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35 Properties
Map

35 Properties Available In 21550

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MD >21550 >
Market Insights
8 HIDDEN COVE CT, Oakland, MD 21550
3D
New

$949,000

8 HIDDEN COVE CT, Oakland, MD 21550

4 Beds3 Baths2,856 SqFt

MLS# MDGA2011746

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
638 GLENDALE RD, Oakland, MD 21550
New

$745,000

638 GLENDALE RD, Oakland, MD 21550

5 Beds3 Baths2,640 SqFt

MLS# MDGA2011738

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
1295 MOUNTAINVIEW DR, Oakland, MD 21550
Under Contract

$920,000

1295 MOUNTAINVIEW DR, Oakland, MD 21550

4 Beds3 Baths3,550 SqFt

MLS# MDGA2011722

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
1204 ALEXANDER LN, Oakland, MD 21550
3D
Pending

$399,900

1204 ALEXANDER LN, Oakland, MD 21550

3 Beds2 Baths2,266 SqFt

MLS# MDGA2011628

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
1010 HOLY CROSS DR, Oakland, MD 21550
3D
Active

$5,150,000

1010 HOLY CROSS DR, Oakland, MD 21550

8 Beds9 Baths10,300 SqFt

MLS# MDGA2011388

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)
62 DUCK COVE RD, Oakland, MD 21550
3D
Under Contract

$1,899,000

62 DUCK COVE RD, Oakland, MD 21550

4 Beds4 Baths4,150 SqFt

MLS# MDGA2011402

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
1544 STOCKSLAGER RD, Oakland, MD 21550
Under Contract

$1,750,000

1544 STOCKSLAGER RD, Oakland, MD 21550

5 Beds4 Baths3,456 SqFt

MLS# MDGA2011420

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
565 GLENDALE RD #124, Oakland, MD 21550
Active

$159,000

565 GLENDALE RD #124, Oakland, MD 21550

1 Bed1 Bath382 SqFt

MLS# MDGA2011422

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
1167 TALL OAKS DR, Oakland, MD 21550
3D
Active

$379,000

1167 TALL OAKS DR, Oakland, MD 21550

2 Beds3 Baths1,920 SqFt

MLS# MDGA2011356

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
24 TRAILSIDE WAY, Oakland, MD 21550
Active

$555,000

24 TRAILSIDE WAY, Oakland, MD 21550

4 Beds4 Baths2,430 SqFt

MLS# MDGA2011156

Listed by Northrop Realty

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)
164 GRANDVIEW DR, Oakland, MD 21550
Active

$950,000

164 GRANDVIEW DR, Oakland, MD 21550

3 Beds3 Baths2,368 SqFt

MLS# MDGA2011052

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
157 JEFFREY LN #21B, Oakland, MD 21550
Active

$299,000

157 JEFFREY LN #21B, Oakland, MD 21550

2 Beds1 Bath550 SqFt

MLS# MDGA2011174

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
505 SOUTHERN PINES DR, Oakland, MD 21550
Price Dropped by $5K

$292,500

505 SOUTHERN PINES DR, Oakland, MD 21550

3 Beds2 Baths1,248 SqFt

MLS# MDGA2011242

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
52 DAM VIEW DR, Oakland, MD 21550
3D
Active

$1,087,900

52 DAM VIEW DR, Oakland, MD 21550

4 Beds6 Baths3,032 SqFt

MLS# MDGA2011104

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
815 CHADDERTON SCHOOL RD, Oakland, MD 21550
3D
Under Contract

$1,900,000

815 CHADDERTON SCHOOL RD, Oakland, MD 21550

5 Beds4 Baths4,619 SqFt

MLS# MDGA2011092

Listed by Railey Realty, Inc.

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

$749,000

130 TIMBERLOFT CIR #14, Oakland, MD 21550

3 Beds3 Baths1,900 SqFt

MLS# MDGA2011146

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
130 MYSTIC CREEK TRL #1B, Oakland, MD 21550
3D
Active

$639,000

130 MYSTIC CREEK TRL #1B, Oakland, MD 21550

5 Beds5 Baths2,200 SqFt

MLS# MDGA2011072

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)
16 LEMLEY, Oakland, MD 21550
3D
Under Contract

$379,000

16 LEMLEY, Oakland, MD 21550

4 Beds3 Baths1,104 SqFt

MLS# MDGA2010814

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
1001 SUTTER LN, Oakland, MD 21550
3D
Price Dropped by $30K

$799,000

1001 SUTTER LN, Oakland, MD 21550

5 Beds6 Baths6,550 SqFt

MLS# MDGA2010778

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)
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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