12

Winthrop, ME Homes for Sale with Acreage

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  • /60

    $964,999

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

    172-B Annabessacook Rd, Winthrop, ME 04364

    FRESH SURVEY & TITLE COMPLETED and ready for quick closing! Now includes 20 sprawling acres and a 20-foot right of way to Annabessacook Lake! This custom-built executive estate blends resort-style amenities with refined finishes for the perfect mix of luxury and functionality. Originally completed in 1997 and beautifully renovated in 2019 and 2023, the home offers 6,493 SF of finely crafted

    Agent Photo

    Tim Dunham

    Tim Dunham Realty

    (207) 803-6219

    172-B Annabessacook Rd, Winthrop, ME 04364
  • /123

    $965,000

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

    172 Annabessacook Rd, Winthrop, ME 04364

    FRESH SURVEY AND TITLE COMPLETED and ready for quick closing! 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

    Agent Photo

    Tim Dunham

    Tim Dunham Realty

    (207) 367-3848

    172 Annabessacook Rd, Winthrop, ME 04364
  • /2

    $65,000

    • Land
    • 26.55 Acres
    • $2,448 per Acre

    90 Bearce Rd, Winthrop, ME 04364

    Land and privacy!! Build your dream home and belong to Maple Ridge Owners Association and have the buffer of the green space making your home even more private. This is a great building lot. Lot #23.

    Agent Photo

    Pat Ladd

    Homestead Realty

    (207) 640-2322

    90 Bearce Rd, Winthrop, ME 04364
  • /43

    $399,900

    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    105 Nottingham Rd, Winthrop, ME 04364

    VIRTUAL TOUR AVAILABLE ONLINENestled on 2.5 private acres in the highly desirable Sherwood Forest Subdivision, this delightful Dutch Colonial offers space, charm, and opportunity--just minutes from downtown Winthrop. Classic in style and generous in layout, this 4-bedroom, 3-bath home is ready to welcome its next chapter. The first floor features a spacious eat-in kitchen with a cozy

    Nicholas Corrow Real Broker

    105 Nottingham Rd, Winthrop, ME 04364
  • /12

    $199,999

    • Land
    • 64.81 Acres
    • $3,086 per Acre

    616 Stanley Rd, Winthrop, ME 04364

    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 can be taken out. Septic, drilled well and electricity already at the site. Come bring your vision to own one of the largest lots in Winthrop.

    Dawn Lopez Hearth & Key Realty

    616 Stanley Rd, 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
  • /98

    $649,000

    • 4 Beds
    • 3 Baths
    • 2,054 Sq Ft

    89 Boot Cove Ln, Winthrop, ME 04364

    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

    89 Boot Cove Ln, Winthrop, ME 04364
  • /70

    $620,000

    • 5 Beds
    • 3 Baths
    • 3,704 Sq Ft

    307 Route 41, Winthrop, ME 04364

    This meticulously maintained farmhouse has been tastefully updated to preserve it's historic charm, all while adding modern improvements for ease and peace of mind. Built in 1784, the home boasts over 3700 square feet and three stories of living space, and features a custom kitchen with quartz countertops and a Queen Ann stove, a spacious first floor primary suite, and a gorgeous sunroom with

    Lori Dube Sprague & Curtis Real Estate

    307 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
  • /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
  • /2

    $37,500

    • Land
    • 2.26 Acres
    • $16,593 per Acre

    M003L006 Winthrop Center Rd, Winthrop, ME 04364

    Here's your opportunity to own a beautiful 2± acre corner lot at the intersection of Winthrop Center Road and Pine Point Lane in Winthrop, Maine. This property offers an ideal blend of privacy and convenience, just a short drive from downtown Winthrop, local schools, and several nearby lakes. Come walk the land, enjoy the setting, and explore all the potential this lot has to offer.

    Josh Plowman Plowman Realty Group

    M003L006 Winthrop Center Rd, Winthrop, ME 04364
  • /45

    $212,000

    • Land
    • 12.28 Acres
    • $17,264 per Acre

    M3 L9 Winthrop Center Rd, Winthrop, ME 04364

    Rare opportunity to own 12.28 acres of beautiful, wooded land with an impressive 1,315 feet of waterfront on Cobbossee Lake. Nestled in peaceful Longfellow Cove, this property offers a quiet retreat surrounded by nature. Enjoy serene views, privacy, and abundant wildlife—ducks, deer, turtles, and even the occasional moose. Whether you're looking to build your dream home, create a private getaway,

    Maria Kempton LAER

    M3 L9 Winthrop Center Rd, Winthrop, ME 04364

Home Trends in Winthrop, ME

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$425,000
Median 2 Bedroom Sale Price
$462,500
Average Price Per Sq Ft
$269
Number of Homes for Sale
9
Last 12 months Home Sales
75
Months of Supply
1.40
Median List Price
$459,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
9%
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