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39 Properties
Map

39 Properties Available In 21550

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MD >21550 >
Market Insights
355 MARKWOOD DR, Oakland, MD 21550
New

$569,000

355 MARKWOOD DR, Oakland, MD 21550

3 Beds3 Baths1,654 SqFt

MLS# MDGA2012466

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
255 THORNBERRY RD, Oakland, MD 21550
3D
Active

$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)
826 G SWAUGER RD, Oakland, MD 21550
Active

$1,200,000

826 G SWAUGER RD, Oakland, MD 21550

2 Beds3 Baths2,914 SqFt

MLS# MDGA2012212

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)
308 WINDING TRAIL LN #11B, Oakland, MD 21550
Active

$615,000

308 WINDING TRAIL LN #11B, Oakland, MD 21550

5 Beds5 Baths3,300 SqFt

MLS# MDGA2012146

Listed by Taylor-Made Deep Creek Sales

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)
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)
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)
20160 GARRETT HWY #H706, Oakland, MD 21550
3D
Active

$309,000

20160 GARRETT HWY #H706, Oakland, MD 21550

1 Bed1 Bath550 SqFt

MLS# MDGA2011894

Listed by Taylor-Made Deep Creek Sales

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)
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)
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)
638 GLENDALE RD, Oakland, MD 21550
Active

$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)
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)
170 CHERRYWOOD DR, Oakland, MD 21550
Active

$699,000

170 CHERRYWOOD DR, Oakland, MD 21550

5 Beds3 Baths2,560 SqFt

MLS# MDGA2011178

Listed by Taylor-Made Deep Creek Sales

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)
164 GRANDVIEW DR, Oakland, MD 21550
Price Dropped by $38K

$912,000

164 GRANDVIEW DR, Oakland, MD 21550

3 Beds3 Baths2,368 SqFt

MLS# MDGA2011052

Listed by Taylor-Made Deep Creek Sales

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