19

Winthrop, ME Homes for Sale with Acreage

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  • /122

    $1,177,000

    • 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
  • /58

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    39 Turtle Run Rd Unit 8, Winthrop, ME 04364

    Lakeside Village waterfront Condo on coveted Cobbossee . Central Maine 's only year round condo situated on 7 acres in a sheltered cove with fabulous southern exposure on 700 feet of waterfrontage. Enter the reception foyer area where your mailbox is and intercom system to contact owners for axcess .Take the elevator to your second floor end unit that has 2 bedrooms and 2 full baths .Cook's

    Agent Photo

    John Blouin

    LAER

    (207) 690-6153

    39 Turtle Run Rd Unit 8, Winthrop, ME 04364
  • /71

    $469,900

    • 3 Baths
    • 2,602 Sq Ft

    209 Holmes Rd Unit 2, Winthrop, ME 04364

    Spacious & Versatile Home with In-Law Apartment, Heated Barn & More! Welcome to a beautifully maintained home that seamlessly blends comfort, convenience, and versatility. Featuring 3 spacious bedrooms and 2 full bathrooms, this inviting residence also includes a fully equipped 2-bedroom, 1-bath in-law apartment—perfect for extended family, guests, or potential rental income. Step outside and

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

    209 Holmes Rd Unit 2, Winthrop, ME 04364
  • /71

    $469,900

    • 5 Beds
    • 3 Baths
    • 2,602 Sq Ft

    209 Holmes Rd, Winthrop, ME 04364

    Spacious & Versatile Home with In-Law Apartment, Heated Barn & More!Welcome to a beautifully maintained home that seamlessly blends comfort, convenience, and versatility. Featuring 3 spacious bedrooms and 2 full bathrooms, this inviting residence also includes a fully equipped 2-bedroom, 1-bath in-law apartment—perfect for extended family, guests, or potential rental income.Step outside and

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

    209 Holmes Rd, Winthrop, ME 04364
  • /2

    $29,500

    • Land
    • 2.06 Acres
    • $14,320 per Acre

    333 Metcalf Rd, Winthrop, ME 04364

    Nice 2 acre building lot in desirable Winthrop. 159' of road frontage, slightly slopes downwards. Property has been surveyed, partially cleared, and a soils test has been completed. A culvert has also been cut for the driveway. GREAT spot to build a spec house or your dream house

    Chris Vallee LAER

    333 Metcalf Rd, Winthrop, ME 04364
  • /38

    $275,000

    • 2 Beds
    • 1 Bath
    • 770 Sq Ft

    60 Fellows Ln, Winthrop, ME 04364

    Escape to your own peaceful haven in this charming 2-bedroom, 1-bath home set on 2.12 secluded acres, surrounded by mature trees and a babbling brook. Just one mile from Lake Berry and Lake Dexter, enjoy year-round outdoor adventures including hiking, cross-country skiing, and snowmobiling.5 minutes from downtown Winthrop and Maranacook lake park, 20 minutes from Augusta & 30 minutes from

    Michael Hamilton Keller Williams Realty

    60 Fellows Ln, Winthrop, ME 04364
  • /12

    $65,000

    • Land
    • 2.98 Acres
    • $21,812 per Acre

    M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364

    Perfect setting in Winthrop's newest subdivision! +/-3 Acre recently surveyed wooded lot offers the perfect blend of privacy and convenience. Bring plans for your dream home and start building here this summer with 427 feet of road frontage and 2 soils test locations. Deeded covenants to protect your property value. Paved public road and a short drive to Maranacook Lake to enjoy the beach and

    Jackson Ladd Homestead Realty

    M10, L14I Sturtevant Hill Rd, Winthrop, ME 04364
  • /67

    $649,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 6 Baths
    • 4,968 Sq Ft

    17 South Rd, Winthrop, ME 04364

    OPEN HOUSE!!!! Saturday, June 21st, 11am - 1pm!! This spacious colonial home, previously home to a daycare, now showcases an in-law apartment and features hardwood flooring in many rooms. With nearly 5,000 square feet of living area on 5 private acres, it can be divided into two lots, each featuring its own driveway. Just minutes from Maranacook and Cobbossee lakes, this property includes 5

    Dylan Armstrong Sprague & Curtis Real Estate

    17 South Rd, Winthrop, ME 04364
  • /23

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    863 Sturtevant Hill Rd, Winthrop, ME 04364

    Price Adjustment! This well maintained home offers one level living, with a full basement that has an updated bonus room. A large, wrap-a-round, elevate deck allows for a beautiful view of the woods. You have multiple options to heat this property as there is a oil burning furnace and a wood fired forced hot air furnace to stay warm and save money during the colder months. There is a detached two

    Ryley Austin Hearth & Key Realty

    863 Sturtevant Hill Rd, Winthrop, ME 04364
  • /45

    $212,000

    • Land
    • 12 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
  • /100

    $1,245,000

    • 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
  • /69

    $479,000

    • 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
  • /40

    $225,000

    • Land
    • 1.00 Acre
    • $225,000 per Acre

    40 Winthrop Center Rd, Winthrop, ME 04364

    Great property with your storage needs in mind. Garage has 2 - 9' x 8' insulated garage doors and 1 - 10' x 8' insulated garage door. Maintenance free siding and trim. This property is a buildable lot and can accommodate the home of your dreams. Drilled well in place as well as driveway. Great for a home, storage facility or shop.

    Dylan Armstrong Sprague & Curtis Real Estate

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

    $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 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 and friends.

    Heidi Libby NextHome Northern Lights Realty

    170 Hathaway Rd, Winthrop, ME 04364
  • /4

    $230,000

    • Land
    • 65 Acres
    • $3,549 per Acre

    616 Stanley Rd, Winthrop, ME 04364

    64.81 acres with electric, drilled well and septic in place. If you are interested in homesteading, this could be a good starting point. 1.8 acres has been cleared for farming and living, the remaining are currently in Tree Farm status. Septic is for a 2 bedroom and Mobile and Modular Homes are allowed.

    Ashley Lutko Donna Galluzzo Signature Homes Real Estate Group, LLC

    616 Stanley Rd, Winthrop, ME 04364
  • /11

    $46,900

    • Land
    • 3.70 Acres
    • $12,676 per Acre

    Lot #5 Sturtevant Hill Rd, Winthrop, ME 04364

    Wooded 3.7 acre building lot for sale in the Mountain View Subdivision- Winthrop. 230' of road frontage and deeded covenants to protect your investment. Power nearby, public road, no association. Situated near deep-water Maranacook Lake. Winthrop residents can enjoy the sandy beach and boat slip rentals. This small town of Winthrop offers a grocery store, shops & restaurants on Main Street. Easy

    Ann Castonguay Sprague & Curtis Real Estate

    Lot #5 Sturtevant Hill Rd, Winthrop, ME 04364
  • /4

    $559,900

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    Lot #6 Fox Run Ln, Winthrop, ME 04364

    Similar to be built or bring the builder your own plans. Highly sought after town of Winthrop location. New construction 1416 SF ranch style home with farmers porch including 3 bedrooms two baths propane radiant heat an attached garage all on 1.93 acres to be constructed by B.L.Williams Const. Building also packages offered.

    Jeffrey Perkins Brookewood Realty

    Lot #6 Fox Run Ln, Winthrop, ME 04364
  • /2

    $65,000

    • Land
    • 27 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.

    Pat Ladd Homestead Realty

    90 Bearce 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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