10,739

Oakland, MD Homes

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  • /108

    $370,000 Sold Oct 10, 2025

    220 N 11th St, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 3,159 Sq Ft
    • Built 1972

    Last Sold Summary

    • $117/SF
    • 12 Days On Market

    Current Estimated Value $402,615

    Last Listing Agent Justin Liller Railey Realty, Inc.

    220 N 11th St, Oakland, MD 21550
    • /46

      Est $178,931 Not Listed For Sale

      259 N Bradley Ln, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 911 Sq Ft
      • Built 1956
      259 N Bradley Ln, Oakland, MD 21550

      Last Sold Summary

      • 34% Above List Price
      • $147/SF
      • 68 Days On Market

      Last Sold Price $133,800

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /19

    $65,000

    • 792 Sq Ft

    809 N St, Oakland, MD 21550

    This home needs TLC with the possibility to rebuild on existing foundation if you want to rehab. Buyer to confirm with the county and the town of Mt. Lake Park for rebuilding stipulations. Being sold "As Is". Caution: Entering this property is at your own discretion and responsibility.RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. PROSPECTIVE PURCHASERS AND THEIR

    Kathy Gibson Railey Realty, Inc.

    809 N St, Oakland, MD 21550
  • /45

    $435,000 Sold Jul 02, 2025

    256 Jeffrey Ln Unit 28, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,838 Sq Ft
    • Built 2004

    Last Sold Summary

    • $237/SF
    • 626 Days On Market

    Current Estimated Value $432,585

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

    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    • /51

      Est $329,885 Not Listed For Sale

      18361 Garrett Hwy, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,112 Sq Ft
      • Built 1977
      18361 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 23% Above List Price
      • $127/SF
      • 131 Days On Market

      Last Sold Price $268,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /11

    $19,500

    • Land
    • 0.12 Acre
    • $162,500 per Acre

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550

    Fantastic bargain for this homesite! Gallatin Woods is a unique log home community located on Lakeshore Drive in the innermost part of Deep Creek Lake. Each owner may build within the building cylinder indicated on the plat and have exclusive use of the parking area and the additional land that immediately surrounds the home site. All other land within the community is condominiumized to keep the

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
  • /37

    $199,000 Sold Feb 25, 2026

    1108 Hutton Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1989

    Last Sold Summary

    • $207/SF
    • 3 Days On Market

    Current Estimated Value $198,094

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    1108 Hutton Rd, Oakland, MD 21550
    • /58

      Est $459,688 Not Listed For Sale

      2734 Mayhew Inn Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1974
      2734 Mayhew Inn Rd, Oakland, MD 21550

      Last Sold Summary

      • 15% Above List Price
      • $260/SF
      • 2 Days On Market

      Last Sold Price $399,000

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

  • /50

    $679,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    4A Mystic Creek Trail, Oakland, MD 21550

    Discover refined mountain-lake living in this new construction townhome at Mystic Creek on Deep Creek Lake. Designed with today’s lifestyle in mind, the home features a modern open-concept main level ideal for entertaining, with clean lines, abundant natural light, and seamless flow between living, dining, and kitchen spaces. This spacious residence offers three primary suites, each with upscale

    Justin Liller Railey Realty, Inc.

    4A Mystic Creek Trail, Oakland, MD 21550
  • /40

    $311,500 Sold Aug 22, 2025

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • Built 1997

    Last Sold Summary

    • $389/SF
    • 167 Days On Market

    Current Estimated Value $310,363

    Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    • /38

      Est $251,642 Not Listed For Sale

      87 Mitchell Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,858 Sq Ft
      • Built 1971
      87 Mitchell Dr, Oakland, MD 21550

      Last Sold Summary

      • 12% Above List Price
      • $121/SF
      • 28 Days On Market

      Last Sold Price $225,000

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

  • /13

    $29,999

    • Land
    • 1.93 Acres
    • $15,544 per Acre

    0 Cub Dr, Oakland, MD 21550

    Make an offer, buy it now. +/- 1.93 Acre lot of land in Garrett County. Close to the West Virginia Border. Easy access to major traffic artery Cranesville Rd. Parcel is vacant.

    Adam Shpritz

    0 Cub Dr, Oakland, MD 21550
  • /79

    $925,000 Sold Oct 07, 2025

    1473 Pergin Farm Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,230 Sq Ft
    • Built 1945

    Last Sold Summary

    • $415/SF
    • 93 Days On Market

    Current Estimated Value $1,510,673

    Last Listing Agent Tony Migliaccio Long & Foster Real Estate, Inc.

    1473 Pergin Farm Rd, Oakland, MD 21550
    • /5

      Est $166,247 Not Listed For Sale

      133 Fox Den Rd, Oakland, MD 21550

      • Built 1945
      133 Fox Den Rd, Oakland, MD 21550

      Last Sold Summary

      • 85% Above List Price
      • $125/SF
      • 7 Days On Market

      Last Sold Price $90,000

      Last Listing Agent Michael Cumerlato Jason Mitchell Group

  • /32

    $199,999

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    413 D St, Oakland, MD 21550

    Reduced price for immediate sale! 4BR, 2BA renovated home in Mountain Lake Park feels like NEW! Stripped down to the studs for a professional makeover. Stylish kitchen with stainless steel appliances and butcher block countertop, vinyl planking floors, efficient mini-split ceiling unit, modern fixtures and lighting, custom tile shower and reimagined bathroom space. Finished basement. Fenced

    Jay Ferguson Taylor Made Deep Creek Real Estate

    413 D St, Oakland, MD 21550
  • /73

    $285,000 Sold Oct 06, 2025

    122 Earl Hauser Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2012

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $292,499

    Last Listing Agent Rich Orr Railey Realty, Inc.

    122 Earl Hauser Rd, Oakland, MD 21550
    • /53

      Est $1,282,114 Not Listed For Sale

      483 Skippers Point Rd, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,286 Sq Ft
      • Built 1983
      483 Skippers Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 9% Above List Price
      • $516/SF
      • 127 Days On Market

      Last Sold Price $1,180,500

      Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

  • /25

    $34,000

    • Land
    • 6.9 Acres
    • $4,928 per Acre

    9 Timber Falls Rd, Oakland, MD 21550

    Buildable wooded lot on Backbone Ridge—approved for a 4-bedroom traditional septic system. Perfectly positioned between Canaan Valley and Deep Creek Lake, this property offers prime access to four-season adventure: hunting, hiking, skiing, and ATV riding. Minutes from Blackwater Falls, Whitegrass XC Ski Center, and the vibrant mountain towns of Thomas and Davis

    Jesse Shimrock Railey Realty, Inc.

    9 Timber Falls Rd, Oakland, MD 21550
  • /27

    $712,500 Sold Dec 30, 2025

    939 Glendale Rd Unit 19, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1994

    Last Sold Summary

    • $498/SF
    • 91 Days On Market

    Last Listing Agent Rick Davis Richard A. Davis & Associates

    939 Glendale Rd Unit 19, Oakland, MD 21550
    • /35

      Est $130,159 Not Listed For Sale

      830 N 4th St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,656 Sq Ft
      • Built 1930
      830 N 4th St, Oakland, MD 21550

      Last Sold Summary

      • 40% Below List Price
      • $131/SF
      • 68 Days On Market

      Last Sold Price $216,154

      Last Listing Agent Andrew Orr The KW Collective

  • /10

    $99,900

    • Land
    • 1.7 Acres
    • $58,765 per Acre

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550

    Ready to bring your Deep Creek Lake dream home to life? This beautiful 1.7-acre lot in the sought after community of Paradise Ridge offers the perfect blend of peace, privacy, and lake access. Spend your summer days down by the water, where owners enjoy access to one of the area’s best lakefront spots, complete with a sandy beach, picnic pavilions, and kayak or swimming areas. When the day winds

    Eric Crawford Taylor Made Deep Creek Real Estate

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550
  • /26

    $1,275,000 Sold Jun 02, 2025

    464 Lake Forest Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,496 Sq Ft
    • Built 1997

    Last Sold Summary

    • $511/SF
    • 277 Days On Market

    Current Estimated Value $1,341,842

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

    464 Lake Forest Dr, Oakland, MD 21550
    • /70

      Est $244,971 Not Listed For Sale

      402 Leighton Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft
      • Built 1940
      402 Leighton Dr, Oakland, MD 21550

      Last Sold Summary

      • 14% Above List Price
      • $161/SF
      • 6 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Kevin Liller Railey Realty, Inc.

  • /3

    $135,000

    • Land
    • 1 Acre
    • $135,000 per Acre

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550

    Centrally located 1-acre lake access homesite with a dock slip! This property has endless possibilities to build, and depending on where you decide to position your new home, there could be potential for lake views. Offering public sewer and no HOA fees. The only decision left to be made is what style home you will build. Just minutes to the DCL State Park, several restaurants, convenience store,

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
  • /92

    $635,000 Sold Sep 26, 2025

    5 Arrowhead Ln, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1988

    Last Sold Summary

    • $385/SF
    • 116 Days On Market

    Current Estimated Value $646,022

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    5 Arrowhead Ln, Oakland, MD 21550
    • /31

      Est $403,058 Not Listed For Sale

      1793 Kempton Rd, Oakland, MD 21550

      • 5 Beds
      • 1 Bath
      • 2,280 Sq Ft
      • Built 1880
      1793 Kempton Rd, Oakland, MD 21550

      Last Sold Summary

      • 15% Above List Price
      • $154/SF
      • 23 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Linda Deremer Appalachian Realty

  • /57

    $219,000

    • 1 Bed
    • 1.5 Baths
    • 912 Sq Ft

    141 Montana Ln, Oakland, MD 21550

    Nestled on nearly 3 acres across two parcels, this chalet-style home offers a rare opportunity to create your retreat just minutes from the lake. Renovate the existing structure, or start fresh and build the lake-area retreat or cabin you’ve always imagined. The level, wooded setting provides privacy, peace, and plenty of room to expand, garden, or simply enjoy nature. With well and septic

    Larry Smith Railey Realty, Inc.

    141 Montana Ln, Oakland, MD 21550
  • /2

    $280,000 Sold Feb 23, 2026

    1359 Cedar Ln, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $194/SF
    • 8 Days On Market

    Current Estimated Value $275,476

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    1359 Cedar Ln, Oakland, MD 21550
    • /67

      Est $255,224 Not Listed For Sale

      218 Weber Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,605 Sq Ft
      • Built 1930
      218 Weber Rd, Oakland, MD 21550

      Last Sold Summary

      • 4% Below List Price
      • $165/SF
      • 56 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Kelsey Meyers Railey Realty, Inc.

  • /2

    $139,000

    • Land
    • 1 Acre
    • $139,000 per Acre

    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550

    Wooded lot with spectacular views of Paradise Point area of lake. Great privacy. Sewer tap available

    John Zorzit Eagle Commercial Realty

    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550
  • /6

    $180,000 Sold Apr 11, 2025

    223 Old Crellin Rd, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 980 Sq Ft
    • Built 1986

    Last Sold Summary

    • $184/SF
    • 67 Days On Market

    Last Listing Agent Garrett Shingler Better Homes & Gardens Real Estate Old Line Group

    223 Old Crellin Rd, Oakland, MD 21550
    • /71

      Est $840,251 Not Listed For Sale

      589 Mountainview Dr, Oakland, MD 21550

      • 4 Beds
      • 4 Baths
      • 2,665 Sq Ft
      • Built 1993
      589 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 23% Above List Price
      • $257/SF
      • 247 Days On Market

      Last Sold Price $685,000

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

  • /33

    $180,000

    • 5 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    511 Main St, Oakland, MD 21550

    The property offered for sale is located on the southwest corner of Maryland Highway, State Route 135 and Main Street, Deer Park. It is 2.5 acres, more or less, which is part of Parcel 0069 Map 0073, containing 32.20 acres, more or less. The remaining 30.00 acres on the northwest side of Route 135 is not included. The 2.5 acres is an estimate of area and is subject to a survey for verification.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    511 Main St, Oakland, MD 21550
  • /40

    $171,000 Sold May 30, 2025

    5459 Hutton Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1940

    Last Sold Summary

    • $86/SF
    • 113 Days On Market

    Current Estimated Value $177,668

    Last Listing Agent Debra Beitzel Long & Foster Real Estate, Inc.

    5459 Hutton Rd, Oakland, MD 21550
    • /38

      Est $532,000 Not Listed For Sale

      193 Red Run Rd Unit 1A2, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1978
      193 Red Run Rd Unit 1A2, Oakland, MD 21550

      Last Sold Summary

      • 3% Below List Price
      • $423/SF
      • 6 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /8

    $79,900 Under Contract

    • Land
    • 3.67 Acres
    • $21,771 per Acre

    Lot 2 Pergin Farm Rd, Oakland, MD 21550

    3.67± Acre Perc-Approved Wooded Lot – Prime Location Near Deep Creek Lake Discover the perfect setting for your dream home on this 3.67± acre perc-approved wooded lot located just off Pergin Farm Road. Offering privacy and natural surroundings, this beautiful property is ideal for a second home getaway or full-time residence. Conveniently situated just minutes from Deep Creek Lake, and only 10

    Rich Orr Railey Realty, Inc.

    Lot 2 Pergin Farm Rd, Oakland, MD 21550
  • /62

    $237,000 Sold Jun 13, 2025

    13903 Garrett Hwy, Oakland, MD 21550

    • 1 Bed
    • 3 Baths
    • 1,536 Sq Ft
    • Built 1977

    Last Sold Summary

    • $154/SF
    • 15 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    13903 Garrett Hwy, Oakland, MD 21550
    • /84

      Est $923,522 Not Listed For Sale

      181 Skippers Point Rd, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,209 Sq Ft
      • Built 1982
      181 Skippers Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 29% Below List Price
      • $405/SF
      • 118 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /6

    $4,000

    • Land
    • 0.46 Acre
    • $8,696 per Acre

    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550

    Here is an affordable chance to own a lot and have access to all of Youghiogheny Mountain Resort's beautiful and fun amenities!

    Jonathan Price Railey Realty, Inc.

    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550
  • /12

    $154,900 Sold Aug 25, 2025

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550

    • Land
    • 0.6 Acre
    • $258,167 per Acre

    Last Sold Summary

    • 17 Days On Market

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550

Showing Results 161 - 200, Page 5 of 18

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