Winthrop, ME Homes

• 

  

  /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
• 

  

  

  /23

  $317,500 Sold Aug 29, 2025

  • 1,092 Sq Ft
  • $291/SF
  • 54 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1983

  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
• 

  

  

  /29

  Est $355,804 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,800 Sq Ft

  46 Beechwood Rd, Winthrop, ME 04364

  

  46 Beechwood Rd, Winthrop, ME 04364
• 

  

  /2

  $499,000 Pending

  • 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
• 

  

  

  /32

  $515,000 Sold Aug 27, 2025

  • 1,912 Sq Ft
  • $269/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  128 Bearce Rd, Winthrop, ME 04364

  Welcome to 128 Bearce Road, a beautifully spacious and sun-drenched 4-bedroom, 2.5-bathroom oasis set on 1.5 serene and private acres. Constructed in 1987 and meticulously maintained, this enchanting property embodies the perfect harmony of tranquil country living while providing effortless access to local town conveniences. As you enter, you are greeted by over 1,900 square feet of warm and

  Heidi Holley Realty of Maine

  

  128 Bearce Rd, Winthrop, ME 04364
• 

  

  /30

  Est $533,494 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  918 Memorial Dr, Winthrop, ME 04364

  

  918 Memorial Dr, Winthrop, ME 04364
• 

  

  /102

  $989,000 Under Contract

  • 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
• 

  

  /28

  $274,500 Sold Aug 25, 2025

  • 2,114 Sq Ft
  • $130/SF
  • 102 Days On Market

  • 3 Baths
  • Built 1900

  294 Main St, Winthrop, ME 04364

  Classic Greek Revival currently used as a duplex in Winthrop. Large owners' unit with two or three bedrooms plus two baths. Full concrete basement with updated wiring and boiler. Barn would make a great workshop or current vehicle storage. Additional one bedroom unit for income or family member. Private backyard but in town conveniences. 60 days for closing, for tenants, unless tenants are able

  Wendy-Jo Mansir McAllister Real Estate

  

  294 Main St, Winthrop, ME 04364
• 

  

  /40

  Est $348,642 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  677 Memorial Dr, Winthrop, ME 04364

  

  677 Memorial Dr, Winthrop, ME 04364
• 

  

  /12

  $67,500 Sold Aug 19, 2025

  • Land
  • 0.57 Acre
  • $118,421 per Acre

  • 4 Days On Market

  M47L21&27A Memorial Dr, Winthrop, ME 04364

  25 Feet of owned waterfront on Maranacook Lake! Lot 21 is .04 acres and Lot 27A, .53 acres, is across the street is accessed over a right of way from Memorial Drive located on the right hand side when facing the wall. Affordable way to get waterfront access. Explore with the Town your specific ideas for this lot. Public water and sewer available. Parking on side of road.

  Pat Ladd Homestead Realty

  

  M47L21&27A Memorial Dr, Winthrop, ME 04364
• 

  

  /55

  Est $774,933 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  668 Memorial Dr, Winthrop, ME 04364

  

  668 Memorial Dr, Winthrop, ME 04364
• 

  

  /67

  $575,000 Sold Aug 19, 2025

  • 4,968 Sq Ft
  • $116/SF
  • 68 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2000

  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
• 

  

  /26

  Est $377,780 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  427 Memorial Dr, Winthrop, ME 04364

  

  427 Memorial Dr, Winthrop, ME 04364
• 

  

  /23

  $100,000 Sold Aug 11, 2025

  • 840 Sq Ft
  • $119/SF
  • 15 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2021

  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
• 

  

  /46

  Est $515,926 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  455 Memorial Dr, Winthrop, ME 04364

  

  455 Memorial Dr, Winthrop, ME 04364
• 

  

  /23

  $55,000 Sold Aug 11, 2025

  • 924 Sq Ft
  • $60/SF
  • 10 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  33 Squire Ct, Winthrop, ME 04364

  Welcome to affordable and comfortable living in beautiful Winthrop! Step inside to find a cozy yet open layout with plenty of natural light, ideal for relaxing or entertaining.Whether you're enjoying your morning coffee or hosting a small gathering, this home offers both comfort and functionality.Located in the charming town of Winthrop, you'll love the close-knit community, scenic lakes,

  Jacqueline Harris The Maine Real Estate Experience

  

  33 Squire Ct, Winthrop, ME 04364
• 

  

  /36

  Est $666,281 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,976 Sq Ft

  436 Memorial Dr, Winthrop, ME 04364

  

  436 Memorial Dr, Winthrop, ME 04364
• 

  

  /68

  $499,000 Sold Aug 08, 2025

  • 2,400 Sq Ft
  • $208/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  71 Winthrop Center Rd, Winthrop, ME 04364

  Beautiful custom, one owner home on a wonderful 4 acre lot in Winthrop. Very spacious 2,600 sq ft home on one floor. Offering 3 bedrooms, 2 1/2 baths, huge living room with book cases, family room with wood flooring, fireplace, and large kitchen with lots of cabinets. Fully applianced. Library/den with wall of book cases. Attached garage. Convenient attic with staircase for storage. Oil heat.

  Earle Kenney Sprague & Curtis Real Estate

  

  71 Winthrop Center Rd, Winthrop, ME 04364
• 

  

  /49

  Est $1,106,763 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,640 Sq Ft

  358 Memorial Dr, Winthrop, ME 04364

  

  358 Memorial Dr, Winthrop, ME 04364
• 

  

  /73

  $325,000 Sold Aug 08, 2025

  • 3,000 Sq Ft
  • $108/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1860

  49 Old Village Rd, Winthrop, ME 04364

  Step into the charm of this 19th Century Colonial home. Spend a delightful afternoon on the wrap around porch or a peaceful dinner on the deck. The home features spacious rooms throughout. The first floor includes family room with heat pump for cooling and heating, spacious tiled kitchen with large dining area, center island, pantry and more. First floor ensuite bedroom, formal dining room and

  Pat Ladd Homestead Realty

  

  49 Old Village Rd, Winthrop, ME 04364
• 

  

  /67

  Est $1,712,512 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,046 Sq Ft

  298 Memorial Dr, Winthrop, ME 04364

  

  298 Memorial Dr, Winthrop, ME 04364
• 

  

  /38

  $255,000 Sold Aug 08, 2025

  • 770 Sq Ft
  • $331/SF
  • 44 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1991

  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
• 

  

  /34

  Est $741,947 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 3,138 Sq Ft

  10 S Heritage Woods Ln, Winthrop, ME 04364

  

  10 S Heritage Woods Ln, Winthrop, ME 04364
• 

  

  /7

  $950,000 Sold Aug 08, 2025

  • 6,789 Sq Ft
  • $140/SF
  • 11 Days On Market

  • 19 Baths
  • Built 1958

  1385 U S 202, Winthrop, ME 04364

  Highlights:19 total units - 17 motel rooms + 2 full apartmentsStrong visibility and access along US Route 202 New Furnace 2025, Exterior renovation 2024

  Benjamin Spencer CORE

  

  1385 U S 202, Winthrop, ME 04364
• 

  

  /41

  Est $470,998 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  144 Heritage Woods Ln, Winthrop, ME 04364

  

  144 Heritage Woods Ln, Winthrop, ME 04364
• 

  

  /60

  $510,000 Sold Aug 01, 2025

  • 1,552 Sq Ft
  • $329/SF
  • 12 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  363 Winthrop Center Rd, Winthrop, ME 04364

  A Hillside Retreat with Impeccable Craftsmanship and Modern Comforts. Welcome to 363 Winthrop Center Road - a beautifully maintained 3-bedroom, 2-bath home set on a private, well-landscaped lot just minutes from downtown Winthrop and only 10 minutes to Augusta. This inviting hillside retreat offers the perfect blend of quality craftsmanship and peaceful living. Step inside to an open-concept

  Taylor Tarbox Better Homes & Gardens Real Estate/The Masiello Group

  

  363 Winthrop Center Rd, Winthrop, ME 04364
• 

  

  /56

  Est $852,596 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,532 Sq Ft

  52 Larson Ln, Winthrop, ME 04364

  

  52 Larson Ln, Winthrop, ME 04364
• 

  

  /68

  $651,000 Sold Jul 31, 2025

  • 1,906 Sq Ft
  • $342/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  114 Cottage Rd, Winthrop, ME 04364

  Charming year-round waterfront home nestled on the west shore of Maranacook Lake. Lake front living at its best, this Raised Ranch has much to enjoy. The main floor features an updated maple kitchen with granite countertops, updated appliances, an island and pantry. The kitchen is open to the dining room. The Dining space has beautiful views of the lake front and patio door cascading to the

  Karen Ramsay-Boucher Better Homes & Gardens Real Estate/The Masiello Group

  

  114 Cottage Rd, Winthrop, ME 04364
• 

  

  /43

  Est $393,915 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,686 Sq Ft

  164 South Rd, Winthrop, ME 04364

  

  164 South Rd, Winthrop, ME 04364
• 

  

  /38

  $105,000 Sold Jul 31, 2025

  • 114 Sq Ft
  • $921/SF
  • 16 Days On Market

  • 1 Bed
  • Built 2023

  73 Fellows Rd, Winthrop, ME 04364

  Escape to simple living with this custom built, fully insulated tiny house and studio, offering functionality, comfort, and efficiency. Nestled in the woods in walking distance to Mount Pisgah and Berry Pond, this property provides a peaceful retreat surrounded by nature, while still close to modern conveniences (7 minutes to downtown, 20 minutes to Augusta).The main 7x20 tiny house sits

  Meghan Glover Down To Earth Real Estate

  

  73 Fellows Rd, Winthrop, ME 04364
• 

  

  /27

  Est $315,046 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  77 Metcalf Rd, Winthrop, ME 04364

  

  77 Metcalf Rd, Winthrop, ME 04364
• 

  

  /71

  $450,000 Sold Jul 30, 2025

  • 2,602 Sq Ft
  • $173/SF
  • 27 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1968

  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

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

  

  209 Holmes Rd, Winthrop, ME 04364
• 

  

  /5

  Est $362,379 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,470 Sq Ft

  94 Metcalf Rd, Winthrop, ME 04364

  

  94 Metcalf Rd, Winthrop, ME 04364
• 

  

  /64

  $297,500 Sold Jul 25, 2025

  • 1,795 Sq Ft
  • $166/SF
  • 7 Days On Market

  • 2.5 Baths
  • Built 1890

  20 Green St, Winthrop, ME 04364

  Priced out of Southern Maine? Discover Winthrop, your gateway to the Augusta/Central Maine region.Welcome to 20 Green Street, a delightful two-unit residence with a generous yard, offering scenic views of the historic stream that once powered the mill.An ideal location—just a few steps into the charming historic downtown or the welcoming public beach at Maranacook Lake. Whether exploring

  David Marsden Marsden Real Estate

  

  20 Green St, Winthrop, ME 04364
• 

  

  /49

  Est $434,321 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,332 Sq Ft

  44 Metcalf Rd, Winthrop, ME 04364

  

  44 Metcalf Rd, Winthrop, ME 04364
• 

  

  /53

  $695,000 Sold Jul 23, 2025

  • 1,152 Sq Ft
  • $603/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1944

  103 Lower Diamond Farm Ln, Winthrop, ME 04364

  Tucked along the shores of Cobbosseecontee Lake, this rare waterfront property offers a front-row seat to one of Maine's most cherished lakes. Known for its clean, deep water, legendary bass fishing, and boater-friendly shoreline dotted with islands and coves, Cobbossee delivers everything lake life should be: adventure, serenity, and natural beauty, all in one.This isn't just a lake

  Tasha Massey On Point Realty

  

  103 Lower Diamond Farm Ln, Winthrop, ME 04364
• 

  

  /25

  Est $312,084 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,545 Sq Ft

  226 Route 133, Winthrop, ME 04364

  

  226 Route 133, Winthrop, ME 04364
• 

  

  /54

  $460,000 Sold Jul 22, 2025

  • 624 Sq Ft
  • $737/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1965

  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
• 

  

  /19

  Est $384,245 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,802 Sq Ft

  75 Dexter Pond Rd, Winthrop, ME 04364

  

  75 Dexter Pond Rd, Winthrop, ME 04364
• 

  

  /25

  $42,000 Sold Jul 16, 2025

  • 924 Sq Ft
  • $45/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  60 Squire Ct, Winthrop, ME 04364

  Recently renovated 1988 mobile home offering 3 bedrooms and 1.5 bathrooms in a peaceful Maine setting. This move-in-ready home features new flooring and fresh paint throughout, creating a bright and updated interior. The kitchen has been fully renovated with new clean, white cabinets. Both bathrooms have been refreshed with new toilets, and the full bath includes a new shower. Additional upgrades

  Karen Edgcombe Maine Real Estate Co

  

  60 Squire Ct, Winthrop, ME 04364

Showing Results 81 - 120, Page 3 of 18