3,847

Winthrop, ME Homes

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  • /105

    $470,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,723 Sq Ft

    81 Merganser Ln, Winthrop, ME 04364

    Lake views fill every room, creating a serene backdrop throughout the home. The spacious living room features cathedral ceilings and a cozy propane stove, making it the perfect gathering place on cool evenings. Enjoy meals on the expansive screened porch or in the sunny breakfast nook, both offering beautiful water views just steps from the kitchen.The walk-out lower level includes two

    Agent Photo

    Pat Ladd

    Homestead Realty

    81 Merganser Ln, Winthrop, ME 04364
  • /20

    $5,000 Per Month

    • 2 Beds
    • 1 Bath
    • 865 Sq Ft
    • House for Rent

    7 Fire Rd W24a, Winthrop, ME 04364

    Property Id: 1200423 Cozy Keyes Cottage is a fully furnished, all-inclusive waterfront home located on the shores of prestigious Cobbosseecontee Lake in central Maine. Designed for mid-term stays of one month or longer, this cottage provides a comfortable, turnkey living solution for individuals and families who need a high-quality temporary residence without the complexity of managing

    7 Fire Rd W24a, Winthrop, ME 04364
  • /2

    $450,000

    Sold May 26, 2026

    569 Stanley Rd, Winthrop, ME 04364

    • 2 Baths
    • 1,792 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $251/SF
    • 0 Days On Market

    Current Estimated Value $454,805

    Last Listing Agent Pat Ladd Homestead Realty

    569 Stanley Rd, Winthrop, ME 04364
    • /102

      Est $1,185,032

      Not Listed For Sale

      24 Loch Ln, Winthrop, ME 04364

      • 4 Beds
      • 3.5 Baths
      • 3,712 Sq Ft
      • Built 1999
      24 Loch Ln, Winthrop, ME 04364

      Last Sold Summary

      • 173 Days On Market

      Last Listing Agent Stephanie Yeaton Gardner Portside Real Estate Group

  • /135

    $750,000

    • 5 Beds
    • 2 Baths
    • 2,647 Sq Ft

    229 Route 133, Winthrop, ME 04364

    Welcome Home! Experience ideal New England living with expansive views across 3.7 acres of rolling lawns to beautiful Maranacook Lake. Unwind on the spectacular 700+ square-foot deck, gather around the open fire pit for evenings of roasting marshmallows while the loons call across the water, or enjoy the changing seasons from the comfort of the glass-enclosed porch. Filled with warmth, sunlight,

    Agent Photo

    Pat Ladd

    Homestead Realty

    229 Route 133, Winthrop, ME 04364
  • /13

    $2,200 Per Month

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft
    • House for Rent

    31 Welchs Point Rd, Winthrop, ME 04364

    Property Id: 2806229 Waterfront Living on Cobbossee Lake - Winthrop, Maine | $2,200/Month Experience what Maine lake living is all about at this waterfront home on beautiful Cobbosseecontee Lake, known locally simply as Cobbossee. Set directly on one of Central Maine’s most loved lakes, this home gives you the opportunity to make the water part of your everyday life. Start your

    31 Welchs Point Rd, Winthrop, ME 04364
  • /2

    $65,000

    Sold Feb 23, 2026

    Lot 6 Holmes Brook Ln, Winthrop, ME 04364

    • Land
    • 10 Acres
    • $6,500 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 7 Days On Market

    Last Listing Agent Jane Gravel Blue Lobster Real Estate

    Lot 6 Holmes Brook Ln, Winthrop, ME 04364
    • /47

      Est $1,042,992

      Not Listed For Sale

      76 Pine Point Ln, Winthrop, ME 04364

      • 4 Beds
      • 3.5 Baths
      • 3,100 Sq Ft
      • Built 1975
      76 Pine Point Ln, Winthrop, ME 04364

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Colin Harvey Legacy Properties Sotheby's International Realty

  • /40

    $379,500

    Open Sun 11AM - 2PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,738 Sq Ft

    2576 US Route 202, Winthrop, ME 04364

    Your Maine waterfront lifestyle starts here! Set along the scenic shores of Little Cobbosseecontee Lake, this inviting Winthrop home offers the perfect setting for swimming, kayaking, fishing, entertaining, or simply relaxing by the water. Enjoy all four seasons, with winter bringing the added opportunity for ice fishing and the peaceful beauty.With 1,800+ square feet of comfortable

    Agent Photo

    Tara Oliver

    Keller Williams Realty

    2576 US Route 202, Winthrop, ME 04364
  • /22

    $1,500

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    422 Me-41 Unit B, Winthrop, ME 04364

    **Property Listing: 422 ME-41**This 900 sq. ft. property features 2 bedrooms and 1 bathroom, ideal for small families or individuals seeking a comfortable living space. The living room offers ample space for relaxation and entertainment. The kitchen is equipped with a dishwasher for convenience and includes a washer and dryer for laundry needs. The bedrooms provide sufficient room for

    422 Me-41 Unit B, Winthrop, ME 04364
  • /57

    $300,000

    Sold Sep 15, 2025

    22 Old Route 133, Winthrop, ME 04364

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $206/SF
    • 4 Days On Market

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

    22 Old Route 133, Winthrop, ME 04364
    • /26

      Est $302,180

      Not Listed For Sale

      262 Metcalf Rd, Winthrop, ME 04364

      • 2 Beds
      • 1 Bath
      • 1,184 Sq Ft
      • Built 1985
      262 Metcalf Rd, Winthrop, ME 04364

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Roger Naylor Jr EXP Realty

  • /87

    $99,000

    • Land
    • 3.11 Acres
    • $31,833 per Acre

    0 U S Highway 202, Winthrop, ME 04364

    Incredible opportunity to own a 3.1-acre parcel in a prime Winthrop location, right next to the High School and Middle School--walk to both! You have axcess off Route 202 . This former apple orchard is a beautiful place to have your home or Multiple units up to five units providing flexibility and excellent visibility. With frontage off Route 202 and public sewer and a potential for public water

    Agent Photo

    John Blouin

    LAER

    0 U S Highway 202, Winthrop, ME 04364
  • /21

    $1,800

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft
    • House for Rent

    33 Welch Point Rd, Winthrop, ME 04364

    Cozy one bedroom one bath single family home . Property features a beautiful stone gas fireplace, two enclosed porches one of which is seasonal , back deck , open loft area on 2nd floor with spiral stair case , cathedral ceilings, New propane furnace. Washer and dryer in unit. . Tenants will have limited access to the lake frontage but public access is available at all time. .Non smoking non pet

    33 Welch Point Rd, Winthrop, ME 04364
  • /200

    $860,000

    Sold Feb 05, 2026

    427 Mount Pisgah Rd, Winthrop, ME 04364

    • 3 Beds
    • 2.5 Baths
    • 3,672 Sq Ft
    • Built 1815

    Last Sold Summary

    • 9% Below List Price
    • $234/SF
    • 87 Days On Market

    Current Estimated Value $842,921

    Last Listing Agent Rick Bisson Keller Williams Realty

    427 Mount Pisgah Rd, Winthrop, ME 04364
    • /73

      Est $489,467

      Not Listed For Sale

      91 Wedgewood Dr, Winthrop, ME 04364

      • 4 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 1986
      91 Wedgewood Dr, Winthrop, ME 04364

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /105

    $389,750

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    147 Memorial Dr, Winthrop, ME 04364

    Coveted and sought after Memorial drive location with Marancook lake shared waterfront , The best of both worlds Waterfront views from your side deck and just 97 steps to the shared waterfront. Nice gradual waterfront for swimming and enjoyment Stunning sun sets and affordable taxes .Three bedrooms, and one full bath with 960 square feet of living. An open concept kitchen -dining room and

    Agent Photo

    John Blouin

    LAER

    147 Memorial Dr, Winthrop, ME 04364
  • /20

    $14,000

    Sold Oct 23, 2025

    35A-12 Woodland Rd, Winthrop, ME 04364

    • Land
    • 21,344 Sq Ft
    • $28,571 per Acre

    Last Sold Summary

    • 49% Below List Price
    • 91 Days On Market

    Last Listing Agent Kimberly Granholm LAER

    35A-12 Woodland Rd, Winthrop, ME 04364
    • /33

      Est $341,587

      Not Listed For Sale

      96 Pamela Dr, Winthrop, ME 04364

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 1988
      96 Pamela Dr, Winthrop, ME 04364

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /94

    $335,000

    Pending
    • 2 Beds
    • 2 Baths
    • 2,048 Sq Ft

    714 Mount Pisgah Rd, Winthrop, ME 04364

    Love spending time outdoors? This charming Winthrop ranch offers everything you've been looking for! Set on a beautiful 4.3-acre lot, this well-maintained 2-bedroom, 2-bath home features scenic nature trails and direct access to snowmobile trails, with opportunities for cross-country skiing and snowshoeing during the winter months. Enjoy peaceful mornings with a cup of coffee on the deck just off

    Agent Photo

    Pat Ladd

    Homestead Realty

    714 Mount Pisgah Rd, Winthrop, ME 04364
  • /47

    $320,000

    Sold Oct 27, 2025

    170 Hathaway Rd, Winthrop, ME 04364

    • 3 Beds
    • 2 Baths
    • 2,575 Sq Ft
    • Built 1850

    Last Sold Summary

    • 11% Below List Price
    • $124/SF
    • 210 Days On Market

    Current Estimated Value $343,466

    Last Listing Agent Heidi Libby NextHome Northern Lights Realty

    170 Hathaway Rd, Winthrop, ME 04364
    • /36

      Est $307,227

      Not Listed For Sale

      108 Pamela Dr, Winthrop, ME 04364

      • 3 Beds
      • 1 Bath
      • 1,913 Sq Ft
      • Built 1984
      108 Pamela Dr, Winthrop, ME 04364

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /80

    $725,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    85 Woods Grove Ln, Winthrop, ME 04364

    Own your own peninsula on beautiful Annabessacook Lake and experience a combination of privacy, panoramic water views, and exceptional waterfront. As the last home at the end of the road, this year-round property includes 672 feet of private frontage, surrounding you with water and creating the feeling of a secluded lakeside retreat while remaining just minutes from the amenities of

    Rachel Bannister EXP Realty

    85 Woods Grove Ln, Winthrop, ME 04364
  • /12

    $190,000

    Sold Jun 19, 2026

    616 Stanley Rd, Winthrop, ME 04364

    • Land
    • 64.81 Acres
    • $2,932 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 168 Days On Market

    Last Listing Agent Dawn Lopez Hearth & Key Realty

    616 Stanley Rd, Winthrop, ME 04364
    • /59

      Est $373,165

      Not Listed For Sale

      17 Pamela Dr, Winthrop, ME 04364

      • 3 Beds
      • 1.5 Baths
      • 2,878 Sq Ft
      • Built 1976
      17 Pamela Dr, Winthrop, ME 04364

      Last Sold Summary

      • 7 Days On Market

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

  • /60

    $465,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,081 Sq Ft

    974 Sturtevant Hill Rd, Winthrop, ME 04364

    Imagine all the space you will have with this 10 room home. This home has been expanded over the years and provides one with so many options. There is even an insulated unfinished basement just waiting for your creative ideas. You have a spacious eat in kitchen, formal dining room, large living room and a den on the lower level. All bedrooms are on the main level. The primary bedroom with its own

    Merline Douglas Lakehome Group Real Estate

    974 Sturtevant Hill Rd, Winthrop, ME 04364
  • /52

    $545,000

    Sold Apr 29, 2026

    476 Winthrop Center Rd, Winthrop, ME 04364

    • 3 Beds
    • 2 Baths
    • 2,395 Sq Ft
    • Built 1917

    Last Sold Summary

    • 3% Below List Price
    • $228/SF
    • 38 Days On Market

    Current Estimated Value $538,413

    Last Listing Agent Robert Whisenant RE/MAX Riverside

    476 Winthrop Center Rd, Winthrop, ME 04364
    • /82

      Est $499,979

      Not Listed For Sale

      72 Annabessacook Dr, Winthrop, ME 04364

      • 4 Beds
      • 3 Baths
      • 2,119 Sq Ft
      • Built 2014
      72 Annabessacook Dr, Winthrop, ME 04364

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Michael Roddy Your Home Sold Guaranteed Realty

  • /39

    $336,000

    • 3 Beds
    • 2.5 Baths
    • 2,444 Sq Ft

    549 Old Lewiston Rd, Winthrop, ME 04364

    Bring your vision and color palette to this spacious **3-bedroom, 2-bath ranch in Winthrop!** Set on **1.30 acres**, this property offers **1,586 sq. ft. of living space on the main level** plus an additional **858 sq. ft. of finished walk-out daylight basement**, giving you plenty of room to spread out.The main level features a comfortable layout with a **fireplace**, three bedrooms, and

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

    549 Old Lewiston Rd, Winthrop, ME 04364
  • /59

    $575,000

    Sold Sep 02, 2025

    8 S Heritage Woods Ln, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Below List Price
    • $639/SF

    Current Estimated Value $593,172

    Last Listing Agent Joshua LaVerdiere Keller Williams Realty

    8 S Heritage Woods Ln, Winthrop, ME 04364
    • /35

      Est $441,814

      Not Listed For Sale

      310 Route 41, Winthrop, ME 04364

      • 4 Beds
      • 2 Baths
      • 2,072 Sq Ft
      • Built 2004
      310 Route 41, Winthrop, ME 04364

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Mariea Thurlow United Country Lifestyle Properties of Maine

  • /56

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,835 Sq Ft

    77 Wedgewood Dr, Winthrop, ME 04364

    Nestled in a wonderful, quiet neighborhood, this beautifully maintained Cape/Contemporary home offers the perfect blend of comfort, style and natural beauty. Set on the shores of scenic 18-acre Kezar Pond, this exceptional property provides a peaceful waterfront lifestyle where you can canoe, kayak, fish, swim, or simply enjoy the abundant wildlife right from your own backyard.Inside, you'll

    Earle Kenney Sprague & Curtis Real Estate

    77 Wedgewood Dr, Winthrop, ME 04364
  • /5

    $80,000

    Sold Aug 26, 2026

    M1, L28 Mount Pisgah Rd, Winthrop, ME 04364

    • Land
    • 20 Acres
    • $4,000 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 4 Days On Market

    Last Listing Agent Daren Hachey Homestead Realty

    M1, L28 Mount Pisgah Rd, Winthrop, ME 04364
    • /40

      Est $353,769

      Not Listed For Sale

      17 Butters Hill Terrace, Winthrop, ME 04364

      • 3 Beds
      • 2.5 Baths
      • 1,962 Sq Ft
      • Built 1977
      17 Butters Hill Terrace, Winthrop, ME 04364

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Joc Caldwell Summit Real Estate

  • /36

    $300,000

    Pending
    • 1 Bed
    • 1 Bath
    • 364 Sq Ft

    392 Memorial Dr, Winthrop, ME 04364

    Want to extend your summer a little longer? This cottage on Maranacook Lake may be the perfect fit for you. Charming features, efficient layout, and a stunning lake with a sandy beach area. Swimming, fishing, sunsets, and rest & relaxation are calling! The living area showcases hardwood flooring, exposed wooden ceiling beams, cozy furnishings, and large window frames for a scenic waterfront view

    Erika Robert The Dot Fernald Team, Inc.

    392 Memorial Dr, Winthrop, ME 04364
  • /26

    $365,000

    Sold Jul 09, 2026

    23 Annabessacook Dr, Winthrop, ME 04364

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • Built 1978

    Last Sold Summary

    • 8% Above List Price
    • $204/SF
    • 41 Days On Market

    Current Estimated Value $339,120

    Last Listing Agent Daren Hachey Homestead Realty

    23 Annabessacook Dr, Winthrop, ME 04364
    • /57

      Est $415,790

      Not Listed For Sale

      15 Lakeshore Dr, Winthrop, ME 04364

      • 4 Beds
      • 1.5 Baths
      • 2,792 Sq Ft
      • Built 1974
      15 Lakeshore Dr, Winthrop, ME 04364

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Pat Ladd Homestead Realty

  • /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
  • /96

    $446,500

    Sold Jul 06, 2026

    23 Little Cobbosee Ave, Winthrop, ME 04364

    • 2 Beds
    • 2 Baths
    • 1,483 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Below List Price
    • $301/SF
    • 18 Days On Market

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

    23 Little Cobbosee Ave, Winthrop, ME 04364
    • /32

      Est $263,056

      Not Listed For Sale

      1006 Sturtevant Hill Rd, Winthrop, ME 04364

      • 3 Beds
      • 1.5 Baths
      • 907 Sq Ft
      • Built 1969
      1006 Sturtevant Hill Rd, Winthrop, ME 04364

      Last Sold Summary

      • 30 Days On Market

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

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$402,500
Median Single Family Sale Price
$416,200
Median Townhouse Sale Price
$660,000
Median 2 Bedroom Sale Price
$482,000
Median 1 Bedroom Sale Price
$129,000
Average Price Per Sq Ft
$257
Number of Homes for Sale
17
Last 12 months Home Sales
73
Months of Supply
2.80
Median List Price
$422,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-2%
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