18

Winthrop, ME Homes for Sale

Section Image Section Image
  • /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

    Agent Photo

    Tim Dunham

    Tim Dunham Realty

    (207) 803-6219

    172-B Annabessacook 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

    Agent Photo

    Tim Dunham

    Tim Dunham Realty

    (207) 367-3848

    172 Annabessacook Rd, 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.

    Agent Photo

    Pat Ladd

    Homestead Realty

    (207) 640-2322

    90 Bearce Rd, Winthrop, ME 04364
  • /60

    $500,000

    • 4 Beds
    • 2 Baths
    • 3,081 Sq Ft

    974 Sturtevant Hill Rd, Winthrop, ME 04364

    Imagine all the space you will have with this 10 room home. This home has been expanded over the years and provides one with so many options. There is even an insulated unfinished basement just waiting for your creative ideas. You have a spacious eat in kitchen, formal dining room, large living room and a den on the lower level. All bedrooms are on the main level. The primary bedroom with its own

    Merline Douglas Lakehome Group Real Estate

    974 Sturtevant Hill Rd, Winthrop, ME 04364
  • /19

    $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
  • /15

    $250,000

    • 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
  • /81

    $539,800

    • 3 Beds
    • 2.5 Baths
    • 3,728 Sq Ft

    336 Main St, Winthrop, ME 04364

    Exceptional one floor layout, gorgeous landscaping, and a private fenced-in backyard retreat with an in-ground 18x36 heated pool with a slide, water fountain, and pool cover. The pool is heated by 6 solar panels has a depth of 4' - 9'. Just off the patio is a hot tub room which completes the oasis. This versatile 3-bed, 2.5-bath ranch with 5 bay garage is in the heart of Winthrop. Located within

    Kimberly Hawkes OWN REAL ESTATE

    336 Main St, Winthrop, ME 04364
  • /16

    $125,000

    • Land
    • 5.72 Acres
    • $21,853 per Acre

    Lot 55 S Birchwood Ln, Winthrop, ME 04364

    Opportunity meets natural beauty on South Birchwood Lane in Winthrop, Maine. This 5.7-acre parcel offers a rare blend of space and serene surroundings just feet from the shores of Cobbossee Lake. A peaceful stream meanders through the property, adding a natural touch that enhances its charm. Located in the heart of the Kennebec Valley, Winthrop is known for its welcoming community, vibrant

    Sophia Rosen Sierra Boler Portside Real Estate Group

    Lot 55 S Birchwood Ln, Winthrop, ME 04364
  • /82

    $410,000

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    333 Stanley Rd, Winthrop, ME 04364

    Welcome to 333 Stanley Road in Winthrop. This 4 bedroom, 2 bath home is very cozy and has had many updates. The best update is the Bespoke smart kitchen appliances. Heat pumps throughout, heat and cool with great efficiency along with a back up propane Rinnai heater. The finished basement can be a bedroom or a play room and it has its own full bathroom with soaking tub. Out back, there is a large

    Dylan Armstrong Sprague & Curtis Real Estate

    333 Stanley Rd, Winthrop, ME 04364
  • /87

    $655,000

    • 4 Beds
    • 2 Baths
    • 2,086 Sq Ft

    183 Loon Cove Ln, Winthrop, ME 04364

    Welcome to this 4 bedroom, 2 bath home on pristine Upper Narrows Pond in Winthrop. 183 Loon Cove Lane is at the end of a well maintained private road. It has great privacy and even greater views of all Mother Nature has to offer. Inside is open concept living with beautiful cherry kitchen cabinets and quartz countertops. The home is freshly painted throughout, with natural wood trim. There are

    Dylan Armstrong Sprague & Curtis Real Estate

    183 Loon Cove Ln, Winthrop, ME 04364
  • /89

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,692 Sq Ft

    60 Route 41, Winthrop, ME 04364

    Charming antique farmhouse on 5 acres of land, with a garage, shed and a small section of the Oakes barn that remains. Enjoy this country kitchen with wainscotting-and true farmhouse features. This spacious home offers a first floor bedroom and laundry, separate dining room, and two more bedrooms upstairs. The upstairs has a separate kitchen for an in-law apartment with separate entrance- but the

    Ann Castonguay Sprague & Curtis Real Estate

    60 Route 41, Winthrop, ME 04364
  • /39

    $399,999

    • 6 Beds
    • 2 Baths
    • 2,872 Sq Ft

    192 Turkey Ln, Winthrop, ME 04364

    Located on a lovely 4-acre lot, this unique 6-bedroom, 2-bath farmhouse boasts over 2800 square feet of living space. The property features a charming porch, perfect for enjoying morning coffee while taking in the scenic views. Inside, you'll find a blend of rustic charm and modern amenities, making it an ideal family home or a serene retreat. Additionally, this home features 2 bedrooms and a

    Lindsay Book The Maine Real Estate Experience

    192 Turkey Ln, Winthrop, ME 04364
  • /60

    $450,000

    • 4 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
  • /7

    $35,000

    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    46 Squire Ct, Winthrop, ME 04364

    Abigail Elsaesser Keller Williams Realty

    46 Squire Ct, Winthrop, ME 04364
  • /22

    $60,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    42 Squire Ct, Winthrop, ME 04364

    Affordable Comfort in Squire Court Mobile Park - Winthrop, MaineWelcome home to this well-maintained 1989 mobile home located on a desirable corner lot in Squire Court Park. Offering 2 bedrooms and 1.5 baths, this home provides a comfortable and efficient layout perfect for easy living.Step inside to find a bright and open living space that flows seamlessly into the kitchen — ideal for

    Jacqueline Harris The Maine Real Estate Experience

    42 Squire Ct, Winthrop, ME 04364
  • /92

    $899,000

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

    882 Memorial Dr, Winthrop, ME 04364

    Maranacook Lake Living! Sunsets over the 165' of waterfront on this +/- 7 mile central Maine lake. The home sits at waters edge and comes with dock system, several decks and terraces all for year round lakefront enjoyment. Beautiful home with tiled entries. The open custom oak kitchen/dining area is filled with sunlight and warmed by a propane fireplace. The main level offers full bath with

    Daren Hachey Homestead Realty

    882 Memorial 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
  • /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

Why Live in Winthrop

With its access to outdoor recreation and a small-town atmosphere, Winthrop is the commercial heart of Maine’s Winthrop Lakes Region. “It’s in central Maine, where it’s not too far from the ocean and not too far from the mountains, and it also has a ...

Frequently Asked Questions

What is the average home price in Winthrop, ME?
Homes for sale in Winthrop, ME have an average home price of $477,981.
How many homes have sold over the last 12 months in Winthrop, ME?
73 homes have sold in Winthrop, ME over the last 12 months.
What are the most popular zip codes in Winthrop, ME?
The most popular zip codes in Winthrop, ME include 04364, 04265, 04355, 04259 and 04351.
How much do you need to make to afford a house in Winthrop?
The median home price in Winthrop is $449,900. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $2,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Winthrop. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winthrop, ME?
Winthrop, ME has highly rated public and private schools. Some of the best schools in Winthrop based on Niche Grades are Hall-Dale Elementary School, Winthrop Middle School and Winthrop Grade School. Browse all the schools in Winthrop, ME to learn more.

Home Trends in Winthrop, ME

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$415,000
Median 2 Bedroom Sale Price
$460,000
Average Price Per Sq Ft
$274
Number of Homes for Sale
12
Last 12 months Home Sales
73
Months of Supply
2.00
Median List Price
$449,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home