12,257

Homes in ZIP Code 21550

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  • /63

    $920,000 Sold Aug 22, 2025

    254 Middleton Rd, Oakland, MD 21550

    • 4 Beds
    • 4 Baths
    • 2,400 Sq Ft
    • Built 1994

    Last Sold Summary

    • $383/SF
    • 19 Days On Market

    Current Estimated Value $956,606

    Last Listing Agent Jon Bell Railey Realty, Inc.

    254 Middleton 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 Sold Price $115,000

      Last Listing Agent Mike Kennedy Railey Realty, Inc.

  • /55

    $329,900

    • 1 Bed
    • 1 Bath
    • 496 Sq Ft

    565 Glendale Rd Unit 125, Oakland, MD 21550

    Wake up to the lake at your doorstep. This ground-level, end-unit condo offers true lakefront living with unbeatable access to everything Deep Creek Lake has to offer. Enjoy effortless days on the water, then relax with on-site amenities including a fitness room, sauna, game room, and expansive lakeside decking. Walk to Dutch’s at Silver Tree, The Harbor Bar, and the marina for dining, drinks,

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 125, Oakland, MD 21550
  • /33

    $150,000 Sold Dec 17, 2025

    111 Knoll Crest Heights Dr, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 3,504 Sq Ft
    • Built 1971

    Last Sold Summary

    • $43/SF
    • 48 Days On Market

    Current Estimated Value $162,727

    Last Listing Agent Dan (Sussan) Duggan 1 Real Estate Source LLC

    111 Knoll Crest Heights Dr, Oakland, MD 21550
    • /82

      Est $1,224,660 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

      • 6% Above List Price
      • $436/SF
      • 53 Days On Market

      Last Sold Price $1,150,000

      Last Listing Agent Rich Orr Railey Realty, Inc.

  • /67

    $749,000

    • 5 Beds
    • 5 Baths
    • 3,664 Sq Ft

    1875 Pysell Crosscut Rd, Oakland, MD 21550

    With a new price you don't want to miss this chance! Beautifully maintained 5 bedroom 5 bathroom lake area chalet. Beautifully landscaped and situated on 4 +/- acres with partial views of the south side of Deep Creek Lake. Recently Professionally appraised for $868,000! This home offers it's new owners a tremendous amount of room for storage and entertaining. As well as 3 levels of finished

    Dan Shockey Taylor Made Deep Creek Real Estate

    1875 Pysell Crosscut Rd, Oakland, MD 21550
  • /43

    $460,000 Sold Oct 24, 2025

    180 Mystic Creek Trail Unit 3A, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • Built 2009

    Last Sold Summary

    • $209/SF
    • 16 Days On Market

    Current Estimated Value $464,485

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    180 Mystic Creek Trail Unit 3A, 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 Sold Price $965,000

      Last Listing Agent Afrouz Homayouni Keller Williams Capital Properties

  • /50

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    164 Grandview Dr, Oakland, MD 21550

    Experience mountain living at its finest in this breathtaking mountaintop home overlooking Deep Creek Lake. With sweeping views from almost every room, your hardest decision may be where to sit to enjoy them. Offering three levels of living space, hardwood floors ( which were recently refinished), and some new appliances. The multiple decks are ideal to enjoy family and friends while taking in

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    164 Grandview Dr, Oakland, MD 21550
  • /32

    $139,000 Sold Aug 15, 2025

    4960 Hutton Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1971

    Last Sold Summary

    • $129/SF
    • 205 Days On Market

    Current Estimated Value $142,768

    Last Listing Agent Justin Liller Railey Realty, Inc.

    4960 Hutton Rd, 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 Sold Price $414,100

      Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

  • /39

    $425,000

    • 2 Beds
    • 2.5 Baths
    • 2,960 Sq Ft

    232 Jeffrey Ln Unit 33, Oakland, MD 21550

    Turn-key and fully furnished, this beautifully maintained duplex offers the perfect blend of comfort, views, and location in the heart of Deep Creek Lake. Featuring an open, inviting floor plan, the home is designed for both everyday enjoyment and effortless entertaining. The main level features a spacious living area with a stone-surround fireplace, abundant natural light, and a seamless flow to

    Sean Brink Samson Properties

    232 Jeffrey Ln Unit 33, Oakland, MD 21550
  • /72

    $310,000 Sold Jun 18, 2025

    202 Deerfield Dr, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,720 Sq Ft
    • Built 1987

    Last Sold Summary

    • $114/SF
    • 128 Days On Market

    Current Estimated Value $340,555

    Last Listing Agent Sharon Murray Coldwell Banker Home Town Realty

    202 Deerfield Dr, 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

      • $232/SF
      • 87 Days On Market

      Last Sold Price $715,000

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

  • /78

    $689,000

    • 3 Beds
    • 3.5 Baths
    • 2,670 Sq Ft

    276 Sundance Way, Mc Henry, MD 21541

    276 Sundance Way – a 3BR, 3.5BA Mountaineer Log Home built in 2018, set along Hole 6 of Lodestone Golf Course with a private, wooded backyard. The main level features an open kitchen, dining, and living area centered around a large island, along with a primary bedroom, laundry room, and half bath off the entry. Upstairs offers a large loft, two spacious bedrooms, and a full bathroom, giving

    Kelsey Meyers Railey Realty, Inc.

    276 Sundance Way, Mc Henry, MD 21541
  • /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
    • /47

      Est $319,373 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

      • 10% Above List Price
      • $137/SF
      • 48 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Rebekah Durst Taylor Made Deep Creek Real Estate

  • /25

    $269,900

    • 2 Beds
    • 1 Bath
    • 670 Sq Ft

    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550

    Discover comfort and convenience in this charming 2-bedroom, 1-bath unit ideally located in the desirable Roman Ridge at Traders Landing community. Enjoy peaceful lake views from your covered front deck—the perfect spot to relax with your morning coffee or unwind in the evening. Inside, you’ll find a warm and inviting living space featuring a wood-burning fireplace to take the chill off during

    Larry Smith Railey Realty, Inc.

    181 Jeffrey Ln Unit 23-A, 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
    • /64

      Est $1,720,730 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

      • 8% Above List Price
      • $269/SF
      • 78 Days On Market

      Last Sold Price $1,594,000

      Last Listing Agent Adam Foote Keller Williams Realty Centre

  • /37

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    231 Santa fe Trail, Oakland, MD 21550

    3/4BR 3BA chalet with LAKE VIEWS! 2300sf vacation home fronting on a mountain stream, overlooking Deep Creek Lake! Enjoy an eat-in kitchen, exposed beams and a loft area that the current owners use as a 4th BR with bathroom. NO HOA! Conveys fully furnished. Features include central AC, exposed beams, updated flooring, gas fireplace on main level, lower level rec room with pool table and

    Jay Ferguson Taylor Made Deep Creek Real Estate

    231 Santa fe Trail, 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
    • /21

      Est $272,510 Not Listed For Sale

      35 Weber Ct, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 2009
      35 Weber Ct, Oakland, MD 21550

      Last Sold Summary

      • 9% Above List Price
      • $149/SF
      • 159 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Linda Deremer Appalachian Realty

  • /53

    $509,000

    • 4 Beds
    • 4.5 Baths
    • 3,192 Sq Ft

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550

    Welcome to this 4-bedroom, 4.5-bath stand-alone, multi-level unit in Traders Landing! Offering filtered lake views, ample square footage, oversized bedrooms, and multiple living spaces, this property is ideal for entertaining, large groups, or relaxed mountain-lake living. Enjoy a central Deep Creek location just minutes from Deep Creek Lake, local restaurants, shopping, and Wisp Resort.

    Nina Beitzel Railey Realty, Inc.

    175 Roman Ridge Rd Unit 15, 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
    • /4

      Est $3,218,673 Not Listed For Sale

      214 McComas Beach Terrace, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 6,890 Sq Ft
      • Built 2010
      214 McComas Beach Terrace, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $450/SF

      Last Sold Price $3,100,000

      Last Listing Agent Nina Beitzel Railey Realty, Inc.

  • /32

    $309,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    565 Glendale Rd Unit B206, Oakland, MD 21550

    Charming true 1-bedroom + loft (can be used as 2nd bedroom) condo at Silver Tree Suites, LAKEFRONT living at its finest! This spacious second-floor unit features a private balcony, fully equipped kitchenette, cozy gas fireplace and abundant natural light. Enjoy resort-style amenities including a fitness center, sauna, on-site laundry and game room, plus steps-away fine dining at Dutch’s at Silver

    Carlos Espinoza Jason Mitchell Group

    565 Glendale Rd Unit B206, Oakland, MD 21550
  • /68

    $1,400,000 Sold Jan 30, 2026

    3067 Shingle Camp Rd, Mc Henry, MD 21541

    • 5 Beds
    • 4 Baths
    • 3,300 Sq Ft
    • Built 1999

    Last Sold Summary

    • $424/SF
    • 149 Days On Market

    Current Estimated Value $1,400,323

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    3067 Shingle Camp Rd, Mc Henry, MD 21541
    • /72

      Est $636,986 Not Listed For Sale

      145 Ridgewood Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 3,838 Sq Ft
      • Built 1999
      145 Ridgewood Dr, Oakland, MD 21550

      Last Sold Summary

      • 10% Above List Price
      • $151/SF
      • 1 Day On Market

      Last Sold Price $580,000

      Last Listing Agent Rich Orr Railey Realty, Inc.

  • /43

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 1,492 Sq Ft

    333 Sloan Tract Rd, Oakland, MD 21550

    Charming cabin off the coveted Lake Shore Drive offering seasonal lake views. This home has three levels of living space, hardwood flooring and a nice fireplace. The lower level is totally finished with walk-out access. There are multiple covered porches plus a hot tub that are great outdoor spaces to enjoy year round. This home feels very secluded but is just minutes to Deep Creek Lake and Wisp

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    333 Sloan Tract Rd, 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
    • /61

      Est $248,487 Not Listed For Sale

      4368 Underwood Rd, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 1,760 Sq Ft
      • Built 1952
      4368 Underwood Rd, Oakland, MD 21550

      Last Sold Summary

      • 15% Above List Price
      • $122/SF
      • 8 Days On Market

      Last Sold Price $215,500

      Last Listing Agent Sandy Bello Taylor Made Deep Creek Real Estate

  • /52

    $749,900

    • 5 Beds
    • 4 Baths
    • 2,364 Sq Ft

    25 Silver Tree Ln, Oakland, MD 21550

    Beautiful lake access retreat located in the Silver Tree Landings community with an available home warranty. This recently updated contemporary home feels warm and inviting from the moment you walk in (upgrade list available). Offering hardwood flooring, granite countertops, two stone propane fireplaces and cathedral ceilings. The abundance of windows allows the natural light to brighten any

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    25 Silver Tree Ln, Oakland, MD 21550
  • /15

    $53,000 Sold Apr 15, 2025

    6 Quentin Ln, Mount Lake Park, MD 21550

    • Land
    • 1.79 Acres
    • $29,609 per Acre

    Last Sold Summary

    • 224 Days On Market

    Last Listing Agent Steven Ritchie Railey Realty, Inc.

    6 Quentin Ln, Mount Lake Park, MD 21550
    • /83

      Est $1,561,652 Not Listed For Sale

      2203 Lake Shore Dr, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,403 Sq Ft
      • Built 1984
      2203 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $645/SF
      • 20 Days On Market

      Last Sold Price $1,550,000

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /67

    $525,000

    • 2 Beds
    • 2 Baths
    • 4,720 Sq Ft

    355 Lonesome Pine Rd, Oakland, MD 21550

    Welcome to your own slice of paradise—this stunning home sits on 84 breathtaking acres with incredible water frontage, offering unmatched privacy and a true connection to nature. Step inside and be captivated by walls of windows that flood the home with natural light, creating a warm and inviting atmosphere throughout the expansive living spaces. Whether you're entertaining or simply relaxing,

    Sheila Howell Lake Homes Realty, LLC

    355 Lonesome Pine Rd, 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
    • /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.

  • /43

    $555,000

    • 4 Beds
    • 3.5 Baths
    • 2,430 Sq Ft

    24 Trailside Way, Oakland, MD 21550

    Tucked in the Silver Ridge community at Deep Creek Lake, this inviting home blends rustic charm with comfortable modern living. Community trails and shared green space offer opportunities for outdoor recreation, while the wooded setting behind the home provides a sense of privacy and a peaceful natural backdrop. Step inside to an interior that reflects its surroundings, where warm wood accents,

    Jackie Ball Daley Northrop Realty

    24 Trailside Way, 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

Showing Results 161 - 200, Page 5 of 18

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