3,880

Winthrop, ME Homes

Section Image
  • Lot 6 Holmes Brook Ln, Winthrop, ME 04364
    Lot 6 Holmes Brook Ln, Winthrop, ME 04364
    /2

    $79,500 Under Contract

    • Land
    • 10 Acres
    • $7,950 per Acre

    Lot 6 Holmes Brook Ln, Winthrop, ME 04364

    Large water front lot in an area of fine homes with 323 feet of water frontage on Annabessacook Lake. Enjoy the privacy and quiet of 10 acres. Deed restrictions prevent subdivision and resource protection prevents a dock. A public boat launch is nearby. Annabessacook Lake is 1,416 acresand is known for excellent fishing. The soil test and septic design for a 4 bedroom home have been completed

    Jane Gravel Blue Lobster Real Estate

    Lot 6 Holmes Brook Ln, Winthrop, ME 04364
  • 8 S Heritage Woods Ln, Winthrop, ME 04364
    8 S Heritage Woods Ln, Winthrop, ME 04364
    8 S Heritage Woods Ln, 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 $581,524

    Last Listing Agent Joshua LaVerdiere Keller Williams Realty

    8 S Heritage Woods Ln, Winthrop, ME 04364
    • 19 Hazzard Ln, Winthrop, ME 04364
      19 Hazzard Ln, Winthrop, ME 04364
      19 Hazzard Ln, Winthrop, ME 04364
      /29

      Est $224,980 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 756 Sq Ft

      19 Hazzard Ln, Winthrop, ME 04364

      19 Hazzard Ln, Winthrop, ME 04364
  • 616 Stanley Rd, Winthrop, ME 04364
    616 Stanley Rd, Winthrop, ME 04364
    616 Stanley Rd, Winthrop, ME 04364
    /12

    $230,000

    • Land
    • 64.81 Acres
    • $3,549 per Acre

    616 Stanley Rd, Winthrop, ME 04364

    Buildable lot with 1.8 acre clearing of land to have a homestead, hunt and recreational activities. Septic, drilled well and electricity already at the property. currently enrolled in Tree Growth with a great Tax Break plus opportunity to harvest plenty of timber! Lakes close by for fishing and boating. Land can be taken out of tree growth if new owner desires. leveled clearing of 1.8 acres is

    Dawn Lopez Hearth & Key Realty

    616 Stanley Rd, Winthrop, ME 04364
  • 23 Woodland Rd, Winthrop, ME 04364
    23 Woodland Rd, Winthrop, ME 04364
    23 Woodland Rd, Winthrop, ME 04364
    /54

    $174,500 Sold Jul 07, 2025

    23 Woodland Rd, Winthrop, ME 04364

    • 1 Bed
    • 1 Bath
    • 408 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $428/SF
    • 12 Days On Market

    Current Estimated Value $179,682

    Last Listing Agent Heidi Libby NextHome Northern Lights Realty

    23 Woodland Rd, Winthrop, ME 04364
    • 2555 Us Route 202, Winthrop, ME 04364
      2555 Us Route 202, Winthrop, ME 04364
      2555 Us Route 202, Winthrop, ME 04364
      /24

      Est $267,837 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 810 Sq Ft

      2555 Us Route 202, Winthrop, ME 04364

      2555 Us Route 202, Winthrop, ME 04364
  • 0 U S Highway 202, Winthrop, ME 04364
    0 U S Highway 202, Winthrop, ME 04364
    0 U S Highway 202, Winthrop, ME 04364
    /19

    $89,900

    • Land
    • 3.11 Acres
    • $28,907 per Acre

    0 U S Highway 202, Winthrop, ME 04364

    Incredible opportunity to live or build right next to Winthrop High School and Middle School—walk to both! This former apple orchard offers 3.1 acres with two access points: one through Apple Farm Crossing and the other directly off Route 202. Zoned for residential use, with public water and sewer available, it's a prime location with great visibility and road frontage on Route 202. Ideal for a

    Brian Rizzo Rizzo Mattson

    0 U S Highway 202, Winthrop, ME 04364
  • 90 Pineland Dr, Winthrop, ME 04364
    90 Pineland Dr, Winthrop, ME 04364
    90 Pineland Dr, Winthrop, ME 04364
    /26

    $155,000 Sold Jun 18, 2025

    90 Pineland Dr, Winthrop, ME 04364

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 2007

    Last Sold Summary

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

    Current Estimated Value $154,027

    Last Listing Agent Tessie Elwell EXP Realty

    90 Pineland Dr, Winthrop, ME 04364
    • 41 N Shore Ln, Winthrop, ME 04364
      41 N Shore Ln, Winthrop, ME 04364
      41 N Shore Ln, Winthrop, ME 04364
      /54

      Est $538,570 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,064 Sq Ft

      41 N Shore Ln, Winthrop, ME 04364

      41 N Shore Ln, Winthrop, ME 04364
  • 2549 US Route 202, Winthrop, ME 04364
    2549 US Route 202, Winthrop, ME 04364
    2549 US Route 202, Winthrop, ME 04364
    /15

    $250,000

    • 3 Beds
    • 1 Bath
    • 858 Sq Ft

    2549 US Route 202, Winthrop, ME 04364

    What a spot. Extremely visible property on Rt. 202 in E. Winthrop. This 1.5-acre corner lot has a well maintained small 3-bedroom ranch. Tiled oak kitchen, living room with wood floors and heat pump, 3 bedrooms and small bathroom. Full basement with HWBB oil heat. There is a detached 'extremely visible' out building that was formerly a rock and mineral store. It's great space for someone looking

    Chris Vallee LAER

    2549 US Route 202, Winthrop, ME 04364
  • 56 Route 133, Winthrop, ME 04364
    56 Route 133, Winthrop, ME 04364
    56 Route 133, Winthrop, ME 04364
    /4

    $300,000 Sold Mar 25, 2025

    56 Route 133, Winthrop, ME 04364

    • 6 Baths
    • 5,424 Sq Ft
    • Built 1900

    Last Sold Summary

    • 25% Below List Price
    • $55/SF
    • 96 Days On Market

    Last Listing Agent Stacy Colby-Barnes Better Homes & Gardens Real Estate/The Masiello Group

    56 Route 133, Winthrop, ME 04364
    • 69 Welch Point Rd, Winthrop, ME 04364
      69 Welch Point Rd, Winthrop, ME 04364
      69 Welch Point Rd, Winthrop, ME 04364
      /53

      Est $667,592 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 903 Sq Ft

      69 Welch Point Rd, Winthrop, ME 04364

      69 Welch Point Rd, Winthrop, ME 04364
  • 364 Metcalf Rd, Winthrop, ME 04364
    364 Metcalf Rd, Winthrop, ME 04364
    364 Metcalf Rd, Winthrop, ME 04364
    /31

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    364 Metcalf Rd, Winthrop, ME 04364

    Winthrop Ranch home featuring a large eat-in kitchen with granite countertops, a spacious living room, and three bedrooms. Updated bathroom with a walk-in shower. On demand generator. Full basement offers great storage or future potential. One-family owned, located in a nice neighborhood, and conveniently close to Route 202 with a nice, level yard.

    Jessica Fike Brookewood Realty

    364 Metcalf Rd, Winthrop, ME 04364
  • 114 Cottage Rd, Winthrop, ME 04364
    114 Cottage Rd, Winthrop, ME 04364
    114 Cottage Rd, Winthrop, ME 04364
    /68

    $651,000 Sold Jul 31, 2025

    114 Cottage Rd, Winthrop, ME 04364

    • 4 Beds
    • 2 Baths
    • 1,906 Sq Ft
    • Built 1977

    Last Sold Summary

    • 9% Above List Price
    • $342/SF
    • 5 Days On Market

    Current Estimated Value $631,836

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

    114 Cottage Rd, Winthrop, ME 04364
    • 37 Turtle Run Rd Unit 24, Winthrop, ME 04364
      37 Turtle Run Rd Unit 24, Winthrop, ME 04364
      37 Turtle Run Rd Unit 24, Winthrop, ME 04364
      /47

      Est $476,523 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,350 Sq Ft

      37 Turtle Run Rd Unit 24, Winthrop, ME 04364

      37 Turtle Run Rd Unit 24, Winthrop, ME 04364
  • 31 Squire Ct, Winthrop, ME 04364
    31 Squire Ct, Winthrop, ME 04364
    31 Squire Ct, Winthrop, ME 04364
    /13

    $70,000 Pending

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    31 Squire Ct, Winthrop, ME 04364

    Welcome to your perfect first home or the ideal spot for downsizing! This charming single-wide is freshly updated and turn-key, featuring brand-new paint and modern flooring throughout. As you enter, you are welcomed into a bright, open-concept living room and kitchen designed with plenty of counter space for cooking and entertaining. The spacious bedroom serves as a true retreat, offering a

    Abigail Elsaesser Keller Williams Realty

    31 Squire Ct, Winthrop, ME 04364
  • 32 Bessie Rd, Winthrop, ME 04364
    32 Bessie Rd, Winthrop, ME 04364
    32 Bessie Rd, Winthrop, ME 04364
    /36

    $270,000 Sold Jun 20, 2025

    32 Bessie Rd, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 2007

    Last Sold Summary

    • 27% Above List Price
    • $273/SF
    • 3 Days On Market

    Current Estimated Value $279,473

    Last Listing Agent Jackson Ladd Homestead Realty

    32 Bessie Rd, Winthrop, ME 04364
    • 37 Turtle Run Rd Unit 16, Winthrop, ME 04364
      37 Turtle Run Rd Unit 16, Winthrop, ME 04364
      37 Turtle Run Rd Unit 16, Winthrop, ME 04364
      /29

      Est $472,942 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,350 Sq Ft

      37 Turtle Run Rd Unit 16, Winthrop, ME 04364

      37 Turtle Run Rd Unit 16, Winthrop, ME 04364
  • 60 Route 41, Winthrop, ME 04364
    60 Route 41, Winthrop, ME 04364
    60 Route 41, Winthrop, ME 04364
    /89

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft

    60 Route 41, Winthrop, ME 04364

    Charming antique farmhouse on 5 acres of land, with a garage, shed and a small section of the Oakes barn that remains. Enjoy this country kitchen with wainscotting-and true farmhouse features. This spacious home offers a first floor bedroom and laundry, separate dining room, and two more bedrooms upstairs. The upstairs has a separate kitchen for an in-law apartment with separate entrance- but the

    Ann Castonguay Sprague & Curtis Real Estate

    60 Route 41, Winthrop, ME 04364
  • 103 Fellows Rd, Winthrop, ME 04364
    103 Fellows Rd, Winthrop, ME 04364
    103 Fellows Rd, Winthrop, ME 04364
    /25

    $85,000 Sold Jun 04, 2025

    103 Fellows Rd, Winthrop, ME 04364

    • 2 Beds
    • 1 Bath
    • 998 Sq Ft
    • Built 2018

    Last Sold Summary

    • $85/SF
    • 7 Days On Market

    Current Estimated Value $84,275

    Last Listing Agent Pat Ladd Homestead Realty

    103 Fellows Rd, Winthrop, ME 04364
    • 39 Turtle Run Rd Unit 5, Winthrop, ME 04364
      39 Turtle Run Rd Unit 5, Winthrop, ME 04364
      39 Turtle Run Rd Unit 5, Winthrop, ME 04364
      /40

      Est $480,542 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,350 Sq Ft

      39 Turtle Run Rd Unit 5, Winthrop, ME 04364

      39 Turtle Run Rd Unit 5, Winthrop, ME 04364
  • Lot 55 S Birchwood Ln, Winthrop, ME 04364
    Lot 55 S Birchwood Ln, Winthrop, ME 04364
    Lot 55 S Birchwood Ln, Winthrop, ME 04364
    /16

    $125,000

    • Land
    • 5.72 Acres
    • $21,853 per Acre

    Lot 55 S Birchwood Ln, Winthrop, ME 04364

    Opportunity meets natural beauty on South Birchwood Lane in Winthrop, Maine. This 5.7-acre parcel offers a rare blend of space and serene surroundings just feet from the shores of Cobbossee Lake. A peaceful stream meanders through the property, adding a natural touch that enhances its charm. Located in the heart of the Kennebec Valley, Winthrop is known for its welcoming community, vibrant

    Sophia Rosen Sierra Boler Portside Real Estate Group

    Lot 55 S Birchwood Ln, Winthrop, ME 04364
  • 36 Royal St, Winthrop, ME 04364
    36 Royal St, Winthrop, ME 04364
    36 Royal St, Winthrop, ME 04364
    /28

    $200,000 Sold Feb 28, 2025

    36 Royal St, Winthrop, ME 04364

    • 3 Beds
    • 1 Bath
    • 1,559 Sq Ft
    • Built 1945

    Last Sold Summary

    • $128/SF
    • 22 Days On Market

    Current Estimated Value $235,464

    Last Listing Agent Glenn Garry Meservier & Associates

    36 Royal St, Winthrop, ME 04364
    • 61 Pine Knoll Rd, Winthrop, ME 04364
      61 Pine Knoll Rd, Winthrop, ME 04364
      61 Pine Knoll Rd, Winthrop, ME 04364
      /65

      Est $344,795 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,979 Sq Ft

      61 Pine Knoll Rd, Winthrop, ME 04364

      61 Pine Knoll Rd, Winthrop, ME 04364
  • 46 Squire Ct, Winthrop, ME 04364
    46 Squire Ct, Winthrop, ME 04364
    46 Squire Ct, Winthrop, ME 04364
    /7

    $35,000

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    46 Squire Ct, Winthrop, ME 04364

    Tired of paying your landlord's mortgage? This is the affordable opportunity you've been searching for to plant roots and start building equity in Central Maine! This cozy 1987 mobile home is the perfect fit for first-time home buyers, offering the independence of owning your own place without the high cost of a traditional house. It's the perfect canvas for those who want to personalize their

    Abigail Elsaesser Keller Williams Realty

    46 Squire Ct, Winthrop, ME 04364
  • 372 Memorial Dr, Winthrop, ME 04364
    372 Memorial Dr, Winthrop, ME 04364
    372 Memorial Dr, Winthrop, ME 04364
    /84

    $464,630 Sold Jul 03, 2025

    372 Memorial Dr, Winthrop, ME 04364

    • 1 Bed
    • 1 Bath
    • 520 Sq Ft
    • Built 1951

    Last Sold Summary

    • 3% Below List Price
    • $894/SF
    • 12 Days On Market

    Current Estimated Value $471,801

    Last Listing Agent Trisha Cheney Portside Real Estate Group

    372 Memorial Dr, Winthrop, ME 04364
    • 323 Mount Pisgah Rd, Winthrop, ME 04364
      323 Mount Pisgah Rd, Winthrop, ME 04364
      323 Mount Pisgah Rd, Winthrop, ME 04364
      /34

      Est $250,688 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,168 Sq Ft

      323 Mount Pisgah Rd, Winthrop, ME 04364

      323 Mount Pisgah Rd, Winthrop, ME 04364
  • 232 Narrows Pond Rd, Winthrop, ME 04364
    232 Narrows Pond Rd, Winthrop, ME 04364
    232 Narrows Pond Rd, Winthrop, ME 04364
    /61

    $199,900

    • 1 Bed
    • 1 Bath
    • 1,229 Sq Ft

    232 Narrows Pond Rd, Winthrop, ME 04364

    Your opportunity to own a home in Maine's highly desirable Lakes Region at an affordable price point, offering single floor living and situated in the center of some of Maine's most beautiful lakes. Big value-add opportunity: this home can easily be converted into a true two bedroom layout. A space previously used as a bedroom simply needs a door installed and the kitchen pass-through window

    Patrick Coughlan Real Broker

    232 Narrows Pond Rd, Winthrop, ME 04364
  • 73 Fellows Rd, Winthrop, ME 04364
    73 Fellows Rd, Winthrop, ME 04364
    73 Fellows Rd, Winthrop, ME 04364
    /38

    $105,000 Sold Jul 31, 2025

    73 Fellows Rd, Winthrop, ME 04364

    • 1 Bed
    • 114 Sq Ft
    • Built 2023

    Last Sold Summary

    • 16% Below List Price
    • $921/SF
    • 16 Days On Market

    Current Estimated Value $105,416

    Last Listing Agent Meghan Glover Down To Earth Real Estate

    73 Fellows Rd, Winthrop, ME 04364
    • 46 Beechwood Rd, Winthrop, ME 04364
      46 Beechwood Rd, Winthrop, ME 04364
      46 Beechwood Rd, Winthrop, ME 04364
      /29

      Est $360,423 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,800 Sq Ft

      46 Beechwood Rd, Winthrop, ME 04364

      46 Beechwood Rd, Winthrop, ME 04364
  • 42 Squire Ct, Winthrop, ME 04364
    42 Squire Ct, Winthrop, ME 04364
    42 Squire Ct, Winthrop, ME 04364
    /22

    $60,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    42 Squire Ct, Winthrop, ME 04364

    Affordable Comfort in Squire Court Mobile Park - Winthrop, MaineWelcome home to this well-maintained 1989 mobile home located on a desirable corner lot in Squire Court Park. Offering 2 bedrooms and 1.5 baths, this home provides a comfortable and efficient layout perfect for easy living.Step inside to find a bright and open living space that flows seamlessly into the kitchen — ideal for

    Jacqueline Harris The Maine Real Estate Experience

    42 Squire Ct, Winthrop, ME 04364
  • 246 Route 133, Winthrop, ME 04364
    246 Route 133, Winthrop, ME 04364
    246 Route 133, Winthrop, ME 04364
    /33

    $528,000 Sold May 30, 2025

    246 Route 133, Winthrop, ME 04364

    • 4 Beds
    • 3 Baths
    • 2,856 Sq Ft
    • Built 1800

    Last Sold Summary

    • 1% Above List Price
    • $185/SF
    • 1 Day On Market

    Current Estimated Value $530,025

    Last Listing Agent Charlene Hamiwka Harcourts Waterfront & Fine Properties

    246 Route 133, Winthrop, ME 04364
    • 918 Memorial Dr, Winthrop, ME 04364
      918 Memorial Dr, Winthrop, ME 04364
      918 Memorial Dr, Winthrop, ME 04364
      /30

      Est $520,388 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      918 Memorial Dr, Winthrop, ME 04364

      918 Memorial Dr, Winthrop, ME 04364
  • 64 Pineland Dr, Winthrop, ME 04364
    64 Pineland Dr, Winthrop, ME 04364
    64 Pineland Dr, Winthrop, ME 04364
    /25

    $133,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    64 Pineland Dr, Winthrop, ME 04364

    Beautiful Home located in a highly desired area of Winthrop Lakes Estates Mobile Home Park 55+ community. Clean and ready to move in with a whole house generator & shed included. New composite deck built in the summer of 2025 with solar lights to enjoy the outdoors. this home features a private full bath in the primary bedroom, propane stove and new wooden blinds. Simple application and low lot

    Dawn Lopez Hearth & Key Realty

    64 Pineland Dr, Winthrop, ME 04364
  • 25 Holmes Rd, Winthrop, ME 04364
    25 Holmes Rd, Winthrop, ME 04364
    25 Holmes Rd, Winthrop, ME 04364
    /54

    $325,000 Sold Jun 27, 2025

    25 Holmes Rd, Winthrop, ME 04364

    • 4 Beds
    • 1 Bath
    • 1,498 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $217/SF
    • 50 Days On Market

    Current Estimated Value $324,928

    Last Listing Agent Tracie Pooley Pooley Realty Group

    25 Holmes Rd, Winthrop, ME 04364
    • 677 Memorial Dr, Winthrop, ME 04364
      677 Memorial Dr, Winthrop, ME 04364
      677 Memorial Dr, Winthrop, ME 04364
      /40

      Est $329,603 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 952 Sq Ft

      677 Memorial Dr, Winthrop, ME 04364

      677 Memorial Dr, Winthrop, ME 04364
  • 54 Old Village Rd, Winthrop, ME 04364
    54 Old Village Rd, Winthrop, ME 04364
    54 Old Village Rd, Winthrop, ME 04364
    /38

    $350,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    54 Old Village Rd, Winthrop, ME 04364

    This exceptional, fully updated ranch-style home offers a convenient one-floor layout for comfortable living.The property features 1,568 square feet of main-level living space, including three bedrooms and two full baths. Situated on an oversized 0.9-acre lot near town and the Cobbosseecontee Lake region and within minutes to Rt 95 and Augusta. The home also includes a generous attached

    Bruce Kaplan Keller Williams Realty

    54 Old Village Rd, Winthrop, ME 04364
  • 50 Robin Hood Dr, Winthrop, ME 04364
    50 Robin Hood Dr, Winthrop, ME 04364
    50 Robin Hood Dr, Winthrop, ME 04364
    /52

    $539,000 Sold Dec 22, 2025

    50 Robin Hood Dr, Winthrop, ME 04364

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft
    • Built 1986

    Last Sold Summary

    • $172/SF
    • 30 Days On Market

    Last Listing Agent Michael Roddy Your Home Sold Guaranteed Realty

    50 Robin Hood Dr, Winthrop, ME 04364
    • 668 Memorial Dr, Winthrop, ME 04364
      668 Memorial Dr, Winthrop, ME 04364
      668 Memorial Dr, Winthrop, ME 04364
      /55

      Est $868,462 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,872 Sq Ft

      668 Memorial Dr, Winthrop, ME 04364

      668 Memorial Dr, Winthrop, ME 04364
  • 10 Short St Unit 12, Winthrop, ME 04364
    10 Short St Unit 12, Winthrop, ME 04364
    10 Short St Unit 12, Winthrop, ME 04364
    /51

    $295,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,173 Sq Ft

    10 Short St Unit 12, Winthrop, ME 04364

    If ''just right'' was a house, this would be it. Three bedrooms, but not so big its hard to maintain. Rural enough to feel like you have your own space, but close enough to town that getting groceries doesn't feel like a chore. The perfect layout, with a primary bedroom separated from the two other bedrooms, so everyone can have their own space. No need to worry about the hassle of caring for an

    Malachi Winslow Keller Williams Realty

    10 Short St Unit 12, Winthrop, ME 04364

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