10,714

Oakland, MD Homes

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  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /5

    $79,000

    • Land
    • 8.73 Acres
    • $9,049 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT A= 8.73 acre parcel, located off Bethlehem Rd, in Western Maryland! Separate lot B (7.02 acres) behind this lot, also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools,

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 603 Oak St, Oakland, MD 21550
    603 Oak St, Oakland, MD 21550
    603 Oak St, Oakland, MD 21550
    /42

    $175,000 Sold May 09, 2025

    603 Oak St, Oakland, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1965

    Last Sold Summary

    • $146/SF
    • 49 Days On Market

    Current Estimated Value $176,352

    Last Listing Agent Andrew Orr The KW Collective

    603 Oak St, Oakland, MD 21550
    • 407 Bear Dr E, Oakland, MD 21550
      407 Bear Dr E, Oakland, MD 21550
      407 Bear Dr E, Oakland, MD 21550
      /56

      Est $377,560 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,440 Sq Ft

      407 Bear Dr E, Oakland, MD 21550

      407 Bear Dr E, Oakland, MD 21550
  • 5202 Hutton Rd, Oakland, MD 21550
    5202 Hutton Rd, Oakland, MD 21550
    5202 Hutton Rd, Oakland, MD 21550
    /50

    $239,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,199 Sq Ft

    5202 Hutton Rd, Oakland, MD 21550

    First time homebuyer alert!! Charming ranch-style home offering 3 bedrooms, 1 full bath (jetted tub!), and loads of potential! This one-level home sits on over 12 beautiful acres with mature fruit trees, providing plenty of space for outdoor activities, gardening, or even future expansion. The attached garage adds convenience, and the layout makes for easy, comfortable living. Located just

    Nina Beitzel Railey Realty, Inc.

    5202 Hutton Rd, Oakland, MD 21550
  • 607 K St, Oakland, MD 21550
    607 K St, Oakland, MD 21550
    607 K St, Oakland, MD 21550
    /21

    $115,000 Sold Nov 03, 2025

    607 K St, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Built 1920

    Last Sold Summary

    • $86/SF
    • 213 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    607 K St, Oakland, MD 21550
    • 441 Paradise Heights, Oakland, MD 21550
      441 Paradise Heights, Oakland, MD 21550
      441 Paradise Heights, Oakland, MD 21550
      /64

      Est $1,492,094 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,548 Sq Ft

      441 Paradise Heights, Oakland, MD 21550

      441 Paradise Heights, Oakland, MD 21550
  • 355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    /22

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    355 Lonesome Pine Rd, Oakland, MD 21550

    Escape to your own private mountain retreat! This contemporary 2-bed, 2-bath home is perfectly situated on approximately 84 acres of pristine land, offering breathtaking views overlooking a picturesque 7-acre field. Expansive windows, high vaulted ceilings and an open layout maximize the stunning scenery, allowing natural light to flood the space. Whether you're seeking a peaceful getaway, an

    Brody Monahan Lake Homes Realty, LLC

    355 Lonesome Pine Rd, Oakland, MD 21550
  • 25 Acres Lot D Bailiff Ln, Oakland, MD 21550
    25 Acres Lot D Bailiff Ln, Oakland, MD 21550
    25 Acres Lot D Bailiff Ln, Oakland, MD 21550
    /7

    $115,000 Sold Dec 31, 2024

    25 Acres Lot D Bailiff Ln, Oakland, MD 21550

    • Land
    • 25 Acres
    • $4,600 per Acre

    Last Sold Summary

    • 20 Days On Market

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    25 Acres Lot D Bailiff Ln, Oakland, MD 21550
    • 32 Rockville Ct, Oakland, MD 21550
      32 Rockville Ct, Oakland, MD 21550
      32 Rockville Ct, Oakland, MD 21550
      /27

      Est $190,873 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      32 Rockville Ct, Oakland, MD 21550

      32 Rockville Ct, Oakland, MD 21550
  • 723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    /67

    $380,000

    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    723 Kings Ct, Oakland, MD 21550

    "Charming two-story home situated on a beautiful .292-acre level lot in a prime location (Kings Hills Estates) Enjoy the perfect blend of comfort and convenience with spacious living areas, a serene yard ideal for outdoor entertaining. Ideally located near a top-rate Hospital, popular shopping destinations, and just minutes to Broadford Lake. Whether you're enjoying a day on the water or running

    Debra Beitzel Long & Foster Real Estate, Inc.

    723 Kings Ct, Oakland, MD 21550
  • 10 Laurel Brook Dr, Oakland, MD 21550
    10 Laurel Brook Dr, Oakland, MD 21550
    10 Laurel Brook Dr, Oakland, MD 21550
    /39

    $210,000 Sold Aug 01, 2025

    10 Laurel Brook Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • Built 1989

    Last Sold Summary

    • 421 Days On Market

    Current Estimated Value $217,818

    Last Listing Agent Michael Cumerlato Jason Mitchell Group

    10 Laurel Brook Dr, Oakland, MD 21550
    • 314 Allegheny Dr, Oakland, MD 21550
      314 Allegheny Dr, Oakland, MD 21550
      314 Allegheny Dr, Oakland, MD 21550
      /48

      Est $337,904 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,750 Sq Ft

      314 Allegheny Dr, Oakland, MD 21550

      314 Allegheny Dr, Oakland, MD 21550
  • 3501 George Washington Hwy, Oakland, MD 21550
    3501 George Washington Hwy, Oakland, MD 21550
    3501 George Washington Hwy, Oakland, MD 21550
    /22

    $95,000

    • Land
    • 2.86 Acres
    • $33,217 per Acre

    3501 George Washington Hwy, Oakland, MD 21550

    Welcome to 3501 George Washington Highway, a premier property containing 2.86 acres of prime land perfect for personal, or commercial storage purposes. The property features a recently renovated garage with four spacious bays, providing versatility for automotive, storage, or workshop purposes. The large gravel storage lot and concrete pad are ideal for all outdoor storage needs. Two metal

    Zach Wesolowski Railey Realty, Inc.

    3501 George Washington Hwy, Oakland, MD 21550
  • 20160 Garrett Hwy Unit D310, Oakland, MD 21550
    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    /41

    $485,000 Sold Sep 22, 2025

    20160 Garrett Hwy Unit D310, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,379 Sq Ft
    • Built 1975

    Last Sold Summary

    • $352/SF
    • 41 Days On Market

    Last Listing Agent Stephanie Smith Select Premium Properties, Inc

    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    • 34 Hooppole Ct, Oakland, MD 21550
      34 Hooppole Ct, Oakland, MD 21550
      34 Hooppole Ct, Oakland, MD 21550
      /87

      Est $756,371 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft

      34 Hooppole Ct, Oakland, MD 21550

      34 Hooppole Ct, Oakland, MD 21550
  • 0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
    /42

    $175,000

    • Land
    • 21.46 Acres
    • $8,155 per Acre

    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550

    Tucked along scenic Sanders Lane just 4 miles from Oakland, MD, this picturesque 21.46-acre pastoral lot offers the perfect blend of open space, gentle rolling fields, and peaceful countryside charm. Surrounded by open spaces, in a sought-after neighborhood, this property is ideal for building your dream estate, hobby farm, or private retreat. Enjoy wide-open skies, room to roam, and the serenity

    Susan Bell Railey Realty, Inc.

    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
  • 0 N Hammond St, Oakland, MD 21550
    0 N Hammond St, Oakland, MD 21550
    0 N Hammond St, Oakland, MD 21550
    /3

    $20,000 Sold Dec 19, 2025

    0 N Hammond St, Oakland, MD 21550

    • Land
    • 0.54 Acre
    • $37,037 per Acre

    Last Sold Summary

    • 398 Days On Market

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 N Hammond St, Oakland, MD 21550
    • 2702 Mayhew Inn Rd, Oakland, MD 21550
      2702 Mayhew Inn Rd, Oakland, MD 21550
      2702 Mayhew Inn Rd, Oakland, MD 21550
      /87

      Est $471,906 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft

      2702 Mayhew Inn Rd, Oakland, MD 21550

      2702 Mayhew Inn Rd, Oakland, MD 21550
  • 1 Lowes Dr, Oakland, MD 21550
    1 Lowes Dr, Oakland, MD 21550
    1 Lowes Dr, Oakland, MD 21550
    /15

    $175,000

    • Land
    • 1.6 Acres
    • $109,375 per Acre

    1 Lowes Dr, Oakland, MD 21550

    Lot #1. is 1.6 Acre Cleared Commercial Site in Lowe's Subdivision. Public Utilities and Natural gas to the site. Paved street access and High Traffic Zone. Plat available.

    Rich Orr Railey Realty, Inc.

    1 Lowes Dr, Oakland, MD 21550
  • 0 Hubbard Rd, Oakland, MD 21550
    0 Hubbard Rd, Oakland, MD 21550
    0 Hubbard Rd, Oakland, MD 21550
    /37

    $290,000 Sold Jun 05, 2025

    0 Hubbard Rd, Oakland, MD 21550

    • Land
    • 110.17 Acres
    • $2,632 per Acre

    Last Sold Summary

    • 43 Days On Market

    Last Listing Agent Justin Liller Railey Realty, Inc.

    0 Hubbard Rd, Oakland, MD 21550
    • 214 I St, Oakland, MD 21550
      214 I St, Oakland, MD 21550
      214 I St, Oakland, MD 21550
      /77

      Est $180,367 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,852 Sq Ft

      214 I St, Oakland, MD 21550

      214 I St, Oakland, MD 21550
  • 127 Paradise Heights, Oakland, MD 21550
    127 Paradise Heights, Oakland, MD 21550
    127 Paradise Heights, Oakland, MD 21550
    /58

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    127 Paradise Heights, Oakland, MD 21550

    Beautifully renovated lake access log home located in the centrally located Paradise Cove community. This home offers three levels of living space, an open floorplan and three bedrooms. Recent upgrades in the past five years which include renovated kitchen, granite countertops, upgraded baths and floors, new wrap around deck, some new windows, new appliances, new roof, and new garage doors and

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    127 Paradise Heights, Oakland, MD 21550
  • 320 Coolidge Ave, Oakland, MD 21550
    320 Coolidge Ave, Oakland, MD 21550
    320 Coolidge Ave, Oakland, MD 21550
    /28

    $135,000 Sold Sep 22, 2025

    320 Coolidge Ave, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1900

    Last Sold Summary

    • $188/SF
    • 47 Days On Market

    Current Estimated Value $135,978

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    320 Coolidge Ave, Oakland, MD 21550
    • 39 Laurel Brook Dr, Oakland, MD 21550
      39 Laurel Brook Dr, Oakland, MD 21550
      39 Laurel Brook Dr, Oakland, MD 21550
      /32

      Est $354,692 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths

      39 Laurel Brook Dr, Oakland, MD 21550

      39 Laurel Brook Dr, Oakland, MD 21550
  • 519 Paradise Heights, Oakland, MD 21550
    519 Paradise Heights, Oakland, MD 21550
    519 Paradise Heights, Oakland, MD 21550
    /17

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft

    519 Paradise Heights, Oakland, MD 21550

    Secluded 4 bedroom 3 bath log home with lake access and single dock slip located in the heart of Deep Creek Lake Resort Area Full unfinished basement, front covered porch and rear deck. Call Office for particulares.

    Linda Deremer Appalachian Realty

    519 Paradise Heights, Oakland, MD 21550
  • 36 Lehman Ln, Oakland, MD 21550
    36 Lehman Ln, Oakland, MD 21550
    36 Lehman Ln, Oakland, MD 21550
    /16

    $25,000 Sold May 27, 2025

    36 Lehman Ln, Oakland, MD 21550

    • Land
    • 0 Acre

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Kellyann Green Railey Realty, Inc.

    36 Lehman Ln, Oakland, MD 21550
    • 608 I St, Oakland, MD 21550
      608 I St, Oakland, MD 21550
      608 I St, Oakland, MD 21550
      /64

      Est $179,503 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,674 Sq Ft

      608 I St, Oakland, MD 21550

      608 I St, Oakland, MD 21550
  • 968 Hutton Rd, Oakland, MD 21550
    968 Hutton Rd, Oakland, MD 21550
    968 Hutton Rd, Oakland, MD 21550
    /38

    $269,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    968 Hutton Rd, Oakland, MD 21550

    3/4BR, 2BA on 1.52 private acres in Crellin school district! Well-kept doublewide on permanent foundation with covered front porch and an addition w/ storage underneath (sun room, office, 4/BR), boasting nearly 1800sf. Features include a wood burning fireplace, multiple heat sources, some handicap features, open kitchen, newer appliances, beamed ceilings, beefed up roof for snow load, and vaulted

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    968 Hutton Rd, Oakland, MD 21550
  • 186 Thornberry Rd, Oakland, MD 21550
    186 Thornberry Rd, Oakland, MD 21550
    186 Thornberry Rd, Oakland, MD 21550
    /74

    $915,000 Sold Sep 15, 2025

    186 Thornberry Rd, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 2,347 Sq Ft
    • Built 1992

    Last Sold Summary

    • $390/SF
    • 48 Days On Market

    Current Estimated Value $931,789

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    186 Thornberry Rd, Oakland, MD 21550
    • 19 A St, Oakland, MD 21550
      19 A St, Oakland, MD 21550
      19 A St, Oakland, MD 21550
      /42

      Est $248,597 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,920 Sq Ft

      19 A St, Oakland, MD 21550

      19 A St, Oakland, MD 21550
  • 189 Red Run Rd Unit 1C2, Oakland, MD 21550
    189 Red Run Rd Unit 1C2, Oakland, MD 21550
    189 Red Run Rd Unit 1C2, Oakland, MD 21550
    /50

    $589,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    189 Red Run Rd Unit 1C2, Oakland, MD 21550

    2+BR, 2BA waterfront condo at Red Run offering lake views and assigned deep water boat slip! Recently awarded 'top 1% of all homes on Airbnb'! Immaculately maintained, the owners have remodeled the entire unit in the last year. Luxurious and well-appointed with upscale furnishings & contents - conveys essentially TURNKEY. Gorgeous master suite with lake views, spacious bedrooms, wood burning

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    189 Red Run Rd Unit 1C2, Oakland, MD 21550
  • 929 Dogwood Dr, Oakland, MD 21550
    929 Dogwood Dr, Oakland, MD 21550
    929 Dogwood Dr, Oakland, MD 21550
    /30

    $200,000 Sold Oct 09, 2025

    929 Dogwood Dr, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 1973

    Last Sold Summary

    • $174/SF
    • 15 Days On Market

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Vacations & Sales

    929 Dogwood Dr, Oakland, MD 21550
    • 14 Wanderer Ln, Oakland, MD 21550
      14 Wanderer Ln, Oakland, MD 21550
      14 Wanderer Ln, Oakland, MD 21550
      /74

      Est $755,355 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft

      14 Wanderer Ln, Oakland, MD 21550

      14 Wanderer Ln, Oakland, MD 21550
  • 2725 Stockslager Rd, Oakland, MD 21550
    2725 Stockslager Rd, Oakland, MD 21550
    2725 Stockslager Rd, Oakland, MD 21550
    /102

    $2,350,000

    • 5 Beds
    • 6.5 Baths
    • 5,376 Sq Ft

    2725 Stockslager Rd, Oakland, MD 21550

    Welcome to 2725 Stockslager Road, one of Deep Creek Lake's most coveted properties. This custom-built log home is set against a picturesque landscape in Western Maryland, offering breathtaking nature views and embodying mountain charm and adventure. This home showcases impeccable craftsmanship, seamlessly blending with its natural surroundings while providing unrivaled comfort. Nestled on 1.03

    Shelia McCracken Taylor Made Deep Creek Vacations & Sales

    2725 Stockslager Rd, Oakland, MD 21550
  • 612 Harvey Winters Dr, Oakland, MD 21550
    612 Harvey Winters Dr, Oakland, MD 21550
    612 Harvey Winters Dr, Oakland, MD 21550
    /70

    $465,000 Sold Aug 12, 2025

    612 Harvey Winters Dr, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,473 Sq Ft
    • Built 2010

    Last Sold Summary

    • $188/SF
    • 6 Days On Market

    Current Estimated Value $467,725

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    612 Harvey Winters Dr, Oakland, MD 21550
    • 103 Overlook Dr, Oakland, MD 21550
      103 Overlook Dr, Oakland, MD 21550
      103 Overlook Dr, Oakland, MD 21550
      /62

      Est $347,020 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,640 Sq Ft

      103 Overlook Dr, Oakland, MD 21550

      103 Overlook Dr, Oakland, MD 21550
  • 39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    /33

    $919,000

    • 3 Beds
    • 3.5 Baths
    • 3,897 Sq Ft

    39 Leo Friend Rd, Oakland, MD 21550

    **In the process of having new pictures taken. To see the pictures on the prior listing, go to MSL listing

    Andrew Orr The KW Collective

    39 Leo Friend Rd, Oakland, MD 21550
  • 200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    /31

    $745,000 Sold Sep 02, 2025

    200 Lake Shore Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,559 Sq Ft
    • Built 2025

    Last Sold Summary

    • $291/SF
    • 16 Days On Market

    Current Estimated Value $744,623

    Last Listing Agent Jonathan Minerick Homecoin.com

    200 Lake Shore Dr, Oakland, MD 21550
    • 375 Ridge View Ct, Oakland, MD 21550
      375 Ridge View Ct, Oakland, MD 21550
      375 Ridge View Ct, Oakland, MD 21550
      /73

      Est $946,443 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 4,160 Sq Ft

      375 Ridge View Ct, Oakland, MD 21550

      375 Ridge View Ct, Oakland, MD 21550
  • Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    /5

    $27,500

    • Land
    • 0 Acre

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550

    Building lot located in the premier subdivision - Gallatin Woods! This beautifully wooded community is located in the heart of the Deep Creek Lake. This is a condominium ownership type in regards to the land itself, but is buildable for a single family home! There are 8 pre-approved building plans designed and engineered by Mountaineer Log Homes that range anywhere from 1571 to 3908 square feet.

    Nina Beitzel Railey Realty, Inc.

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550

Showing Results 241 - 280, Page 7 of 18

Maryland Garrett County Oakland

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