10,741

Oakland, MD Homes

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  • 621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    /107

    $695,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    621 Paradise Heights, Oakland, MD 21550

    Opportunity to own one of Deep Creek Lake's most unique homes! 621 Paradise Heights is a geodesic dome house offering 4 bedrooms, 3 full bathrooms and over 4300 square feet of interior space. Become the ultimate host of guests with the many entertainment spaces in the house including main level living room, parlor with wet bar, expansive deck, stacked stone fireplace, fit pit in back yard and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 998-1539

    621 Paradise Heights, Oakland, MD 21550
  • 604 #4 E Oak St, Oakland, MD 21550
    604 #4 E Oak St, Oakland, MD 21550
    604 #4 E Oak St, Oakland, MD 21550
    /25

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 #4 E Oak St, Oakland, MD 21550

    Charming Two-Bedroom Furnish Apartment Ready for short term lease: RecentlyRenovated, Prime Location'Welcome to this beautifully renovated two-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Complete Renovation: Enjoy a fresh and

    Sharon Mokhtari Fairfax Realty of Tysons

    604 #4 E Oak St, Oakland, MD 21550
  • 17 Laurel Brook Dr, Oakland, MD 21550
    17 Laurel Brook Dr, Oakland, MD 21550
    17 Laurel Brook Dr, Oakland, MD 21550
    /21

    $275,000 Sold Apr 11, 2025

    17 Laurel Brook Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,840 Sq Ft
    • Built 1991

    Last Sold Summary

    • $149/SF
    • 171 Days On Market

    Current Estimated Value $293,421

    Last Listing Agent Michael Cumerlato Jason Mitchell Group

    17 Laurel Brook Dr, Oakland, MD 21550
    • 180 Winding Trail Ln Unit 5A, Oakland, MD 21550
      180 Winding Trail Ln Unit 5A, Oakland, MD 21550
      180 Winding Trail Ln Unit 5A, Oakland, MD 21550
      /69

      Est $540,682 Not Listed For Sale

      180 Winding Trail Ln Unit 5A, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 3,000 Sq Ft
      • Built 2006
      180 Winding Trail Ln Unit 5A, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $178/SF
      • 277 Days On Market

      Last Sold Price $535,000

      Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

  • 62 Duck Cove Rd, Oakland, MD 21550
    62 Duck Cove Rd, Oakland, MD 21550
    62 Duck Cove Rd, Oakland, MD 21550
    /74

    $1,899,000 Coming Soon

    • 4 Beds
    • 4 Baths
    • 4,150 Sq Ft

    62 Duck Cove Rd, Oakland, MD 21550

    One of Deep Creek Lake's most premium settings greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefront home with 231' of level lakefront with eastern exposure, offering amazing sunrises looking down a long stretch of the lake toward Turkeyneck! 1 oversize attached garage space offers plenty of space for your vehicles on the street side and 2 attached garage spaces provide room

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 875-6601

    62 Duck Cove Rd, Oakland, MD 21550
  • 604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    /20

    $1,990 per month

    • 3 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 E Oak St, Oakland, MD 21550

    Charming Three-Bedroom Apartment Recently Renovated, Prime Location'Welcome to this beautifully renovated three-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Complete Renovation: Enjoy a fresh and stylish space with all-new finishes,

    Sharon Mokhtari Fairfax Realty of Tysons

    604 E Oak St, Oakland, MD 21550
  • 1989 Lake Shore Dr, Oakland, MD 21550
    1989 Lake Shore Dr, Oakland, MD 21550
    1989 Lake Shore Dr, Oakland, MD 21550
    /76

    $1,400,000 Sold Dec 04, 2025

    1989 Lake Shore Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 3,008 Sq Ft
    • Built 1964

    Last Sold Summary

    • $465/SF
    • 18 Days On Market

    Current Estimated Value $1,446,216

    Last Listing Agent Justin Liller Railey Realty, Inc.

    1989 Lake Shore Dr, Oakland, MD 21550
    • 180 Roman Ridge Rd Unit 18, Oakland, MD 21550
      180 Roman Ridge Rd Unit 18, Oakland, MD 21550
      180 Roman Ridge Rd Unit 18, Oakland, MD 21550
      /55

      Est $512,088 Not Listed For Sale

      180 Roman Ridge Rd Unit 18, Oakland, MD 21550

      • 4 Beds
      • 4.5 Baths
      • 2,608 Sq Ft
      • Built 2005
      180 Roman Ridge Rd Unit 18, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $193/SF
      • 232 Days On Market

      Last Sold Price $503,000

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

  • 170 San Francisco St, Oakland, MD 21550
    170 San Francisco St, Oakland, MD 21550
    170 San Francisco St, Oakland, MD 21550
    /12

    $129,900

    • Land
    • 1.38 Acres
    • $94,130 per Acre

    170 San Francisco St, Oakland, MD 21550

    NEW in the Deep Creek Lake and WISP Resort area: three lots at .46 acres each (total is 1.38 acres)! Whether you envision a cozy cabin or a luxury lodge, this parcel offers the ideal blend of seclusion and accessibility. Property Highlights: Private well water source already in place, 200 AMP electric service connection, Approved perc test suitable for a 4-5 bedroom home, Privacy with

    Agent Photo

    Hunter Shank

    Coldwell Banker Realty

    (240) 202-2754

    170 San Francisco St, Oakland, MD 21550
  • 400 E Alder St Unit 3, Oakland, MD 21550
    400 E Alder St Unit 3, Oakland, MD 21550
    400 E Alder St Unit 3, Oakland, MD 21550
    /29

    $1,550 per month

    • 3 Beds
    • 1 Bath
    • 2,312 Sq Ft
    • Condo for Rent

    400 E Alder St Unit 3, Oakland, MD 21550

    Newly renovated second floor apartment with 3 bedrooms freshly painted, with new floors and a fully renovated bathroom. The apartment boasts high ceilings and charming original fixtures. Located in the heart of downtown its within walking distance of shops and restaurants!

    Sharon Mokhtari Fairfax Realty of Tysons

    400 E Alder St Unit 3, Oakland, MD 21550
  • 11 Sunset Dr, Oakland, MD 21550
    11 Sunset Dr, Oakland, MD 21550
    11 Sunset Dr, Oakland, MD 21550
    /42

    $270,000 Sold Nov 21, 2025

    11 Sunset Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • $193/SF
    • 29 Days On Market

    Current Estimated Value $274,046

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    11 Sunset Dr, Oakland, MD 21550
    • 20160 Garrett Hwy Unit F503, Oakland, MD 21550
      20160 Garrett Hwy Unit F503, Oakland, MD 21550
      20160 Garrett Hwy Unit F503, Oakland, MD 21550
      /68

      Est $526,993 Not Listed For Sale

      20160 Garrett Hwy Unit F503, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1972
      20160 Garrett Hwy Unit F503, Oakland, MD 21550

      Last Sold Summary

      • 2% Below List Price
      • $318/SF
      • 0 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

  • 565 Glendale Rd Unit 212 - A, Oakland, MD 21550
    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
    /20

    $199,000

    • 1 Bed
    • 1 Bath
    • 527 Sq Ft

    565 Glendale Rd Unit 212 - A, Oakland, MD 21550

    Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all area amenities. Unit 212A offers a one level floorpan with private bedroom on the second floor of building A which offers easy access to the lobby, elevator, gym, sauna, game room and patio area overlooking the lake. Condominium ownership at Silver Tree Suites offers ease of

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 896-3828

    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
  • 3472 Lake Shore Dr, Oakland, MD 21550
    3472 Lake Shore Dr, Oakland, MD 21550
    3472 Lake Shore Dr, Oakland, MD 21550
    /76

    $775,000 Sold Aug 25, 2025

    3472 Lake Shore Dr, Oakland, MD 21550

    • 5 Beds
    • 5.5 Baths
    • 2,904 Sq Ft
    • Built 2007

    Last Sold Summary

    • $267/SF
    • 112 Days On Market

    Current Estimated Value $794,400

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

    3472 Lake Shore Dr, Oakland, MD 21550
    • 9.3 +/- Acres Upperman Rd, Oakland, MD 21550
      9.3 +/- Acres Upperman Rd, Oakland, MD 21550
      9.3 +/- Acres Upperman Rd, Oakland, MD 21550
      /4

      Not Listed For Sale

      9.3 +/- Acres Upperman Rd, Oakland, MD 21550

      9.3 +/- Acres Upperman Rd, Oakland, MD 21550

      Last Sold Summary

      • 0 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    /16

    $40,000

    • Land
    • 0.6 Acre
    • $66,667 per Acre

    Lot 2 Cedar Ln, Oakland, MD 21550

    Cleared, perc approved and ready to build! Lot 2 Cedar Lane sits on a 0.6 acre level lot at the beginning of Cedar Lane which sits close to the community center, tennis courts, pavilion and only a short ride to Muddy Creek and the access to Youghiogheny River! Youghiogheny Mountain Resort offers over 50 miles of trails for riding ATV’s, side by sides, fishing at Muddy Creek and much more! The

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-8377

    Lot 2 Cedar Ln, Oakland, MD 21550
  • 723 E Oak St, Oakland, MD 21550
    723 E Oak St, Oakland, MD 21550
    723 E Oak St, Oakland, MD 21550
    /43

    $132,000 Sold Aug 13, 2025

    723 E Oak St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1966

    Last Sold Summary

    • $134/SF
    • 2 Days On Market

    Current Estimated Value $142,098

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    723 E Oak St, Oakland, MD 21550
    • 1746 Stockslager Rd, Oakland, MD 21550
      1746 Stockslager Rd, Oakland, MD 21550
      1746 Stockslager Rd, Oakland, MD 21550
      /131

      Est $2,377,511 Not Listed For Sale

      1746 Stockslager Rd, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 4,713 Sq Ft
      • Built 1983
      1746 Stockslager Rd, Oakland, MD 21550

      Last Sold Summary

      • 6% Above List Price
      • $477/SF
      • 131 Days On Market

      Last Sold Price $2,250,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • Lot 13 Dogwood Dr, Oakland, MD 21550
    Lot 13 Dogwood Dr, Oakland, MD 21550
    Lot 13 Dogwood Dr, Oakland, MD 21550
    /21

    $22,500

    • Land
    • 0.58 Acre
    • $38,793 per Acre

    Lot 13 Dogwood Dr, Oakland, MD 21550

    Discover the perfect blend of privacy and potential with these two adjoining lots located in the Youghiogheny Mountain Resort community. Lot 13 Dogwood Drive offers 0.58 wooded acres of mountain serenity. Lot 13 is approved for a sand mound septic system, making it an ideal site for your future mountain cabin or getaway retreat. The community offers gated access, over 50 miles of community roads

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 875-5545

    Lot 13 Dogwood Dr, Oakland, MD 21550
  • Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    /9

    $23,000 Sold Nov 03, 2025

    Lot 15 Little Mountain Rd, Oakland, MD 21550

    • Land
    • 2.71 Acres
    • $8,487 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 132 Days On Market

    Last Listing Agent ADAM MURRAY BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    Lot 15 Little Mountain Rd, Oakland, MD 21550
    • 112 B St, Oakland, MD 21550
      112 B St, Oakland, MD 21550
      112 B St, Oakland, MD 21550
      /42

      Est $180,400 Not Listed For Sale

      112 B St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1972
      112 B St, Oakland, MD 21550

      Last Sold Summary

      • 3% Above List Price
      • $182/SF
      • 23 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Thomas Long Railey Realty, Inc.

  • Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    /31

    $130,000

    • Land
    • 2.1 Acres
    • $61,905 per Acre

    Lot 20 Paradise Ridge Rd, Oakland, MD 21550

    Discover the perfect setting for your mountain retreat in the Paradise Ridge community at Deep Creek Lake. This beautiful 2.10 acre wooded lot is tucked away on a quiet cul-de-sac, offering privacy, natural surroundings, and a peaceful atmosphere. The property has already been approved for a conventional septic system, making it an ideal choice for building your dream home or vacation getaway.

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 526-7577

    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
  • 1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    /62

    $1,399,000 Sold Sep 05, 2025

    1589 Lake Shore Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft
    • Built 2020

    Last Sold Summary

    • $747/SF
    • 3 Days On Market

    Current Estimated Value $1,439,742

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

    1589 Lake Shore Dr, Oakland, MD 21550
    • 426 Pergin Farm Rd, Oakland, MD 21550
      426 Pergin Farm Rd, Oakland, MD 21550
      426 Pergin Farm Rd, Oakland, MD 21550
      /42

      Est $450,470 Not Listed For Sale

      426 Pergin Farm Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,596 Sq Ft
      • Built 1985
      426 Pergin Farm Rd, Oakland, MD 21550

      Last Sold Summary

      • 5% Above List Price
      • $269/SF
      • 15 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • 127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    /60

    $285,000

    • 4 Beds
    • 2 Baths
    • 1,913 Sq Ft

    127 S Oakhall Dr, Oakland, MD 21550

    Welcome to this well maintained 4-bed, 2-bath ranch home on a generous corner lot in Oakland, MD. Inviting curb appeal with stone exterior and mature landscaping sets the tone. Step inside to a bright and spacious main level featuring gleaming hardwood floors, a large eat-in kitchen with ample cabinetry, and an open living area perfect for gatherings. Enjoy three main-level bedrooms and a full

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 792-8710

    127 S Oakhall Dr, Oakland, MD 21550
  • 17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    /73

    $305,000 Sold Nov 06, 2025

    17 Driftwood Ln, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft
    • Built 1978

    Last Sold Summary

    • $146/SF
    • 113 Days On Market

    Current Estimated Value $312,437

    Last Listing Agent Larry Smith Railey Realty, Inc.

    17 Driftwood Ln, Oakland, MD 21550
    • 26 Arrowhead Ln, Oakland, MD 21550
      26 Arrowhead Ln, Oakland, MD 21550
      26 Arrowhead Ln, Oakland, MD 21550
      /42

      Est $688,842 Not Listed For Sale

      26 Arrowhead Ln, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1988
      26 Arrowhead Ln, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $338/SF
      • 389 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Kellyann Green Railey Realty, Inc.

  • 127 Jeffrey Ln Unit 18C, Oakland, MD 21550
    127 Jeffrey Ln Unit 18C, Oakland, MD 21550
    127 Jeffrey Ln Unit 18C, Oakland, MD 21550
    /37

    $275,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 875 Sq Ft

    127 Jeffrey Ln Unit 18C, Oakland, MD 21550

    Welcome to 127 Jeffrey Lane 18C! Centrally located at Deep Creek Lake, this unit offers convenience year round to restaurants, skiing, golf courses, Deep Creek Lake and even one of the areas most desired coffee shops just a few hundred feet away. Enjoy northeastern exposure for great sunrises overlooking the lake. The main level offers a kitchen, living room with wood burning fireplace, 2

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (301) 591-6157

    127 Jeffrey Ln Unit 18C, Oakland, MD 21550
  • 627 Hamill St, Oakland, MD 21550
    627 Hamill St, Oakland, MD 21550
    627 Hamill St, Oakland, MD 21550
    /47

    $180,000 Sold Nov 24, 2025

    627 Hamill St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft
    • Built 1886

    Last Sold Summary

    • $136/SF
    • 2 Days On Market

    Current Estimated Value $178,254

    Last Listing Agent Rich Orr Railey Realty, Inc.

    627 Hamill St, Oakland, MD 21550
    • 946 Glendale Rd, Oakland, MD 21550
      946 Glendale Rd, Oakland, MD 21550
      946 Glendale Rd, Oakland, MD 21550
      /100

      Est $1,790,401 Not Listed For Sale

      946 Glendale Rd, Oakland, MD 21550

      • 7 Beds
      • 6.5 Baths
      • 3,546 Sq Ft
      • Built 2001
      946 Glendale Rd, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $498/SF
      • 16 Days On Market

      Last Sold Price $1,765,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    /18

    $44,900

    • Land
    • 6.12 Acres
    • $7,337 per Acre

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

    Opportunity to own over 6 acres on Backbone Mountain adjoining the Highest Point in Maryland! This lot will offer some of the best views from Maryland's highest point with western exposure. Approved perc and electric to site, ready for you to build your dream home! Residential community. No camping, no hunting. Call today to schedule a time too see this remarkable property!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 652-2465

    Lot 6 Hoye Crest Rd, Oakland, MD 21550
  • Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    /14

    $17,000 Sold Dec 18, 2025

    Lot 5A Valley Rd, Oakland, MD 21550

    • Land
    • 2.45 Acres
    • $6,939 per Acre

    Last Sold Summary

    • 1,047 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lot 5A Valley Rd, Oakland, MD 21550
    • 230 Moose Crossing, Oakland, MD 21550
      230 Moose Crossing, Oakland, MD 21550
      230 Moose Crossing, Oakland, MD 21550
      /100

      Est $473,754 Not Listed For Sale

      230 Moose Crossing, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,441 Sq Ft
      • Built 1980
      230 Moose Crossing, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $186/SF
      • 115 Days On Market

      Last Sold Price $455,000

      Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

  • 157 Jeffrey Ln Unit 21B, Oakland, MD 21550
    157 Jeffrey Ln Unit 21B, Oakland, MD 21550
    157 Jeffrey Ln Unit 21B, Oakland, MD 21550
    /28

    $299,000

    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    157 Jeffrey Ln Unit 21B, Oakland, MD 21550

    Nestled in the charming Traders Landing community, this delightful end-of-row townhouse offers a perfect blend of comfort and convenience with one of the best unobstructed views of the lake in Traders Landing. This villa-style home features two cozy bedrooms and a full bathroom, ideal for relaxation and unwinding after a long day. The inviting living space is enhanced by a warm wood-burning

    Agent Photo

    James Matthews

    Taylor Made Deep Creek Real Estate

    (240) 883-5848

    157 Jeffrey Ln Unit 21B, Oakland, MD 21550
  • 107 E Mason St, Oakland, MD 21550
    107 E Mason St, Oakland, MD 21550
    107 E Mason St, Oakland, MD 21550
    /24

    $27,500 Sold May 14, 2025

    107 E Mason St, Oakland, MD 21550

    • 4 Beds
    • 1.5 Baths
    • 2,256 Sq Ft
    • Built 1914

    Last Sold Summary

    • $12/SF
    • 18 Days On Market

    Current Estimated Value $162,861

    Last Listing Agent Kathleen Miller Better Homes & Gardens Real Estate Old Line Group

    107 E Mason St, Oakland, MD 21550
    • 5267 George Washington Hwy, Oakland, MD 21550
      5267 George Washington Hwy, Oakland, MD 21550
      5267 George Washington Hwy, Oakland, MD 21550
      /52

      Est $251,373 Not Listed For Sale

      5267 George Washington Hwy, Oakland, MD 21550

      • 4 Beds
      • 1.5 Baths
      • 2,352 Sq Ft
      • Built 1974
      5267 George Washington Hwy, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $106/SF
      • 153 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Jennifer Jackson Charis Realty Group

  • 163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    /50

    $315,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    163 Crestview Dr, Oakland, MD 21550

    Welcome to 163 Crestview Drive — a beautifully maintained 3-bedroom, 2.5-bath home nestled in the Mitchell Manor neighborhood. This inviting Cape Cod offers timeless charm, modern updates, and a peaceful setting just minutes from downtown Oakland. Many recent improvements including HVAC, water treatment/filtration system, flooring and landscaping! Step inside to an open, light-filled floor plan

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 502-1143

    163 Crestview Dr, Oakland, MD 21550
  • 29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    /32

    $260,000 Sold Jul 21, 2025

    29 Sloan Tract Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1983

    Last Sold Summary

    • $271/SF
    • 98 Days On Market

    Current Estimated Value $279,454

    Last Listing Agent Thomas Long Railey Realty, Inc.

    29 Sloan Tract Rd, Oakland, MD 21550
    • 805 Hunters Ridge Dr, Oakland, MD 21550
      805 Hunters Ridge Dr, Oakland, MD 21550
      805 Hunters Ridge Dr, Oakland, MD 21550
      /63

      Est $699,475 Not Listed For Sale

      805 Hunters Ridge Dr, Oakland, MD 21550

      • 4 Beds
      • 4.5 Baths
      • 3,756 Sq Ft
      • Built 2010
      805 Hunters Ridge Dr, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $183/SF

      Last Sold Price $689,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • 565 Glendale Rd Unit 210-A, Oakland, MD 21550
    565 Glendale Rd Unit 210-A, Oakland, MD 21550
    565 Glendale Rd Unit 210-A, Oakland, MD 21550
    /33

    $160,000

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

    Studio unit at Silver Tree Suites, one of Deep Creek Lake's most premier condo/hotel communities! Silver Tree Suites offers over 350' of pristine lakefront with western exposure. Located directly adjacent to Dutch's at Silver Tree, this location offers convenience to one of the areas most desirable restaurants, and is only 5-10 minutes to all of the local amenities and attractions you come to

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 623-5408

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

Showing Results 1 - 40, Page 1 of 18

Maryland Garrett County Oakland

Real Estate & Homes

Home Trends in Oakland, MD

On average, homes in Oakland, MD sell after 96 days on the market compared to the national average of 55 days. The median sale price for homes in Oakland, MD over the last 12 months is $420,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$399,900
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$311,500
Median 1 Bedroom Sale Price
$217,450
Average Price Per Sq Ft
$260
Number of Homes for Sale
50
Last 12 months Home Sales
141
Months of Supply
4.30
Median List Price
$405,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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