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39 Properties

39 Properties Available In 21550

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MD >21550 >
Market Insights
211 HIGH POINT RIDGE RD, Oakland, MD 21550
1/99 99

$1,350,000

Price Dropped by $145K

Single Family Home

4 Beds 4 Baths 3,472 SqFt

211 HIGH POINT RIDGE RD, Oakland, MD 21550

Once in a lifetime opportunity to own one of Maryland's most distinctive homes. Built in 2019, this fully custom modern ...

MLS# MDGA2011990

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
670 WOODLANDS HILL LN, Oakland, MD 21550
1/72 72

$1,649,000

Price Dropped by $40K

Single Family Home

5 Beds 5 Baths 3,714 SqFt

670 WOODLANDS HILL LN, Oakland, MD 21550

Experience what may be the most spectacular view in all of Deep Creek Lake! Perched in an extraordinary setting, this ex...

MLS# MDGA2011904

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
8760 OAKLAND SANG RUN RD, Oakland, MD 21550
1/28 28

$79,500

Price Dropped by $3K

Vacant Land

2.53 Acres

8760 OAKLAND SANG RUN RD, Oakland, MD 21550

Attention outdoor enthusiasts! This 2.53 acre lot just across the road from state-owned land down to the world-famous Yo...

MLS# MDGA2011998

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
2448 BIRCHWOOD DR, Oakland, MD 21550
1/75 75

$325,000

Price Dropped by $24K

Single Family Home

4 Beds 2 Baths 3,352 SqFt

2448 BIRCHWOOD DR, Oakland, MD 21550

Tucked within the sought-after Yough Mountain Resort community, this beautifully remodeled 4-bedroom, 2-bath mountain re...

MLS# MDGA2011888

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
321 N 3RD ST, Oakland, MD 21550
1/48 48

$375,000

Price Dropped by $10K

Single Family Home

5 Beds 2 Baths 3,660 SqFt

321 N 3RD ST, Oakland, MD 21550

Reduced and Ready to go!! Perfect one level retirement retreat or 2nd vacation home! Spacious and beautifully maintaine...

MLS# MDGA2011780

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
560 GLENDALE RD, Oakland, MD 21550
1/24 24

$398,000

Price Dropped by $21K

Single Family Home

2 Beds 1 Bath 700 SqFt

560 GLENDALE RD, Oakland, MD 21550

Charming vintage Deep Creek Lake log cabin ideally located in the heart of Deep Creek Lake just minutes from area amenit...

MLS# MDGA2011856

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
127 PARADISE HTS, Oakland, MD 21550
1/24 24

$1,025,000

Price Dropped by $50K

Single Family Home

3 Beds 3 Baths 2,240 SqFt

127 PARADISE HTS, Oakland, MD 21550

Beautifully renovated lake access log cabin with a deeded dock slip in a quiet cove with private 29 acres of trails (ATV...

MLS# MDGA2011804

Listed by XRealty.NET LLC

Bright MLS (BMLS)
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.

Bright MLS (BMLS)
LOT 40 FAWN DR, Oakland, MD 21550
1/18 18

$3,000

Active

Vacant Land

0.56 Acres

LOT 40 FAWN DR, Oakland, MD 21550

Lot 40 Fawn Drive is a 0.56-acre wooded, NON-BUILDABLE membership lot located in Youghiogheny Mountain Resort community ...

MLS# MDGA2011608

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
660 GLENDALE RD, Oakland, MD 21550
1/62 62

$1,100,000

Price Dropped by $100K

Single Family Home

5 Beds 3 Baths 2,592 SqFt

660 GLENDALE RD, Oakland, MD 21550

Welcome to 660 Glendale Road — a luxury, mountain-chalet log home in the heart of Deep Creek Lake. This well appointed 5...

MLS# MDGA2011188

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
8956 OAKLAND SANG RUN RD, Oakland, MD 21550
1/69 69

$219,900

Price Dropped by $20K

Manufactured Home

3 Beds 2 Baths 1,064 SqFt

8956 OAKLAND SANG RUN RD, Oakland, MD 21550

Welcome to The Wise Quack - our cozy cabin in the center of Deep Creek Lake activities…all 4 seasons! If you're looking ...

MLS# MDGA2011566

Listed by Taylor Properties

Bright MLS (BMLS)
552 BLACK OAK DR, Oakland, MD 21550
1/46 46

$349,000

Price Dropped by $10K

Single Family Home

3 Beds 2 Baths 1,152 SqFt

552 BLACK OAK DR, Oakland, MD 21550

Looking for a vacation spot or main living, Check out this nicely remolded home in a gated community. 3 bedrooms, 1 1/2 ...

MLS# MDGA2011470

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
400 BEAR DR E, Oakland, MD 21550
1/42 42

$269,000

Price Dropped by $10K

Single Family Home

2 Beds 2 Baths 560 SqFt

400 BEAR DR E, Oakland, MD 21550

Tucked away in the scenic beauty of Yough Mountain Resort, this exceptional 2-bedroom, 2-bath log cabin offers the perfe...

MLS# MDGA2011462

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
3500 AREA MARYLAND HWY, Oakland, MD 21550
1/8 8

$100,000

Price Dropped by $100K

Vacant Land

5 Acres

3500 AREA MARYLAND HWY, Oakland, MD 21550

The parcel is being sold by an estate. <br>Wooded vacant land located at the 3400 area of Maryland Highway, Route 135. <...

MLS# MDGA2011450

Listed by 1 Real Estate Source LLC

Bright MLS (BMLS)
MARYLAND HWY, Oakland, MD 21550
1/7 7

$15,000

Price Dropped by $15K

Vacant Land

0.92 Acres

MARYLAND HWY, Oakland, MD 21550

This is an estate listing. <br>The parcel is 0.92 Acre that is wooded and vacant.<br>The lot failed to Perc.

MLS# MDGA2011452

Listed by 1 Real Estate Source LLC

Bright MLS (BMLS)
164 GRANDVIEW DR, Oakland, MD 21550
1/50 50

$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

Bright MLS (BMLS)
74 PARKS RD, Oakland, MD 21550
1/2 2

$64,900

Price Dropped by $5K

Single Family Home

3 Beds 1 Bath 792 SqFt

74 PARKS RD, Oakland, MD 21550

**Investor Special with Mountain & Water Views**<br>Opportunity is knocking at 74 Parks Road in Oakland, Maryland! This ...

MLS# MDGA2011172

Listed by Real Broker, LLC

Bright MLS (BMLS)
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

Bright MLS (BMLS)
GLENDALE RD LOT 12 ALPINE VILLAGE SUBDIVISION, Oakland, MD 21550
1/21 21

$975,000

Price Dropped by $20K

Vacant Land

0.58 Acres

GLENDALE RD LOT 12 ALPINE VILLAGE SUBDIVISION, Oakland, MD 21550

RARE OPPURTUNITY! Discover one of the final opportunities to own true lakefront on the iconic Glendale Road! This premie...

MLS# MDGA2011036

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
931 BLACK OAK DR, Oakland, MD 21550
1/53 53

$329,999

Price Dropped by $10K

Single Family Home

3 Beds 1 Bath 990 SqFt

931 BLACK OAK DR, Oakland, MD 21550

Very motivated sellers!!!Escape to Your Profitable Mountain Sanctuary: The Yough Mountain Cabin<br>Unveiling the Ultimat...

MLS# MDGA2010958

Listed by Taylor-Made Deep Creek Sales

Bright MLS (BMLS)
178 WINDING TRAIL LN #5B, Oakland, MD 21550
1/47 47

$569,000

Price Dropped by $20K

Condo

5 Beds 5 Baths 3,300 SqFt

178 WINDING TRAIL LN #5B, Oakland, MD 21550

Tucked into a peaceful, wooded setting yet right in the heart of everything Deep Creek Lake has to offer, Whispering Pin...

MLS# MDGA2010960

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
8946 OAKLAND SANG RUN RD, Oakland, MD 21550

$309,000

Price Dropped by $30K

Vacant Land

0.47 Acres

8946 OAKLAND SANG RUN RD, Oakland, MD 21550

There are 3 adjacent parcels included with this sale :<br>Tax ID - 1206034144, 1206020860, 1206007082<br><br>All parcels...

MLS# MDGA2010780

Listed by Eagle Commercial Realty

Bright MLS (BMLS)
170 SAN FRANCISCO ST, Oakland, MD 21550
1/12 12

$125,000

Price Dropped by $4K

Vacant Land

1.38 Acres

170 SAN FRANCISCO ST, Oakland, MD 21550

1.38 acres in Deep Creek Lake and WISP Resort area! Whether you envision a cozy cabin or a luxury lodge, this parcel off...

MLS# MDGA2010726

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
181 JEFFREY LN #23A, Oakland, MD 21550
1/25 25

$259,900

Price Dropped by $10K

Condo

2 Beds 1 Bath 670 SqFt

181 JEFFREY LN #23A, Oakland, MD 21550

Discover comfort and convenience in this charming 2-bedroom, 1-bath unit ideally located in the desirable Roman Ridge at...

MLS# MDGA2010704

Listed by Railey Realty, Inc.

Bright MLS (BMLS)
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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.

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The Lutkins Group - Real Broker LLC

Nick Lutkins

+1(703) 626-6276 nick@lutkinsgroup.com

1765 Greensboro Station Place, Suite 900, McLean, VA, 22102, United States

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

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.

SITE MAP

      Home
      55+ Living
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Buyer Services
      5. Mortgage Calculator
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Seller Services
      Featured Areas
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
lutkins-lg-horz-white-rgb-450px-w-144ppiReal Logo Knockout White

The Lutkins Group - Real Broker LLC

Nick Lutkins

+1(703) 626-6276 nick@lutkinsgroup.com

1765 Greensboro Station Place, Suite 900, McLean, VA, 22102, United States

Get My App

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

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