10,549

Oakland, MD Homes

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  • /28

    $185,000

    Sold Jul 10, 2026

    512 Roanoke Ave, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1976

    Last Sold Summary

    • $193/SF
    • 13 Days On Market

    Current Estimated Value $180,196

    Last Listing Agent Brady Harden Coldwell Banker Premier

    512 Roanoke Ave, Oakland, MD 21550
    • /3

      Not Listed For Sale

      0 Hutton Rd Unit MDGA2008936, Oakland, MD 21550

      0 Hutton Rd Unit MDGA2008936, Oakland, MD 21550

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Julie Mead The KW Collective

  • /9

    $33,000

    $2K PRICE DROP
    • Land
    • 20,037 Sq Ft
    • $71,739 per Acre

    Lot 233 Cumberland Rd, Oakland, MD 21550

    This is the best priced lot at Deep Creek Lake! Seize the opportunity to own a beautiful parcel of land just minutes from Deep Creek Lake—one of the region’s most sought-after destinations for recreation and relaxation. This nearly half-acre property offers the rare combination of no HOA and no restrictions, giving you the freedom to bring your vision to life without limitations. Whether you're

    Sheila Howell Lake Homes Realty, LLC

    Lot 233 Cumberland Rd, Oakland, MD 21550
  • /50

    $305,000

    Sold Jul 17, 2026

    29 Woodmont Ln, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1995

    Last Sold Summary

    • 6% Below List Price
    • $151/SF
    • 12 Days On Market

    Current Estimated Value $315,516

    Last Listing Agent Brent Housley Railey Realty, Inc.

    29 Woodmont Ln, Oakland, MD 21550
    • /13

      Est $132,260

      Not Listed For Sale

      31 Mount Airy Ct, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 2012
      31 Mount Airy Ct, Oakland, MD 21550

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Katie Cantrell Taylor-Made Deep Creek Real Estate, LLC

  • /146

    $3,249,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 6,036 Sq Ft

    415 Nazelrod Rd, Oakland, MD 21550

    One of Garrett County's most unique and breathtaking mountain estates, this completely custom masterpiece was designed and built with exceptional craftsmanship and attention to detail. The 6000 +/- sq ft custom newly built home is located in the beautiful mountains of Garrett County, Maryland and offers the new owner one-of-a-kind unobstructed panoramic views, serenity, privacy and endless

    Larry Smith Railey Realty, Inc.

    415 Nazelrod Rd, Oakland, MD 21550
  • /26

    $390,000

    Sold Jul 31, 2026

    LOT 25 Holy Cross Dr, Oakland, MD 21550

    • Land
    • 1.34 Acres
    • $291,045 per Acre

    Last Sold Summary

    • 337 Days On Market

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    LOT 25 Holy Cross Dr, 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 Listing Agent Russell Bounds Railey Realty, Inc.

  • /42

    $259,500

    $15K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    13 Laurel Brook Dr, Oakland, MD 21550

    Affordable well maintained 2 Bedroom 2 Bath townhouse style condominium less than 1 mile from Deep Creek Lake. Offering low maintenance and a pleasant setting, the property works well for full and part time ownership. The unit offers recent upgrades and Includes 2 parking spaces along with public water, sewer and weekly trash pickup. Shown by appointment only.

    Bill Weissgerber Railey Realty, Inc.

    13 Laurel Brook Dr, Oakland, MD 21550
  • /12

    $154,900

    Sold Aug 25, 2025

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

    • Land
    • 26,136 Sq Ft
    • $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
    • /52

      Not Listed For Sale

      3094 Cranesville Rd, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 1,490 Sq Ft
      • Built 1938
      3094 Cranesville Rd, Oakland, MD 21550

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • /38

    $325,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft

    610 Harvey Winters Dr, Oakland, MD 21550

    3BR, 2BA home near Broadford Lake & Southern Middle school. Setup perfectly for one-level living with room to expand in the full, unfinished basement. Comfy living room, eat-in kitchen, separate laundry room and recent bathroom remodel. Central location to hospital, shopping and town businesses. Spacious, level back yard offers plenty of sunshine. 2 car attached garage with only a few small steps

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    610 Harvey Winters Dr, Oakland, MD 21550
  • /58

    $1,425,000

    Sold Oct 28, 2025

    20676 Garrett Hwy, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,280 Sq Ft
    • Built 2015

    Last Sold Summary

    • $625/SF
    • 17 Days On Market

    Current Estimated Value $1,503,507

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    20676 Garrett Hwy, Oakland, MD 21550
    • /40

      Not Listed For Sale

      510 Palmer Ln, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,922 Sq Ft
      • Built 2024
      510 Palmer Ln, Oakland, MD 21550

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

  • /13

    $63,000

    • 792 Sq Ft

    809 N St, Oakland, MD 21550

    Bring your vision and TLC to explore the possibilities here for rehab. Mt. Lake Park home being sold "As Is" Buyer to confirm with the county and the town of Mt. Lake Park for permits and building stipulations. Take a look & enjoy the ambiance of this historic area. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY

    Kathy Gibson Railey Realty, Inc.

    809 N St, Oakland, MD 21550
  • /45

    $149,900

    Sold Jul 07, 2026

    115 Woodmont Ln, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1975

    Last Sold Summary

    • $149/SF
    • 2 Days On Market

    Current Estimated Value $149,690

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    115 Woodmont Ln, Oakland, MD 21550
    • /7

      Not Listed For Sale

      Lot 5 Bobcat Hill Ln, Oakland, MD 21550

      Lot 5 Bobcat Hill Ln, Oakland, MD 21550

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Kim Palmer Marquee Properties, Inc.

  • /11

    $19,500

    $6K PRICE DROP
    • Land
    • 5,227 Sq Ft
    • $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, LLC

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
  • /4

    $3,000

    Sold Oct 24, 2025

    Lot 27 Stool Rock Rd, Oakland, MD 21550

    • Land
    • 22,215 Sq Ft
    • $5,882 per Acre

    Last Sold Summary

    • 67 Days On Market

    Last Listing Agent Elizabeth Broadwater Taylor-Made Deep Creek Real Estate, LLC

    Lot 27 Stool Rock Rd, Oakland, MD 21550
    • /7

      Not Listed For Sale

      25 Acres Lot D Bailiff Ln, Oakland, MD 21550

      25 Acres Lot D Bailiff Ln, Oakland, MD 21550

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Mike Kennedy 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
  • /113

    $900,000

    Sold Nov 14, 2025

    102 Mountainview Ct, Oakland, MD 21550

    • 7 Beds
    • 4.5 Baths
    • 5,376 Sq Ft
    • Built 2010

    Last Sold Summary

    • $167/SF
    • 139 Days On Market

    Current Estimated Value $1,000,755

    Last Listing Agent Kathy Gibson Railey Realty, Inc.

    102 Mountainview Ct, Oakland, MD 21550
    • /82

      Est $1,255,349

      Not Listed For Sale

      20476 Garrett Hwy, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 2,635 Sq Ft
      • Built 1998
      20476 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Rich Orr Railey Realty, Inc.

  • /60

    $365,000

    • 5 Beds
    • 3 Baths
    • 2,652 Sq Ft

    615 E Oak St, Oakland, MD 21550

    PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With three separate units, you'll have the potential for three streams of rental income from one property. Buyer could live in one unit and rent the other units out to help offset mortgage costs! Whether you're a seasoned investor or

    Lucas Muenchow Railey Realty, Inc.

    615 E Oak St, Oakland, MD 21550
  • /32

    $255,000

    Sold Apr 13, 2026

    6485 Oakland Sang Run Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Below List Price
    • $218/SF
    • 6 Days On Market

    Current Estimated Value $265,797

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

    6485 Oakland Sang Run Rd, Oakland, MD 21550
    • /10

      Not Listed For Sale

      0 Sandy Beach Ln Unit MDGA2008344, Oakland, MD 21550

      0 Sandy Beach Ln Unit MDGA2008344, Oakland, MD 21550

      Last Sold Summary

      Last Listing Agent Afrouz Homayouni Keller Williams Capital Properties

  • /63

    $899,900

    $69K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,284 Sq Ft

    251 Robinwood Dr, Oakland, MD 21550

    One-of-a-kind Youghiogheny riverfront estate offering 400 feet of water frontage on 5+ acres and 2 separate lots. Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    251 Robinwood Dr, Oakland, MD 21550
  • /51

    $180,000

    Sold Mar 20, 2026

    565 Glendale Rd Unit 204B, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 460 Sq Ft
    • Built 2006

    Last Sold Summary

    • $391/SF
    • 83 Days On Market

    Last Listing Agent Rachel Bruch Railey Realty, Inc.

    565 Glendale Rd Unit 204B, Oakland, MD 21550
    • /10

      Not Listed For Sale

      TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550

      TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

  • /55

    $699,000

    $96K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,230 Sq Ft

    312 Moss Creek Cir, Oakland, MD 21550

    Tucked away on a picturesque 1.83-acre parcel, this charming log home offers the perfect blend of rustic character and modern comfort. Amongst the 4,200+ SF, you will find five spacious bedrooms, two family rooms, a playroom, an office/den, a large loft, spacious pantry, granite counter tops, hardwood flooring and two fireplaces. The warm wood interior and classic log construction create a cozy,

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    312 Moss Creek Cir, Oakland, MD 21550
  • /10

    $240,000

    Sold Apr 01, 2026

    Lot G Randall Way, Oakland, MD 21550

    • Land
    • 2.07 Acres
    • $115,942 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 352 Days On Market

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    Lot G Randall Way, Oakland, MD 21550
    • /37

      Not Listed For Sale

      278 Basswood Way Unit 19, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,084 Sq Ft
      • Built 2005
      278 Basswood Way Unit 19, Oakland, MD 21550

      Last Sold Summary

      • 87 Days On Market

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

  • /47

    $249,000

    • 4 Beds
    • 1 Bath
    • 1,432 Sq Ft

    106 G St, Oakland, MD 21550

    Step back in time with this charming 1900 home located in the heart of historic Mountain Lake Park. Offering 4 bedrooms, 1 bath, and 1,432 square feet, this property sits on two lots totaling 0.27 acres and is ready for its next chapter. Rich in character, the home features original woodwork, hardwood floors beneath the carpet, two fireplaces, spacious rooms, and a wraparound covered porch

    Kelsey Meyers Railey Realty, Inc.

    106 G St, Oakland, MD 21550
  • /17

    $35,000

    Sold Jul 09, 2026

    Lot 1 Cherrywood Dr, Oakland, MD 21550

    • Land
    • 3.03 Acres
    • $11,551 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 494 Days On Market

    Last Listing Agent Amy Skipper Railey Realty, Inc.

    Lot 1 Cherrywood Dr, Oakland, MD 21550
    • /47

      Est $279,395

      Not Listed For Sale

      33 Laurel Brook Dr, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,120 Sq Ft
      • Built 1989
      33 Laurel Brook Dr, Oakland, MD 21550

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Rebekah Durst Taylor-Made Deep Creek Real Estate, LLC

  • /2

    $249,900

    • Land
    • 7.72 Acres
    • $32,370 per Acre

    2560 Bray School Rd, Oakland, MD 21550

    Imagine waking up in your own private retreat, just a short walk from Deep Creek Lake. This 7.72-acre wooded parcel (Tax ID 1218036215) offers the rare combination of privacy, space, and lake access, all within Deep Creek Lake's most sought-after playground. Tucked into the Millhouse Manor subdivision, this property comes with access to a community lake area at the end of Red Run Cove, a peaceful

    Jeremy Cunningham Railey Realty, Inc.

    2560 Bray School Rd, Oakland, MD 21550
  • /42

    $545,000

    Sold Sep 22, 2025

    793 Mountainview Dr, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft
    • Built 1995

    Last Sold Summary

    • $348/SF
    • 23 Days On Market

    Current Estimated Value $601,518

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    793 Mountainview Dr, Oakland, MD 21550
    • /64

      Est $1,649,880

      Not Listed For Sale

      1200 Mountainview Dr, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 5,926 Sq Ft
      • Built 1998
      1200 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Adam Foote Keller Williams Realty Centre

  • /61

    $615,000

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550

    5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spacious suites, multiple stacked stone fireplaces and two living room areas, plus an impressive outdoor fire pit. You will love the open kitchen/dining area and the covered back deck. Other features include wood floors, granite, instant hot water, pool table and hot tub. Attached

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
  • /48

    $250,000

    Sold Mar 27, 2026

    702 Sunshine Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 2009

    Last Sold Summary

    • 9% Below List Price
    • $135/SF
    • 16 Days On Market

    Current Estimated Value $266,113

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

    702 Sunshine Dr, Oakland, MD 21550

Showing Results 161 - 200, Page 5 of 18

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