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196 Properties Available In 21550

Name: Open House - 12PM-2PM
Start: 2026-04-26T12:00:00.000Z
End: 2026-04-26T14:00:00.000Z
Location: 565 GLENDALE RD #124, Oakland, MD 21550

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MD >21550 >

Market Insights

1/30

Open 4/26 12PM-2PM

$159,000

1 Bed1 Bath382 SqFt

565 GLENDALE RD #124, Oakland, MD 21550

MLS# MDGA2011422

Listed by Taylor Made Deep Creek Real Estate

1/53

Open 5/16 10AM-12PM

$349,999

3 Beds1 Bath990 SqFt

931 BLACK OAK DR, Oakland, MD 21550

MLS# MDGA2010958

Listed by Taylor Made Deep Creek Real Estate

1/45

New

$595,000

3 Beds3 Baths2,280 SqFt

55 VILLAGE DR #5, Oakland, MD 21550

MLS# MDGA2011682

Listed by Railey Realty, Inc.

1875 PYSELL CROSSCUT RD, Oakland, MD 21550

1/62

New

$735,000

5 Beds5 Baths3,664 SqFt

1875 PYSELL CROSSCUT RD, Oakland, MD 21550

MLS# MDGA2011686

Listed by Taylor Made Deep Creek Real Estate

1/64

New

$1,400,000

5 Beds4 Baths2,832 SqFt

827 PENN POINT RD, Oakland, MD 21550

MLS# MDGA2011664

Listed by Taylor Made Deep Creek Real Estate

1/28

New

$335,000

3 Beds3 Baths2,288 SqFt

1740 OLD CRELLIN RD, Oakland, MD 21550

MLS# MDGA2011680

Listed by The KW Collective

1/59

Coming Soon

$875,000

3 Beds4 Baths3,897 SqFt

39 LEO FRIEND RD, Oakland, MD 21550

MLS# MDGA2011668

Listed by Taylor Made Deep Creek Real Estate

1/82

New

$824,900

4 Beds6 Baths3,630 SqFt

53 MEADOW CT, Oakland, MD 21550

MLS# MDGA2011658

Listed by Railey Realty, Inc.

1/55

New

$379,000

3 Beds3 Baths2,388 SqFt

215 H ST, Mountain Lake Park, MD 21550

MLS# MDGA2011582

Listed by Railey Realty, Inc.

505 SHENANDOAH AVE, Mt Lake Park, MD 21550

1/35

Under Contract

$165,000

3 Beds1 Bath1,632 SqFt

505 SHENANDOAH AVE, Mt Lake Park, MD 21550

MLS# MDGA2011654

Listed by Railey Realty, Inc.

1/36

Under Contract

$829,000

3 Beds2 Baths1,355 SqFt

34 HOOPPOLE CT #B-1, Oakland, MD 21550

MLS# MDGA2011646

Listed by Railey Realty, Inc.

1/67

New

$699,000

5 Beds3 Baths2,560 SqFt

170 CHERRYWOOD DR, Oakland, MD 21550

MLS# MDGA2011178

Listed by Taylor Made Deep Creek Real Estate

1/64

Pending

$399,900

3 Beds2 Baths2,266 SqFt

1204 ALEXANDER LN, Oakland, MD 21550

MLS# MDGA2011628

Listed by Railey Realty, Inc.

1/69

Under Contract

$2,390,000

5 Beds4 Baths3,463 SqFt

2411 LAKE SHORE DR, Oakland, MD 21550

MLS# MDGA2011610

Listed by Railey Realty, Inc.

1/62

New

$1,300,000

5 Beds3 Baths2,592 SqFt

660 GLENDALE RD, Oakland, MD 21550

MLS# MDGA2011188

Listed by Railey Realty, Inc.

1/82

Active

$875,000

3 Beds4 Baths3,990 SqFt

891 MOUNTAINVIEW DR, Oakland, MD 21550

MLS# MDGA2011344

Listed by Railey Realty, Inc.

8956 OAKLAND SANG RUN RD, Oakland, MD 21550

1/67

Active

$265,000

3 Beds2 Baths1,064 SqFt

8956 OAKLAND SANG RUN RD, Oakland, MD 21550

MLS# MDGA2011566

Listed by Taylor Properties

1/28

Active

$120,000

2 Beds1 Bath1,029 SqFt

5151 HUTTON RD, Oakland, MD 21550

MLS# MDGA2011602

Listed by Julian Agency Real Estate

1/32

Active

$249,900

2 Beds1 Bath772 SqFt

565 GLENDALE RD #306, Oakland, MD 21550

MLS# MDGA2011544

Listed by Railey Realty, Inc.

1/17

Active

$449,900

3 Beds2 Baths1,464 SqFt

654 N BRADLEY LN, Oakland, MD 21550

MLS# MDGA2011266

Listed by Taylor Made Deep Creek Real Estate

1/46

Active

$359,000

3 Beds2 Baths1,152 SqFt

552 BLACK OAK DR, Oakland, MD 21550

MLS# MDGA2011470

Listed by Long & Foster Real Estate, Inc.

2332 PARADISE POINT RD, Oakland, MD 21550

1/74

Under Contract

$1,399,000

3 Beds2 Baths2,064 SqFt

2332 PARADISE POINT RD, Oakland, MD 21550

MLS# MDGA2011510

Listed by Railey Realty, Inc.

18025-B GARRETT HWY #B, Oakland, MD 21550

1/54

Pending

$425,000

3 Beds2 Baths1,920 SqFt

18025-B GARRETT HWY #B, Oakland, MD 21550

MLS# MDGA2011518

Listed by Taylor Made Deep Creek Real Estate

1/42

Active

$299,900

2 Beds2 Baths560 SqFt

400 BEAR E, Oakland, MD 21550

MLS# MDGA2011462

Listed by Taylor Made Deep Creek Real Estate

explore listings in 21550

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196 Properties

196 Properties Available

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List

1/30 30

1 Bed 1 Bath 382 SqFt

$159,000
Open 4/26 12PM-2PM

565 GLENDALE RD #124, Oakland, MD 21550

MLS# MDGA2011422

Listed by Taylor Made Deep Creek Real Estate

Townhouse
1/53 53

3 Beds 1 Bath 990 SqFt

$349,999
Open 5/16 10AM-12PM

931 BLACK OAK DR, Oakland, MD 21550

MLS# MDGA2010958

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/45 45

3 Beds 3 Baths 2,280 SqFt

$595,000
New

55 VILLAGE DR #5, Oakland, MD 21550

MLS# MDGA2011682

Listed by Railey Realty, Inc.

Condo
1/62 62

5 Beds 5 Baths 3,664 SqFt

$735,000
New

1875 PYSELL CROSSCUT RD, Oakland, MD 21550

MLS# MDGA2011686

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/64 64

5 Beds 4 Baths 2,832 SqFt

$1,400,000
New

827 PENN POINT RD, Oakland, MD 21550

MLS# MDGA2011664

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/28 28

3 Beds 3 Baths 2,288 SqFt

$335,000
New

1740 OLD CRELLIN RD, Oakland, MD 21550

MLS# MDGA2011680

Listed by The KW Collective

Single Family Home
1/59 59

3 Beds 4 Baths 3,897 SqFt

$875,000
Coming Soon

39 LEO FRIEND RD, Oakland, MD 21550

MLS# MDGA2011668

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/82 82

4 Beds 6 Baths 3,630 SqFt

$824,900
New

53 MEADOW CT, Oakland, MD 21550

MLS# MDGA2011658

Listed by Railey Realty, Inc.

Single Family Home
1/55 55

3 Beds 3 Baths 2,388 SqFt

$379,000
New

215 H ST, Mountain Lake Park, MD 21550

MLS# MDGA2011582

Listed by Railey Realty, Inc.

Single Family Home
1/35 35

3 Beds 1 Bath 1,632 SqFt

$165,000
Under Contract

505 SHENANDOAH AVE, Mt Lake Park, MD 21550

MLS# MDGA2011654

Listed by Railey Realty, Inc.

Single Family Home
1/36 36

3 Beds 2 Baths 1,355 SqFt

$829,000
Under Contract

34 HOOPPOLE CT #B-1, Oakland, MD 21550

MLS# MDGA2011646

Listed by Railey Realty, Inc.

Condo
1/67 67

5 Beds 3 Baths 2,560 SqFt

$699,000
New

170 CHERRYWOOD DR, Oakland, MD 21550

MLS# MDGA2011178

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/64 64

3 Beds 2 Baths 2,266 SqFt

$399,900
Pending

1204 ALEXANDER LN, Oakland, MD 21550

MLS# MDGA2011628

Listed by Railey Realty, Inc.

Single Family Home
1/69 69

5 Beds 4 Baths 3,463 SqFt

$2,390,000
Under Contract

2411 LAKE SHORE DR, Oakland, MD 21550

MLS# MDGA2011610

Listed by Railey Realty, Inc.

Single Family Home
1/62 62

5 Beds 3 Baths 2,592 SqFt

$1,300,000
New

660 GLENDALE RD, Oakland, MD 21550

MLS# MDGA2011188

Listed by Railey Realty, Inc.

Single Family Home
1/82 82

3 Beds 4 Baths 3,990 SqFt

$875,000
Active

891 MOUNTAINVIEW DR, Oakland, MD 21550

MLS# MDGA2011344

Listed by Railey Realty, Inc.

Single Family Home
1/67 67

3 Beds 2 Baths 1,064 SqFt

$265,000
Active

8956 OAKLAND SANG RUN RD, Oakland, MD 21550

MLS# MDGA2011566

Listed by Taylor Properties

Manufactured Home
1/28 28

2 Beds 1 Bath 1,029 SqFt

$120,000
Active

5151 HUTTON RD, Oakland, MD 21550

MLS# MDGA2011602

Listed by Julian Agency Real Estate

Single Family Home
1/32 32

2 Beds 1 Bath 772 SqFt

$249,900
Active

565 GLENDALE RD #306, Oakland, MD 21550

MLS# MDGA2011544

Listed by Railey Realty, Inc.

Condo
1/17 17

3 Beds 2 Baths 1,464 SqFt

$449,900
Active

654 N BRADLEY LN, Oakland, MD 21550

MLS# MDGA2011266

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/46 46

3 Beds 2 Baths 1,152 SqFt

$359,000
Active

552 BLACK OAK DR, Oakland, MD 21550

MLS# MDGA2011470

Listed by Long & Foster Real Estate, Inc.

Single Family Home
1/74 74

3 Beds 2 Baths 2,064 SqFt

$1,399,000
Under Contract

2332 PARADISE POINT RD, Oakland, MD 21550

MLS# MDGA2011510

Listed by Railey Realty, Inc.

Single Family Home
1/54 54

3 Beds 2 Baths 1,920 SqFt

$425,000
Pending

18025-B GARRETT HWY #B, Oakland, MD 21550

MLS# MDGA2011518

Listed by Taylor Made Deep Creek Real Estate

Single Family Home
1/42 42

2 Beds 2 Baths 560 SqFt

$299,900
Active

400 BEAR E, Oakland, MD 21550

MLS# MDGA2011462

Listed by Taylor Made Deep Creek Real Estate

Single Family Home