Winthrop, ME Homes for Sale with Acreage

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

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

Surveyed Buildable lot with 1.8 acre of land to have a homestead, hunt and recreational activities. the rest of the land is enrolled in Tree Growth but seller agreed to pay to have taken out. 1000 gallon Septic, drilled well and electricity already at the site. Come bring your vision to own one of the largest lots in Winthrop. Many varieties of trees and recreational trails on the land. 20

Dawn Lopez Hearth & Key Realty

This thoughtfully designed four-bedroom, three-bath ranch is tucked into a peaceful wooded setting with direct frontage on Lower Narrows Pond. This fresh and clean property creates a pleasant flow with recent updates, an expansive back deck, and hot tub overlooking the lake! A cozy wood stove in the lower level creates a memorable atmosphere! The private dock and a newly designed staircase

Terri Levesque Amnet Realty

There simply is no better escape than this incredibly rare 9 acres on Horseshoe island in the middle of Cobbosseecontee. Enjoy the ability to get away from the day to day demands and unwind just 20 minutes and less from major amenities by boat and car. The residence has been meticulously cared for and in the same family since it's construction in the 90's and offers two solar panels that aid in

Spencer Hazzard Rizzo Mattson

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

Soils test and survey available! 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

Sophia Rosen Sierra Boler Portside Real Estate Group