14

Winthrop, ME Houses for Sale

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  • /122

    $1,167,000

    • 6 Beds
    • 4 Baths
    • 6,493 Sq Ft

    172 Annabessacook Rd, Winthrop, ME 04364

    Now includes a 20-foot right of way to Annabessacook Lake and 20 sprawling acres!! This custom-built executive estate offers unparalleled luxury and comfort. A true one-of-a-kind haven, it blends resort-style amenities with high-end finishes for the perfect combination of elegance and functionality. Originally completed in 1997 and beautifully renovated in 2019 and 2023, the residence boasts

    Agent Photo

    Tim Dunham

    Tim Dunham Realty

    (207) 386-9358

    172 Annabessacook Rd, Winthrop, ME 04364
  • /35

    $255,000

    • 4 Beds
    • 1.5 Baths
    • 1,879 Sq Ft

    90 Route 133, Winthrop, ME 04364

    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 bonus room on the second floor; attached garage

    Heather Perrault Your Home Sold Guaranteed Realty

    90 Route 133, Winthrop, ME 04364
  • /31

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    71 Winthrop Center Rd, Winthrop, ME 04364

    Beautiful custom, one owner home on a wonderful 4 acre lot in Winthrop. Very spacious 2,600 sq ft home on one floor. Offering 3 bedrooms, 2 1/2 baths, huge living room with book cases, family room with wood flooring, fireplace, and large kitchen with lots of cabinets. Fully applianced. Library/den with wall of book cases. Attached garage. Convenient attic with staircase for storage. Oil heat.

    Earle Kenney Sprague & Curtis Real Estate

    71 Winthrop Center Rd, Winthrop, ME 04364
  • /76

    $987,000

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

    427 Mount Pisgah Rd, Winthrop, ME 04364

    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

    427 Mount Pisgah Rd, Winthrop, ME 04364
  • /52

    $550,000

    • 2 Beds
    • 1 Bath
    • 1,016 Sq Ft

    8 Horseshoe Rd, Winthrop, ME 04364

    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

    8 Horseshoe Rd, Winthrop, ME 04364
  • /16

    $949,900

    • 4 Beds
    • 3.5 Baths
    • 3,360 Sq Ft

    464 Memorial Dr, Winthrop, ME 04364

    Lakefront Cottage & Colonial Retreat - A Rare Dual Property Offering on Maranacook LakeWelcome to a truly unique opportunity to own two stunning properties on the shores of beautiful Maranacook Lake. Whether you're seeking a serene lakeside getaway, a spacious year-round home, or the perfect setup for hosting guests, this combined offering with 100' of lake frontage delivers it

    Ashley Croll NextHome Northern Lights Realty

    464 Memorial Dr, Winthrop, ME 04364
  • /102

    $1,195,000

    • 5 Beds
    • 3.5 Baths
    • 3,852 Sq Ft

    1163 Memorial Dr, Winthrop, ME 04364

    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

    1163 Memorial Dr, Winthrop, ME 04364
  • /49

    $750,000

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    160 Heritage Woods Ln, Winthrop, ME 04364

    PRICE REDUCED - DONT MISS OUT!! This beautiful red home in Winthrop is a true lakeside gem, located right on the edge of the gorgeous Cobbosseeconte Lake. Spacious and full of charm, it features 2 bedrooms and 2 bathrooms, with an open-concept kitchen, dining, and living area. The main floor bathroom/laundry room includes cozy heated tile floors, and the upstairs welcomes you with a large foyer

    Jessica Fike Brookewood Realty

    160 Heritage Woods Ln, Winthrop, ME 04364
  • /3

    $135,000

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    643 Mount Pisgah Rd, Winthrop, ME 04364

    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

    643 Mount Pisgah Rd, Winthrop, ME 04364
  • /57

    $314,900

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    16 Old Village Rd, Winthrop, ME 04364

    OPPORUNITY AWAITS! Welcome home to this unique opportunity in Winthrop just a few minutes walk to the head of the famous Cobbosseecontee lake. This spacious 3 bed 1.5 bath home features a 2 car attached garage and an additional outbuilding/shed, providing ample storage for vehicles and personal belongings. Large living room, kitchen and dining room areas. Many of the current features of the home

    Alonzo Michaud Real Broker

    16 Old Village Rd, Winthrop, ME 04364
  • /46

    $220,000

    • 4 Beds
    • 1.5 Baths
    • 2,502 Sq Ft

    14 Central St, Winthrop, ME 04364

    MOTIVATED SELLER!Step into the charm and character of this historical in town home. The spacious glassed-in porch opens to the front hallway, featuring a grand staircase and a stained glassed window. This broad hallway presents handsome hardwood floors and multiple French-doors that open into the Living Rooms and Dining Room. The sunlight streams through the spacious windows highlighting

    Pat Ladd Homestead Realty

    14 Central St, Winthrop, ME 04364
  • /69

    $449,000

    • 4 Beds
    • 2 Baths
    • 2,344 Sq Ft

    206 Route 133, Winthrop, ME 04364

    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

    206 Route 133, Winthrop, ME 04364
  • /47

    $349,900

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

    170 Hathaway Rd, Winthrop, ME 04364

    Where old meets new. The charm of this original 1840's Brick Cape paired with a thoughtful 2004 addition. Located on a quiet dead end road, offering 3.3 acres with trees/ fields, wildlife, garden areas and ultimate privacy. The home includes three spacious bedrooms and two full baths. The open kitchen and living area, complete with a cozy wood fire stove, create a welcoming space for family

    Heidi Libby NextHome Northern Lights Realty

    170 Hathaway Rd, Winthrop, ME 04364
  • /5

    $449,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,278 Sq Ft

    Lot #5 Sturtevant Hill Rd, Winthrop, ME 04364

    Welcome to this modern ranch style home- to be built in the Mountain View Subdivision in Winthrop. Open floor plan in the kitchen, dining & living room area. French doors open to the large back yard and 3.7 acres of wooded land. Three spacious bedrooms- primary bedroom suite, two more bedrooms and second full bath. Separte first floor laundry. Attached garage, nice front porch, full basement,

    Ann Castonguay Sprague & Curtis Real Estate

    Lot #5 Sturtevant Hill Rd, Winthrop, ME 04364
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