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18 Properties
Map

18 Properties Available In 21550

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MD >21550 >
Market Insights
400 BEAR DR E, Oakland, MD 21550
Price Dropped by $10K

$289,000

400 BEAR DR E, Oakland, MD 21550

2 Beds2 Baths560 SqFt

MLS# MDGA2011462

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
163 MITCHELL DR, Oakland, MD 21550
3D
Price Dropped by $10K

$289,000

163 MITCHELL DR, Oakland, MD 21550

3 Beds3 Baths2,242 SqFt

MLS# MDGA2011294

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
74 PARKS RD, Oakland, MD 21550
Price Dropped by $5K

$64,900

74 PARKS RD, Oakland, MD 21550

3 Beds1 Bath792 SqFt

MLS# MDGA2011172

Listed by Real Broker, LLC

Bright MLS (BMLS)
820 N 4TH ST, Oakland, MD 21550
Price Dropped by $10K

$50,000

820 N 4TH ST, Oakland, MD 21550

2 Beds1 Bath782 SqFt

MLS# MDGA2011246

Listed by The KW Collective

Bright MLS (BMLS)
62 WHISPERING PINES LN, Oakland, MD 21550
Price Dropped by $31K

$899,000

62 WHISPERING PINES LN, Oakland, MD 21550

4 Beds4 Baths2,464 SqFt

MLS# MDGA2011182

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
232 JEFFREY LN #33, Oakland, MD 21550
Price Dropped by $10K

$414,999

232 JEFFREY LN #33, Oakland, MD 21550

2 Beds3 Baths2,960 SqFt

MLS# MDGA2011030

Listed by Samson Properties

Bright MLS (BMLS)
1358 CRELLIN UNDERWOOD RD, Oakland, MD 21550
Price Dropped by $5K

$79,999

1358 CRELLIN UNDERWOOD RD, Oakland, MD 21550

2 Beds1 Bath864 SqFt

MLS# MDGA2010946

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
181 JEFFREY LN #23A, Oakland, MD 21550
Price Dropped by $10K

$259,900

181 JEFFREY LN #23A, Oakland, MD 21550

2 Beds1 Bath670 SqFt

MLS# MDGA2010704

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
961 CEDAR LN, Oakland, MD 21550
Price Dropped by $20K

$339,000

961 CEDAR LN, Oakland, MD 21550

4 Beds3 Baths1,920 SqFt

MLS# MDGA2010426

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
1909 PYSELL CROSSCUT RD, Oakland, MD 21550
Price Dropped by $40K

$825,000

1909 PYSELL CROSSCUT RD, Oakland, MD 21550

4 Beds5 Baths2,970 SqFt

MLS# MDGA2010462

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
565 GLENDALE RD #210A, Oakland, MD 21550
Pending

$149,000

565 GLENDALE RD #210A, Oakland, MD 21550

1 Bed1 Bath382 SqFt

MLS# MDGA2010362

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
531 GLENDALE RD #B302, Oakland, MD 21550
Price Dropped by $29K

$339,900

531 GLENDALE RD #B302, Oakland, MD 21550

2 Beds1 Bath887 SqFt

MLS# MDGA2009640

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
BETHLEHEM RD, Oakland, MD 21550
Price Dropped by $4K

$245,900

BETHLEHEM RD, Oakland, MD 21550

50 Acres

MLS# MDGA2011660

Listed by Hawkins Real Estate Company

Bright MLS (BMLS)
MARYLAND HWY, Oakland, MD 21550
Price Dropped by $15K

$15,000

MARYLAND HWY, Oakland, MD 21550

0.92 Acres

MLS# MDGA2011452

Listed by 1 Real Estate Source LLC

Bright MLS (BMLS)
809 N ST, Mountain Lake Park, MD 21550
Price Dropped by $2K

$63,000

809 N ST, Mountain Lake Park, MD 21550

792 SqFt

MLS# MDGA2010386

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
LOT 25 HOLY CROSS DRIVE, Oakland, MD 21550
Price Dropped by $26K

$449,000

LOT 25 HOLY CROSS DRIVE, Oakland, MD 21550

1.34 Acres

MLS# MDGA2010144

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
LOT 13 BRAY RUN RD, Oakland, MD 21550
Price Dropped by $6K

$38,500

LOT 13 BRAY RUN RD, Oakland, MD 21550

0.59 Acres

MLS# MDGA2010142

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
LOT 14 WARNICK WAY, Oakland, MD 21550
Price Dropped by $6K

$39,000

LOT 14 WARNICK WAY, Oakland, MD 21550

1.02 Acres

MLS# MDGA2008468

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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stine-northrop-footer-logo copyequal-housing-realtor-affiliate-200

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 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.

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. First State Living
      2. Our Mission
      3. Agents
      4. Reviews
      Media
      Contact Us
      Partner Lender
stine-northrop-footer-logo copyequal-housing-realtor-affiliate-200

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 2026. All Rights Reserved.

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