Winthrop, ME Houses for Sale

MOTIVATED SELLERS - RECENT EXTERIOR PAINT - Step back in time and experience the character of early New England in this beautifully preserved 1790s home, nestled in the heart of Winthrop. This rare gem offers four spacious bedrooms and 1.5 baths, blending historic charm with modern comfort. Features include: four generously sized bedrooms, perfect for family or guests with an additional large

Heather Perrault Your Home Sold Guaranteed Realty

Stunning Cape Cod - style home that has been meticulously maintained by the original owners. This dormered cape cod is immaculate and tastefully decorated. Updated applianced kitchen with granite counters and adjoining dining room. Living room with cathedral ceilings, sunroom also with cathedral ceilings and skylights is flooded with light and opens onto a backyard deck. Main floor bedroom and

Earle Kenney Sprague & Curtis Real Estate

Gorgeous setting for this expansive farmhouse with two barns and farm pond on 37.5 acres. Certified as an organic farm, the land is well suited for farming and animals, with a small apple orchard and other mature fruit trees, and a separate drilled well for the five plus acres of fields. Beautifully maintained home and original barn that has been outfitted with a walk-in cooler, plus a newer 36'

Jean Kirkpatrick Rizzo Mattson

Rare opportunity to own 9 acres on an island in the middle of Cobbosseecontee Lake! This two bedroom, one bathroom home has been meticulously cared for and in the same family since its construction in the 90's . Tucked away with incredible privacy of maintained tree growth at the front, allows for viewing of the lake without recreational lake life viewing up at the cottage. The home has its own

Spencer Hazzard Rizzo Mattson

Picture perfect custom built home on 20+/- acres located in the heart of central Maine. This 5 bedroom 3.5 bath dream home awaits a new owner. Imagine yourself waking up to sunshine pervading your primary bedroom and opening your double doors to a luxurious great room with open concept to dining and kitchen area. This spacious kitchen features high end appliances, quartz countertop and expansive

Daren Hachey Homestead Realty

Looking for a one of a kind Gem with an open Contemporary Design, then come take a look! Experience the Geodesic Dome style home. plus the allure of a mid 70's style home nestled in a very private hillside location. Home boasts 3 bedroom 2 baths plus a 3 season sun room, nostalgia galore! Very private yard with mature gardens plus 2 car garage with storage above. 2 separate driveways for

Debra DelMonaco Better Homes & Gardens Real Estate/The Masiello Group

Beautiful cape cod style home on a pretty country lot, just 5 minutes to downtown Winthrop and 15 minutes to I-95. Very spacious. Offering an eat in kitchen that opens to the massive backyard deck. Front living room, dining room, den, full bath and primary suite bedroom with full bath -- all on the first floor. Second floor offers 4 rooms -- 2 bedrooms, full bath and family room and den. Private

Earle Kenney Sprague & Curtis Real Estate

Here is your opportunity to own this large parcel of land located just outside of Monmouth in the quaint town of Winthrop. This 22.55 acre lot offers so many possibilities, located just minutes away from Wilson Pond, Mount Pisgah Conservation Trails and much more. Use it as your private oasis for hunting, fishing, hiking, four wheeling and snowmobiling or bring your building plans and make it

Cathy Fifield Keller Williams Realty

This 1891 farmhouse is nestled on 11 acres just minutes from Maranacook Lake and downtown Winthrop. Featuring four spacious bedrooms and two full bathrooms, this home blends historic character with modern comfort. The main floor boasts an open, flowing layout ideal for both everyday living and entertaining, with versatile spaces perfect for a home office, library, or den. Natural light pours in

Heather Allen Szala Sprague & Curtis Real Estate

Discover the perfect blend of privacy, nature, and convenience with this charming 2-bedroom, 1-bath cabin set on a spacious, wooded lot. Just minutes from both Cobbosseecontee Lake and Annabessacook Lake, this property offers an ideal base for outdoor adventures—boating, fishing, hiking, or simply unwinding in the beauty of Maine.Inside, the home features a warm and inviting layout with

Emma Bryan LAER