Sold Summary

  • 27% Below List Price
  • $216/SF
  • 109 Days On Market

  Current Estimated Value $412,468

  Last Listing Agent Ann Parker CENTURY 21 Advantage

  

  149 Joe Cole Ln, Winthrop, ME 04364
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  /36

  Est $308,333 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  376 Metcalf Rd, Winthrop, ME 04364

  

  376 Metcalf Rd, Winthrop, ME 04364
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  /67

  $402,500 Sold Dec 15, 2025

  340 Stanley Rd, Winthrop, ME 04364

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Below List Price
  • $188/SF
  • 25 Days On Market

  Last Listing Agent Pat Ladd Homestead Realty

  

  340 Stanley Rd, Winthrop, ME 04364
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  /51

  Est $571,331 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,011 Sq Ft

  30 Tallyrand Dr, Winthrop, ME 04364

  

  30 Tallyrand Dr, Winthrop, ME 04364
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  /46

  $205,000 Sold Sep 16, 2025

  14 Central St, Winthrop, ME 04364

  • 4 Beds
  • 1.5 Baths
  • 2,502 Sq Ft
  • Built 1870

  Last Sold Summary

  • 29% Below List Price
  • $82/SF
  • 131 Days On Market

  Current Estimated Value $213,329

  Last Listing Agent Pat Ladd Homestead Realty

  

  14 Central St, Winthrop, ME 04364
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  /48

  Est $530,787 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,559 Sq Ft

  48 Ridge Rd, Winthrop, ME 04364

  

  48 Ridge Rd, Winthrop, ME 04364
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  /15

  $177,000 Sold Jun 09, 2025

  109 Pineland Dr, Winthrop, ME 04364

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2022

  Last Sold Summary

  • 6% Below List Price
  • $142/SF
  • 12 Days On Market

  Last Listing Agent Derek Eisenberg Continental Real Estate Group, Inc.

  

  109 Pineland Dr, Winthrop, ME 04364
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  /43

  Est $530,490 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  80 Maple Ridge Dr, Winthrop, ME 04364

  

  80 Maple Ridge Dr, Winthrop, ME 04364
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  /82

  $450,000 Sold Sep 15, 2025

  105 High St, Winthrop, ME 04364

  • 4 Beds
  • 1 Bath
  • 2,444 Sq Ft
  • Built 1860

  Last Sold Summary

  • $184/SF
  • 12 Days On Market

  Current Estimated Value $453,803

  Last Listing Agent Ann Castonguay Sprague & Curtis Real Estate

  

  105 High St, Winthrop, ME 04364
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  /56

  Est $502,832 Not Listed For Sale

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

  57 Maple Ridge Dr, Winthrop, ME 04364

  

  57 Maple Ridge Dr, Winthrop, ME 04364
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  /81

  $630,000 Sold Dec 08, 2025

  150 Pamela Dr, Winthrop, ME 04364

  • 3 Beds
  • 2.5 Baths
  • 2,650 Sq Ft
  • Built 1987

  Last Sold Summary

  • 19% Below List Price
  • $238/SF
  • 70 Days On Market

  Last Listing Agent Earle Kenney Sprague & Curtis Real Estate

  

  150 Pamela Dr, Winthrop, ME 04364
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  /50

  Est $555,465 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,211 Sq Ft

  134 Bearce Rd, Winthrop, ME 04364

  

  134 Bearce Rd, Winthrop, ME 04364
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  /20

  $147,000 Sold May 23, 2025

  Lot 53 South Rd, Winthrop, ME 04364

  • Land
  • 15.4 Acres
  • $9,545 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 3 Days On Market

  Last Listing Agent Sophia Rosen Sierra Boler Portside Real Estate Group

  

  Lot 53 South Rd, Winthrop, ME 04364
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  /37

  Est $344,093 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,612 Sq Ft

  84 Maranacook Rd, Winthrop, ME 04364

  

  84 Maranacook Rd, Winthrop, ME 04364
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  /119

  $465,000 Sold May 21, 2025

  166 Carlton Pond Rd, Winthrop, ME 04364

  • 4 Beds
  • 2.5 Baths
  • 2,411 Sq Ft
  • Built 1986

  Last Sold Summary

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

  Current Estimated Value $478,214

  Last Listing Agent Terri Stone Redfin Corporation

  

  166 Carlton Pond Rd, Winthrop, ME 04364
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  /94

  Est $581,097 Not Listed For Sale

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

  307 Route 41, Winthrop, ME 04364

  

  307 Route 41, Winthrop, ME 04364
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  /48

  $429,900 Sold Oct 20, 2025

  87 Annabessacook Rd, Winthrop, ME 04364

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Above List Price
  • $253/SF
  • 8 Days On Market

  Last Listing Agent Jessica Fike Brookewood Realty

  

  87 Annabessacook Rd, Winthrop, ME 04364
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  /24

  Est $343,561 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  242 Route 41, Winthrop, ME 04364

  

  242 Route 41, Winthrop, ME 04364
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  /2

  $475,000 Sold Dec 09, 2025

  23 Green St, Winthrop, ME 04364

  • 5 Baths
  • 3,080 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $154/SF
  • 74 Days On Market

  Last Listing Agent Jon Leahy J T Leahy Real Estate

  

  23 Green St, Winthrop, ME 04364
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  /83

  Est $737,101 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,038 Sq Ft

  124 Route 41, Winthrop, ME 04364

  

  124 Route 41, Winthrop, ME 04364
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  /2

  $33,000 Sold Jul 11, 2025

  333 Metcalf Rd, Winthrop, ME 04364

  • Land
  • 2.06 Acres
  • $16,019 per Acre

  Last Sold Summary

  • 3% Above List Price
  • 5 Days On Market

  Current Estimated Value $35,024

  Last Listing Agent Chris Vallee LAER

  

  333 Metcalf Rd, Winthrop, ME 04364
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  /55

  Est $516,232 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,556 Sq Ft

  826 Sturtevant Hill Rd, Winthrop, ME 04364

  

  826 Sturtevant Hill Rd, Winthrop, ME 04364
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  /25

  $42,000 Sold Jul 16, 2025

  60 Squire Ct, Winthrop, ME 04364

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Below List Price
  • $45/SF
  • 5 Days On Market

  Last Listing Agent Karen Edgcombe Maine Real Estate Co

  

  60 Squire Ct, Winthrop, ME 04364
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  /34

  Est $467,907 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  818 Sturtevant Hill Rd, Winthrop, ME 04364

  

  818 Sturtevant Hill Rd, Winthrop, ME 04364
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  /58

  $265,000 Sold Oct 01, 2025

  984 Sturtevant Hill Rd, Winthrop, ME 04364

  • 3 Beds
  • 1 Bath
  • 1,212 Sq Ft
  • Built 1969

  Last Sold Summary

  • 11% Below List Price
  • $219/SF
  • 27 Days On Market

  Current Estimated Value $268,228

  Last Listing Agent Pat Ladd Homestead Realty

  

  984 Sturtevant Hill Rd, Winthrop, ME 04364
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  /65

  Est $530,787 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,464 Sq Ft

  21 Pearl St, Winthrop, ME 04364

  

  21 Pearl St, Winthrop, ME 04364
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  /41

  $330,000 Sold Jun 30, 2025

  4 Andrews Rd, Winthrop, ME 04364

  • 3 Beds
  • 1.5 Baths
  • 1,372 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Above List Price
  • $241/SF
  • 4 Days On Market

  Current Estimated Value $330,709

  Last Listing Agent Desmond Duguay Amnet Realty

  

  4 Andrews Rd, Winthrop, ME 04364
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  /40

  Est $405,361 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  31 Ruby Ridge Rd, Winthrop, ME 04364

  

  31 Ruby Ridge Rd, Winthrop, ME 04364
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  /23

  $100,000 Sold Aug 11, 2025

  61 Pineland Dr, Winthrop, ME 04364

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 2021

  Last Sold Summary

  • 17% Below List Price
  • $119/SF
  • 15 Days On Market

  Last Listing Agent Cathy Fifield Keller Williams Realty

  

  61 Pineland Dr, Winthrop, ME 04364
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  /27

  Est $214,053 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  409 Route 133, Winthrop, ME 04364

  

  409 Route 133, Winthrop, ME 04364
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  /69

  $374,800 Sold Dec 19, 2025

  206 Route 133, Winthrop, ME 04364

  • 4 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1891

  Last Sold Summary

  • 25% Below List Price
  • $160/SF
  • 212 Days On Market

  Last Listing Agent Heather Allen Szala Sprague & Curtis Real Estate

  

  206 Route 133, Winthrop, ME 04364
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  /5

  Est $158,618 Not Listed For Sale

  • 2 Beds

  506 Route 133, Winthrop, ME 04364

  

  506 Route 133, Winthrop, ME 04364
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  /60

  $550,000 Sold Jun 27, 2025

  19 Bearce Rd, Winthrop, ME 04364

  • 4 Beds
  • 1.5 Baths
  • 2,730 Sq Ft
  • Built 1792

  Last Sold Summary

  • 10% Above List Price
  • $201/SF
  • 8 Days On Market

  Current Estimated Value $553,494

  Last Listing Agent Tyler Gaudet Sprague & Curtis Real Estate

  

  19 Bearce Rd, Winthrop, ME 04364
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  /32

  Est $716,486 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  120 Clement Ln, Winthrop, ME 04364

  

  120 Clement Ln, Winthrop, ME 04364
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  /37

  $380,000 Sold Mar 17, 2025

  40 Pine Knoll Rd, Winthrop, ME 04364

  • 5 Beds
  • 2 Baths
  • 2,052 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Above List Price
  • $185/SF
  • 37 Days On Market

  Current Estimated Value $412,172

  Last Listing Agent Amy St Peter Your Home Sold Guaranteed Realty

  

  40 Pine Knoll Rd, Winthrop, ME 04364

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