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Start here

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Home buying tips
Before you start looking
The buying timeline

Afford it

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Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Commercial

21 listings

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Get an instant cash offer
Buy before you sell

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21 listings

Homes for Sale in Winthrop, ME

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21 Listings

Map

21 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

Active

$315,000

3 bd · 2 ba · 1,763 sqft

12 High Street, Winthrop, ME

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

43Active

$459,000

2 bd · 2 ba · 1,350 sqft

37 Turtle Run Road Unit 16, Winthrop, ME

Richard Bisson Jr · Keller Williams Realty

93Active

$639,000

5 bd · 2 ba · 2,759 sqft

337 Route 133, Winthrop, ME

Katie McAllister · McAllister Real Estate

43Active

$334,900

3 bd · 2 ba · 1,054 sqft

345 Route 133, Winthrop, ME

Britney Rideout · Summit Real Estate

9Active

$70,000

3 bd · 2 ba · 924 sqft

62 Squire Court, Winthrop, ME

Abigail Elsaesser · Keller Williams Realty

50Active

$306,000

3 bd · 2 ba · 1,667 sqft

57 Annabessacook Road, Winthrop, ME

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

Price Reduced38Active

$450,000

4 bd · 2 ba · 2,379 sqft

77 Greenwood Avenue, Winthrop, ME

Daniel Demers · Sell Your Home Services

53Active

$259,900

2 bd · 1 ba · 1,260 sqft

567 Mount Pisgah Road, Winthrop, ME

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

33Active

$950,000

4 bd · 3 ba · 3,418 sqft

167 Narrows Pond Road, Winthrop, ME

Charlene Hamiwka · Harcourts Waterfront & Fine Properties

79Active

$675,000

3 bd · 2 ba · 1,974 sqft

113 Loon Cove Lane, Winthrop, ME

Dylan Armstrong · Sprague & Curtis Real Estate

Price Reduced61Active

$488,000

4 bd · 2 ba · 2,952 sqft

196 Case Road, Winthrop, ME

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

20Active

$699,000

2 bd · 0 ba · — sqft

31 McVicker Lane, Winthrop, ME

Abigail Reny · Integrity Homes Real Estate Group, PC

Price Reduced39Active

$299,900

3 bd · 3 ba · 2,444 sqft

549 Old Lewiston Road, Winthrop, ME

Donna Pinkham · Better Homes & Gardens Real Estate/The Masiello Group

Price Reduced37Active

$217,500

2 bd · 1 ba · 784 sqft

670 Old Lewiston Road, Winthrop, ME

Jennifer Sumrall · The Maine Real Estate Experience

Price Reduced56Active

$529,000

3 bd · 3 ba · 2,835 sqft

77 Wedgewood Drive, Winthrop, ME

Earle Kenney · Sprague & Curtis Real Estate

74Active

$1,200,000

3 bd · 2 ba · 1,597 sqft

7 & 11 Keyes Landing Lane, Winthrop, ME

Harrison Wolfington · Your Home Sold Guaranteed Realty

Price Reduced135Active

$675,000

5 bd · 2 ba · 2,647 sqft

229 Route 133, Winthrop, ME

Patricia Ladd · Homestead Realty

Price Reduced39Active

$145,000

3 bd · 2 ba · 1,120 sqft

87 Pineland Drive, Winthrop, ME

Daren Hachey · Homestead Realty

Price Reduced42Active

$385,000

3 bd · 2 ba · 1,850 sqft

41 Birch Street, Winthrop, ME

Cameron Rizzo · Rizzo Mattson

Price Reduced64Active

$445,000

3 bd · 3 ba · 2,204 sqft

256 Narrows Pond Road, Winthrop, ME

Lori Dube · Sprague & Curtis Real Estate

Price Reduced57Active

$455,000

4 bd · 2 ba · 3,081 sqft

974 Sturtevant Hill Road, Winthrop, ME

Merline Douglas · Lakehome Group Real Estate

Listing data & MLS disclosures

Maine Listings: Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. Copyright © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

Winthrop housing market

September 2026

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 12 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 30, 2026

Median sale price: $282,500$153,125–$421,249 typical range
Price per sq. ft.: $257
Sales: 14
Paid in cash: 35.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $465,000

Winthrop, ME community profile

Area: 38 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

Listing data & MLS disclosures

Maine Listings: Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal, noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. Copyright © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

Winthrop, ME community profile

Area: 38 sq. mi.

Source: HJN community data

Winthrop housing market

September 2026

Selling at 99.0% of asking price

Buyers here are paying below asking. MLS · 12 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 30, 2026

Median sale price: $282,500$153,125–$421,249 typical range
Price per sq. ft.: $257
Sales: 14
Paid in cash: 35.7%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $465,000

Homes for sale

Median days on market

9 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 5.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

Median home size: 1,404 sq. ft.

Winthrop, ME Homes for Sale | Realty.com