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4 Bedroom Homes in Oakland, MD
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3 bedsNew constructionWith a pool

4 Bedroom Homes in Oakland, MD

4 Bedroom Homes in Oakland, MD

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21 Listings
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4 Bedroom Homes in Oakland, MD

21 Listings

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Thomas O'Leary

Realty.com

Lic. #01-6355

Call Thomas
  1. 333 Sloan Tract Rd — photo61Active

    $444,700

    4 bd · 4 ba · 1,585 sqft

    333 Sloan Tract Rd, Oakland, MD

    Debra A Beitzel · Long & Foster Real Estate, Inc.

  2. 20698 Garrett Hwy — photo53Active

    $1,199,000

    4 bd · 3 ba · 1,844 sqft

    20698 Garrett Hwy, Oakland, MD

    Elizabeth S Spiker Holcomb · Taylor-Made Deep Creek Sales

  3. 180 Paradise Ridge Rd — photo55Active

    $689,000

    4 bd · 3 ba · 2,402 sqft

    180 Paradise Ridge Rd, Oakland, MD

    Brian P Homberg · Taylor-Made Deep Creek Sales

  4. 325 Markwood Dr — photo65Active

    $799,000

    4 bd · 4 ba · 3,376 sqft

    325 Markwood Dr, Oakland, MD

    Jay L Ferguson · Taylor-Made Deep Creek Sales

  5. 15 Byran Dr — photo60Active

    $799,900

    4 bd · 4 ba · 0 sqft

    15 Byran Dr, Oakland, MD

    Jonathan D Bell · Railey Realty, Inc.

  6. 995 Betts Ln — photo45Active

    $549,900

    4 bd · 3 ba · 2,548 sqft

    995 Betts Ln, Oakland, MD

    Jay L Ferguson · Taylor-Made Deep Creek Sales

  7. 941 Mountainview Dr — photoPrice Reduced71Active

    $719,999

    4 bd · 4 ba · 4,377 sqft

    941 Mountainview Dr, Oakland, MD

    Nicole Jackson · Railey Realty, Inc.

  8. 415 Nazelrod Rd — photo145Active

    $3,249,000

    4 bd · 5 ba · 6,036 sqft

    415 Nazelrod Rd, Oakland, MD

    Larry E Smith · Railey Realty, Inc.

  9. 511 Hilltop Rd — photoPrice Reduced51Active

    $399,900

    4 bd · 3 ba · 2,406 sqft

    511 Hilltop Rd, Oakland, MD

    Laura C Newhall · Taylor-Made Deep Creek Sales

  10. 122 Woodlands Hill Ln — photo59Active

    $1,200,000

    4 bd · 5 ba · 2,656 sqft

    122 Woodlands Hill Ln, Oakland, MD

    Brian P Homberg · Taylor-Made Deep Creek Sales

  11. 1499 Foster Rd — photoPrice Reduced64Active

    $375,000

    4 bd · 2 ba · 2,234 sqft

    1499 Foster Rd, Oakland, MD

    Kelsey Lynn Meyers · Railey Realty, Inc.

  12. 83 Bethlehem Rd — photo43Active

    $2,499,900

    4 bd · 2 ba · 2,190 sqft

    83 Bethlehem Rd, Oakland, MD

    Jonathan D Bell · Railey Realty, Inc.

  13. 113 Jubb Meadows Ln — photoPrice Reduced69Active

    $869,900

    4 bd · 4 ba · 3,185 sqft

    113 Jubb Meadows Ln, Oakland, MD

    Jonathan D Bell · Railey Realty, Inc.

  14. 449 S 3rd St — photo64Active

    $275,900

    4 bd · 2 ba · 1,928 sqft

    449 S 3rd St, Oakland, MD

    Justin D Liller · Railey Realty, Inc.

  15. 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

  16. 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.

  17. 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.

  18. 127 S Oakhall Dr — photoPrice Reduced57Active

    $249,000

    4 bd · 2 ba · 1,913 sqft

    127 S Oakhall Dr, Oakland, MD

    Nick Fratz-Orr · Railey Realty, Inc.

  19. 62 Wild Turkey Ct — photo30Active

    $249,000

    4 bd · 3 ba · 2,390 sqft

    62 Wild Turkey Ct, Oakland, MD

    Melvin E Smith Jr. · 1 Real Estate Source LLC

  20. 961 Cedar Ln — photoPrice Reduced56Active

    $299,000

    4 bd · 3 ba · 1,920 sqft

    961 Cedar Ln, Oakland, MD

    Laura C Newhall · Taylor-Made Deep Creek Sales

  21. 126 Leo Friend Rd — photoPrice Reduced50Active

    $499,900

    4 bd · 3 ba · 2,235 sqft

    126 Leo Friend Rd, Oakland, MD

    Jonathan D Bell · Railey Realty, Inc.

Explore Oakland homes

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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: 2026-09-04 16:38:27 UTC
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    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

    August 2026 · This period is still settling

    Oakland 12-month median sale price trend

    Selling at 95.6% of asking price

    Buyers here are paying below asking. MLS · 16 sales · as of Aug 28, 2026

    Homes that sold · County records, as of Aug 12, 2026

    Median sale price
    $295,500$210,000–$544,500 typical range
    Price per sq. ft.
    $273
    Sales
    15
    Paid in cash
    46.7%

    Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

    Median list price
    $464,900
    Homes for sale
    81
    Median days on market
    21 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    44.6%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,536 sq. ft.