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20 Properties

20 Properties Available In 21550

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$499,900

Active

Single Family Home

3 Beds 2 Baths 1,920 SqFt

101 SOBRIETY WAY, Oakland, MD 21550

Wake up to breathtaking views of Deep Creek Lake every single day from this beautifully updated 3-bedroom home, complete...

MLS# MDGA2012278

Listed by Railey Realty, Inc.

$765,000

Active

Single Family Home

5 Beds 3 Baths 2,200 SqFt

943 PARADISE HTS, Oakland, MD 21550

Welcome to this stunning 5-bedroom, 3-bath home, completed in 2023 and designed for modern mountain living. Featuring tw...

MLS# MDGA2012214

Listed by Railey Realty, Inc.

$464,900

Active

Condo

3 Beds 4 Baths 1,838 SqFt

256 JEFFREY LN #28, Oakland, MD 21550

Looking for a beautifully updated condo at Deep Creek Lake? Welcome to 256 Jeffrey Lane #28, a spacious 3-bedroom, 3.5-b...

MLS# MDGA2012248

Listed by Railey Realty, Inc.

$737,500

Active

Single Family Home

4 Beds 4 Baths 4,377 SqFt

941 MOUNTAINVIEW DR, Oakland, MD 21550

Experience the best of Deep Creek Lake living in this thoughtfully designed 4 bedroom, 3.5 bath home located in the high...

MLS# MDGA2012196

Listed by Railey Realty, Inc.

$299,000

Under Contract

Single Family Home

4 Beds 2 Baths 1,736 SqFt

2189 TABLE ROCK RD, Oakland, MD 21550

Escape to the beauty of the mountains with this 4-bedroom, 2-bath log home situated on 15 scenic acres just south of Dee...

MLS# MDGA2012226

Listed by Railey Realty, Inc.

$299,900

Under Contract

Single Family Home

3 Beds 1 Bath 1,008 SqFt

953 BRAY SCHOOL RD, Oakland, MD 21550

Discover the perfect blend of comfort, convenience, and value with this exceptionally well-maintained 3-bedroom, 1-bath ...

MLS# MDGA2012238

Listed by Railey Realty, Inc.

$599,000

Active

Single Family Home

5 Beds 4 Baths 3,542 SqFt

428 SAM SNEAD CIR, Oakland, MD 21550

Welcome to this beautifully appointed 5-bedroom, 3.5-bath home located in one of Oakland's most desirable neighborhoods—...

MLS# MDGA2012104

Listed by Railey Realty, Inc.

$950,000

Under Contract

Single Family Home

4 Beds 3 Baths 2,219 SqFt

208 CLIFF DR, Oakland, MD 21550

Picture perfect, private and wooded mountain retreat featuring lake access in a prime location close to all area ameniti...

MLS# MDGA2011858

Listed by Railey Realty, Inc.

$279,000

Under Contract

Single Family Home

3 Beds 2 Baths 1,148 SqFt

277 CHEEKS LN, Oakland, MD 21550

Tucked away on a private lane and surrounded by the beauty of the woods, this charming 3-bedroom, 1 full bath and 1 half...

MLS# MDGA2011870

Listed by Railey Realty, Inc.

$585,000

Price Dropped by $10K

Condo

3 Beds 3 Baths 2,280 SqFt

55 VILLAGE DR #5, Oakland, MD 21550

Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan's Mountain” is a charming log cabin retreat offerin...

MLS# MDGA2011682

Listed by Railey Realty, Inc.

$869,900

Price Dropped by $30K

Single Family Home

4 Beds 4 Baths 3,185 SqFt

113 JUBB MEADOWS LN, Oakland, MD 21550

Luxury Estate just outside the town of Oakland. This 4-bed, 3.5 bath is situated on 9.72 acres. Offering 4,555 sq ft wi...

MLS# MDGA2011494

Listed by Railey Realty, Inc.

$369,000

Price Dropped by $10K

Single Family Home

2 Beds 3 Baths 1,920 SqFt

1167 TALL OAKS DR, Oakland, MD 21550

Log cabin on 11 private acres. Located in the gated Timbers on the Yough community. The community features shared acces...

MLS# MDGA2011356

Listed by Railey Realty, Inc.

$279,000

Price Dropped by $10K

Single Family Home

3 Beds 3 Baths 2,242 SqFt

163 MITCHELL DR, Oakland, MD 21550

Nestled in the charming Mitchell Manor community, this delightful split-level home offers a perfect blend of comfort and...

MLS# MDGA2011294

Listed by Railey Realty, Inc.

$1,074,900

Price Dropped by $13K

Single Family Home

4 Beds 6 Baths 3,032 SqFt

52 DAM VIEW DR, Oakland, MD 21550

Panoramic Lake views in the Bray Run community, just minutes from Deep Creek Lake, state parks, and more! Built in 2025,...

MLS# MDGA2011104

Listed by Railey Realty, Inc.

130 TIMBERLOFT CIR #14, Oakland, MD 21550

$749,000

Under Contract

Condo

3 Beds 3 Baths 1,900 SqFt

130 TIMBERLOFT CIR #14, Oakland, MD 21550

Centrally located in the heart of Deep Creek Lake, this beautifully maintained 3 bedroom, 3 bath home offers breathtakin...

MLS# MDGA2011146

Listed by Railey Realty, Inc.

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

$575,000

Active

Condo

3 Beds 2 Baths 1,700 SqFt

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

With some minor modifications to the unit, it is possible for this condo to be rented as two separate condos (501 two BR...

MLS# MDGA2010702

Listed by Railey Realty, Inc.

$6,499,900

Active

Single Family Home

8 Beds 9 Baths 11,417 SqFt

47 HOLY CROSS, Oakland, MD 21550

Luxury lakefront living at its peak. This 11,417 sq ft masterpiece sits on 1.65 acres in The Reserve at Holy Cross with ...

MLS# MDGA2010560

Listed by Railey Realty, Inc.

$385,000

Under Contract

Single Family Home

3 Beds 3 Baths 2,128 SqFt

5024 CRANESVILLE RD, Oakland, MD 21550

Surrounded by 100+ Acres of Nature Conservancy conservation lands, on a 1.68-acre scenic home site, this 3-bedroom, 2.5...

MLS# MDGA2010510

Listed by Railey Realty, Inc.

$545,000

Active

Single Family Home

4 Beds 3 Baths 1,860 SqFt

328 STOOL ROCK RD, Oakland, MD 21550

Designed and built for the sellers, this 4 bedroom, 2.5 bath home is a true showcase of craftsmanship featuring handmade...

MLS# MDGA2009150

Listed by Railey Realty, Inc.

$1,329,000

Active

Single Family Home

6 Beds 5 Baths 4,113 SqFt

439 PARADISE HTS, Oakland, MD 21550

Stunning 6-Bedroom Kathadin Log Home with Breathtaking 180° views of Deep Creek Lake with Lake Access and a Boat Slip! T...

MLS# MDGA2008472

Listed by Railey Realty, Inc.

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