Oakland MD Real Estate & Homes for Sale

41 Properties Found

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Beds:
2
Baths:
1.00
Sq.Ft.:
864
Status:
Active
MLS#:
MDGA2010946
Type:
Single Family-Detached
Subdivision:
Crellin
Lot size:
0.49 Acres
Year built:
1955
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Charming 2-bedroom, 1-bath home offering a fantastic opportunity for buyers looking to add their own personal touch. Recent updates include a metal roof, 2 propane wall unit heaters, and a hot water heater. Enjoy the back covered deck overlooking the woods and the youghiogheny river below. This property needs a bit of TLC but is full of potential and character. Located in a highly desirable school district, the home is just minutes from everything Oakland has to offer—shopping, dining, recreation, and local amenities. Whether you’re a first-time buyer, investor, or someone seeking a renovation project, this home provides a solid foundation in a great location. Contact today to schedule your own private tour!

Beds:
6
Baths:
5.00
Sq.Ft.:
3,882
Status:
Active
MLS#:
MDGA2010922
Type:
Single Family-Detached
Subdivision:
Alpine Village
Lot size:
0.62 Acres
Year built:
2001
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

If you're in the market for location, convenience, and rental income, this inviting 6 Bedroom 4.5 bath Lakefront home is calling for you! Located in the heart of the action on Deep Creek Lake, the 3 level chateau has been updated and upgraded both inside and out. Restaurants, the movie theatre, shopping and Deep Creek Lake State Park are all within walking distance. Offering an open layout with abundant glass, there is plenty of natural lighting throughout the floor plan. Two primary suites with cathedral ceilings and private baths along with 4 bedrooms offering direct bath access allows comfortable sleeping for 12 plus. The large great room with fireplace and cathedral ceiling features a beautiful wall of windows overlooking the lake. The adjoining kitchen and dining areas provide additional space for gatherings and meals. On the lower level, a family/game room with fireplace includes a second refrigerator and direct lower deck access. The newer two level decking system offers unobstructed views and direct hot tub and fire pit access. Great lake views are available from both levels providing beautiful sunrises and evening shade. For those looking for rental income, this property known as Stone Crest knocks it out of the park, averaging over $105,000 in annual gross rental income over the past 3 years.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,520
Status:
Active
MLS#:
MDGA2010932
Type:
Single Family-Detached
Subdivision:
High Street
Lot size:
0.36 Acres
Year built:
1954
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Nestled in the convenient High Street neighborhood of Oakland, this delightful ranch-style home offers a perfect blend of comfort and convenience. Built in 1954, this well-maintained 3 Bedroom 2 Bath residence boasts 1,520 sq. ft. above grade finished sq. ft. and a partially finished full basement awaiting your finishing touches. The exterior showcases a welcoming façade with a well-kept yard, metal roof, and complemented by an outbuilding that provides additional storage or workspace. The paved driveway ensures easy access and ample parking for guests. Inside, the home features a cozy layout with plush carpeting and ceramic tile flooring, creating a warm atmosphere throughout. The kitchen is equipped with essential appliances, including a refrigerator, electric oven/range, and dishwasher. The main floor laundry adds to the convenience of this lovely home. Located in a vibrant community, residents enjoy easy access to shopping, local parks, medical services while not far from outdoor activities and other amenities of the Deep Creek Lake area. The neighborhood is known for its friendly atmosphere and strong sense of community, with nearby schools and businesses enhancing the quality of life. This property is not just a house; it's a place to create lasting memories. A wonderful starting out home as well as a finishing up home and everything in between. Reach out today to view for yourself and for additional info. (Note: Due to sudden change of Seller's circumstances, this will be a short sale.)

Beds:
5
Baths:
5.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
MDGA2010920
Type:
Single Family
Subdivision:
Mystic Creek
Lot size:
0.2 Acres
Year built:
2024
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Discover refined mountain-lake living in this new construction townhome at Mystic Creek on Deep Creek Lake. Designed with today’s lifestyle in mind, the home features a modern open-concept main level ideal for entertaining, with clean lines, abundant natural light, and seamless flow between living, dining, and kitchen spaces. This spacious residence offers three primary suites, each with upscale attached bathrooms, providing comfort and privacy for owners and guests alike. Step outside to expansive rear decks that overlook a peaceful, wooded setting—perfect for relaxing after a day on the lake or slopes. The finished lower level includes Jack-and-Jill bedrooms, a full bath, and a second living area, creating an ideal space for guests, family, or recreation. Whether hosting large gatherings or enjoying quiet weekends, the layout offers flexibility and room for everyone. Mystic Creek is nestled along the banks of Deep Creek Lake, offering a serene setting while remaining close to area attractions. Enjoy being just 10 minutes from Wisp Ski Resort and Swallow Falls State Park, making this an exceptional four-season retreat. Ideal as a primary residence, vacation getaway, or investment property—this townhome delivers style, comfort, and location in one of Deep Creek Lake’s most desirable communities. *Home is still being finished, providing buyers the opportunity to choose bedroom flooring as well as kitchen countertops, appliances and cabinetry hardware.*

Beds:
2
Baths:
1.00
Sq.Ft.:
780
Status:
Active
MLS#:
MDGA2010830
Type:
Condo
Subdivision:
Silver Tree Suites
Year built:
2006
Courtesy: Jason Mitchell Group 410-533-5486
View additional info

ADDITIONAL INFORMATION

Charming true 1-bedroom + loft (can be used as 2nd bedroom) condo at Silver Tree Suites, LAKEFRONT living at its finest! This spacious second-floor unit features a private balcony, fully equipped kitchenette, cozy gas fireplace and abundant natural light. Enjoy resort-style amenities including a fitness center, sauna, on-site laundry and game room, plus steps-away fine dining at Dutch’s at Silver Tree and cocktails on Harbor Bar’s waterfront deck with breathtaking views of Deep Creek Lake. Here, every day is a promise of relaxation, adventure, and luxury living. Located just minutes from Wisp Ski Resort, Swallow Falls, hiking trails, whitewater rafting, golf courses, Deep Creek Lake State Park beach and boat ramp, and local shopping, this property is ideally situated. Take this rare opportunity to own your own slice of Lakefront paradise at Deep Creek Lake! Schedule your private showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,390
Status:
Active
MLS#:
MDGA2010810
Type:
Single Family
Subdivision:
Deerfield
Lot size:
1.02 Acres
Courtesy: 1 Real Estate Source LLC 301-387-8300
View additional info

ADDITIONAL INFORMATION

Current new home construction project underway, but Builder not going to complete at this time due too busy. So, ready for who may wish to complete project themselves or have completed by others, or current Builder may consider completing for Buyer. Current structure is a custom engineered modular home. This is not a completed or intended by Builder to be completed house project at this time . Very attractive building lot and "great" location. Permits in-place and all approved to-date by County & State agencies. Please see General Addendum. No well or sewer connection at this time. Permitted and appropriated for, just not installed. Intended floor plans in documents section and available upon request. Floor plans can vary if purchases wishes. Insulated Superior Wall Foundation system in-place including foundation for planned attached garage. Bulk of interior framing complete, as well as some plumbing & electric. Needs remainder of plumbing, electric, drywall and additional finish details as well as any additional structure items purchaser may wish to add and finish. Agents and Buyers welcome to personally contact listing Broker with questions. Listing Broker is managing member of builder LLC who is the seller.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
MDGA2010728
Type:
Single Family
Subdivision:
Timber Trails Ii
Lot size:
2 Acres
Year built:
1995
Courtesy: 1 Real Estate Source LLC 301-387-8300
View additional info

ADDITIONAL INFORMATION

Make it your own! This 2-acre parcel comes with two additional parcels of 17.96 and 24.23 acres for a total of 42.19 acres. The 2-acre parcel is improved by a fully furnished (26’X42’), 3-bedroom, 2-bathroom Ranch style dwelling and a large parking area. The interior offers a spacious living room, and an eat-in kitchen with all appliances, furniture and window AC units. The land is un-zoned forest that borders over 2000 acres of state forest. The 42.19 acres is fully wooded with mature mixed hardwoods ready for harvest and market; the timber alone has an estimated value of $110K to $125K alone. The property overlooks the Youghiogheny River Valley and is 5.3 miles from town center McHenry and Deep Creek Lake.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,488
Status:
Active
MLS#:
MDGA2010692
Type:
Single Family-Detached
Subdivision:
Garrett County
Lot size:
0.13 Acres
Year built:
1920
Courtesy: Charis Realty Group 240-801-5011
View additional info

ADDITIONAL INFORMATION

Bring you vision to this 3-bedroom, 1 bath home right outside of Oakland, Maryland. Features a spacious living room, updated kitchen and a cozy front deck. With a little love and final touches, the property could shine again - ideal for a renovation project or investment opportunity. There is a nice yard and off street parking. Great opportunity for buyers looking to invest or customize a home to their liking.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,112
Status:
Active
MLS#:
MDGA2010792
Type:
Single Family-Detached
Subdivision:
Paradise Heights
Lot size:
1.35 Acres
Year built:
1986
Courtesy: Appalachian Realty 301-759-9179
View additional info

ADDITIONAL INFORMATION

Secluded 4 bedroom 3 bath log home with lake access and single dock slip located in the heart of Deep Creek Lake Resort Area Full unfinished basement, front covered porch and rear deck. Call Office for particulares.

Beds:
2
Baths:
1.00
Sq.Ft.:
670
Status:
Active
MLS#:
MDGA2010704
Type:
Condo
Subdivision:
Traders Landing
Year built:
1997
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Discover comfort and convenience in this charming 2-bedroom, 1-bath unit ideally located in the desirable Roman Ridge at Traders Landing community. Enjoy peaceful lake views from your covered front deck—the perfect spot to relax with your morning coffee or unwind in the evening. Inside, you’ll find a warm and inviting living space featuring a wood-burning fireplace to take the chill off during cool lake evenings. This home offers an easy-flow layout ideal for full-time living or a weekend getaway. Located just moments from all the lake amenities, including Brenda’s Pizza and Traders Coffee, you’ll have dining and recreation right at your fingertips. Come experience lake life at its coziest—schedule your showing today!

Beds:
1
Baths:
1.00
Sq.Ft.:
460
Status:
Active
MLS#:
MDGA2010718
Type:
Condo
Subdivision:
Silver Tree Suites
Year built:
2006
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Don’t miss this opportunity to own a beautifully updated 1-bedroom unit at Silver Tree Suites on Deep Creek Lake! This turn-key condo features recent flooring upgrades and is truly turn key, making it an ideal vacation retreat or income-producing rental. This particular unit offers a unique L-shaped layout, providing extra square footage and a more spacious feel compared to other efficiency units. Enjoy all the comforts of home with the added convenience of on-site amenities, and experience lake living at its best in one of Deep Creek’s most sought-after locations.

Beds:
5
Baths:
6.00
Sq.Ft.:
6,550
Status:
Active
MLS#:
MDGA2010778
Type:
Single Family-Detached
Subdivision:
Mountain Lake Park
Lot size:
2.44 Acres
Year built:
2000
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Discover the ultimate mountain–lake getaway in this stunning 5BR Southern-style home on a private 2.4-acre wooded lot bordering Broadford Lake recreational area! Located just minutes from Deep Creek Lake and Wisp Resort, this magnificent property offers over 6,500 sq ft. and delivers unforgettable space, luxury, and privacy. Step inside to soaring cathedral ceilings, skylights, oak floors, and a gourmet kitchen featuring solid cherry cabinets cut from trees on the property, granite counters, and a center island built for gathering. The main-level primary suite feels like a retreat, complete with a cozy fireplace, walk-in closets, and a spa-worthy bath with custom tilework and an oversized shower. The fully finished walkout lower level is an entertainer’s dream—with a full second kitchen, bar, wine room, gym, gas fireplace, and French doors that open to the patio and backyard. Outdoors, enjoy a massive deck, screened porch, two patios, a bubbling hot tub, and a firepit perfect for starry nights. Car enthusiasts, boaters, and adventurers will love the attached 2-car garage PLUS a 28x48 detached garage with utilities and a huge upper level ready to finish. Direct access to trails, a beach, playground, and fishing pier makes every day feel like vacation. This is the lifestyle you’ve been waiting for!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,700
Status:
Active
MLS#:
MDGA2010702
Type:
Condo
Subdivision:
Will-o-the Wisp
Year built:
1975
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the perfect place to get away together! With space to come together and space to escape, this unit promises both privacy and togetherness for a memorable Deep Creek Lake experience! The first level has a full kitchen with wine fridge and attached living room with an electric fireplace, queen sleeper sofa, high top table with stools and a breathtaking balcony. Just up the stairs, enjoy the king bed in a loft bedroom that overlooks the living room and towering two-story window facing Deep Creek Lake! Also on this level is another bedroom with a Queen bed that shares a hallway bathroom with luxury finishes and a walk-in shower. On the top level you will enjoy even more space and accommodations. The 7th floor level has an additional hallway entrance for more privacy. Relax in the King bed and look out to your private balcony with gorgeous lake views. This space also features a well appointed luxury bathroom with walk-in shower and double bowl sinks. An additional mini-fridge and Keurig coffee maker provide easy access if you don't want to go downstairs. Up above in the vaulted loft curl up in the Queen size bed and take in panoramic sunrise views from every angle. Head down to the sandy beach to watch the water gently roll along the sandy shore of the resort’s private beachfront. No matter the season, there is plenty to keep you entertained with an on-site indoor pool, game room, fitness center, and more! RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

Beds:
1
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDGA2010720
Type:
Condo
Subdivision:
Silver Tree Suites
Year built:
2006
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

Ground-floor end unit with lake views at Silver Tree Suites! This inviting one-bedroom layout features a gas fireplace, full bath with tub/shower, and a tidy kitchenette equipped with a microwave, dishwasher, and full-size refrigerator. Balcony doors open to fresh Deep Creek air and filtered lake views, with a private deck that is perfect for relaxing after a day on the water. Enjoy a variety of community amenities, including a sauna, fitness center, game room, and more. This condo is sold turn-key and fully furnished, featuring efficient ductless heating and A/C units for year-round comfort. The monthly condo fee conveniently covers exterior maintenance, common grounds, and lakefront access. Don’t miss your chance to own a premium lakefront property—without the premium price tag!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
10159990
Type:
Single Family
Lot size:
3.91 Acres
Year built:
1989
Courtesy: BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY BRIAN COVELL
View additional info

ADDITIONAL INFORMATION

Beds:
3
Baths:
1.00
Sq.Ft.:
1,288
Status:
Active
MLS#:
MDGA2007384
Type:
Single Family
Subdivision:
Loch Lynn
Lot size:
105.36 Acres
Year built:
1955
Courtesy: Railey Realty, Inc. 301-387-2000
View additional info

ADDITIONAL INFORMATION

105 Acres of of pasture and woodland conveniently located to town yet on the edge of the highly sought after Pleasant Valley area. In the past decade, this farm has been under organic stewardship. This property includes a well-maintained 3 bedroom rancher and is served by public water. The 20+ foot deep pond on the farm is fed by 4 springs and stocked with fish to boot. Tons of potential with this property. Serious inquiries only to learn more about this unique property.

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26–41 of 41 properties displayed
Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Andrea D. Conner, License WVB230300892, Xome Inc., License Company #005072, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The listing content relating to real estate for sale on this web site comes in part from the IDX Program of the North Central West Virginia Real Estate Information Network and is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2026 North Central West Virginia REIN. All rights reserved. Information is deemed reliable but is not guaranteed



Oakland 21550 Real Estate

Oakland is located in Maryland. Oakland, Maryland 21550has a population of 2,187. Oakland 21550 is less family-centric than the surrounding county with 24% of the households containing married families with children. The county average for households married with children is 25.57%.

The median household income in Oakland, Maryland 21550 is $59,250. The median household income for the surrounding county is $58,011 compared to the national median of $69,021. The median age of people living in Oakland 21550 is 42.7 years.

Oakland Weather

The average high temperature in July is 78.1 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 50.9 inches per year, with 126.9 inches of snow per year.

Oakland Map

Oakland Real Estate Market Conditions

  • Median sales price

    $397,500
    11.6%
    change since last quarter
  • # Active listings

    63
    30-day change

Oakland Schools and Demographics

Education near Oakland, MD

City County
High School Graduates 91.57 90.42
College Degree - 2 year 8.37 8.64
College Degree - 4 year 28.62 24.71
Graduate Degree 6.77 8.84
Expenditures per Student 16,566 16,566
Students per Teacher 12.2 12.2

Elementary Schools near Oakland, MD

Grades Students P/T Ratio ZIP
Accident Elementary School PK - 05 253 12.1 21520
Broad Ford Elementary School PK - 05 591 15.6 21550
Crellin Elementary School KG - 05 132 18.9 21550
Friendsville Elementary School PK - 05 150 15 21531
Grantsville Elementary School PK - 05 223 10.6 21536
Route 40 Elementary School PK - 05 138 19.7 21532
Swan Meadow School KG - 08 42 14 21550
Yough Glades Elementary School PK - 05 353 14.7 21550

Middle Schools near Oakland, MD

Grades Students P/T Ratio ZIP
Northern Middle School 06 - 08 306 9.3 21520
Southern Middle School 06 - 08 520 14.4 21550

High Schools near Oakland, MD

Grades Students P/T Ratio ZIP
Northern Garrett High School 09 - 12 464 12.5 21520
Southern Garrett High School 09 - 12 686 13.2 21550

Demographics near Oakland, MD 21550

Zip Code City
Neighborhood Type Small Town
Population 2,187 28,955
Population Density 806 45
Median Age 42.7 47.3
People per Household 2.2 2.3
Median Household Income 59,250 58,011
Average Income per Capita 31,950 36,300

Real estate near Oakland