Homes in ZIP Code 04364

• 

  

  

  /60

  $994,999

  • 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

  

  Tim Dunham

  Tim Dunham Realty

  (207) 803-6219

  172-B Annabessacook Rd, Winthrop, ME 04364
• 

  

  

  /30

  $1,700 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  51 Bowdoin St Unit F, Winthrop, ME 04364

  Over-sized, two-story apartment with full kitchen, mudroom and large living room. 3 large bedrooms, and washer and dryer hook-up. The apartment has a private entrance with three large bedrooms upstairs Carpeting in the upstairs only. Great location for an easy commute to Augusta or Lewiston. Winthrop offers so much. Hannaford supermarket, Rite-Aid Pharmacy, Cumberland Farms, hardware store,

  51 Bowdoin St Unit F, Winthrop, ME 04364
• 

  

  

  /12

  $54,000 Sold Sep 18, 2025

  • Land
  • 2.98 Acres
  • $18,121 per Acre

  • 90 Days On Market

  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
• 

  

  

  /37

  Est $237,413 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 896 Sq Ft

  87 Woodland Rd, Winthrop, ME 04364

  

  87 Woodland Rd, Winthrop, ME 04364
• 

  

  

  /124

  $995,000

  • 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

  

  Tim Dunham

  Tim Dunham Realty

  (207) 367-3848

  

  172 Annabessacook Rd, Winthrop, ME 04364
• 

  

  /7

  $1,100 per month

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  325 Main St Unit 1, Winthrop, ME 04364

  Great location on site laundry security lighting all kinds of parking

  325 Main St Unit 1, Winthrop, ME 04364
• 

  

  /59

  $475,000 Sold Sep 17, 2025

  • 1,350 Sq Ft
  • $352/SF
  • 85 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  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

  John Blouin LAER

  

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

  

  /47

  Est $1,126,274 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  76 Pine Point Ln, Winthrop, ME 04364

  

  76 Pine Point Ln, Winthrop, ME 04364
• 

  

  /20

  $15,000 Pending

  • Land
  • 0.49 Acre
  • $30,612 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. Fish or just get away on this unique gem of a location which is still only 4 miles from Winthrop.

  

  Kimberly Granholm

  LAER

  (207) 218-0112

  

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

  

  /6

  $1,650 per month

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  3 Nason Dr, Winthrop, ME 04364

  Single wide mobile home on private lot. 1000 sq. ft. 2 bedrooms, 1 bath. Livingroom and kitchen combination. Washer and dryer hookup. Beautiful lot. Close to town. NO SMOKING IN OR AROUND PROPERTY. NO PETS OF ANY KIND. $1650.00 a month. 1st and last. Plus utilities.

  3 Nason Dr, Winthrop, ME 04364
• 

  

  /46

  $205,000 Sold Sep 16, 2025

  • 2,502 Sq Ft
  • $82/SF
  • 131 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1870

  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
• 

  

  /26

  Est $312,426 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft

  262 Metcalf Rd, Winthrop, ME 04364

  

  262 Metcalf Rd, Winthrop, ME 04364
• 

  

  /36

  $245,000 Pending

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  21 Pamela Dr, Winthrop, ME 04364

  Welcome to easy living in this well-landscaped, single-level home nestled in a desirable and peaceful Maine neighborhood. Offering three bedrooms, this home features a nice layout, perfect for families, retirees, or anyone looking for convenience and comfort on one floor.Enjoy crisp Maine evenings with the warmth of a wood stove, or relax outside on the large back deck overlooking a private,

  Nicole Coward Fontaine Family-The Real Estate Leader

  

  21 Pamela Dr, Winthrop, ME 04364
• 

  

  /23

  $16,680 per month

  • 3 Beds
  • 1.5 Baths
  • Condo for Rent

  100 Woods Grove Ln Unit ID1255650P, Winthrop, ME 04364

  Welcome to this charming 3-bedroom, 1.5-bathroom retreat located on the serene Annabessacook Lake in Winthrop. This well-maintained home offers a picturesque view of the private waterfront and dock, just steps away from your doorstep. The first floor features a bunkroom with two twin beds and a futon, along with a convenient half bath and washer/dryer. On the second floor, you'll find two

  100 Woods Grove Ln Unit ID1255650P, Winthrop, ME 04364
• 

  

  /18

  $75,000 Sold Sep 15, 2025

  • 924 Sq Ft
  • $81/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 2001

  89 Pineland Dr Unit 89, Winthrop, ME 04364

  Winthrop three bedroom 1 bath, 924 square foot mobile in 55 and over park. Handicap ramp in place, shed for storage and shaded lot make this a wonderful place to call home. Open kitchen living room, washer and dryer included and in move in condition. Come take a look!

  Pat Ladd Homestead Realty

  

  89 Pineland Dr Unit 89, Winthrop, ME 04364
• 

  

  /48

  Est $548,598 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,136 Sq Ft

  298 Metcalf Rd, Winthrop, ME 04364

  

  298 Metcalf Rd, Winthrop, ME 04364
• 

  

  /23

  $249,500 Pending

  • 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
• 

  

  /20

  $5,400 per month

  • 1 Bed
  • 1 Bath
  • 810 Sq Ft
  • House for Rent

  11 Fire Rd W24a, Winthrop, ME 04364

  Property Id: 1200424Little Landing Cottage on Cobbosseecontee LakeNestled on the shores of the prestigious Cobbosseecontee Lake, Little Landing Cottage offers breathtaking water views and direct access to all the lake has to offer. With its charming design and idyllic setting, this property is perfect for those seeking a balance of outdoor adventure and peaceful

  11 Fire Rd W24a, Winthrop, ME 04364
• 

  

  /57

  $300,000 Sold Sep 15, 2025

  • 1,456 Sq Ft
  • $206/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  22 Old Route 133, Winthrop, ME 04364

  Welcome to this beautiful 3-bedroom, 2-bath home set on a peaceful 2-acre lot surrounded by nature. Designed with modern comfort in mind, this spacious energy efficient double-wide features an open-concept layout perfect for both relaxing and entertaining. The kitchen is a true highlight, complete with a center island, gas range, and a sliding glass door off the dining area that opens to the

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

  

  22 Old Route 133, Winthrop, ME 04364
• 

  

  /73

  Est $502,994 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  91 Wedgewood Dr, Winthrop, ME 04364

  

  91 Wedgewood Dr, Winthrop, ME 04364
• 

  

  /200

  $949,000

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

  427 Mount Pisgah Rd, Winthrop, ME 04364

  Cranberry Rock Farm, built in 1815, is a colonial-style farmhouse nestled on 32 private, picturesque acres. This certified-organic farm provides endless possibilities as a private retreat, wedding venue, equestrian property, or more. Perched atop a hillside with southwesterly exposure, it boasts panoramic views of the Presidential Range & Mt. Washington. Enjoy easy entertaining in the open

  Rick Bisson Keller Williams Realty

  

  427 Mount Pisgah Rd, Winthrop, ME 04364
• 

  

  /20

  $5,900 per month

  • 2 Beds
  • 1 Bath
  • 865 Sq Ft
  • House for Rent

  7 Fire Rd W24a, Winthrop, ME 04364

  Property Id: 1200423Cozy Keyes Cottage on Cobbosseecontee LakeWelcome to Cozy Keyes Cottage, a charming lakeside retreat located on the shores of the prestigious Cobbosseecontee Lake. This beautiful property offers an ideal setting for those seeking both adventure and tranquility, with breathtaking lake views and access to a variety of outdoor activities.Perfectly situated

  7 Fire Rd W24a, Winthrop, ME 04364
• 

  

  /82

  $450,000 Sold Sep 15, 2025

  • 2,444 Sq Ft
  • $184/SF
  • 12 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1860

  105 High St, Winthrop, ME 04364

  Come feel the graciousness of this sunfilled farmhouse, set on 1.88 acres thats suprisingly private, yet 2 minutes to downtown Winthrop & Maranacook Lake. The home offers 4 bedrooms with beautifully refinished wide-pine floors throughout the home. An updated kitchen with cherry wood cabinets and stainlesss appliances is just off the mudroom as you enter the side porch. The first floor flows into

  Ann Castonguay Sprague & Curtis Real Estate

  

  105 High St, Winthrop, ME 04364
• 

  

  /40

  Est $538,579 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,860 Sq Ft

  33 Ledgemere Dr, Winthrop, ME 04364

  

  33 Ledgemere Dr, Winthrop, ME 04364
• 

  

  /81

  $680,000

  • 3 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  150 Pamela Dr, Winthrop, ME 04364

  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

  

  150 Pamela Dr, Winthrop, ME 04364
• 

  

  /16

  $595,000 Sold Sep 11, 2025

  • 3,360 Sq Ft
  • $177/SF
  • 76 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2023

  464 Memorial Dr, Winthrop, ME 04364

  As is, 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
• 

  

  /42

  Est $392,345 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft

  192 Metcalf Rd, Winthrop, ME 04364

  

  192 Metcalf Rd, Winthrop, ME 04364
• 

  

  /57

  $475,000

  • 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
• 

  

  /40

  $175,000 Sold Sep 10, 2025

  • Land
  • 1 Acre
  • $175,000 per Acre

  • 136 Days On Market

  40 Winthrop Center Rd, Winthrop, ME 04364

  OPEN HOUSE!! Saturday, August 9th from 10am to 12pm!! 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. Lots of

  Dylan Armstrong Sprague & Curtis Real Estate

  

  40 Winthrop Center Rd, Winthrop, ME 04364
• 

  

  /36

  Est $325,391 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,913 Sq Ft

  108 Pamela Dr, Winthrop, ME 04364

  

  108 Pamela Dr, Winthrop, ME 04364
• 

  

  /44

  $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
• 

  

  /49

  $670,000 Sold Sep 04, 2025

  • 2,200 Sq Ft
  • $305/SF
  • 96 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1988

  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
• 

  

  /59

  Est $353,060 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,878 Sq Ft

  17 Pamela Dr, Winthrop, ME 04364

  

  17 Pamela Dr, Winthrop, ME 04364
• 

  

  /48

  $419,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  87 Annabessacook Rd, Winthrop, ME 04364

  Winthrop - Contemporary ChaletThis inviting chalet-style home features 3 bedrooms and a bright, open-concept kitchen, living, and dining area with soaring ceilings and abundant natural light. The spacious primary suite is located upstairs, offering a walk-in closet and private bathroom. A convenient mudroom enhances everyday functionality, while the newly finished bonus/playroom over the

  Jessica Fike Brookewood Realty

  

  87 Annabessacook Rd, Winthrop, ME 04364
• 

  

  /59

  $575,000 Sold Sep 02, 2025

  • 900 Sq Ft
  • $639/SF

  • 2 Beds
  • 1 Bath
  • Built 1930

  8 S Heritage Woods Ln, Winthrop, ME 04364

  Turnkey Lakefront Camp on Cobbossee! Ready to skip the hassle and jump straight into lake life? Welcome to 8 South Heritage Woods Lane—a lovingly updated, fully furnished 2-bedroom seasonal camp on the highly sought-after Cobbosseecontee Lake, complete with 114 feet of owned waterfront, a dock, boat lift, and even a bonus bunkhouse! Nestled on a private, wooded 0.50-acre lot, this renovated

  Joshua LaVerdiere Sprague & Curtis Real Estate

  

  8 S Heritage Woods Ln, Winthrop, ME 04364
• 

  

  /35

  Est $438,600 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft

  310 Route 41, Winthrop, ME 04364

  

  310 Route 41, Winthrop, ME 04364
• 

  

  /99

  $649,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,922 Sq Ft

  173 Loon Cove Ln, Winthrop, ME 04364

  Lakefront living! No need for a vacation home when you live at the waters edge in this beautiful home! Sparkling clear lake is great for swimming, fishing or just relaxing! Main floor offers a beautiful kitchen with granite counters, oak cabinets and two level bar. Double sided propane fireplace is lovely. Large living room and dining room, primary bedroom with bath and guest room. Lower walkout

  Earle Kenney Sprague & Curtis Real Estate

  

  173 Loon Cove Ln, Winthrop, ME 04364
• 

  

  /43

  $487,560 Sold Aug 29, 2025

  • 720 Sq Ft
  • $677/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  87 Maranacook Station Ln, Winthrop, ME 04364

  Located on the west shore of Maranacook Lake on what was once part of the Maranacook Lodge compound, this two bedroom/one bathroom camp is just the place that comes to mind when picturing the quintessential Maine lakefront retreat. This entire property has been renovated and updated over the past four years by a local contractor renowned for his quality work and craftsmanship, but still retains

  Erica O'Conn George O'Connor Rizzo Mattson

  

  87 Maranacook Station Ln, Winthrop, ME 04364
• 

  

  /23

  Est $433,050 Not Listed For Sale

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

  105 Nottingham Rd, Winthrop, ME 04364

  

  105 Nottingham Rd, Winthrop, ME 04364
• 

  

  /29

  $394,000

  • 4 Beds
  • 2 Baths
  • 2,262 Sq Ft

  38 Pamela Dr, Winthrop, ME 04364

  Spacious and versatile, this 2,200 sq. ft. Cape offers up to 5 bedrooms and 2 full baths, perfect for a growing household or those in need of flexible living space. Set on 1.1 acres, the home features a 2-car attached garage with a convenient mudroom/breezeway. Inside, you'll find fresh updates including new vinyl plank flooring, updated paint, and freshly cleaned carpets. The full finished

  Shawna Cotter Maine Real Estate Pros

  

  38 Pamela Dr, Winthrop, ME 04364

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