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37 Properties
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37 Properties Available In 21550

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MD >21550 >
Market Insights
1499 FOSTER RD, Oakland, MD 21550
Price Dropped by $23K

$375,000

1499 FOSTER RD, Oakland, MD 21550

4 Beds2 Baths2,234 SqFt

MLS# MDGA2012068

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
511 HILLTOP RD, Oakland, MD 21550
Price Dropped by $10K

$424,900

511 HILLTOP RD, Oakland, MD 21550

4 Beds3 Baths2,406 SqFt

MLS# MDGA2012082

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
211 HIGH POINT RIDGE RD, Oakland, MD 21550
Price Dropped by $145K

$1,350,000

211 HIGH POINT RIDGE RD, Oakland, MD 21550

4 Beds4 Baths3,472 SqFt

MLS# MDGA2011990

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
251 ROBINWOOD DR, Oakland, MD 21550
Price Dropped by $69K

$899,900

251 ROBINWOOD DR, Oakland, MD 21550

5 Beds5 Baths4,284 SqFt

MLS# MDGA2011890

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
670 WOODLANDS HILL LN, Oakland, MD 21550
Price Dropped by $40K

$1,649,000

670 WOODLANDS HILL LN, Oakland, MD 21550

5 Beds5 Baths3,714 SqFt

MLS# MDGA2011904

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
312 MOSS CREEK CIR, Oakland, MD 21550
Price Dropped by $46K

$749,000

312 MOSS CREEK CIR, Oakland, MD 21550

5 Beds4 Baths4,230 SqFt

MLS# MDGA2011736

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
321 N 3RD ST, Oakland, MD 21550
Price Dropped by $9K

$365,000

321 N 3RD ST, Oakland, MD 21550

5 Beds2 Baths3,660 SqFt

MLS# MDGA2011780

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
17921 GARRETT HWY, Oakland, MD 21550
Under Contract

$299,000

17921 GARRETT HWY, Oakland, MD 21550

4 Beds2 Baths1,563 SqFt

MLS# MDGA2011818

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
127 PARADISE HTS, Oakland, MD 21550
Price Dropped by $50K

$1,025,000

127 PARADISE HTS, Oakland, MD 21550

3 Beds3 Baths2,240 SqFt

MLS# MDGA2011804

Listed by XRealty.NET LLC

Bright MLS (BMLS)
660 GLENDALE RD, Oakland, MD 21550
Price Dropped by $100K

$1,100,000

660 GLENDALE RD, Oakland, MD 21550

5 Beds3 Baths2,592 SqFt

MLS# MDGA2011188

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
8956 OAKLAND SANG RUN RD, Oakland, MD 21550
Price Dropped by $28K

$191,409

8956 OAKLAND SANG RUN RD, Oakland, MD 21550

3 Beds2 Baths1,064 SqFt

MLS# MDGA2011566

Listed by Taylor Properties

Bright MLS (BMLS)
552 BLACK OAK DR, Oakland, MD 21550
Price Dropped by $10K

$349,000

552 BLACK OAK DR, Oakland, MD 21550

3 Beds2 Baths1,152 SqFt

MLS# MDGA2011470

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
400 BEAR DR E, Oakland, MD 21550
Price Dropped by $10K

$269,000

400 BEAR DR E, Oakland, MD 21550

2 Beds2 Baths560 SqFt

MLS# MDGA2011462

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
1167 TALL OAKS DR, Oakland, MD 21550
3D
Price Dropped by $10K

$369,000

1167 TALL OAKS DR, Oakland, MD 21550

2 Beds3 Baths1,920 SqFt

MLS# MDGA2011356

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)
157 JEFFREY LN #21B, Oakland, MD 21550
Price Dropped by $3K

$294,000

157 JEFFREY LN #21B, Oakland, MD 21550

2 Beds1 Bath550 SqFt

MLS# MDGA2011174

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
127 S OAKHALL DR, Oakland, MD 21550
Price Dropped by $10K

$265,000

127 S OAKHALL DR, Oakland, MD 21550

4 Beds2 Baths1,913 SqFt

MLS# MDGA2011068

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
931 BLACK OAK DR, Oakland, MD 21550
Price Dropped by $10K

$329,999

931 BLACK OAK DR, Oakland, MD 21550

3 Beds1 Bath990 SqFt

MLS# MDGA2010958

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
178 WINDING TRAIL LN #5B, Oakland, MD 21550
Price Dropped by $10K

$559,000

178 WINDING TRAIL LN #5B, Oakland, MD 21550

5 Beds5 Baths3,300 SqFt

MLS# MDGA2010960

Listed by Railey Realty, Inc.

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

$249,900

181 JEFFREY LN #23A, Oakland, MD 21550

2 Beds1 Bath670 SqFt

MLS# MDGA2010704

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
63 WALLMAN RD, Oakland, MD 21550
Price Dropped by $10K

$164,000

63 WALLMAN RD, Oakland, MD 21550

3 Beds1 Bath816 SqFt

MLS# MDGA2010592

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
961 CEDAR LN, Oakland, MD 21550
Price Dropped by $40K

$299,000

961 CEDAR LN, Oakland, MD 21550

4 Beds3 Baths1,920 SqFt

MLS# MDGA2010426

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
126 LEO FRIEND RD, Oakland, MD 21550
Price Dropped by $30K

$499,900

126 LEO FRIEND RD, Oakland, MD 21550

4 Beds3 Baths2,235 SqFt

MLS# MDGA2009940

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
511 MAIN ST, Deer Park, MD 21550
Price Dropped by $25K

$350,000

511 MAIN ST, Deer Park, MD 21550

5 Beds2 Baths1,536 SqFt

MLS# MDGA2008298

Listed by 1 Real Estate Source LLC

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