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Homes Under $500K in Windham, ME
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31 listings
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Homes Under $500K in Windham, ME

Homes Under $500K in Windham, ME

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24 of 31 Listings
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Homes Under $500K in Windham, ME

24 of 31 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas
  1. 14 Sabatus Lane — photoOpen house Sun, Oct 11 · 9:00 AM34Active

    $499,000

    3 bd · 2 ba · 1,582 sqft

    14 Sabatus Lane, Windham, ME

    Harborview Properties, Inc.

  2. 120 Main Street — photo30Active

    $335,000

    3 bd · 1 ba · 960 sqft

    120 Main Street, Windham, ME

    Keller Williams Realty

  3. 87 Pope Road — photo81Active

    $425,000

    2 bd · 1 ba · 1,036 sqft

    87 Pope Road, Windham, ME

    Gardner Real Estate Group

  4. 10 Reba Lane — photo49Active

    $450,000

    3 bd · 1 ba · 1,166 sqft

    10 Reba Lane, Windham, ME

    Keller Williams Realty

  5. 7 Meagans Way 1 — photo28Active

    $300,000

    3 bd · 1 ba · 1,088 sqft

    7 Meagans Way 1, Windham, ME

    Keller Williams Realty

  6. 29 Riverside Ridge — photoPrice ReducedOpen house Sat, Oct 10 · 10:00 AM55Active

    $489,000

    3 bd · 2 ba · 2,072 sqft

    29 Riverside Ridge, Windham, ME

    Signature Homes Real Estate Group

  7. 12 Shore Road — photoPrice Reduced58Active

    $385,000

    1 bd · 1 ba · 632 sqft

    12 Shore Road, Windham, ME

    Rockstar Real Estate

  8. 4 Captain Thomas Drive — photo39Active

    $500,000

    3 bd · 2 ba · 1,470 sqft

    4 Captain Thomas Drive, Windham, ME

    Real Broker

  9. 156 Albion Road — photoPrice Reduced28Active

    $399,900

    2 bd · 1 ba · 1,190 sqft

    156 Albion Road, Windham, ME

    Swan Real Estate

  10. 1 Dolley Farm Road 15 — photo26Active

    $474,000

    3 bd · 3 ba · 1,540 sqft

    1 Dolley Farm Road 15, Windham, ME

    The Flaherty Group

  11. 10 Stillwater Drive 3134 — photoOpen house Wed, Oct 7 · 4:00 PM8Active

    $335,000

    2 bd · 2 ba · 991 sqft

    10 Stillwater Drive 3134, Windham, ME

    Signature Homes Real Estate Group, LLC

  12. 12 Voyager Lane 12 — photoPrice Reduced34Active

    $439,800

    3 bd · 3 ba · 1,426 sqft

    12 Voyager Lane 12, Windham, ME

    Maine Values Real Estate

  13. 8 Pettingill Road — photoPrice Reduced45Active

    $299,000

    1 bd · 1 ba · 644 sqft

    8 Pettingill Road, Windham, ME

    Meservier & Associates

  14. 16 Birdsong Lane — photoPrice Reduced54Active

    $498,500

    3 bd · 3 ba · 1,664 sqft

    16 Birdsong Lane, Windham, ME

    RE/MAX Coastal

  15. 229 Tandberg Trail — photoPrice Reduced32Active

    $375,000

    3 bd · 1 ba · 1,168 sqft

    229 Tandberg Trail, Windham, ME

    Plowman Realty Group

  16. 6 Shepherd Lane 3 — photoPrice Reduced34Active

    $479,900

    3 bd · 2 ba · 1,632 sqft

    6 Shepherd Lane 3, Windham, ME

    RE/MAX By The Bay

  17. 6 Shepherd Lane 3 — photoPrice Reduced34Active

    $479,900

    3 bd · 2 ba · 1,632 sqft

    6 Shepherd Lane 3, Windham, ME

    RE/MAX By The Bay

  18. 10 Stillwater Drive 2129 — photoOpen house Wed, Oct 7 · 4:00 PM26Active

    $335,000

    2 bd · 2 ba · 991 sqft

    10 Stillwater Drive 2129, Windham, ME

    Signature Homes Real Estate Group, LLC

  19. 22 Montgomery Road — photo42Active

    $499,900

    2 bd · 2 ba · 1,255 sqft

    22 Montgomery Road, Windham, ME

    Dream Home Realty LLC

  20. 12 Getaway Road — photoPrice Reduced30Active

    $435,000

    1 bd · 1 ba · 544 sqft

    12 Getaway Road, Windham, ME

    Dream Home Realty LLC

  21. 23 Meagans Way 12 — photoPrice Reduced40Active

    $339,900

    2 bd · 2 ba · 1,088 sqft

    23 Meagans Way 12, Windham, ME

    PO-GO REALTY

  22. 29 Lake Avenue — photoPrice Reduced35Active

    $499,900

    3 bd · 1 ba · 1,731 sqft

    29 Lake Avenue, Windham, ME

    Redfin Corporation

  23. 12 Stillwater Drive 1137 — photoOpen house Wed, Oct 7 · 4:00 PM12Active

    $299,900

    1 bd · 1 ba · 766 sqft

    12 Stillwater Drive 1137, Windham, ME

    Signature Homes Real Estate Group, LLC

  24. 1 Marigold Lane — photoPrice Reduced29Active

    $489,000

    3 bd · 2 ba · 2,560 sqft

    1 Marigold Lane, Windham, ME

    RE/MAX By The Bay

12
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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.

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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

    TO

    Thomas O'Leary

    Realty.com

    Lic. #DB919839

    Call Thomas

    Windham, ME community profile

    Area
    50.5 sq. mi.

    Source: HJN community data

    Windham housing market

    September 2026 · This period is still settling

    Windham 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 23 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 11, 2026

    Median sale price
    $500,000$425,000–$625,000 typical range
    Price per sq. ft.
    $342
    Sales
    21
    Paid in cash
    28.6%

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

    Median list price
    $549,000
    Homes for sale
    65

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

    Year-over-year
    16.3%

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

    Median home size
    1,459 sq. ft.