Winthrop, Maine Properties

Only 10 miles from Augusta, Winthrop Maine is surrounded by lakes and offers tons of opportunities for recreation. A perfect place to experience the natural beauty of Maine, Winthrop’s quiet rural community is ideal for entertainment and relaxation.


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  1. Photo of 863 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1622897)
    $325,000
    Photo of 863 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1622897)
    Photo of 863 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1622897)
    23
     
    863 Sturtevant Hill Road, Winthrop, ME
    863 Sturtevant Hill Road
    Winthrop, ME
    Active
    • 3 Beds
    • 1 Bath
    • 1,092 Home (sqft)
    • 1 Bath
    • 4.10 Lot (ac)
    Listing provided by Hearth & Key Realty, 2072036579
  2. Photo of 23 Woodland Road, Winthrop, ME 04364 (MLS # 1622600)
    $179,000
    Photo of 23 Woodland Road, Winthrop, ME 04364 (MLS # 1622600)
    Photo of 23 Woodland Road, Winthrop, ME 04364 (MLS # 1622600)
    54
     
    23 Woodland Road, Winthrop, ME
    23 Woodland Road
    Winthrop, ME
    Active
    • 1 Bed
    • 1 Bath
    • 408 Home (sqft)
    • 1 Bath
    • 32,670 Lot (sqft)
    Listing provided by NextHome Northern Lights Realty, Office@NextHomeNLR.com
  3. Photo of 97 Pennwood Road, Winthrop, ME 04364 (MLS # 1622584)
    $372,500
    Photo of 97 Pennwood Road, Winthrop, ME 04364 (MLS # 1622584)
    Photo of 97 Pennwood Road, Winthrop, ME 04364 (MLS # 1622584)
    97 Pennwood Road, Winthrop, ME
    97 Pennwood Road
    Winthrop, ME
    Active
    • 3 Beds
    • 2 Baths
    • 2,008 Home (sqft)
    • 2 Baths
    • 42,689 Lot (sqft)
    Listing provided by Homestead Realty
  4. Photo of 25 Holmes Road, Winthrop, ME 04364 (MLS # 1621787)
    $319,000
    Photo of 25 Holmes Road, Winthrop, ME 04364 (MLS # 1621787)
    Photo of 25 Holmes Road, Winthrop, ME 04364 (MLS # 1621787)
    25 Holmes Road, Winthrop, ME
    25 Holmes Road
    Winthrop, ME
    Active Under Contract
    • 4 Beds
    • 1 Bath
    • 1,498 Home (sqft)
    • 1 Bath
    • 1.30 Lot (ac)
    Listing provided by Pooley Realty Group
  5. Photo of 39 Turtle Run Road #8, Winthrop, ME 04364 (MLS # 1621652)
    $495,000
    Photo of 39 Turtle Run Road #8, Winthrop, ME 04364 (MLS # 1621652)
    Photo of 39 Turtle Run Road #8, Winthrop, ME 04364 (MLS # 1621652)
    39 Turtle Run Road #8, Winthrop, ME
    39 Turtle Run Road #8
    Winthrop, ME
    Active
    • 2 Beds
    • 2 Baths
    • 1,350 Home (sqft)
    • 2 Baths
    • 7.00 Lot (ac)
    Listing provided by LAER
  6. Photo of 14 Central Street, Winthrop, ME 04364 (MLS # 1621174)
    $290,000
    Photo of 14 Central Street, Winthrop, ME 04364 (MLS # 1621174)
    Photo of 14 Central Street, Winthrop, ME 04364 (MLS # 1621174)
    14 Central Street, Winthrop, ME
    14 Central Street
    Winthrop, ME
    Active
    • 4 Beds
    • 2 Baths
    • 2,502 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
    Listing provided by Homestead Realty
  7. Photo of 1163 Memorial Drive, Winthrop, ME 04364 (MLS # 1620610)
    $1,290,000
    Photo of 1163 Memorial Drive, Winthrop, ME 04364 (MLS # 1620610)
    Photo of 1163 Memorial Drive, Winthrop, ME 04364 (MLS # 1620610)
    1163 Memorial Drive, Winthrop, ME
    1163 Memorial Drive
    Winthrop, ME
    Active
    • 5 Beds
    • 4 Baths
    • 3,852 Home (sqft)
    • 4 Baths
    • 20.06 Lot (ac)
    Listing provided by Homestead Realty
  8. Photo of 160 Heritage Woods Lane, Winthrop, ME 04364 (MLS # 1620153)
    $799,900
    Photo of 160 Heritage Woods Lane, Winthrop, ME 04364 (MLS # 1620153)
    Photo of 160 Heritage Woods Lane, Winthrop, ME 04364 (MLS # 1620153)
    49
     
    160 Heritage Woods Lane, Winthrop, ME
    160 Heritage Woods Lane
    Winthrop, ME
    Active
    • 3 Beds
    • 3 Baths
    • 2,200 Home (sqft)
    • 3 Baths
    • 18,296 Lot (sqft)
    Listing provided by Brookewood Realty
  9. Photo of 206 Route 133, Winthrop, ME 04364 (MLS # 1619759)
    $499,000
    Photo of 206 Route 133, Winthrop, ME 04364 (MLS # 1619759)
    Photo of 206 Route 133, Winthrop, ME 04364 (MLS # 1619759)
    69
     
    206 Route 133, Winthrop, ME
    206 Route 133
    Winthrop, ME
    Active
    • 4 Beds
    • 2 Baths
    • 2,344 Home (sqft)
    • 2 Baths
    • 11.00 Lot (ac)
    Listing provided by Sprague & Curtis Real Estate, heather@spragueandcurtis.com
  10. Photo of 467 Memorial Drive, Winthrop, ME 04364 (MLS # 1619095)
    $760,000
    Photo of 467 Memorial Drive, Winthrop, ME 04364 (MLS # 1619095)
    Photo of 467 Memorial Drive, Winthrop, ME 04364 (MLS # 1619095)
    28
     
    467 Memorial Drive, Winthrop, ME
    467 Memorial Drive
    Winthrop, ME
    Active
    • 3 Beds
    • 4 Baths
    • 3,360 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
    Listing provided by NextHome Northern Lights Realty, Office@NextHomeNLR.com
  11. Photo of 166 Carlton Pond Road, Winthrop, ME 04364 (MLS # 1619033)
    $479,000
    Photo of 166 Carlton Pond Road, Winthrop, ME 04364 (MLS # 1619033)
    Photo of 166 Carlton Pond Road, Winthrop, ME 04364 (MLS # 1619033)
    166 Carlton Pond Road, Winthrop, ME
    166 Carlton Pond Road
    Winthrop, ME
    Active Under Contract
    • 4 Beds
    • 3 Baths
    • 2,411 Home (sqft)
    • 3 Baths
    • 10.90 Lot (ac)
    Listing provided by Redfin Corporation
  12. Photo of 573 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1618608)
    $399,000
    Photo of 573 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1618608)
    Photo of 573 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1618608)
    42
     
    573 Sturtevant Hill Road, Winthrop, ME
    573 Sturtevant Hill Road
    Winthrop, ME
    Active Under Contract
    • 3 Beds
    • 2 Baths
    • 1,344 Home (sqft)
    • 2 Baths
    • 2.67 Lot (ac)
    Listing provided by Homestead Realty
  13. Photo of 229 Bearce Road, Winthrop, ME 04364 (MLS # 1617732)
    $449,900
    Photo of 229 Bearce Road, Winthrop, ME 04364 (MLS # 1617732)
    Photo of 229 Bearce Road, Winthrop, ME 04364 (MLS # 1617732)
    55
     
    229 Bearce Road, Winthrop, ME
    229 Bearce Road
    Winthrop, ME
    Active
    • 4 Beds
    • 2 Baths
    • 2,828 Home (sqft)
    • 2 Baths
    • 5.00 Lot (ac)
    Listing provided by Brookewood Realty
  14. Photo of 170 Hathaway Road, Winthrop, ME 04364 (MLS # 1615827)
    $349,900
    Photo of 170 Hathaway Road, Winthrop, ME 04364 (MLS # 1615827)
    Photo of 170 Hathaway Road, Winthrop, ME 04364 (MLS # 1615827)
    170 Hathaway Road, Winthrop, ME
    170 Hathaway Road
    Winthrop, ME
    Active
    • 3 Beds
    • 2 Baths
    • 2,575 Home (sqft)
    • 2 Baths
    • 3.30 Lot (ac)
    Listing provided by NextHome Northern Lights Realty, Office@NextHomeNLR.com
  15. Photo of 72 Annabessacook Drive, Winthrop, ME 04364 (MLS # 1615766)
    $539,900
    Photo of 72 Annabessacook Drive, Winthrop, ME 04364 (MLS # 1615766)
    Photo of 72 Annabessacook Drive, Winthrop, ME 04364 (MLS # 1615766)
    72 Annabessacook Drive, Winthrop, ME
    72 Annabessacook Drive
    Winthrop, ME
    Active Under Contract
    • 4 Beds
    • 3 Baths
    • 2,233 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
    Listing provided by Your Home Sold Guaranteed Realty
  16. Photo of Lot #5 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1613892)
    $449,900
    Photo of Lot #5 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1613892)
    Photo of Lot #5 Sturtevant Hill Road, Winthrop, ME 04364 (MLS # 1613892)
    Lot #5 Sturtevant Hill Road, Winthrop, ME
    Lot #5 Sturtevant Hill Road
    Winthrop, ME
    Active
    • 3 Beds
    • 2 Baths
    • 1,278 Home (sqft)
    • 2 Baths
    • 3.70 Lot (ac)
    Listing provided by Sprague & Curtis Real Estate, ann@spragueandcurtis.com
  17. Photo of 345 Main Street, Winthrop, ME 04364 (MLS # 1617567)
    $415,000
    Photo of 345 Main Street, Winthrop, ME 04364 (MLS # 1617567)
    Photo of 345 Main Street, Winthrop, ME 04364 (MLS # 1617567)
    345 Main Street, Winthrop, ME
    345 Main Street
    Winthrop, ME
    Active Under Contract
    • 4 Beds
    • 2 Baths
    • 2,280 Home (sqft)
    • 2 Baths
    • 20,909 Lot (sqft)
    Listing provided by Maine Real Estate Co
  18. Photo of 162 Main Street, Winthrop, ME 04364 (MLS # 1610062)
    $350,000
    Photo of 162 Main Street, Winthrop, ME 04364 (MLS # 1610062)
    Photo of 162 Main Street, Winthrop, ME 04364 (MLS # 1610062)
    162 Main Street, Winthrop, ME
    162 Main Street
    Winthrop, ME
    Active
    • 3 Beds
    • 3 Baths
    • 2,126 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
    Listing provided by Sprague & Curtis Real Estate, tyler@spragueandcurtis.com
  19. Photo of 19 Greenwood Park, Winthrop, ME 04364 (MLS # 1608620)
    $259,000
    Photo of 19 Greenwood Park, Winthrop, ME 04364 (MLS # 1608620)
    Photo of 19 Greenwood Park, Winthrop, ME 04364 (MLS # 1608620)
    36
     
    19 Greenwood Park, Winthrop, ME
    19 Greenwood Park
    Winthrop, ME
    Active
    • 2 Beds
    • 2 Baths
    • 2,682 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
    Listing provided by Better Homes & Gardens Real Estate/The Masiello Group
  20. Photo of 27 Mace Avenue, Winthrop, ME 04364 (MLS # 1621767)
    $425,000
    Photo of 27 Mace Avenue, Winthrop, ME 04364 (MLS # 1621767)
    Photo of 27 Mace Avenue, Winthrop, ME 04364 (MLS # 1621767)
    27 Mace Avenue, Winthrop, ME
    27 Mace Avenue
    Winthrop, ME
    Active
    • 2 Beds
    • 3 Baths
    • 1,264 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
    Listing provided by Your Home Sold Guaranteed Realty
  21. Photo of 172 Annabessacook Road, Winthrop, ME 04364 (MLS # 1602302)
    $1,245,000
    Photo of 172 Annabessacook Road, Winthrop, ME 04364 (MLS # 1602302)
    Photo of 172 Annabessacook Road, Winthrop, ME 04364 (MLS # 1602302)
    172 Annabessacook Road, Winthrop, ME
    172 Annabessacook Road
    Winthrop, ME
    Active
    • 6 Beds
    • 4 Baths
    • 6,493 Home (sqft)
    • 4 Baths
    • 20.00 Lot (ac)
    Listing provided by Tim Dunham Realty, 207-729-7297
  22. Photo of lot #6 Fox Run Lane, Winthrop, ME 04364 (MLS # 1595827)
    $559,900
    Photo of lot #6 Fox Run Lane, Winthrop, ME 04364 (MLS # 1595827)
    Photo of lot #6 Fox Run Lane, Winthrop, ME 04364 (MLS # 1595827)
    lot #6 Fox Run Lane, Winthrop, ME
    lot #6 Fox Run Lane
    Winthrop, ME
    Active
    • 3 Beds
    • 2 Baths
    • 1,416 Home (sqft)
    • 2 Baths
    • 1.93 Lot (ac)
    Listing provided by Brookewood Realty
  23. Photo of 42 Mace Avenue, Winthrop, ME 04364 (MLS # 1594817)
    $1,499,999
    Photo of 42 Mace Avenue, Winthrop, ME 04364 (MLS # 1594817)
    Photo of 42 Mace Avenue, Winthrop, ME 04364 (MLS # 1594817)
    41
     
    42 Mace Avenue, Winthrop, ME
    42 Mace Avenue
    Winthrop, ME
    Active
    • 3 Beds
    • 3 Baths
    • 2,256 Home (sqft)
    • 3 Baths
    • 1.10 Lot (ac)
    Listing provided by LAER
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