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195 Properties
Map

195 Properties Available In 21550

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MD >21550 >
Market Insights
  • 1100 S BLAKESLEE RD, Oakland, MD 21550
    5 Beds6 Baths6,572 SqFt
    1/117 117
    Coming Soon

    $2,775,000

    1100 S BLAKESLEE RD, Oakland, MD 21550

    MLS# MDGA2009688

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 413 D ST, Oakland, MD 21550
    4 Beds2 Baths1,760 SqFt
    1/32 32
    New

    $279,900

    413 D ST, Oakland, MD 21550

    MLS# MDGA2009720

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 501 CHRISTOPHER WAY, Oakland, MD 21550
    3 Beds2 Baths1,617 SqFt
    1/6 6
    Coming Soon

    $259,000

    501 CHRISTOPHER WAY, Oakland, MD 21550

    MLS# MDGA2009724

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 4 LAUREL BROOK DR #4, Oakland, MD 21550
    2 Beds2 Baths
    1/22 22
    New

    $235,000

    4 LAUREL BROOK DR #4, Oakland, MD 21550

    MLS# MDGA2009716

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 101 SUNSET DR, Oakland, MD 21550
    3 Beds3 Baths3,024 SqFt
    1/66 66
    New

    $499,000

    101 SUNSET DR, Oakland, MD 21550

    MLS# MDGA2009668

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 2571 SHADY DELL RD, Oakland, MD 21550
    2 Beds2 Baths1,678 SqFt
    1/18 18
    New

    $299,900

    2571 SHADY DELL RD, Oakland, MD 21550

    MLS# MDGA2009710

    Listed by Garrett Land Sales, PC

    Bright MLS (BMLS)
  • 45 VILLAGE DR #4, Oakland, MD 21550
    2 Beds2 Baths1,096 SqFt
    1/35 35
    New

    $450,000

    45 VILLAGE DR #4, Oakland, MD 21550

    MLS# MDGA2009698

    Listed by RE/MAX Realty Group

    Bright MLS (BMLS)
  • 4012 MARYLAND HWY, Oakland, MD 21550
    3 Beds1 Bath1,824 SqFt
    1/55 55
    New

    $299,900

    4012 MARYLAND HWY, Oakland, MD 21550

    MLS# MDGA2009634

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 81 TIMBER LN, Oakland, MD 21550
    4 Beds2 Baths1,860 SqFt
    1/20 20
    Pending

    $125,000

    81 TIMBER LN, Oakland, MD 21550

    MLS# MDGA2009696

    Listed by Lake Homes Realty, LLC

    Bright MLS (BMLS)
  • 600 HOPE AVE, Oakland, MD 21550
    3 Beds3 Baths2,480 SqFt
    1/44 44
    New

    $249,900

    600 HOPE AVE, Oakland, MD 21550

    MLS# MDGA2009596

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 636 PARADISE HTS, Oakland, MD 21550
    4 Beds2 Baths2,028 SqFt
    3D
    New

    $1,099,000

    636 PARADISE HTS, Oakland, MD 21550

    MLS# MDGA2009588

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 17 DRIFTWOOD LN, Oakland, MD 21550
    3 Beds2 Baths1,092 SqFt
    1/3 3
    Coming Soon

    $379,000

    17 DRIFTWOOD LN, Oakland, MD 21550

    MLS# MDGA2009650

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 531 GLENDALE RD #B302, Oakland, MD 21550
    2 Beds1 Bath887 SqFt
    1/29 29
    Active

    $369,000

    531 GLENDALE RD #B302, Oakland, MD 21550

    MLS# MDGA2009640

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 969 HOYES RUN RD, Oakland, MD 21550
    5 Beds3 Baths3,614 SqFt
    1/56 56
    Active

    $725,000

    969 HOYES RUN RD, Oakland, MD 21550

    MLS# MDGA2009606

    Listed by RE/MAX Results

    Bright MLS (BMLS)
  • 939 GLENDALE RD #13, Oakland, MD 21550
    2 Beds2 Baths1,027 SqFt
    1/44 44
    Active

    $615,000

    939 GLENDALE RD #13, Oakland, MD 21550

    MLS# MDGA2009602

    Listed by Lake Homes Realty, LLC

    Bright MLS (BMLS)
  • 315 COOLIDGE AVE, Oakland, MD 21550
    3 Beds2 Baths1,600 SqFt
    1/53 53
    Active

    $269,500

    315 COOLIDGE AVE, Oakland, MD 21550

    MLS# MDGA2009614

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 1737 KING WILDESEN RD, Oakland, MD 21550
    3 Beds2 Baths1,736 SqFt
    1/46 46
    Under Contract

    $299,900

    1737 KING WILDESEN RD, Oakland, MD 21550

    MLS# MDGA2009574

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 131 ROCK RIDGE LN #12, Oakland, MD 21550
    4 Beds4 Baths2,422 SqFt
    1/48 48
    Active

    $569,900

    131 ROCK RIDGE LN #12, Oakland, MD 21550

    MLS# MDGA2009402

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 565 GLENDALE RD #303B, Oakland, MD 21550
    2 Beds1 Bath887 SqFt
    1/59 59
    Active

    $449,000

    565 GLENDALE RD #303B, Oakland, MD 21550

    MLS# MDGA2009594

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 2045 SWALLOW FALLS RD, Oakland, MD 21550
    5 Beds4 Baths5,416 SqFt
    3D
    Active

    $989,000

    2045 SWALLOW FALLS RD, Oakland, MD 21550

    MLS# MDGA2009516

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 506 CEDAR LN, Oakland, MD 21550
    3 Beds2 Baths1,344 SqFt
    1/35 35
    Under Contract

    $289,000

    506 CEDAR LN, Oakland, MD 21550

    MLS# MDGA2009556

    Listed by Taylor Made Deep Creek Vacations & Sales

    Bright MLS (BMLS)
  • 422 UNDERWOOD RD, Oakland, MD 21550
    3 Beds1 Bath960 SqFt
    1/45 45
    Active

    $209,000

    422 UNDERWOOD RD, Oakland, MD 21550

    MLS# MDGA2009564

    Listed by Railey Realty, Inc.

    Bright MLS (BMLS)
  • 1473 PERGIN FARM RD, Oakland, MD 21550
    4 Beds2 Baths2,230 SqFt
    3D
    Active

    $1,119,000

    1473 PERGIN FARM RD, Oakland, MD 21550

    MLS# MDGA2009506

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 206-208 N 10TH ST, Oakland, MD 21550
    4 Beds2 Baths2,772 SqFt
    1/103 103
    Active

    $344,900

    206-208 N 10TH ST, Oakland, MD 21550

    MLS# MDGA2009550

    Listed by Railey Realty, Inc.

    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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The Stine Team

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. Our Mission
      3. Agents
      4. Reviews
      Contact Us
      Partner Lender
stine-northrop-footer-logo copy

The Stine Team

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