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Homes Under $500K in Oakland, ME
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36 listings
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Homes Under $500K in Oakland, ME

Homes Under $500K in Oakland, ME

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24 of 36 Listings
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Homes Under $500K in Oakland, ME

24 of 36 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #DB919839

Call Thomas
  1. 49 Mayland Street — photo79Active

    $390,000

    3 bd · 2 ba · 1,799 sqft

    49 Mayland Street, Oakland, ME

    NextHome Experience

  2. listing photo29Active

    $174,900

    2 bd · 1 ba · 1,116 sqft

    Address withheld · Oakland, ME

    Summit Real Estate

  3. 510 Oak Street — photo20Active

    $189,500

    3 bd · 2 ba · 1,462 sqft

    510 Oak Street, Oakland, ME

    EXP Realty

  4. 87 Summer Street — photo42Active

    $199,900

    2 bd · 2 ba · 973 sqft

    87 Summer Street, Oakland, ME

    Real Broker

  5. 311 Oak Street — photo34Active

    $139,000

    3 bd · 1 ba · 840 sqft

    311 Oak Street, Oakland, ME

    Coldwell Banker Plourde Real Estate

  6. 96 Madeline Drive — photo33Active

    $329,000

    4 bd · 2 ba · 2,052 sqft

    96 Madeline Drive, Oakland, ME

    Lakehome Group Real Estate

  7. 56 Heritage Road — photo50Active

    $459,000

    3 bd · 2 ba · 1,714 sqft

    56 Heritage Road, Oakland, ME

    Century 21 Nason Realty

  8. 30 Oak Street 43 — photo92Active

    $99,000

    2 bd · 2 ba · 1,250 sqft

    30 Oak Street 43, Oakland, ME

    EXP Realty

  9. 41 Mary Lane — photo44Active

    $325,000

    3 bd · 2 ba · 1,344 sqft

    41 Mary Lane, Oakland, ME

    Portside Real Estate Group

  10. 39 S Greenridge Heights — photo28Active

    $259,900

    3 bd · 2 ba · 1,404 sqft

    39 S Greenridge Heights, Oakland, ME

    Coldwell Banker Plourde Real Estate

  11. 126 Cottle Road — photo32Active

    $224,900

    2 bd · 1 ba · 924 sqft

    126 Cottle Road, Oakland, ME

    Integrity Homes Real Estate Group, PC

  12. 368 Belgrade Road — photoPrice Reduced33Active

    $315,000

    3 bd · 2 ba · 2,160 sqft

    368 Belgrade Road, Oakland, ME

    The Maine Real Estate Experience

  13. 18 Fieldstone Drive — photoPrice ReducedOpen house Sat, Oct 17 · 11:00 AM47Active

    $439,500

    3 bd · 3 ba · 1,922 sqft

    18 Fieldstone Drive, Oakland, ME

    Lakehome Group Real Estate

  14. 30 Oak Street 39 — photoPrice Reduced28Active

    $45,000

    3 bd · 2 ba · 1,078 sqft

    30 Oak Street 39, Oakland, ME

    Breakwater Realty Group, LLC

  15. 2 Old Belgrade Avenue — photo34Active

    $289,900

    4 bd · 2 ba · 2,484 sqft

    2 Old Belgrade Avenue, Oakland, ME

    Coldwell Banker Plourde Real Estate

  16. 334 Town Farm Road — photo31Active

    $389,000

    3 bd · 2 ba · 1,724 sqft

    334 Town Farm Road, Oakland, ME

    Whittemore's Real Estate

  17. 85 Jacques Lane — photo4Active

    $445,000

    3 bd · 2 ba · 1,400 sqft

    85 Jacques Lane, Oakland, ME

    Coldwell Banker Plourde Real Estate

  18. 89 Jacques Lane — photo4Active

    $445,000

    3 bd · 2 ba · 1,400 sqft

    89 Jacques Lane, Oakland, ME

    Coldwell Banker Plourde Real Estate

  19. 520 Smithfield Road — photo36Active

    $225,000

    2 bd · 1 ba · 1,056 sqft

    520 Smithfield Road, Oakland, ME

    Sprague & Curtis Real Estate

  20. 132 Washington Street — photo37Active

    $239,000

    3 bd · 2 ba · 1,518 sqft

    132 Washington Street, Oakland, ME

    Keller Williams Realty

  21. 28 Jacques Lane 8 — photo17Active

    $289,000

    2 bd · 2 ba · 1,024 sqft

    28 Jacques Lane 8, Oakland, ME

    Hoang Realty

  22. 28 Jacques Lane 1 — photo17Active

    $289,000

    2 bd · 2 ba · 1,024 sqft

    28 Jacques Lane 1, Oakland, ME

    Hoang Realty

  23. 28 Jacques Lane 2 — photo17Active

    $289,000

    2 bd · 2 ba · 1,024 sqft

    28 Jacques Lane 2, Oakland, ME

    Hoang Realty

  24. 28 Jacques Lane 4 — photo17Active

    $289,000

    2 bd · 2 ba · 1,024 sqft

    28 Jacques Lane 4, Oakland, ME

    Hoang Realty

12

About Homes Under $500K in Oakland, ME

Homes Under $500K in Oakland, ME: 36 active listings as of October 11, 2026, 23:06 UTC.

Property types among these 36 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property typeListingsShare
Single Family Residence1438.9%
Condominium1027.8%
Manufactured Home719.4%
Mobile Home513.9%
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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

    Oakland, ME community profile

    Area
    61.9 sq. mi.

    Source: HJN community data

    Oakland housing market

    September 2026 · This period is still settling

    Selling at 99.7% of asking price

    Sales here are closing essentially at asking. MLS · 12 sales · as of Sep 28, 2026

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

    Median list price
    $475,000
    Homes for sale
    57

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

    Year-over-year
    -8.4%

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

    Median home size
    1,385 sq. ft.