HomeSmart
  • Home
  • Buy
    1. All Listings
    2. Mortgage Calculator
    3. Affordability Calculator
    4. Buyers Guide
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Sellers Guide
  • Market Snapshot
  • About
    1. About Us
    2. Contact
  • Register
  • Sign In
Price
  • Any
  • $ 100,000
  • $ 150,000
  • $ 200,000
  • $ 400,000
  • $ 800,000
  • Any
  • $ 200,000
  • $ 300,000
  • $ 400,000
  • $ 600,000
  • $ 1,000,000
    Beds Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
    Baths Tap two numbers to select a range
    Any
    1
    2
    3
    4
    5+
  • List
  • Mixed
  • Map
ZIP Code: 21550
Virtual Tour
Map
34 Properties Available

34 Properties Available

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
Image
Address
Price
Beds
Baths
Area
Status
MLS

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

MLS# MDGA2012146 Listed by Taylor-Made Deep Creek Sales

$615,000

5
5
3,300 SqFt
Active
MLS# MDGA2012146

511 HILLTOP RD, Oakland, MD 21550

MLS# MDGA2012082 Listed by Taylor-Made Deep Creek Sales

$434,900

4
3
2,406 SqFt
Active
MLS# MDGA2012082

20160 GARRETT HWY #H706, Oakland, MD 21550

MLS# MDGA2011894 Listed by Taylor-Made Deep Creek Sales

$309,000

1
1
550 SqFt
Active
MLS# MDGA2011894

312 MOSS CREEK CIR, Oakland, MD 21550

MLS# MDGA2011736 Listed by Taylor-Made Deep Creek Sales

$795,000

5
4
4,230 SqFt
Active
MLS# MDGA2011736

17921 GARRETT HWY, Oakland, MD 21550

MLS# MDGA2011818 Listed by Taylor-Made Deep Creek Sales

$325,000

4
2
1,563 SqFt
Active
MLS# MDGA2011818

8 HIDDEN COVE CT, Oakland, MD 21550

MLS# MDGA2011746 Listed by Railey Realty, Inc.

$949,000

4
3
2,856 SqFt
Under Contract
MLS# MDGA2011746

638 GLENDALE RD, Oakland, MD 21550

MLS# MDGA2011738 Listed by Taylor-Made Deep Creek Sales

$745,000

5
3
2,640 SqFt
Active
MLS# MDGA2011738

1295 MOUNTAINVIEW DR, Oakland, MD 21550

MLS# MDGA2011722 Listed by Long & Foster Real Estate, Inc.

$920,000

4
3
3,550 SqFt
Pending
MLS# MDGA2011722

55 VILLAGE DR #5, Oakland, MD 21550

MLS# MDGA2011682 Listed by Railey Realty, Inc.

$585,000

3
3
2,280 SqFt
Active
MLS# MDGA2011682

1010 HOLY CROSS DR, Oakland, MD 21550

MLS# MDGA2011388 Listed by Railey Realty, Inc.

$5,150,000

8
9
10,300 SqFt
Active
MLS# MDGA2011388

113 JUBB MEADOWS LN, Oakland, MD 21550

MLS# MDGA2011494 Listed by Railey Realty, Inc.

$899,900

4
4
3,185 SqFt
Active
MLS# MDGA2011494

565 GLENDALE RD #124, Oakland, MD 21550

MLS# MDGA2011422 Listed by Taylor-Made Deep Creek Sales

$144,000

1
1
382 SqFt
Active
MLS# MDGA2011422

163 MITCHELL DR, Oakland, MD 21550

MLS# MDGA2011294 Listed by Railey Realty, Inc.

$289,000

3
3
2,242 SqFt
Active
MLS# MDGA2011294

164 GRANDVIEW DR, Oakland, MD 21550

MLS# MDGA2011052 Listed by Taylor-Made Deep Creek Sales

$950,000

3
3
2,368 SqFt
Active
MLS# MDGA2011052

157 JEFFREY LN #21B, Oakland, MD 21550

MLS# MDGA2011174 Listed by Taylor-Made Deep Creek Sales

$297,000

2
1
550 SqFt
Active
MLS# MDGA2011174

505 SOUTHERN PINES DR, Oakland, MD 21550

MLS# MDGA2011242 Listed by Taylor-Made Deep Creek Sales

$287,500

3
2
1,248 SqFt
Active
MLS# MDGA2011242

52 DAM VIEW DR, Oakland, MD 21550

MLS# MDGA2011104 Listed by Railey Realty, Inc.

$1,074,900

4
6
3,032 SqFt
Active
MLS# MDGA2011104

815 CHADDERTON SCHOOL RD, Oakland, MD 21550

MLS# MDGA2011092 Listed by Railey Realty, Inc.

$1,900,000

5
4
4,619 SqFt
Under Contract
MLS# MDGA2011092

130 TIMBERLOFT CIR #14, Oakland, MD 21550

MLS# MDGA2011146 Listed by Railey Realty, Inc.

$749,000

3
3
1,900 SqFt
Active
MLS# MDGA2011146

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

MLS# MDGA2011072 Listed by Railey Realty, Inc.

$639,000

5
5
2,200 SqFt
Pending
MLS# MDGA2011072

232 JEFFREY LN #33, Oakland, MD 21550

MLS# MDGA2011030 Listed by Samson Properties

$414,999

2
3
2,960 SqFt
Pending
MLS# MDGA2011030

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

MLS# MDGA2010702 Listed by Railey Realty, Inc.

$575,000

3
2
1,700 SqFt
Active
MLS# MDGA2010702

47 HOLY CROSS, Oakland, MD 21550

MLS# MDGA2010560 Listed by Railey Realty, Inc.

$6,499,900

8
9
11,417 SqFt
Active
MLS# MDGA2010560

5024 CRANESVILLE RD, Oakland, MD 21550

MLS# MDGA2010510 Listed by Railey Realty, Inc.

$399,000

3
3
2,128 SqFt
Under Contract
MLS# MDGA2010510
  • 1
  • 2

explore listings

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
default
      Home
      Buy
      1. All Listings
      2. Mortgage Calculator
      3. Affordability Calculator
      4. Buyers Guide
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Sellers Guide
      Market Snapshot
      About
      1. About Us
      2. Contact
HomeSmart

Christina Proctor License ID: 530534

+1(202) 812-6070 cproctor1117@gmail.com

57 Randolph Rd. Suite 100 Silver Spring, MD 20904

Get My App

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

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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.
default
      Home
      Buy
      1. All Listings
      2. Mortgage Calculator
      3. Affordability Calculator
      4. Buyers Guide
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Sellers Guide
      Market Snapshot
      About
      1. About Us
      2. Contact
HomeSmart

Christina Proctor License ID: 530534

+1(202) 812-6070 cproctor1117@gmail.com

57 Randolph Rd. Suite 100 Silver Spring, MD 20904

Get My App

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

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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.