Oakland Real Estate
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Oakland Real Estate
Welcome to Oakland, Maryland – a hidden gem nestled in the heart of the picturesque Appalachian Mountains. Known for its breathtaking natural beauty and rich cultural history, Oakland offers a serene escape from the hustle and bustle of city life while still providing access to modern amenities.
As the county seat of Garrett County, Oakland boasts a charming small-town atmosphere, complete with friendly locals and a vibrant community spirit. The downtown area features a delightful mix of quaint shops, cozy cafes, and artisanal eateries, perfect for leisurely strolls or a relaxing afternoon with friends. Don't miss the historic sites, such as the stunning Oakland B&O Railroad Station and the iconic Garrett County Courthouse, which add character and charm to this lovely town.
Outdoor enthusiasts will find their paradise in Oakland, surrounded by lush forests, sparkling lakes, and rolling hills. The nearby Deep Creek Lake, Maryland's largest freshwater lake, offers year-round recreational activities, from boating and fishing in the summer to skiing and snowboarding in the winter. For hiking enthusiasts, the nearby Swallow Falls State Park showcases breathtaking waterfalls and scenic trails that cater to all skill levels.
Families will appreciate the excellent schools and community programs, fostering a nurturing environment for children to thrive. With a strong sense of community, Oakland hosts various events throughout the year, including seasonal festivals and farmers' markets that bring residents together.
Whether you’re seeking a peaceful retreat, an adventure-filled lifestyle, or a close-knit community, Oakland, MD, has something for everyone. Explore the charm of Oakland and discover why it’s the perfect place to call home!
Newest Listings in Oakland
Nestled in the charming Oakland subdivision, this delightful traditional-style home, built in 2022, offers a perfect blend of modern comfort and timeless appeal. With 1,0...
- 2 Beds
- 2 Baths
Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With ...
- 5 Beds
- 3 Baths
Listing courtesy of Railey Realty, Inc.. Contact:
Completely rebuilt and beautifully renovated 5 bedroom 3 bathroom home! Welcome to this stunning 5-bedroom, 3-bathroom home that has been completely transformed from top ...
- 5 Beds
- 3 Baths
Listing courtesy of Lake Homes Realty, LLC. Contact: 8665253466
Luxury Living Meets Timeless Country Charm! Perfectly positioned on 10.33 picturesque acres between Oakland and Deep Creek Lake, this exceptional 6-bedroom, 4.5-bath home...
- 6 Beds
- 5 Baths
Listing courtesy of Railey Realty, Inc.. Contact:
Very well maintained 3Br-2BA traditional style home in Oakland with huge 24X24 deck, paved driveway and one car detached garage. Home features almost 2000 square feet of ...
- 3 Beds
- 2 Baths
Listing courtesy of Railey Realty, Inc.. Contact:
Commercially zoned 0.57 acre level building lot in downtown Oakland, MD. Conveniently located off E Oak St and Town Park Lane with easy access to local shops, restaurants...
Listing courtesy of Railey Realty, Inc.. Contact:
Reduced and Ready to go!! Perfect one level retirement retreat or 2nd vacation home! Spacious and beautifully maintained all-brick rancher offering approximately 3,660 s...
- 5 Beds
- 2 Baths
Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy li...
- 1 Beds
- 1 Baths
Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
Beautiful 1.04-acre wooded lot offering privacy and a peaceful natural setting. The property provides a wonderful opportunity to build your dream home surrounded by trees...
Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
If you've been looking for a place to build while enjoying some peace and quiet, this 15.75± acre wooded property is worth a look. Tucked away off Bethlehem Road just min...
Listing courtesy of Railey Realty, Inc.. Contact:
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Listing courtesy of Eagle Commercial Realty. Contact: (443) 226-7129
Well maintained brick rancher located in the heart of Oakland. This home offers a large kitchen open to the living room with a built-in fireplace, separate dining room, ...
- 3 Beds
- 2 Baths
Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700