5

Winthrop, ME Homes for Sale with Garage

Section Image
  • /62

    $395,000

    • 4 Beds
    • 1.5 Baths
    • 2,531 Sq Ft

    38 Pamela Dr, Winthrop, ME 04364

    Step into a home designed for the way you live today. Set on 1.1 private acres and offering over 2,200 square feet of versatile living space, this move-in ready 4-bedroom, 2 full bath home combines comfort, functionality, and flexibility. A practical mudroom and breezeway welcome you inside, where durable vinyl plank flooring flows through the main living areas and cozy carpeted bedrooms create

    Kelly Webb Fontaine Family-The Real Estate Leader

    38 Pamela Dr, Winthrop, ME 04364
  • /96

    $475,000

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

    23 Little Cobbosee Ave, Winthrop, ME 04364

    Set on 1.5 private acres with 200+ feet of owned shoreline on Little Cobbosseecontee Lake, this fully updated year-round home offers a rare blend of tranquility and convenience. Located on a quiet, paved, town-maintained dead-end road--uncommon for Maine lake properties--this home provides easy, low-maintenance access in every season. Little Cobbossee Avenue was newly paved in April 2026.

    Kelly Webb Fontaine Family-The Real Estate Leader

    23 Little Cobbosee Ave, Winthrop, ME 04364
  • /60

    $485,000

    $15K 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
  • /42

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 2,312 Sq Ft

    247 Winthrop Center Rd, Winthrop, ME 04364

    Step into the charm of this classic Cape Cod-style home, with town records dating it to 1910, though it is believed to be circa 1850s, offering 2,312 square feet of character, space, and thoughtful updates. This inviting property blends timeless details with modern improvements, including a new metal roof, all new interior doors, two new exterior doors, and nearly all new windows (with the

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

    247 Winthrop Center Rd, Winthrop, ME 04364
  • /89

    $350,000

    $10K PRICE DROP
    • 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

Home Trends in Winthrop, ME

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$406,250
Median Townhouse Sale Price
$660,000
Median 2 Bedroom Sale Price
$462,500
Average Price Per Sq Ft
$263
Number of Homes for Sale
8
Last 12 months Home Sales
81
Months of Supply
1.20
Median List Price
$442,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home