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Oakland, MD Homes for Sale — Page 4 | Realty.com
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Homes for Sale in Oakland, MD

Homes for Sale in Oakland, MD

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12 of 84 Listings
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Homes for Sale in Oakland, MD

12 of 84 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 660 Glendale Rd — photoPrice Reduced62Active

    $949,000

    5 bd · 3 ba · 2,592 sqft

    660 Glendale Rd, Oakland, MD

    Nick Fratz-Orr · Railey Realty, Inc.

  2. 231 Santa Fe Trl — photo38Active

    $629,000

    4 bd · 3 ba · 2,280 sqft

    231 Santa Fe Trl, Oakland, MD

    Jay L Ferguson · Taylor-Made Deep Creek Sales

  3. 467 Paradise Ridge Rd — photoPrice Reduced64Active

    $769,900

    4 bd · 4 ba · 3,780 sqft

    467 Paradise Ridge Rd, Oakland, MD

    Jonathan D Bell · Railey Realty, Inc.

  4. 52 Dam View Dr — photoPrice Reduced97Active

    $1,059,900

    4 bd · 6 ba · 3,032 sqft

    52 Dam View Dr, Oakland, MD

    Michael Fenton · Railey Realty, Inc.

  5. 62 Wild Turkey Ct — photoPrice Reduced30Active

    $199,000

    4 bd · 3 ba · 2,390 sqft

    62 Wild Turkey Ct, Oakland, MD

    Melvin E Smith Jr. · 1 Real Estate Source LLC

  6. 565 Glendale Rd #B206 — photoPrice Reduced32Active

    $299,900

    2 bd · 1 ba · 780 sqft

    565 Glendale Rd #B206, Oakland, MD

    Carlos A Espinoza · Jason Mitchell Group

  7. 181 Jeffrey Ln #23a — photoPrice Reduced25Active

    $249,900

    2 bd · 1 ba · 670 sqft

    181 Jeffrey Ln #23a, Oakland, MD

    Larry E Smith · Railey Realty, Inc.

  8. 63 Wallman Rd — photoPrice Reduced60Active

    $164,000

    3 bd · 1 ba · 816 sqft

    63 Wallman Rd, Oakland, MD

    Richard B Orr · Railey Realty, Inc.

  9. 531 Glendale Rd #B302 — photoPrice Reduced29Active

    $339,900

    2 bd · 1 ba · 887 sqft

    531 Glendale Rd #B302, Oakland, MD

    Larry E Smith · Railey Realty, Inc.

  10. 315 Coolidge Ave — photoPrice Reduced53Active

    $264,500

    3 bd · 2 ba · 1,600 sqft

    315 Coolidge Ave, Oakland, MD

    Elizabeth S Spiker Holcomb · Taylor-Made Deep Creek Sales

  11. 439 Paradise Hts — photoPrice Reduced45Active

    $1,329,000

    6 bd · 5 ba · 4,113 sqft

    439 Paradise Hts, Oakland, MD

    Michael N Kennedy · Railey Realty, Inc.

  12. 25 Silver Tree Ln — photoPrice Reduced54Active

    $739,000

    5 bd · 4 ba · 2,364 sqft

    25 Silver Tree Ln, Oakland, MD

    Elizabeth S Spiker Holcomb · Taylor-Made Deep Creek Sales

1…34

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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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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. 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. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-08 01:47:38 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #01-6355

    Call Thomas

    Oakland, MD community profile

    Population
    1,810
    Median income
    $67,177
    Housing units
    929
    People per sq. mi.
    8.8
    Area
    205.5 sq. mi.

    Source: HJN community data

    Oakland housing market

    September 2026

    Oakland 12-month median sale price trend

    Selling at 96.5% of asking price

    Buyers here are paying below asking. MLS · 21 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $318,500$115,000–$520,000 typical range
    Price per sq. ft.
    $192
    Sales
    29
    Paid in cash
    44.8%

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

    Median list price
    $454,500
    Homes for sale
    78
    Median days on market
    53 days

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

    Year-over-year
    64.3%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

    Median home size
    1,536 sq. ft.

    Nearby areas

    ZIP codes

    • 21550 (89)
    • 21541 (73)
    • 21561 (42)
    • 21562 (15)
    • 21536 (9)
    • 21539 (9)
    • 21531 (8)
    • 21520 (7)

    Cities

    • Mc Henry (73)
    • Swanton (42)
    • Westernport (14)
    • Grantsville (9)
    • Lonaconing (9)
    • Friendsville (8)
    • Accident (7)
    • Barton (6)