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209 Properties
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209 Properties Available

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  • Price-High To Low
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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
  • 139 OVERLOOK RIDGE DR, Oakland, MD 21550
    5 Beds5 Baths2,846 SqFt
    1/72 72
    Open 10/12 2PM-4PM

    $875,000

    139 OVERLOOK RIDGE DR, Oakland, MD 21550

    MLS# MDGA2009000

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 329 LEMLEY DR, Oakland, MD 21550
    4 Beds4 Baths2,632 SqFt
    1/81 81
    New

    $750,000

    329 LEMLEY DR, Oakland, MD 21550

    MLS# MDGA2010512

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 5024 CRANESVILLE RD, Oakland, MD 21550
    3 Beds3 Baths2,128 SqFt
    1/61 61
    New

    $475,000

    5024 CRANESVILLE RD, Oakland, MD 21550

    MLS# MDGA2010510

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 11 SUNSET DR, Oakland, MD 21550
    3 Beds2 Baths1,400 SqFt
    1/42 42
    New

    $299,000

    11 SUNSET DR, Oakland, MD 21550

    MLS# MDGA2010502

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 3893 UNDERWOOD RD, Oakland, MD 21550
    4 Beds6 Baths5,117 SqFt
    1/31 31
    New

    $1,800,000

    3893 UNDERWOOD RD, Oakland, MD 21550

    MLS# MDGA2010508

    Listed by Custer Realty & Auction

    Bright MLS (BMLS)
  • 1567 PERGIN FARM RD, Oakland, MD 21550
    5 Beds4 Baths3,200 SqFt
    1/67 67
    New

    $1,749,000

    1567 PERGIN FARM RD, Oakland, MD 21550

    MLS# MDGA2010498

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 128 BIG BASS DR, Oakland, MD 21550
    5 Beds4 Baths4,305 SqFt
    1/93 93
    New

    $1,500,000

    128 BIG BASS DR, Oakland, MD 21550

    MLS# MDGA2010490

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 445 DENNETT RD, Oakland, MD 21550
    3 Beds1 Bath1,410 SqFt
    1/62 62
    Coming Soon

    $315,000

    445 DENNETT RD, Oakland, MD 21550

    MLS# MDGA2010514

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 104 G STREET, Mountain Lake Park, MD 21550
    3 Beds2 Baths1,608 SqFt
    1/48 48
    New

    $229,000

    104 G STREET, Mountain Lake Park, MD 21550

    MLS# MDGA2010194

    Listed by The KW Collective

    Bright MLS (BMLS)
  • 273 GLENDALE RD, Oakland, MD 21550
    5 Beds6 Baths5,141 SqFt
    1/67 67
    New

    $2,600,000

    273 GLENDALE RD, Oakland, MD 21550

    MLS# MDGA2010494

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 961 CEDAR LN, Oakland, MD 21550
    4 Beds3 Baths1,920 SqFt
    1/50 50
    New

    $379,000

    961 CEDAR LN, Oakland, MD 21550

    MLS# MDGA2010426

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 1909 PYSELL CROSSCUT RD, Oakland, MD 21550
    4 Beds5 Baths2,970 SqFt
    1/82 82
    New

    $865,000

    1909 PYSELL CROSSCUT RD, Oakland, MD 21550

    MLS# MDGA2010462

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 870 HOLY CROSS DR, Oakland, MD 21550
    7 Beds7 Baths5,681 SqFt
    3D
    Under Contract

    $3,600,000

    870 HOLY CROSS DR, Oakland, MD 21550

    MLS# MDGA2010368

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 39 LEO FRIEND RD, Oakland, MD 21550
    3 Beds4 Baths3,897 SqFt
    1/33 33
    Active

    $950,000

    39 LEO FRIEND RD, Oakland, MD 21550

    MLS# MDGA2010444

    Listed by The KW Collective

    Bright MLS (BMLS)
  • 697 MONTE VISTA RD, Oakland, MD 21550
    5 Beds4 Baths3,682 SqFt
    1/56 56
    Active

    $359,000

    697 MONTE VISTA RD, Oakland, MD 21550

    MLS# MDGA2010454

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 202 PENELACRE LN, Oakland, MD 21550
    3 Beds2 Baths1,648 SqFt
    1/85 85
    Active

    $1,199,000

    202 PENELACRE LN, Oakland, MD 21550

    MLS# MDGA2010458

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 20676 GARRETT HWY, Oakland, MD 21550
    5 Beds5 Baths2,280 SqFt
    3D
    Active

    $1,479,000

    20676 GARRETT HWY, Oakland, MD 21550

    MLS# MDGA2010428

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 336 PARADISE HTS, Oakland, MD 21550
    5 Beds3 Baths2,826 SqFt
    1/94 94
    Active

    $1,599,000

    336 PARADISE HTS, Oakland, MD 21550

    MLS# MDGA2010378

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 1256 BOILING SPRING RD, Oakland, MD 21550
    3 Beds2 Baths1,456 SqFt
    1/25 25
    Active

    $215,000

    1256 BOILING SPRING RD, Oakland, MD 21550

    MLS# MDGA2010416

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 306 SHADY ACRE LN, Oakland, MD 21550
    4 Beds3 Baths2,288 SqFt
    1/27 27
    Under Contract

    $170,000

    306 SHADY ACRE LN, Oakland, MD 21550

    MLS# MDGA2010414

    Listed by Lake Homes Realty, LLC

    Bright MLS (BMLS)
  • 36 JEFFREY LN #6A, Oakland, MD 21550
    2 Beds1 Bath520 SqFt
    1/29 29
    Active

    $260,000

    36 JEFFREY LN #6A, Oakland, MD 21550

    MLS# MDGA2010406

    Listed by Lake Homes Realty, LLC

    Bright MLS (BMLS)
  • 118 ROMAN RIDGE RD, Oakland, MD 21550
    3 Beds4 Baths1,820 SqFt
    1/43 43
    Under Contract

    $475,000

    118 ROMAN RIDGE RD, Oakland, MD 21550

    MLS# MDGA2010410

    Listed by The KW Collective

    Bright MLS (BMLS)
  • 157 JEFFREY LN #21A, Oakland, MD 21550
    2 Beds1 Bath660 SqFt
    1/20 20
    Under Contract

    $250,000

    157 JEFFREY LN #21A, Oakland, MD 21550

    MLS# MDGA2010398

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 78 MOUNTAINSIDE CT, Oakland, MD 21550
    5 Beds3 Baths3,492 SqFt
    1/71 71
    Active

    $950,000

    78 MOUNTAINSIDE CT, Oakland, MD 21550

    MLS# MDGA2010390

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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      Home
      Buying
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Financing
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      1. Sell My Home
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      1. Media Room
      2. First State Living
      3. Our Mission
      4. Agents
      5. Reviews
      Contact Us
      Partner Lender
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The Stine Team of Northrop Realty

Allison Stine

+1(302) 381-5565 allisonstine@northroprealty.com

209 5th Street , Bethany Beach, DE 19930

Office: 302-539-2900


300 Creek View Rd, Newark, DE 19711

Office: 302-539-2900

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Disclaimer: By entering your information and submitting this form, you agree to our Terms of Use and Privacy Policy and that you may be contacted by The Stine Team of Northrop Realty by phone, text message, and email about your real estate interests. Frequency of contact may vary, and message and data rates may apply. For assistance, call 302-381-5565 (cell) or text STOP to cancel.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Home
      Buying
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Financing
      Selling
      1. Sell My Home
      2. Home Valuation
      About Us
      1. Media Room
      2. First State Living
      3. Our Mission
      4. Agents
      5. Reviews
      Contact Us
      Partner Lender
stine-northrop-footer-logo copy

The Stine Team of Northrop Realty

Allison Stine

+1(302) 381-5565 allisonstine@northroprealty.com

209 5th Street , Bethany Beach, DE 19930

Office: 302-539-2900


300 Creek View Rd, Newark, DE 19711

Office: 302-539-2900

Get My App

Disclaimer: By entering your information and submitting this form, you agree to our Terms of Use and Privacy Policy and that you may be contacted by The Stine Team of Northrop Realty by phone, text message, and email about your real estate interests. Frequency of contact may vary, and message and data rates may apply. For assistance, call 302-381-5565 (cell) or text STOP to cancel.

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility