Winthrop, ME Homes

• 

  

  

  /23

  Est $438,317 Not Listed For Sale

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

  105 Nottingham Rd, Winthrop, ME 04364

  

  105 Nottingham Rd, Winthrop, ME 04364
• 

  

  

  /24

  $149,900

  • 1 Bed
  • 488 Sq Ft

  5 Dexter Pond Rd, Winthrop, ME 04364

  Seasonal camp with 398 feet of private water frontage on beautiful Dexter Pond. This rustic property offers a peaceful setting with excellent opportunities for fishing, kayaking, and swimming. A dock is included, providing convenient access to the water and stunning views of the pond. The camp includes an outhouse and maintains its traditional camp charm. Property needs work/rehab but offers

  Lori Gray Homestead Realty

  

  5 Dexter Pond Rd, 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
• 

  

  

  /32

  Est $257,429 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 907 Sq Ft

  1006 Sturtevant Hill Rd, Winthrop, ME 04364

  

  1006 Sturtevant Hill Rd, Winthrop, ME 04364
• 

  

  

  /66

  $347,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  Unlisted Address

  Exceptionally well-maintained, cozy 3-bedroom ranch home with gorgeous year-round sunroom that has eye-catching flagstone flooring and expansive windows, providing widespread views of an impressively landscaped one-acre yard! The mostly open lot is gently sloping (to almost level in some spots), dotted with fruit trees, evergreens and gardens! Back yard partially abuts a placid brook (see

  Dennis Tompkins Homestead Realty

  

  Unlisted Address
• 

  

  /87

  $400,000 Sold Sep 18, 2025

  • 4,092 Sq Ft
  • $98/SF
  • 61 Days On Market

  • 4 Baths
  • Built 1870

  98 & 100 Main St, Winthrop, ME 04364

  Located in the heart of Winthrop, just a short walk from the public beach on Maranacook Lake, this historic three-unit property offers incredible investment potential. The elegant main home, featuring four-plus bedrooms, has been tastefully renovated while preserving its period charm. It can serve as a luxurious owner's residence, a bed-and-breakfast, or a rental unit.The separate

  Joel Alexander NextHome Northern Lights Realty

  

  98 & 100 Main St, Winthrop, ME 04364
• 

  

  /36

  Est $351,997 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,798 Sq Ft

  30 Route 41, Winthrop, ME 04364

  

  30 Route 41, Winthrop, ME 04364
• 

  

  /67

  $427,500

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  340 Stanley Rd, Winthrop, ME 04364

  Welcome to this beautiful 3-bedroom, 2-bathroom home, perfectly situated to enjoy Maine's natural beauty. Featuring a flexible floor plan with a dedicated home office and first floor bedroom, this property offers both comfort and functionality. The spacious living area boasts abundant comfort, while the kitchen and dining space are ideal for everyday living or entertaining guests. Downstairs, the

  Pat Ladd Homestead Realty

  

  340 Stanley Rd, 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
• 

  

  /30

  Est $519,205 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,542 Sq Ft

  20 Maranacook Station Ln, Winthrop, ME 04364

  

  20 Maranacook Station Ln, Winthrop, ME 04364
• 

  

  /15

  $275,000

  • 3 Beds
  • 1 Bath
  • 858 Sq Ft

  2549 US Route 202, Winthrop, ME 04364

  What a spot. Extremely visible property on Rt. 202 in E. Winthrop. This 1.5-acre corner lot has a well maintained small 3-bedroom ranch. Tiled oak kitchen, living room with wood floors and heat pump, 3 bedrooms and small bathroom. Full basement with HWBB oil heat. There is a detached 'extremely visible' out building that was formerly a rock and mineral store. It's great space for someone looking

  Chris Vallee LAER

  

  2549 US Route 202, 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
• 

  

  /29

  Est $212,193 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 756 Sq Ft

  19 Hazzard Ln, Winthrop, ME 04364

  

  19 Hazzard Ln, Winthrop, ME 04364
• 

  

  /46

  $279,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  795 Memorial Dr, Winthrop, ME 04364

  Welcome to this charming 3 bedroom Raised Ranch perfectly located just steps from Maranacook Lake in the heart of Winthrop, Maine. Enjoy the best of lake life with a short stroll to the public beach, library, restaurants, and downtown, everything you need is right at your fingertips. This well maintained home features bright and inviting living spaces, a sunny deck ideal for relaxing or

  Jennifer Sumrall The Maine Real Estate Experience

  

  795 Memorial Dr, 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
• 

  

  /24

  Est $246,994 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  2555 Us Route 202, Winthrop, ME 04364

  

  2555 Us Route 202, Winthrop, ME 04364
• 

  

  /29

  $389,000

  • 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
• 

  

  /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
• 

  

  /54

  Est $511,084 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,064 Sq Ft

  41 N Shore Ln, Winthrop, ME 04364

  

  41 N Shore 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 chance to own a beautiful 2+/-acre lot right on the corner of Winthrop Center Road and Pine Point Lane. This spot offers a great mix of privacy and convenience—just a short drive to downtown Winthrop, local schools, and several nearby lakes. Come take a walk around and see what this lot has to offer!

  Josh Plowman Plowman Realty Group

  

  M003L006 Winthrop Center Rd, 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
• 

  

  /53

  Est $647,788 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 903 Sq Ft

  69 Welch Point Rd, Winthrop, ME 04364

  

  69 Welch Point 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
• 

  

  /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
• 

  

  /47

  Est $466,027 Not Listed For Sale

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

  37 Turtle Run Rd Unit 24, Winthrop, ME 04364

  

  37 Turtle Run Rd Unit 24, Winthrop, ME 04364
• 

  

  /69

  $399,000

  • 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

  $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
• 

  

  /29

  Est $463,435 Not Listed For Sale

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

  37 Turtle Run Rd Unit 16, Winthrop, ME 04364

  

  37 Turtle Run Rd Unit 16, 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.

  Pat Ladd Homestead Realty

  

  90 Bearce 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
• 

  

  /40

  Est $451,005 Not Listed For Sale

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

  39 Turtle Run Rd Unit 5, Winthrop, ME 04364

  

  39 Turtle Run Rd Unit 5, Winthrop, ME 04364
• 

  

  /24

  $549,900 Pending

  • 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
• 

  

  /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 Keller Williams Realty

  

  8 S Heritage Woods Ln, Winthrop, ME 04364
• 

  

  /40

  Est $334,928 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  54 Old Village Rd, Winthrop, ME 04364

  

  54 Old Village Rd, Winthrop, ME 04364
• 

  

  /60

  $375,000 Pending

  • 5 Beds
  • 2 Baths
  • 1,707 Sq Ft

  22 Guerette Rd, Winthrop, ME 04364

  On the market for the first time since its construction in 1961 this well maintained home offers a little bit of everything. The large three car garage contains room for vehicles, workshops or storage galore. Even more space can be found in the full, dry, sunny basement. The five bedrooms offer space and flexibility. Whether you want to relax on the deck, in the level yard or in the spacious open

  Bennett Wade Keller Williams Realty

  

  22 Guerette Rd, 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
• 

  

  /65

  Est $340,578 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,979 Sq Ft

  61 Pine Knoll Rd, Winthrop, ME 04364

  

  61 Pine Knoll Rd, Winthrop, ME 04364
• 

  /2

  $79,500 Pending

  • Land
  • 10 Acres
  • $7,950 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 Gravel Blue Lobster Real Estate

  

  Lot 6 Holmes Brook Ln, Winthrop, ME 04364
• 

  

  /71

  $1,150,000 Sold Aug 29, 2025

  • 1,932 Sq Ft
  • $595/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  792 Memorial Dr, Winthrop, ME 04364

  Welcome to this stunning Maranacook lakefront home that delivers the best of Maine's four-season living. Whether you're soaking up the summer sun on the deck, watching vibrant foliage sweep across the shoreline, cozying up fireside in the winter or savoring quiet spring mornings on the deck, this property offers a front-row seat to the beauty of every season.From the moment you step inside,

  Daren Hachey Homestead Realty

  

  792 Memorial Dr, Winthrop, ME 04364
• 

  

  /34

  Est $229,504 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft

  323 Mount Pisgah Rd, Winthrop, ME 04364

  

  323 Mount Pisgah Rd, Winthrop, ME 04364

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