Homes Under $500K in Winslow, ME

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24 of 28 Listings

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24 of 28 Listings

Price Reduced49

28 listings

Homes Under $500K in Winslow, ME

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24 of 28 Listings

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Homes Under $500K in Winslow, ME

24 of 28 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

Price Reduced49

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

Active

$250,000

2 bd · 2 ba · 1,328 sqft

56 Heywood Road, Winslow, ME

Allied Realty

15Active

$249,900

3 bd · 2 ba · 1,184 sqft

1 Robert Street, Winslow, ME

Coldwell Banker Plourde Real Estate

51Active

$280,000

3 bd · 1 ba · 2,185 sqft

559 Abbott Road, Winslow, ME

Coldwell Banker Plourde Real Estate

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas

49Active

$350,000

5 bd · 2 ba · 2,588 sqft

323 Augusta Road, Winslow, ME

Coldwell Banker Plourde Real Estate

58Active

$274,900

4 bd · 2 ba · 1,611 sqft

33 Halifax Street, Winslow, ME

Summit Real Estate

Price Reduced19Active

$299,000

2 bd · 1 ba · 739 sqft

6 Blue Heron Lane, Winslow, ME

Coldwell Banker Realty

Price ReducedOpen house Sat, Oct 3 · 2:00 PM22Active

$289,900

3 bd · 1 ba · 1,280 sqft

9 Poulin Street, Winslow, ME

Coldwell Banker Plourde Real Estate

43Active

$310,000

3 bd · 2 ba · 1,812 sqft

2 Bizier Street, Winslow, ME

Taylor Realty, Inc.

26Active

$180,000

2 bd · 2 ba · 900 sqft

40 Meadow View Lane 40, Winslow, ME

Integrity Homes Real Estate Group, PC

Price Reduced37Active

$250,000

3 bd · 1 ba · 1,468 sqft

979 Augusta Road, Winslow, ME

Coldwell Banker Plourde Real Estate

52Active

$435,000

3 bd · 3 ba · 3,042 sqft

11 Rousseau Street, Winslow, ME

Coldwell Banker Plourde Real Estate

Price Reduced51Active

$475,000

4 bd · 2 ba · 2,905 sqft

9 Chadwick Street, Winslow, ME

Realty of Maine

Price Reduced26Active

$89,900

2 bd · 2 ba · 826 sqft

499 Augusta Road 23, Winslow, ME

Century 21 Nason Realty

Price Reduced15Active

$175,000

2 bd · 2 ba · 900 sqft

7 Meadow View Lane 7, Winslow, ME

Coldwell Banker Plourde Real Estate

Price Reduced26Active

$364,900

2 bd · 2 ba · 1,064 sqft

87 N Reynolds Road, Winslow, ME

Adams Realty

Price Reduced33Active

$289,000

4 bd · 2 ba · 2,184 sqft

16 Paine Street, Winslow, ME

LAER

14Active

$344,900

3 bd · 2 ba · 1,344 sqft

506 S Reynolds Road, Winslow, ME

Summit Real Estate

Price Reduced48Active

$239,900

2 bd · 2 ba · 1,180 sqft

950 China Road, Winslow, ME

Century 21 Nason Realty

Price Reduced62Active

$399,000

3 bd · 3 ba · 3,715 sqft

26 S Reynolds Road, Winslow, ME

Integrity Homes Real Estate Group, PC

13Active

$187,000

2 bd · 1 ba · 900 sqft

28 Meadow View Lane 28, Winslow, ME

Coldwell Banker Plourde Real Estate

Price Reduced22Active

$179,900

2 bd · 2 ba · 1,052 sqft

75 Halifax Street F39, Winslow, ME

Integrity Homes Real Estate Group, PC

Price Reduced19Active

$360,000

4 bd · 1 ba · 2,080 sqft

1700 Albion Road, Winslow, ME

Coldwell Banker Plourde Real Estate

Price Reduced32Active

$234,900

4 bd · 1 ba · 1,277 sqft

45 Cushman Road, Winslow, ME

Century 21 Nason Realty

Price Reduced13Active

$175,000

2 bd · 1 ba · 1,122 sqft

5 Mar-Val Terrace C3, Winslow, ME

Coldwell Banker Plourde 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.

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.

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Listing data & MLS disclosures

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Listing data & MLS disclosures