• Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Neighborhoods
    1. Frederick
    2. Germantown
    3. Gaithersburg
  • Vista Properties Group
  • About
    1. About Us
    2. Contact Us
  • Market Snapshot
  • GUÍA PARA COMPRA
    • ENGLISH
      1. ENGLISH
      2. CHINESE
      3. FRENCH
      4. JAPANESE
      5. SPANISH
      6. PORTUGUESE
      7. HEBREW
    • Register
    • Sign In
    Filters Reset
    Save Search (2)
    Save your search to get Alerts
    17 Properties

    17 Properties Available In 21550

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    Map
    Grid
    MD >21550 >
    Market Insights
    102 ROANOKE AVE, Oakland, MD 21550
    1/7 7

    $149,000

    Price Dropped by $11K

    Single Family Home

    4 Beds 2 Baths 1,932 SqFt

    102 ROANOKE AVE, Oakland, MD 21550

    4-bedroom, 1.5-bath home located on a spacious corner lot in Loch Lynn. This two-story property features generous living...

    MLS# MDGA2010452

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
    336 PARADISE HTS, Oakland, MD 21550
    1/94 94

    $1,499,000

    Price Dropped by $100K

    Single Family Home

    5 Beds 3 Baths 2,826 SqFt

    336 PARADISE HTS, Oakland, MD 21550

    Architecturally unique, private and spacious lakefront home with a perfect central location!<br><br>Step into a home tha...

    MLS# MDGA2010378

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    503 E ALDER ST E, Oakland, MD 21550
    1/8 8

    $266,791

    Active

    Single Family Home

    4 Beds 2 Baths 2,496 SqFt

    503 E ALDER ST E, Oakland, MD 21550

    Investor's Dream or Value-Seeker's Opportunity | Queen Anne Victorian with Timeless Charm & Huge Potential<br><br>This i...

    MLS# MDGA2010182

    Listed by Coldwell Banker Realty

    Bright MLS (BMLS)
    1875 PYSELL CROSSCUT RD, Oakland, MD 21550
    1/67 67

    $799,000

    Price Dropped by $19K

    Single Family Home

    5 Beds 5 Baths 3,664 SqFt

    1875 PYSELL CROSSCUT RD, Oakland, MD 21550

    Instant opportunity for $50k equity! Appraised on 08/11/2025 for $868,000 with a new price you don't want to miss this c...

    MLS# MDGA2010078

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
    1570 GARRETT RD, Oakland, MD 21550
    1/27 27

    $275,000

    Price Dropped by $25K

    Single Family Home

    3 Beds 1 Bath 1,408 SqFt

    1570 GARRETT RD, Oakland, MD 21550

    Located between Oakland and Deep Creek Lake, this log ranch is situated on 14.82 acres, including a stream, pond, barn a...

    MLS# MDGA2010010

    Listed by 1 Real Estate Source LLC

    Bright MLS (BMLS)
    565 GLENDALE RD #106 B, Oakland, MD 21550
    1/27 27

    $249,900

    Price Dropped by $20K

    Condo

    1 Bed 1 Bath

    565 GLENDALE RD #106 B, Oakland, MD 21550

    Ground-floor end unit with lake views at Silver Tree Suites. This one-bedroom layout packs in a gas fireplace, full bath...

    MLS# MDGA2010012

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    163 CRESTVIEW DR, Oakland, MD 21550
    1/50 50

    $325,000

    Price Dropped by $10K

    Single Family Home

    3 Beds 3 Baths 1,416 SqFt

    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 neighbo...

    MLS# MDGA2009776

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    19956 GARRETT HWY #6, Oakland, MD 21550
    3D

    $1,289,000

    Price Dropped by $60K

    Condo

    4 Beds 4 Baths 3,000 SqFt

    19956 GARRETT HWY #6, Oakland, MD 21550

    Experience the best in maintenance free lakefront living on Deep Creek Lake! This 4 BR 4 Bath lakefront townhome with ...

    MLS# MDGA2009898

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    20160 GARRETT HWY #H708, Oakland, MD 21550
    3D

    $289,900

    Price Dropped by $10K

    Condo

    1 Bed 1 Bath 550 SqFt

    20160 GARRETT HWY #H708, Oakland, MD 21550

    Welcome to Will O' the Wisp Condominiums, where premium upgrades meet penthouse-level lakefront living at Deep Creek Lak...

    MLS# MDGA2009826

    Listed by The KW Collective

    Bright MLS (BMLS)
    511 E GREEN ST, Oakland, MD 21550
    1/37 37

    $289,000

    Price Dropped by $10K

    Single Family Home

    4 Beds 2 Baths 1,880 SqFt

    511 E GREEN ST, Oakland, MD 21550

    A must see complete renovation in Oakland! Taken down to the studs and updated with new wiring, insulation, a new roof ...

    MLS# MDGA2009822

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
    52 DAM VIEW DR, Oakland, MD 21550
    1/48 48

    $1,095,999

    Price Dropped by $33K

    Single Family Home

    4 Beds 6 Baths 3,032 SqFt

    52 DAM VIEW DR, Oakland, MD 21550

    "Unrivaled year-round lake views!!! Designed with remarkable craftsmanship, this brand-new, 4-bedroom home offers an op...

    MLS# MDGA2009714

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
    25 SILVER TREE LN, Oakland, MD 21550
    3D

    $759,900

    Price Dropped by $7K

    Single Family Home

    5 Beds 4 Baths 2,364 SqFt

    25 SILVER TREE LN, Oakland, MD 21550

    Beautiful lake access retreat located in the Silver Tree Landings community. This recently updated contemporary home fee...

    MLS# MDGA2009038

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
    127 PARADISE HTS, Oakland, MD 21550
    1/58 58

    $1,100,000

    Price Dropped by $99K

    Single Family Home

    3 Beds 3 Baths 2,240 SqFt

    127 PARADISE HTS, Oakland, MD 21550

    Beautifully renovated lake access log home located in the centrally located Paradise Cove community. This home offers th...

    MLS# MDGA2009010

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
    565 GLENDALE RD #212, Oakland, MD 21550
    1/20 20

    $210,000

    Price Dropped by $5K

    Condo

    1 Bed 1 Bath 527 SqFt

    565 GLENDALE RD #212, Oakland, MD 21550

    Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all a...

    MLS# MDGA2008680

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    439 PARADISE HTS, Oakland, MD 21550
    3D

    $1,329,000

    Price Dropped by $30K

    Single Family Home

    6 Beds 5 Baths 4,113 SqFt

    439 PARADISE HTS, Oakland, MD 21550

    Stunning 6-Bedroom Kathadin Log Home with Breathtaking 180° views of Deep Creek Lake with Lake Access and a Boat Slip! T...

    MLS# MDGA2008472

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    PARADISE POINT RD, Oakland, MD 21550

    $149,000

    Price Dropped by $10K

    Vacant Land

    1 Acres

    PARADISE POINT RD, Oakland, MD 21550

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

    MLS# MDGA2003916

    Listed by Eagle Commercial Realty

    Bright MLS (BMLS)
    1989 LAKE SHORE DR, Oakland, MD 21550
    1/76 76

    $1,499,000

    Under Contract

    Single Family Home

    4 Beds 4 Baths 3,008 SqFt

    1989 LAKE SHORE DR, Oakland, MD 21550

    Welcome to your dream getaway at Deep Creek Lake! This fully renovated 4-bedroom, 3.5-bath lakefront home offers the per...

    MLS# MDGA2010492

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
    • 1

    explore listings in 21550

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour