26

Homes for Sale near Winthrop Grade School

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  • /122

    $1,095,000

    • 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) 386-9358

    172 Annabessacook Rd, Winthrop, ME 04364
  • /30

    $25,000

    • Land
    • 0.49 Acre
    • $51,020 per Acre

    35A-12 Woodland Rd, Winthrop, ME 04364

    The sounds of loons, owls and eagles await you on the .49 acre property which slopes to two brooks that flow into Berry Pond. Sitting at the top of the property is an existing bunkhouse with an attached deck in good condition. A new addition to the property is a 2021 Braxton Creek Bushwacker Plus 18' tear drop camper in very good condition. Fish or just get away on this unique gem of a location

    Agent Photo

    Kimberly Granholm

    LAER

    (207) 218-0112

    35A-12 Woodland Rd, Winthrop, ME 04364
  • /44

    $255,000

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

    90 Route 133, Winthrop, ME 04364

    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

    90 Route 133, Winthrop, ME 04364
  • /52

    $515,000

    • 3 Beds
    • 3 Baths
    • 2,674 Sq Ft

    251 Annabessacook Rd, Winthrop, ME 04364

    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

    251 Annabessacook 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
  • /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
  • /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
  • /2

    $99,000

    • Land
    • 10 Acres
    • $9,900 per Acre

    Lot 6 Holmes Brook Ln, Winthrop, ME 04364

    10 acre vacant lot in an area of fine homes with 323 feet of water frontage on Annabessacook Lake. Enjoy the privacy and quiet of such a large lot. Restrictions prevent subdivision and resource protection prevents a dock. A public boat launch is nearby. Annabessacook Lake is 1,416 acres and is known for excellent fishing. The soil test and septic design for a 4 bedroom home have been completed.

    Jane Oliver-Gravel Newcastle Realty

    Lot 6 Holmes Brook Ln, Winthrop, ME 04364
  • /58

    $298,000

    • 3 Beds
    • 1 Bath
    • 1,212 Sq Ft

    984 Sturtevant Hill Rd, Winthrop, ME 04364

    Totally charming! Single family Winthrop home! 3 Bedroom ranch style home sits on 1.3 acres and has recent updates. Kitchen with new butcher block counter, new smart appliances, farm sink, open shelving and hardware give a fresh new look! Bathroom updates include new tile shower, vanity, flooring and flush. New leach field in 2022 as well! The hardwood floors in living room and bedroom simply

    Pat Ladd Homestead Realty

    984 Sturtevant Hill Rd, Winthrop, ME 04364
  • /24

    $575,000

    • 4 Baths
    • 4,244 Sq Ft

    168 Main St, Winthrop, ME 04364

    168 Main Street and 18 Hanson Street are being sold together. 168 Main Street has 4,244 SF +/- and 18 Hanson Street has 2,958 SF +/-. Here is a great investment property in the heart of Winthrop's downtown. Main St building has two apartments plus 3 office rental units. Hanson Street is a well maintained two family with two 2 bedroom apartments. Total of 7 rental units in the buildings - 3

    Earle Kenney Sprague & Curtis Real Estate

    168 Main St, Winthrop, ME 04364
  • /23

    $120,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    61 Pineland Dr, Winthrop, ME 04364

    Beautifully Maintained 2 Bedroom, 2 Bath Home in Winthrop Lakes Estates 55+ Community!This like-new, move-in-ready home is located in Winthrop Lakes Estates—a peaceful and well-kept 55+ park just 10 minutes from shopping and local amenities.Enjoy the ease of single-level living with a spacious layout that includes a laundry room, an on-demand generator for peace of mind, and a

    Cathy Fifield Keller Williams Realty

    61 Pineland Dr, 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
  • /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
  • /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
  • /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
  • /17

    $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
  • /40

    $199,000

    • Land
    • 1.00 Acre
    • $199,000 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
  • /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
  • /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
  • /20

    $59,900

    • Land
    • 5 Acres
    • $11,431 per Acre

    22 Community Dr, Monmouth, ME 04265

    Embrace the chance to build your dream home on this remarkable 5.24-acre brookside property. Located alongside Tannery Brook, this lot is perfect for outdoor enthusiasts, offering endless opportunities for recreation. You'll also find Wilson Pond and Cochnewagon Lake just a short distance away, ideal for a variety of water activities.Conveniently situated halfway between Lewiston/Auburn

    Zach Blair PinePoint Realty

    22 Community Dr, Monmouth, ME 04265
  • /2

    $525,000

    • 5 Baths
    • 3,080 Sq Ft

    23 Green St, Winthrop, ME 04364

    Solid multi-family investment property in convenient Downtown Winthrop location. 5-unit building consisting of three 2-bedrooms and two 1-bedroom units. Strong 8.5% cap rate with further upside potential!

    Jon Leahy J T Leahy Real Estate

    23 Green St, 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
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