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34 Properties

34 Properties Available In 21550

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355 MARKWOOD DR, Oakland, MD 21550
1/72 72

$569,000

Active

Single Family Home

3 Beds 3 Baths 1,654 SqFt

355 MARKWOOD DR, Oakland, MD 21550

Fall in love with the perfect blend of comfort, privacy, and outdoor adventure in this beautifully maintained home nestl...

MLS# MDGA2012466

Listed by Taylor-Made Deep Creek Sales

101 SOBRIETY WAY, Oakland, MD 21550
3D

$499,900

Under Contract

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.

943 PARADISE HTS, Oakland, MD 21550
3D

$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.

256 JEFFREY LN #28, Oakland, MD 21550
3D

$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.

941 MOUNTAINVIEW DR, Oakland, MD 21550
3D

$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.

826 G SWAUGER RD, Oakland, MD 21550
1/33 33

$1,095,000

Price Dropped by $105K

Single Family Home

2 Beds 3 Baths 2,914 SqFt

826 G SWAUGER RD, Oakland, MD 21550

A Rare Fine Indeed! The private, end of the road farm is located in the much-desired Pleasant Valley area of southern Ga...

MLS# MDGA2012212

Listed by Railey Realty, Inc.

2189 TABLE ROCK RD, Oakland, MD 21550
3D

$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.

953 BRAY SCHOOL RD, Oakland, MD 21550
3D

$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.

308 WINDING TRAIL LN #11B, Oakland, MD 21550
1/61 61

$615,000

Active

Condo

5 Beds 5 Baths 3,300 SqFt

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

5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spa...

MLS# MDGA2012146

Listed by Taylor-Made Deep Creek Sales

428 SAM SNEAD CIR, Oakland, MD 21550
3D

$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.

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

$415,000

Price Dropped by $9K

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

277 CHEEKS LN, Oakland, MD 21550
3D

$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.

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

$749,000

Price Dropped by $46K

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

$299,000

Under Contract

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

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

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.

170 CHERRYWOOD DR, Oakland, MD 21550
1/69 69

$699,000

Active

Single Family Home

5 Beds 3 Baths 2,560 SqFt

170 CHERRYWOOD DR, Oakland, MD 21550

Private Mountain Retreat on 8+ Acres Near Oakland<br><br>Discover the peace and beauty of Garrett County living on over ...

MLS# MDGA2011178

Listed by Taylor-Made Deep Creek Sales

113 JUBB MEADOWS LN, Oakland, MD 21550
3D

$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.

1167 TALL OAKS DR, Oakland, MD 21550
3D

$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.

163 MITCHELL DR, Oakland, MD 21550
3D

$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.

164 GRANDVIEW DR, Oakland, MD 21550
1/53 53

$912,000

Price Dropped by $38K

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

$294,000

Price Dropped by $3K

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

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.

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