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  • Neighborhoods
    1. Chesapeake Beach
    2. Colonial Beach, VA
      1. Colonial Beach
    3. Deale, MD
      1. Deale
    4. Dunkirk, MD
      1. Country Road Estates
      2. Dunkirk
      3. Dunkirk South
      4. Dunkirk Woods
      5. Dunleigh
      6. Ferry Landing Woods
      7. Lakewood
      8. Lyons Creek
      9. Lyons Creek Overlook
      10. Old Hundred
      11. Patuxent Palisades
      12. Perry's Choice
      13. Regal Estates
      14. Shores of Calvert
      15. Smiths Purchase
      16. Springfield
      17. Tall Oaks
      18. Wooded Valley Estates
      19. Woodside View
    5. Huntingtown, MD
      1. Huntingtown
      2. Lowry
      3. Lorin's Pride
      4. Marley Run
      5. Mill Branch Overlook
      6. Neeld Estates
      7. Oaks
      8. Plum Point Woods
      9. Poplar Woods
      10. Potts Point
      11. Queensberry
      12. Radcliffe
      13. Robshire Manor
      14. Rosemont
      15. Sleepy Hollow
      16. Sunderlandville
      17. Sunshine Acres
      18. Tara
      19. Turners Field
      20. Walnut Creek
      21. Wilburn Estates
    6. King George, VA
      1. Dahlgren
      2. Hopyard Farm
      3. King George
      4. Presidential Lakes
    7. La Plata, MD
      1. La Plata
      2. Newton Estates
      3. Newton Village
      4. Panquia Oaks
      5. Pheasant Farm
      6. Port Tobacco Heights
      7. Preference Estates
      8. Preswicke Hills
      9. Quailwood
      10. Queensberry
      11. Ripley Park
      12. Rolling Hills
      13. Steeple Chase
      14. Stone Hill
      15. Sunderland Woods
      16. Turkey Hill
      17. Valley View
      18. Warrlinda
      19. Washington Square
      20. Woodcrest
      21. Woodhaven Park
      22. Woods
    8. Leonardtown, MD
      1. Leonardtown
    9. Lexington Park, MD
      1. Cecils Mill
      2. Lexington Park
    10. Lusby, MD
      1. Bancroft
      2. Carol Court
      3. Chambers
      4. Chesapeake Ranch Estates
      5. Cove Calvert
      6. Cove Point
      7. Cove Point Woods
      8. Drum Point
      9. Lusby
      10. Preston Point
      11. Rousby Hall
      12. Soundings
      13. Spout Farm
      14. Spring Cove
      15. White Sands
    11. Mechanicsville, MD
      1. Golden Beach
      2. Mechanicsville
      3. Wicomico Hills
    12. Newburg, MD
      1. Anchorage Acres
      2. Aspenleigh
      3. Blenhelm Estates
      4. Cliffton on the Potomac
      5. Newburg
      6. Rock Point
      7. Sodus Manor
      8. Waverly Point
      9. Wicomico Beach
    13. Piney Point, MD
      1. Piney Point
    14. Prince Frederick, MD
      1. Calvert Towne
      2. Cedar Beach
      3. Central Village
      4. Chaplin's Place
      5. Chesapeake Heights
      6. College Station
      7. Dares Beach
      8. Homeland
      9. Hunters Ridge
      10. Patuxent Reach
      11. Patuxent View
      12. Prince Frederick
      13. Roberts Ridge
      14. Scarborough Faire
      15. Symphony Woods
      16. Westfield Station
      17. Westlake
      18. Whispering Woods
      19. Wild Deer
    15. Saint Leonard, MD
      1. Calvert Beach
      2. Calvert Beach Estates
      3. Calvert Beach Park
      4. Cape Leonard
      5. Flag Harbor Heights
      6. Home Place
      7. Long Beach
      8. Long Beach Heights
      9. Old Glory
      10. Nostalgia
      11. Saint Leonard
      12. St. Leonard Shores
      13. Summer Solitude
      14. Williams Wharf Plantation
      15. Woodhaven
    16. Shady Shide, MD
      1. Avalon Shores
      2. Cedarhurst
      3. Felicity Cove
      4. Idlewild
      5. Shady Cove
      6. Shady Side
      7. Snug Harbor
    17. Solomons, MD
      1. Patuxent Point
      2. Solomons
    18. Waldorf, MD
      1. The Meadows
      2. Stanford
      3. Stavors Acres
      4. Stone Ridge
      5. Streamview
      6. Sun Valley Estates
      7. Tanglewood
      8. Turtle Creek
      9. Twinbrook Estates
      10. Waldorf
      11. Waldorf Terrace
      12. Wellington Woods
      13. Westwood Estates
      14. Wexford Village
      15. White Oak Village
      16. Windsor Mill
      17. Woods at Deer Creek
      18. Woodville
      19. Zachia Manor
      20. Zekiah Valley
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ZIP Code: 21550
Price Reduced
Map
21 Properties Available In 21550

21 Properties Available In 21550

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  • Beds (Most)
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MD >21550 >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status

8956 OAKLAND SANG RUN RD, Oakland, MD 21550

MLS# MDGA2011566 Listed by Taylor Properties

$239,900

3
2
1,064 SqFt
Active

5151 HUTTON RD, Oakland, MD 21550

MLS# MDGA2011602 Listed by Julian Agency Real Estate

$114,000

2
1
1,029 SqFt
Active

24 TRAILSIDE WAY, Oakland, MD 21550

MLS# MDGA2011156 Listed by Northrop Realty

$539,900

4
4
2,430 SqFt
Under Contract

74 PARKS RD, Oakland, MD 21550

MLS# MDGA2011172 Listed by Real Broker, LLC

$64,900

3
1
792 SqFt
Active

820 N 4TH ST, Oakland, MD 21550

MLS# MDGA2011246 Listed by The KW Collective

$50,000

2
1
782 SqFt
Active

467 PARADISE RIDGE RD, Oakland, MD 21550

MLS# MDGA2011164 Listed by Railey Realty, Inc.

$769,900

4
4
3,780 SqFt
Active

127 S OAKHALL DR, Oakland, MD 21550

MLS# MDGA2011068 Listed by Railey Realty, Inc.

$275,000

4
2
1,913 SqFt
Active

232 JEFFREY LN #33, Oakland, MD 21550

MLS# MDGA2011030 Listed by Samson Properties

$414,999

2
3
2,960 SqFt
Active

931 BLACK OAK DR, Oakland, MD 21550

MLS# MDGA2010958 Listed by Taylor-Made Deep Creek Sales

$344,999

3
1
990 SqFt
Active

1358 CRELLIN UNDERWOOD RD, Oakland, MD 21550

MLS# MDGA2010946 Listed by Railey Realty, Inc.

$79,999

2
1
864 SqFt
Active

181 JEFFREY LN #23A, Oakland, MD 21550

MLS# MDGA2010704 Listed by Railey Realty, Inc.

$259,900

2
1
670 SqFt
Active

961 CEDAR LN, Oakland, MD 21550

MLS# MDGA2010426 Listed by Taylor-Made Deep Creek Sales

$339,000

4
3
1,920 SqFt
Active

1909 PYSELL CROSSCUT RD, Oakland, MD 21550

MLS# MDGA2010462 Listed by Railey Realty, Inc.

$825,000

4
5
2,970 SqFt
Active

565 GLENDALE RD #210A, Oakland, MD 21550

MLS# MDGA2010362 Listed by Railey Realty, Inc.

$149,000

1
1
382 SqFt
Pending

BETHLEHEM RD, Oakland, MD 21550

MLS# MDGA2011660 Listed by Hawkins Real Estate Company

$229,500

--
--
50 Acres
Active

MARYLAND HWY, Oakland, MD 21550

MLS# MDGA2011452 Listed by 1 Real Estate Source LLC

$15,000

--
--
0.92 Acres
Active

809 N ST, Mountain Lake Park, MD 21550

MLS# MDGA2010386 Listed by Railey Realty, Inc.

$63,000

--
--
792 SqFt
Active

LOT 25 HOLY CROSS DRIVE, Oakland, MD 21550

MLS# MDGA2010144 Listed by Railey Realty, Inc.

$449,000

--
--
1.34 Acres
Active

LOT 13 BRAY RUN RD, Oakland, MD 21550

MLS# MDGA2010142 Listed by Railey Realty, Inc.

$38,500

--
--
0.59 Acres
Active

LOT 14 WARNICK WAY, Oakland, MD 21550

MLS# MDGA2008468 Listed by Railey Realty, Inc.

$39,000

--
--
1.02 Acres
Active

PARADISE POINT RD, Oakland, MD 21550

MLS# MDGA2003916 Listed by Eagle Commercial Realty

$134,000

--
--
1 Acres
Active
  • 1

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VR Group of eXp Realty
VR Group

Randall Utz License ID: 652069

+1(410) 610-0702 randall.utz@exprealty.com

    • Home
      Sell
      1. Sell My Home
      2. Staging Design
      3. Home Valuation
      4. Home Selling Guide
      Market Snapshot
    • About
      1. Reviews
      2. About Us
      3. Contact Us
      4. Social Feed
      5. Preferred Professionals
      6. Investment Strategies
      7. Southern Maryland Update
      BLOGS
      Behind The Sold Sign
    • Buy
      1. Search for Homes
      2. Featured Listings
      3. Virtual Home Tour Scheduling
      4. Mortgage Calculator
      5. Sold Listings
      Neighborhoods
      1. Chesapeake Beach
      2. Colonial Beach, VA
      3. Deale, MD
      4. Dunkirk, MD
      5. Huntingtown, MD
      6. King George, VA
      7. La Plata, MD
      8. Leonardtown, MD
      9. Lexington Park, MD
      10. Lusby, MD
      11. Mechanicsville, MD
      12. Newburg, MD
      13. Piney Point, MD
      14. Prince Frederick, MD
      15. Saint Leonard, MD
      16. Shady Shide, MD
      17. Solomons, MD
      18. Waldorf, MD

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Powered by Lofty Inc. Copyright 2026. 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.
VR Group of eXp Realty
VR Group

Randall Utz License ID: 652069

+1(410) 610-0702 randall.utz@exprealty.com

    • Home
      Sell
      1. Sell My Home
      2. Staging Design
      3. Home Valuation
      4. Home Selling Guide
      Market Snapshot
    • About
      1. Reviews
      2. About Us
      3. Contact Us
      4. Social Feed
      5. Preferred Professionals
      6. Investment Strategies
      7. Southern Maryland Update
      BLOGS
      Behind The Sold Sign
    • Buy
      1. Search for Homes
      2. Featured Listings
      3. Virtual Home Tour Scheduling
      4. Mortgage Calculator
      5. Sold Listings
      Neighborhoods
      1. Chesapeake Beach
      2. Colonial Beach, VA
      3. Deale, MD
      4. Dunkirk, MD
      5. Huntingtown, MD
      6. King George, VA
      7. La Plata, MD
      8. Leonardtown, MD
      9. Lexington Park, MD
      10. Lusby, MD
      11. Mechanicsville, MD
      12. Newburg, MD
      13. Piney Point, MD
      14. Prince Frederick, MD
      15. Saint Leonard, MD
      16. Shady Shide, MD
      17. Solomons, MD
      18. Waldorf, MD

Get My App

Powered by Lofty Inc. Copyright 2026. 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.