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35 Properties

35 Properties Available In 21550

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511 HILLTOP RD, Oakland, MD 21550
1/51 51

$434,900

New

Single Family Home

4 Beds 3 Baths 2,406 SqFt

511 HILLTOP RD, Oakland, MD 21550

Tucked away on a quiet cul-de-sac in the desirable Royal Charlotte community, this stunning 4-bedroom, 3-bathroom home i...

MLS# MDGA2012082

Listed by Taylor-Made Deep Creek Sales

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

$309,000

Active

Condo

1 Bed 1 Bath 550 SqFt

20160 GARRETT HWY #H706, Oakland, MD 21550

Welcome to Will O' the Wisp Unit H706, a beautiful top-floor lakefront condo offering some of the most breathtaking view...

MLS# MDGA2011894

Listed by Taylor-Made Deep Creek Sales

312 MOSS CREEK CIR, Oakland, MD 21550
1/55 55

$795,000

Active

Single Family Home

5 Beds 4 Baths 4,230 SqFt

312 MOSS CREEK CIR, Oakland, MD 21550

Tucked away on a picturesque 1.83-acre parcel, this charming log home offers the perfect blend of rustic character and m...

MLS# MDGA2011736

Listed by Taylor-Made Deep Creek Sales

17921 GARRETT HWY, Oakland, MD 21550
1/56 56

$325,000

Price Dropped by $34K

Single Family Home

4 Beds 2 Baths 1,563 SqFt

17921 GARRETT HWY, Oakland, MD 21550

Charming and well-maintained, this 4-bedroom, 1.5-bath traditional home offers the perfect combination of comfort, chara...

MLS# MDGA2011818

Listed by Taylor-Made Deep Creek Sales

8 HIDDEN COVE CT, Oakland, MD 21550
3D

$949,000

Under Contract

Single Family Home

4 Beds 3 Baths 2,856 SqFt

8 HIDDEN COVE CT, Oakland, MD 21550

Welcome to your perfect Deep Creek Lake retreat—where lake and mountain views, modern comforts, and year-round recreatio...

MLS# MDGA2011746

Listed by Railey Realty, Inc.

638 GLENDALE RD, Oakland, MD 21550
1/56 56

$745,000

Active

Single Family Home

5 Beds 3 Baths 2,640 SqFt

638 GLENDALE RD, Oakland, MD 21550

Spacious five-bedroom lakeview home offering the perfect blend of relaxation and warmth from the moment you enter. This ...

MLS# MDGA2011738

Listed by Taylor-Made Deep Creek Sales

1295 MOUNTAINVIEW DR, Oakland, MD 21550
1/52 52

$920,000

Pending

Single Family Home

4 Beds 3 Baths 3,550 SqFt

1295 MOUNTAINVIEW DR, Oakland, MD 21550

Welcome to this breathtaking chalet-style home with views of the lake, updated interior, and a separate apartment! Bein...

MLS# MDGA2011722

Listed by Long & Foster Real Estate, Inc.

55 VILLAGE DR #5, Oakland, MD 21550
3D

$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.

1010 HOLY CROSS DR, Oakland, MD 21550
3D

$5,150,000

Active

Single Family Home

8 Beds 9 Baths 10,300 SqFt

1010 HOLY CROSS DR, Oakland, MD 21550

ICONIC. A design masterpiece of stone and timber — a true Rex Anderson build that reflects the seamless merging of inspi...

MLS# MDGA2011388

Listed by Railey Realty, Inc.

113 JUBB MEADOWS LN, Oakland, MD 21550
3D

$899,900

Active

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.

62 DUCK COVE RD, Oakland, MD 21550
3D

$1,899,000

Under Contract

Single Family Home

4 Beds 4 Baths 4,150 SqFt

62 DUCK COVE RD, Oakland, MD 21550

One of Deep Creek Lake's most premium settings greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefron...

MLS# MDGA2011402

Listed by Railey Realty, Inc.

565 GLENDALE RD #124, Oakland, MD 21550
1/30 30

$144,000

Price Dropped by $15K

Townhouse

1 Bed 1 Bath 382 SqFt

565 GLENDALE RD #124, Oakland, MD 21550

Updated Lakefront Suite at Silver Tree – Affordable Deep Creek Lake Living with Strong Rental Income<br><br>Enjoy the be...

MLS# MDGA2011422

Listed by Taylor-Made Deep Creek Sales

163 MITCHELL DR, Oakland, MD 21550
3D

$289,000

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.

164 GRANDVIEW DR, Oakland, MD 21550
1/50 50

$950,000

Active

Single Family Home

3 Beds 3 Baths 2,368 SqFt

164 GRANDVIEW DR, Oakland, MD 21550

Experience mountain living at its finest in this breathtaking mountaintop home overlooking Deep Creek Lake. With sweepin...

MLS# MDGA2011052

Listed by Taylor-Made Deep Creek Sales

157 JEFFREY LN #21B, Oakland, MD 21550
1/29 29

$297,000

Price Dropped by $2K

Condo

2 Beds 1 Bath 550 SqFt

157 JEFFREY LN #21B, Oakland, MD 21550

Nestled in the charming Traders Landing community, this delightful end-of-row townhouse offers a perfect blend of comfor...

MLS# MDGA2011174

Listed by Taylor-Made Deep Creek Sales

505 SOUTHERN PINES DR, Oakland, MD 21550
1/38 38

$287,500

Price Dropped by $5K

Single Family Home

3 Beds 2 Baths 1,248 SqFt

505 SOUTHERN PINES DR, Oakland, MD 21550

Charming ranch-style home located in the desirable Southern Pines neighborhood. From the moment you enter, you'll apprec...

MLS# MDGA2011242

Listed by Taylor-Made Deep Creek Sales

52 DAM VIEW DR, Oakland, MD 21550
3D

$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.

815 CHADDERTON SCHOOL RD, Oakland, MD 21550
3D

$1,900,000

Under Contract

Single Family Home

5 Beds 4 Baths 4,619 SqFt

815 CHADDERTON SCHOOL RD, Oakland, MD 21550

Experience lakefront living at its finest in this exceptional 5-bedroom, 3.5-bath home offering over 4,600 square feet o...

MLS# MDGA2011092

Listed by Railey Realty, Inc.

130 TIMBERLOFT CIR #14, Oakland, MD 21550
3D

$749,000

Active

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.

130 MYSTIC CREEK TRL #1B, Oakland, MD 21550
3D

$639,000

Under Contract

Single Family Home, Townhouse

5 Beds 5 Baths 2,200 SqFt

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

Discover refined mountain and lake living in this quality built townhome at Mystic Creek on Deep Creek Lake, nestled in ...

MLS# MDGA2011072

Listed by Railey Realty, Inc.

232 JEFFREY LN #33, Oakland, MD 21550
1/39 39

$414,999

Pending

Condo

2 Beds 3 Baths 2,960 SqFt

232 JEFFREY LN #33, Oakland, MD 21550

Turn-key and fully furnished, this beautifully maintained duplex offers the perfect blend of comfort, views, and locatio...

MLS# MDGA2011030

Listed by Samson Properties

20160 GARRETT HWY #F501-701, Oakland, MD 21550
3D

$575,000

Active

Condo

3 Beds 2 Baths 1,700 SqFt

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

Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the per...

MLS# MDGA2010702

Listed by Railey Realty, Inc.

47 HOLY CROSS, Oakland, MD 21550
3D

$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.

5024 CRANESVILLE RD, Oakland, MD 21550
3D

$399,000

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.

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