18

Winthrop, ME Homes for Sale

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  • /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
  • /57

    $539,000 Open Sat 10AM - 11AM

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    50 Robin Hood Dr, Winthrop, ME 04364

    ***Open House: Saturday, November 1st, from 10:00 to 11:00 AM. Private showings are available prior to the open house, and the seller is open to reviewing offers in advance.*** Discover more than you'd expect in this beautiful 4-bedroom, 2.5-bath —3,100 Square Foot home-perfect for a growing family—nestled on a private 6.11 - acre lot. This is the home for you, especially if you're looking for a

    Michael Roddy Your Home Sold Guaranteed Realty

    50 Robin Hood 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
  • /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
  • /52

    $448,000

    • 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
  • /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
  • /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
  • /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
  • /15

    $300,000

    • 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

    Chris Vallee LAER

    2549 US Route 202, 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 home 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
  • /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
  • /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
  • /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
  • /60

    $475,000

    • 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
  • /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
  • /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
  • /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

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 $494,257.
How many homes have sold over the last 12 months in Winthrop, ME?
79 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, 04259, 04355, 04351 and 04265.
How much do you need to make to afford a house in Winthrop?
The median home price in Winthrop is $454,500. If you put a 20% down payment of $90,900 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $2,220 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.
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
$425,000
Median Single Family Sale Price
$426,250
Median 2 Bedroom Sale Price
$460,000
Average Price Per Sq Ft
$277
Number of Homes for Sale
13
Last 12 months Home Sales
79
Months of Supply
2.00
Median List Price
$454,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
32%
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