Homes in ZIP Code 04364

• 

  

  

  /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

  

  Tim Dunham

  Tim Dunham Realty

  (207) 386-9358

  

  172 Annabessacook Rd, Winthrop, ME 04364
• 

  

  

  /23

  $4,900 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
• 

  

  

  /35

  $250,000 Sold Jun 18, 2025

  • 1,226 Sq Ft
  • $204/SF
  • 13 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  750 Sturtevant Hill Rd, Winthrop, ME 04364

  Welcome to this beautiful 3 bedroom 2 bathroom home in a picturesque rural setting just moments from town. Built in 2017 and ready for new owners. The open concept layout is perfect for gatherings with an abundance of natural light highlighting the thoughtfully designed living spaces. Beautiful kitchen with large center island is the perfect breakfast spot for family breakfasts. Imagine preparing

  Pat Ladd Homestead Realty

  

  750 Sturtevant Hill Rd, Winthrop, ME 04364
• 

  

  

  /37

  Est $227,340 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 896 Sq Ft

  87 Woodland Rd, Winthrop, ME 04364

  

  87 Woodland 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

  

  John Blouin

  LAER

  (207) 690-6153

  

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

  

  /14

  $1,200 per month

  • 2 Beds
  • 1 Bath
  • Townhouse for Rent

  888 Sturtevant Hill Rd, Winthrop, ME 04364

  Property Id: 19611122 bed, 1 bath. Has a washer and dryer hookup. Fridge,stove/oven and microwave included. Propane monitor heat. Tenant pays electric and propane for the unit.

  888 Sturtevant Hill Rd, Winthrop, ME 04364
• 

  

  /42

  $394,500 Sold Jun 11, 2025

  • 1,344 Sq Ft
  • $294/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  573 Sturtevant Hill Rd, Winthrop, ME 04364

  Welcome to this beautifully crafted ranch-style home located in Winthrop's newest development. Boasting with comfort and ease, this home is perfect for those looking for close proximity to all of Winthrop's amenities. This spacious home offers 3 bedrooms and 2 full bathrooms, designed with an open floor plan that maximizes space and natural light. Enjoy the comfort of radiant floor heating

  Jackson Ladd Homestead Realty

  

  573 Sturtevant Hill Rd, Winthrop, ME 04364
• 

  

  /47

  Est $1,012,695 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
• 

  

  /30

  $27,500

  • Land
  • 0.49 Acre
  • $56,122 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

  

  Kimberly Granholm

  LAER

  (207) 218-0112

  

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

  

  /14

  $1,800 per month

  • 1-3 Beds
  • 1 Bath
  • 1,700 Sq Ft
  • Condo for Rent

  51 Bowdoin St Unit B, Winthrop, ME 04364

  51 Bowdoin St Unit B, Winthrop, ME 04364
• 

  

  /10

  $615,000 Sold Jun 10, 2025

  • 5,964 Sq Ft
  • $103/SF
  • 0 Days On Market

  • 3 Baths
  • Built 1970

  29 Tappan Farm Rd, Winthrop, ME 04364

  Exceptional Three-Unit Townhouse in Prime Location. This fully updated and remodeled three-unit townhouse offers a rare opportunity for investors or savvy buyers seeking a premium property with high-end finishes and remarkable amenities. Situated on 2.05 acres of land, this multi-family property includes: - A beautifully furnished Airbnb-ready unit featuring a home movie theater, back deck,

  Jennifer Sumrall The Maine Real Estate Experience

  

  29 Tappan Farm Rd, Winthrop, ME 04364
• 

  

  /26

  Est $286,462 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft

  262 Metcalf Rd, Winthrop, ME 04364

  

  262 Metcalf 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
• 

  

  /17

  $1,600 per month

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

  2540 Us-202 Unit Ground Floor East, Winthrop, ME 04364

  What used to be the Cobbossee Cash Market is now both commercial and residential rental spaces. Close to Cobbosseecontee Lake - convenient to shopping, schools and dining (might we suggest the White Duck?).

  2540 Us-202 Unit Ground Floor East, Winthrop, ME 04364
• 

  

  /27

  $219,500 Sold Jun 10, 2025

  • 1,064 Sq Ft
  • $206/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1998

  361 Turkey Ln, Winthrop, ME 04364

  Not many mobile homes that sit on a full foundation! Look at this one! Spacious layout and the kitchen has plenty of cupboards. The primary bedroom suite has a jacuzzi soaking tub! On the other end, is a 2nd full bath and 2nd bedroom, newly carpeted. The basement is huge and has daylight windows and exterior door access. The property sits back off the road allowing privacy. Back yard has a

  Geri Doyle Rizzo Mattson

  

  361 Turkey Ln, Winthrop, ME 04364
• 

  

  /35

  Est $284,729 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  282 Metcalf Rd, Winthrop, ME 04364

  

  282 Metcalf Rd, Winthrop, ME 04364
• 

  

  /84

  $479,000

  • 1 Bed
  • 1 Bath
  • 520 Sq Ft

  372 Memorial Dr, Winthrop, ME 04364

  MARANACOOK LAKE - Get ready for summer fun! This turn-key cottage is just steps from the lake with a flat, level lot with 125' on one of central Maine's best lakes! Memorial Drive has a low speed limit, offers public sewer & water and coveted sunsets each evening. This property is one of the best on the lake with long views across the water and a huge grassy lawn for games, fire pit & nice

  Trisha Cheney Portside Real Estate Group

  

  372 Memorial Dr, Winthrop, ME 04364
• 

  

  /21

  $1,300 per month

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

  33 Welch Point Rd, Winthrop, ME 04364

  Cozy one bedroom one bath single family home . Property features a beautiful stone gas fireplace, two enclosed porches one of which is seasonal , back deck , open loft area on 2nd floor with spiral stair case which is used for the bedroom . , cathedral ceilings, New propane furnace. Washer and dryer in unit. . Tenants will have limited access to the lake frontage but public access is available at

  33 Welch Point Rd, Winthrop, ME 04364
• 

  

  /15

  $177,000 Sold Jun 09, 2025

  • 1,248 Sq Ft
  • $142/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  109 Pineland Dr, Winthrop, ME 04364

  2022 Double Wide Mobile Home

  Derek Eisenberg Continental Real Estate Group, Inc.

  

  109 Pineland Dr, Winthrop, ME 04364
• 

  

  /48

  Est $523,082 Not Listed For Sale

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

  298 Metcalf Rd, Winthrop, ME 04364

  

  298 Metcalf Rd, Winthrop, ME 04364
• 

  

  /44

  $415,000 Pending

  • 2 Beds
  • 3 Baths
  • 1,264 Sq Ft

  27 Mace Ave, Winthrop, ME 04364

  Escape to this cozy, year-round or seasonal retreat nestled at the head of beautiful Cobbossee Lake. Perfect for those seeking relaxation or adventure, this charming home has it all! With shared Lake Access you'll can enjoy fishing, kayaking, or lounging by the water with ease. Updated from the bottom up, this home offers modern comforts while maintaining its rustic charm. Year-round lake views

  Shelley Nadeau Your Home Sold Guaranteed Realty

  

  27 Mace Ave, Winthrop, ME 04364
• 

  

  /25

  $85,000 Sold Jun 04, 2025

  • 998 Sq Ft
  • $85/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 2018

  103 Fellows Rd, Winthrop, ME 04364

  Off Grid Living! 1.65 acre private lot offers fenced in gardens, blueberry and elderberry bushes and a short commute to town. Spring fed dug well, chemical toilet and privy, wind and solar power by Natures Generator and power pods. 2'X6' Hemlock construction this property has been this families year round home since 2018. Bonus-out door kitchen, screened and open porches, outbuildings for wood

  Pat Ladd Homestead Realty

  

  103 Fellows Rd, Winthrop, ME 04364
• 

  

  /50

  Est $636,819 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 3,198 Sq Ft

  83 Wedgewood Dr, Winthrop, ME 04364

  

  83 Wedgewood Dr, Winthrop, ME 04364
• 

  

  /82

  $539,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,233 Sq Ft

  72 Annabessacook Dr, Winthrop, ME 04364

  No waterfront taxes and no association fees!!! Experience the epitome of lakeside living with exclusive deeded access to 200' of Annabessacook Lake waterfront, offering all the joys of lakefront life without the higher costs of lakefront taxes. Whether you crave winter adventures like snowmobiling and ice fishing or prefer summer pastimes such as kayaking, water skiing and boating, this

  Michael Roddy Your Home Sold Guaranteed Realty

  

  72 Annabessacook Dr, Winthrop, ME 04364
• 

  

  /33

  $528,000 Sold May 30, 2025

  • 2,856 Sq Ft
  • $185/SF
  • 1 Day On Market

  • 4 Beds
  • 3 Baths
  • Built 1800

  246 Route 133, Winthrop, ME 04364

  Welcome to this charming and spacious antique historic home, offering modern conveniences with period-specific details. The formal front entry features the original door with leaded glass in the transom and sidelights, while the side entry incorporates multiple closets for storage and a nearby laundry area. Get inspired in a kitchen adorned with cherry cabinetry and a layout that will bring out

  Charlene Hamiwka Harcourts Waterfront & Fine Properties

  

  246 Route 133, Winthrop, ME 04364
• 

  

  /40

  Est $509,449 Not Listed For Sale

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

  33 Ledgemere Dr, Winthrop, ME 04364

  

  33 Ledgemere Dr, 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
• 

  

  /25

  $58,000 Sold May 30, 2025

  • Land
  • 7 Acres
  • $8,227 per Acre

  • 22 Days On Market

  lot # 6 Sturtevant Hill Rd, Winthrop, ME 04364

  A Perfect Setting for Your Dream Home!Just over 7-acre lot in a serene country subdivision offers the perfect blend of convenience and tranquility. Located just outside of town, it's far enough to enjoy the peacefulness of nature, yet close enough for easy access to local amenities. Ready for you to build your dream home, this lot provides ample space to create your ideal retreat in a quiet,

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

  

  lot # 6 Sturtevant Hill Rd, Winthrop, ME 04364
• 

  

  /42

  Est $332,163 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

  $650,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  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
• 

  

  /54

  $532,000 Sold May 29, 2025

  • 1,308 Sq Ft
  • $407/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1947

  545 Memorial Dr, Winthrop, ME 04364

  Lovely year round home with 100' Maranacook Lake frontage. Completely renovated with expansive windows to take in the sunset views. Large wrap around deck is a wonderful place to relax, entertain and over water frontage, lawns and gardens. Beautifully remodeled kitchen with stainless appliances, propane cookstove, tiled back splash, center island, granite counters all open to dining area and

  Pat Ladd Homestead Realty

  

  545 Memorial Dr, Winthrop, ME 04364
• 

  

  /36

  Est $302,662 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,913 Sq Ft

  108 Pamela Dr, Winthrop, ME 04364

  

  108 Pamela Dr, Winthrop, ME 04364
• 

  

  /54

  $475,000

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  156 Gayton Ln, Winthrop, ME 04364

  Pristine waters and lakeside living! This classic Maine cottage sits just at the waters edge and is ready for your memories to be made! Located on the shores of Lower Narrows Pond with 100' of frontage and endless water views this 2-3 bedroom cottage has it all. Many recent improvements including drainage added to uphill side of the cottage, jacked and leveled with new posts and pads, spray foam

  Pat Ladd Homestead Realty

  

  156 Gayton Ln, Winthrop, ME 04364
• 

  

  /20

  $147,000 Sold May 23, 2025

  • Land
  • 15 Acres
  • $9,545 per Acre

  • 3 Days On Market

  Lot 53 South Rd, Winthrop, ME 04364

  Opportunity meets natural beauty on South Road in Winthrop, Maine. This surveyed and soils-tested 15.4-acre parcel offers a rare blend of space, flexibility, and serene surroundings just minutes from the shores of Cobbossee Lake. With an impressive 1,324+/- feet of road frontage, the property lends itself to a variety of possibilities, including potential division into two spacious

  Sophia Rosen Sierra Boler Portside Real Estate Group

  

  Lot 53 South Rd, Winthrop, ME 04364
• 

  

  /59

  Est $311,754 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
• 

  

  /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
• 

  

  /119

  $465,000 Sold May 21, 2025

  • 2,411 Sq Ft
  • $193/SF
  • 9 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  166 Carlton Pond Rd, Winthrop, ME 04364

  Welcome to your private escape! Nestled on 10.9 scenic acres, on a quiet residential street, this spacious 4-bedroom, 2-bathroom home offers the perfect blend of comfort and country charm. Step inside to find a generous layout featuring a large kitchen ideal for cooking and gathering, with ample counter space and storage to make meal prep a breeze. There is also a den/office for a perfect work

  Terri Stone Redfin Corporation

  

  166 Carlton Pond Rd, Winthrop, ME 04364
• 

  

  /43

  Est $270,140 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,069 Sq Ft

  362 Route 41, Winthrop, ME 04364

  

  362 Route 41, 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
• 

  

  /53

  $415,000 Sold May 21, 2025

  • 2,280 Sq Ft
  • $182/SF
  • 10 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1964

  345 Main St, Winthrop, ME 04364

  Discover this beautifully maintained and thoughtfully updated four-bedroom home, perfectly situated for easy access to local shopping, amenities, and a quick commute to I-95. Step inside to experience the perfect blend of classic charm and modern comfort, with spacious living areas designed to accommodate today's lifestyle. The first floor features a well-designed layout, including a convenient

  Shawn McKillop Maine Real Estate Co

  

  345 Main St, Winthrop, ME 04364

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