10,739

Oakland, MD Homes

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  • /3

    $13,000 Sold Apr 14, 2025

    0 Hutton Rd Unit MDGA2008936, Oakland, MD 21550

    • Land
    • 2 Acres
    • $6,500 per Acre

    Last Sold Summary

    • 35 Days On Market

    Last Listing Agent Julie Mead The KW Collective

    0 Hutton Rd Unit MDGA2008936, Oakland, MD 21550
    • /78

      Est $315,188 Not Listed For Sale

      3416 Wilson Corona Rd, Oakland, MD 21550

      • 4 Beds
      • 1.5 Baths
      • 1,936 Sq Ft
      • Built 1973
      3416 Wilson Corona Rd, Oakland, MD 21550

      Last Sold Summary

      • $163/SF
      • 4 Days On Market

      Last Sold Price $316,000

      Last Listing Agent Kevin Liller Railey Realty, Inc.

  • /9

    $49,900

    • Land
    • 1 Acre
    • $49,900 per Acre

    0 Longview Ln, Oakland, MD 21550

    1.00 Acre wooded lot loacted in George Brunson Subdivision. Close to Deep Creek Lake, Wisp Ski Resort and Oakland. Approved perc

    Linda Deremer Appalachian Realty

    0 Longview Ln, Oakland, MD 21550
  • /37

    $365,900 Sold Mar 23, 2026

    17979 Garrett Hwy, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $381/SF
    • 9 Days On Market

    Current Estimated Value $357,220

    Last Listing Agent Dale Carpenter Railey Realty, Inc.

    17979 Garrett Hwy, Oakland, MD 21550
    • /47

      Est $545,225 Not Listed For Sale

      38 Traders Ln, Oakland, MD 21550

      • 4 Beds
      • 4.5 Baths
      • 2,582 Sq Ft
      • Built 2003
      38 Traders Ln, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $207/SF
      • 22 Days On Market

      Last Sold Price $535,500

      Last Listing Agent Taylor Kiggins Coldwell Banker Home Town Realty

  • /46

    $285,500

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1737 King Wildesen Rd, Oakland, MD 21550

    Nestled on 10 secluded acres of serene woodland and open fields, this traditional cedar-sided home offers the perfect blend of rustic charm and modern comfort—all just 10 minutes from downtown Oakland. This well-maintained home features 3 spacious bedrooms and 2 full bathrooms, including a main floor master suite for added convenience. Inside, you’ll find brand-new luxury vinyl plank (LVP)

    Justin Liller Railey Realty, Inc.

    1737 King Wildesen Rd, Oakland, MD 21550
  • /86

    $1,100,000 Sold Aug 27, 2025

    216 Tarn Dr, Oakland, MD 21550

    • 6 Beds
    • 4.5 Baths
    • 4,769 Sq Ft
    • Built 2020

    Last Sold Summary

    • $231/SF
    • 122 Days On Market

    Current Estimated Value $1,208,583

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    216 Tarn Dr, Oakland, MD 21550
    • /82

      Est $2,425,606 Not Listed For Sale

      1983 Lake Shore Dr, Oakland, MD 21550

      • 5 Beds
      • 6.5 Baths
      • 4,074 Sq Ft
      • Built 2000
      1983 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 18% Above List Price
      • $503/SF
      • 236 Days On Market

      Last Sold Price $2,050,000

      Last Listing Agent Randy Ritchie Taylor Made Deep Creek Real Estate

  • /19

    $60,000

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    820 N 4th St, Oakland, MD 21550

    Step into potential with this 2 bed, 1 bath home being sold AS IS. Located in a convenient community with town water & sewer, this property offers a blank canvas for the savvy buyer or investor ready to bring a vision to life. The house has been gutted and is ready for the new owner to start the renovation, providing a clear interior and a fresh slate to customize the layout, finishes, and

    Duane Stein II The KW Collective

    820 N 4th St, Oakland, MD 21550
  • /38

    $265,000 Sold Dec 30, 2025

    968 Hutton Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2012

    Last Sold Summary

    • $148/SF
    • 25 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    968 Hutton Rd, Oakland, MD 21550
    • /76

      Est $1,003,052 Not Listed For Sale

      1865 Paradise Point Rd, Oakland, MD 21550

      • 6 Beds
      • 3.5 Baths
      • 2,158 Sq Ft
      • Built 2005
      1865 Paradise Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 24% Below List Price
      • $609/SF
      • 0 Days On Market

      Last Sold Price $1,315,000

      Last Listing Agent Randy Ritchie Taylor Made Deep Creek Real Estate

  • /16

    $299,000

    • Land
    • 0 Acre

    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550

    Rare offering! LAKE VIEW building site with TWO BOAT SLIPS! Located off popular Lake Shore Drive in the Edgewater community, this lot features a building envelope surrounded by community green space. Deep water, somewhat flat area by the lake, feels like small little park area. Dock access is directly across the street and a short walk away away - 100 yards +/-. Paved parking area for easy

    Jay Ferguson Taylor Made Deep Creek Real Estate

    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550
  • /21

    $295,000 Sold Dec 23, 2025

    157 Jeffrey Ln Unit 21C, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 752 Sq Ft
    • Built 1997

    Last Sold Summary

    • $392/SF
    • 21 Days On Market

    Current Estimated Value $296,981

    Last Listing Agent James Matthews Taylor Made Deep Creek Real Estate

    157 Jeffrey Ln Unit 21C, Oakland, MD 21550
    • /39

      Est $210,114 Not Listed For Sale

      227 W Liberty St, Oakland, MD 21550

      • 3 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1910
      227 W Liberty St, Oakland, MD 21550

      Last Sold Summary

      • $170/SF
      • 44 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

  • /30

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    98 Bear Run Rd, Oakland, MD 21550

    Make it your own! This 2-acre parcel comes with two additional parcels of 17.96 and 24.23 acres for a total of 42.19 acres. The 2-acre parcel is improved by a fully furnished (26’X42’), 3-bedroom, 2-bathroom Ranch style dwelling and a large parking area. The interior offers a spacious living room, and an eat-in kitchen with all appliances, furniture and window AC units. The land is un-zoned

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    98 Bear Run Rd, Oakland, MD 21550
  • /50

    $567,500 Sold Mar 13, 2026

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

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $473/SF
    • 227 Days On Market

    Current Estimated Value $515,730

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    189 Red Run Rd Unit 1C2, Oakland, MD 21550
    • /61

      Est $844,806 Not Listed For Sale

      889 Paradise Ridge Rd, Oakland, MD 21550

      • 4 Beds
      • 4 Baths
      • 3,004 Sq Ft
      • Built 2004
      889 Paradise Ridge Rd, Oakland, MD 21550

      Last Sold Summary

      • 9% Above List Price
      • $258/SF
      • 30 Days On Market

      Last Sold Price $775,000

      Last Listing Agent Mike Kennedy Railey Realty, Inc.

  • /8

    $280,000

    • Land
    • 36.72 Acres
    • $7,625 per Acre

    3257 George Washington Hwy, Oakland, MD 21550

    Discover approximately 36.72 acres of beautiful wooded land offering privacy, mountain views, and exceptional convenience. This expansive property provides easy access to both George Washington Highway and Garrett Highway, making travel simple while still feeling tucked away in nature. Located within a 30-minute drive of Deep Creek Lake and Wisp Resort, as well as sought-after West Virginia

    Justin Liller Railey Realty, Inc.

    3257 George Washington Hwy, Oakland, MD 21550
  • /67

    $1,542,000 Sold Nov 13, 2025

    1567 Pergin Farm Rd, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 2002

    Last Sold Summary

    • $482/SF
    • 15 Days On Market

    Current Estimated Value $1,552,445

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    1567 Pergin Farm Rd, Oakland, MD 21550
    • /84

      Est $319,875 Not Listed For Sale

      255 Foster Rd, Oakland, MD 21550

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft
      • Built 1962
      255 Foster Rd, Oakland, MD 21550

      Last Sold Summary

      • 7% Above List Price
      • $236/SF
      • 11 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Susan Bell Railey Realty, Inc.

  • /47

    $1,149,800

    • 5 Beds
    • 4.5 Baths
    • 2,593 Sq Ft

    285 Lake Shore Dr, Oakland, MD 21550

    Nestled on 1.52 private acres with 500 feet of frontage on Deep Creek Lake, this 5-bedroom, 4.5-bath home combines comfort with exceptional waterfront living. The open floor plan features soaring two-story ceilings with exposed beams, wood flooring, upgraded countertops, and a striking brick fireplace. Outdoor spaces include multiple decks, balconies, porches, and a hot tub—perfect for

    Terring Wang Keller Williams Capital Properties

    285 Lake Shore Dr, Oakland, MD 21550
  • /10

    $59,000 Sold Jun 26, 2025

    Lot 9 Pheasant Run, Oakland, MD 21550

    • Land
    • 6.22 Acres
    • $9,486 per Acre

    Last Sold Summary

    • 15 Days On Market

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    Lot 9 Pheasant Run, Oakland, MD 21550
    • /64

      Est $229,730 Not Listed For Sale

      324 W Liberty St, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft
      • Built 1900
      324 W Liberty St, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $127/SF
      • 5 Days On Market

      Last Sold Price $219,900

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /30

    $284,900

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    8 Laurel Brook Dr, Oakland, MD 21550

    Re-positioned price to sell. Beautiful Renovated 2-bedroom, 2-bath condo is Turnkey Ready Now for Part-time, Full-time Living or Rental, located in this quiet desirable Laurel Brook community, close to the lake, local activities, and everyday amenities. Warm, welcoming, and filled with natural light, the home features mountain views and a skylight in the living room that enhances the open airy

    Karen Hart Cummings & Co. Realtors

    8 Laurel Brook Dr, Oakland, MD 21550
  • /65

    $537,000 Sold Feb 27, 2026

    77 Meadow Ct, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,436 Sq Ft
    • Built 2006

    Last Sold Summary

    • $220/SF
    • 100 Days On Market

    Current Estimated Value $594,833

    Last Listing Agent Jon Bell Railey Realty, Inc.

    77 Meadow Ct, Oakland, MD 21550
    • /83

      Est $1,189,834 Not Listed For Sale

      2675 Stockslager Rd, Oakland, MD 21550

      • 4 Beds
      • 4.5 Baths
      • 3,024 Sq Ft
      • Built 2003
      2675 Stockslager Rd, Oakland, MD 21550

      Last Sold Summary

      • 5% Below List Price
      • $412/SF

      Last Sold Price $1,247,000

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • /5

    $124,900

    • Land
    • 1.02 Acres
    • $122,451 per Acre

    Lot 53 Mountainview Dr, Oakland, MD 21550

    Ready to build lot in Deep Creek Lake's Mountainside Subdivision. This wooded lot is relatively level can be connected to public water and has an approved percolation test for an onsite septic system. Build you dream home in this mountaintop community with homes values ranging up to $2,000,000.

    Richard Saunders Samson Properties

    Lot 53 Mountainview Dr, Oakland, MD 21550
  • /60

    $505,000 Sold Nov 14, 2025

    36 Ridgewood Dr, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,713 Sq Ft
    • Built 2000

    Last Sold Summary

    • $295/SF
    • 228 Days On Market

    Current Estimated Value $519,078

    Last Listing Agent Larry Smith Railey Realty, Inc.

    36 Ridgewood Dr, Oakland, MD 21550
    • /75

      Est $765,120 Not Listed For Sale

      630 Paradise Ridge Rd, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 2,044 Sq Ft
      • Built 1997
      630 Paradise Ridge Rd, Oakland, MD 21550

      Last Sold Summary

      • 13% Above List Price
      • $330/SF
      • 5 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /37

    $85,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    1358 Crellin Underwood Rd, Oakland, MD 21550

    Charming 2-bedroom, 1-bath home offering a fantastic opportunity for buyers looking to add their own personal touch. Recent updates include a metal roof, 2 propane wall unit heaters, and a hot water heater. Enjoy the back covered deck overlooking the woods and the youghiogheny river below. This property needs a bit of TLC but is full of potential and character. Located in a highly desirable

    Lucas Muenchow Railey Realty, Inc.

    1358 Crellin Underwood Rd, Oakland, MD 21550
  • /24

    $85,000 Sold Oct 03, 2025

    1101 Wheeling Ave, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • Built 1950

    Last Sold Summary

    • $49/SF
    • 25 Days On Market

    Current Estimated Value $156,308

    Last Listing Agent Tanavia Greer Long & Foster Real Estate, Inc.

    1101 Wheeling Ave, Oakland, MD 21550
    • /4

      Est $84,254 Not Listed For Sale

      111 W Liberty St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,528 Sq Ft
      • Built 1914
      111 W Liberty St, Oakland, MD 21550

      Last Sold Summary

      • 131% Above List Price
      • $24/SF
      • 10 Days On Market

      Last Sold Price $36,410

      Last Listing Agent Adam Shpritz Ashland Auction Group LLC

  • /29

    $169,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 484 Sq Ft

    565 Glendale Rd Unit 116, Oakland, MD 21550

    Don't miss this rare opportunity to own a beautifully updated 1-bedroom unit at Silver Tree Suites on Deep Creek Lake! This turn-key condo features recent upgrades and is being sold fully furnished, making it perfect as a vacation getaway or income-generating rental. The unit boasts a solid rental history, offering immediate investment potential. Enjoy access to a wide range of on-site amenities,

    Nina Beitzel Railey Realty, Inc.

    565 Glendale Rd Unit 116, Oakland, MD 21550
  • /24

    $110,000 Sold Sep 26, 2025

    110 W Pennington St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1946

    Last Sold Summary

    • $143/SF
    • 12 Days On Market

    Current Estimated Value $116,556

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    110 W Pennington St, Oakland, MD 21550
    • /25

      Est $1,072,982 Not Listed For Sale

      378 Lower Penn Point Dr, Oakland, MD 21550

      • 4 Beds
      • 1 Bath
      • 1,114 Sq Ft
      • Built 1950
      378 Lower Penn Point Dr, Oakland, MD 21550

      Last Sold Summary

      • 10% Above List Price
      • $879/SF
      • 2 Days On Market

      Last Sold Price $979,000

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /30

    $159,000

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft

    565 Glendale Rd Unit 124, Oakland, MD 21550

    Public: If you are looking for an affordable way to own at Deep Creek Lake, this is it! This Silver Tree Suites unit is is main floor and beautiful. .Offering a king size bed, and a propane fireplace. The hotel offers a sitting area, sauna and workout area for your enjoyment. The Dutch's restaurant & Harbor Bar are just steps away, offering wonderful dining options while never having to leave the

    ANGELA BOSLEY Taylor Made Deep Creek Real Estate

    565 Glendale Rd Unit 124, Oakland, MD 21550
  • /45

    $150,000 Sold Aug 14, 2025

    414 D St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1950

    Last Sold Summary

    • $160/SF
    • 4 Days On Market

    Current Estimated Value $153,947

    Last Listing Agent Michelle Clark Taylor Made Deep Creek Real Estate

    414 D St, Oakland, MD 21550
  • /24

    $619,900 Pending

    • 4 Beds
    • 4 Baths
    • 2,550 Sq Ft

    66 Paradise Ridge Rd, Oakland, MD 21550

    Welcome to 66 Paradise Ridge Rd, a charming single-familyhome in the picturesque town of Oakland, MD. LAKE ACCESS WITH DEEDED DOCK. Builtin 1984, this two-story residence offers a spacious layout with 4 bathrooms and 2,550square feet of finished living space. Situated on a generous 21,780-square-foot lot, theproperty provides plenty of room to roam and enjoy the natural

    Joseph Hawkins Hawkins Real Estate Company

    66 Paradise Ridge Rd, Oakland, MD 21550
  • /48

    $525,000 Sold Jul 11, 2025

    3554 Lake Shore Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1993

    Last Sold Summary

    • $405/SF
    • 232 Days On Market

    Current Estimated Value $542,898

    Last Listing Agent Robert Krop Keller Williams Realty Centre

    3554 Lake Shore Dr, Oakland, MD 21550

Showing Results 401 - 440, Page 11 of 18

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