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22 Properties
Map

22 Properties Available In 21550

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MD >21550 >
Market Insights
255 THORNBERRY RD, Oakland, MD 21550
3D
New

$2,925,000

255 THORNBERRY RD, Oakland, MD 21550

4 Beds4 Baths3,883 SqFt

MLS# MDGA2012400

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
101 SOBRIETY WAY, Oakland, MD 21550
3D
Under Contract

$499,900

101 SOBRIETY WAY, Oakland, MD 21550

3 Beds2 Baths1,920 SqFt

MLS# MDGA2012278

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
943 PARADISE HTS, Oakland, MD 21550
3D
Active

$765,000

943 PARADISE HTS, Oakland, MD 21550

5 Beds3 Baths2,200 SqFt

MLS# MDGA2012214

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
256 JEFFREY LN #28, Oakland, MD 21550
3D
Active

$464,900

256 JEFFREY LN #28, Oakland, MD 21550

3 Beds4 Baths1,838 SqFt

MLS# MDGA2012248

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
941 MOUNTAINVIEW DR, Oakland, MD 21550
3D
Active

$737,500

941 MOUNTAINVIEW DR, Oakland, MD 21550

4 Beds4 Baths4,377 SqFt

MLS# MDGA2012196

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
953 BRAY SCHOOL RD, Oakland, MD 21550
3D
Under Contract

$299,900

953 BRAY SCHOOL RD, Oakland, MD 21550

3 Beds1 Bath1,008 SqFt

MLS# MDGA2012238

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
2189 TABLE ROCK RD, Oakland, MD 21550
3D
Under Contract

$299,000

2189 TABLE ROCK RD, Oakland, MD 21550

4 Beds2 Baths1,736 SqFt

MLS# MDGA2012226

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
428 SAM SNEAD CIR, Oakland, MD 21550
3D
Active

$599,000

428 SAM SNEAD CIR, Oakland, MD 21550

5 Beds4 Baths3,542 SqFt

MLS# MDGA2012104

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
208 CLIFF DR, Oakland, MD 21550
3D
Under Contract

$950,000

208 CLIFF DR, Oakland, MD 21550

4 Beds3 Baths2,219 SqFt

MLS# MDGA2011858

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
277 CHEEKS LN, Oakland, MD 21550
3D
Under Contract

$279,000

277 CHEEKS LN, Oakland, MD 21550

3 Beds2 Baths1,148 SqFt

MLS# MDGA2011870

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
55 VILLAGE DR #5, Oakland, MD 21550
3D
Price Dropped by $10K

$585,000

55 VILLAGE DR #5, Oakland, MD 21550

3 Beds3 Baths2,280 SqFt

MLS# MDGA2011682

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
113 JUBB MEADOWS LN, Oakland, MD 21550
3D
Active

$899,900

113 JUBB MEADOWS LN, Oakland, MD 21550

4 Beds4 Baths3,185 SqFt

MLS# MDGA2011494

Listed by Railey Realty, Inc.

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)
163 MITCHELL DR, Oakland, MD 21550
3D
Active

$289,000

163 MITCHELL DR, Oakland, MD 21550

3 Beds3 Baths2,242 SqFt

MLS# MDGA2011294

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
52 DAM VIEW DR, Oakland, MD 21550
3D
Price Dropped by $13K

$1,074,900

52 DAM VIEW DR, Oakland, MD 21550

4 Beds6 Baths3,032 SqFt

MLS# MDGA2011104

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
130 TIMBERLOFT CIR #14, Oakland, MD 21550
3D
Under Contract

$749,000

130 TIMBERLOFT CIR #14, Oakland, MD 21550

3 Beds3 Baths1,900 SqFt

MLS# MDGA2011146

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
20160 GARRETT HWY #F501-701, Oakland, MD 21550
3D
Active

$575,000

20160 GARRETT HWY #F501-701, Oakland, MD 21550

3 Beds2 Baths1,700 SqFt

MLS# MDGA2010702

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
47 HOLY CROSS, Oakland, MD 21550
3D
Active

$6,499,900

47 HOLY CROSS, Oakland, MD 21550

8 Beds9 Baths11,417 SqFt

MLS# MDGA2010560

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
5024 CRANESVILLE RD, Oakland, MD 21550
3D
Under Contract

$385,000

5024 CRANESVILLE RD, Oakland, MD 21550

3 Beds3 Baths2,128 SqFt

MLS# MDGA2010510

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
328 STOOL ROCK RD, Oakland, MD 21550
3D
Active

$545,000

328 STOOL ROCK RD, Oakland, MD 21550

4 Beds3 Baths1,860 SqFt

MLS# MDGA2009150

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
439 PARADISE HTS, Oakland, MD 21550
3D
Active

$1,329,000

439 PARADISE HTS, Oakland, MD 21550

6 Beds5 Baths4,113 SqFt

MLS# MDGA2008472

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
17848 GARRETT HWY, Oakland, MD 21550
3D
Under Contract

$1,700,000

17848 GARRETT HWY, Oakland, MD 21550

5.77 Acres Lot

MLS# MDGA2011286

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