Oakland Land for Sale

Oakland Land for Sale

Welcome to the enchanting town of Oakland, Maryland, where picturesque landscapes meet a vibrant community spirit. Nestled in the heart of Garrett County, Oakland is a hidden gem that beautifully combines small-town charm with the natural splendor of the Appalachian Mountains. Known for its rich history and outdoor adventures, this scenic town is the perfect backdrop for your next investment in land.

Imagine waking up to the serene sounds of nature, surrounded by lush forests and tranquil lakes. Oakland is just a stone’s throw away from Deep Creek Lake, Maryland's largest freshwater lake, offering year-round recreational opportunities such as boating, fishing, and hiking. The town itself boasts a warm and welcoming atmosphere, with friendly locals and a variety of quaint shops, restaurants, and cultural events that celebrate the community’s heritage.

For those considering land for sale, Oakland presents a unique opportunity. Whether you envision building your dream home, a cozy vacation retreat, or an investment property, the available parcels of land offer ample space and stunning views that will inspire your vision. With easy access to outdoor activities, local festivals, and the beauty of nature, investing in Oakland land means embracing a lifestyle that prioritizes relaxation and adventure.

Don’t miss your chance to become a part of this thriving community. Explore the land for sale in Oakland, MD, and discover the perfect canvas for your future in this idyllic corner of the United States. Your dream property awaits!

Newest Oakland Land for Sale

Whispering Pines Ln, Oakland

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124

Nestled within the prestigious Paradise Ridge community, this exceptional 0.76-acre lot offers a rare opportunity to create your dream retreat, harmoniously blending luxury living with the serene beauty of nature. The property allows for a seamless integration of your vision while preserving the enchanting wooded areas that provide both privacy and a picturesque backdrop. The lot's unique features extend beyond its scenic vistas. The gentle rustle of trees and the soft sounds of nature create an inviting atmosphere, perfect for relaxation and rejuvenation. Picture evenings spent on your future patio, surrounded by the beauty of the landscape, as you entertain friends or unwind with a good book. This property is not just a piece of land; it's a canvas for your aspirations. The potential for luxurious outdoor living spaces is limitless, from expansive decks that overlook the lake to beautifully landscaped gardens that enhance the natural beauty of the surroundings. The combination of cleared areas and wooded charm provides the perfect balance for those seeking both openness and seclusion. Paradise Ridge is more than a location; it's a lifestyle. Here, you can enjoy the tranquility of nature while being part of a vibrant community that values exclusivity and sophistication. Whether you envision a grand estate or a cozy lakeside cottage, this lot offers the perfect foundation for your high-end living experience. Seize the opportunity to create a sanctuary that reflects your personal style and embraces the luxurious lifestyle you deserve. With its prime location, stunning views, and access to Deep Creek Lake, this property is a rare gem waiting for your vision to come to life. Embrace the essence of refined living in a setting that feels like a permanent vacation.

13 Laurel Court Ct, Oakland

Listing courtesy of The KW Collective. Contact:

Lot 28 Wild Turkey Lane is an affordable 1-acre corner lot in the private Deerfield Subdivision, conveniently located off Mayhew Inn Road. This homesite is perc approved and ready for you to build your dream home or mountain getaway. Enjoy a peaceful community setting just minutes from Deep Creek Lake, area state parks, shopping, dining, and other local attractions. Recorded survey available.

Wild Turkey Ln Unit #LOT 28, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Discover this quiet .94 acre lot in the sought-after Yough Mountain Resort community, ideal for a mountain getaway, full-time home, or adventure basecamp. Enjoy access to over 2,000 acres of private wilderness, private hunting and fishing areas, ATV and snowmobile trails, community pavilions, playgrounds, sports courts, and green space, just minutes from Deep Creek Lake and Wisp Resort. A rare chance to own your own piece of one of the area's most desirable communities.

Cedar Ln Unit #LOT 66, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

Tucked among the trees in The Timbers on the Yough, this 2.43-acre homesite offers a peaceful setting with access to some of Garrett County’s best outdoor recreation. Enjoy community access to the Youghiogheny River, along with a pavilion, common area, and hiking trails—all just minutes from Oakland. The wooded lot provides a beautiful natural setting with plenty of space to create your own mountain retreat. Whether you're looking for a quiet weekend escape or a place to build for year-round enjoyment, this property offers the perfect combination of privacy, recreation, and convenience.

Yough View Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Now available! Build your primary residence or investment home on this rare and oversized 4.91 Acre building lot located in Hunters Ridge Estates. This property offers a wooded and peaceful setting all while being conveniently located around Deep Creek Lake. This particular area is desirable because of the close location to town amenities and shopping in Oakland as well as Deep Creek attractions. Call today for more information!

Lot 4 Hunters Ridge Dr, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

Discover the possibilities with this partially cleared .46-acre lot in Youghiogheny Mountain Resort. The community offers an ideal setting for outdoor enthusiasts, with extensive roads and trails throughout the neighborhood that are perfect for hiking, mountain biking, ATV riding, and exploring. Enjoy easy access to some of the area's most popular outdoor destinations, including Deep Creek Lake, Herrington Manor State Park, Deep Creek Lake State Park, and Fork Run Recreation Area. Lot 8 Stool Rock Road offers a great opportunity to create your own mountain escape in a recreation-focused community.

Lot 8 Stool Rock Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Bring your vision to life on this beautiful lake access homesite in Heron Cove, conveniently located to many Deep Creek Lake attractions. This property offers the opportunity to build your ideal mountain retreat in a peaceful setting while remaining close to everything the lake has to offer. Enjoy easy access to your boat slip on the main side of Heron Cove via the paved path to the lake (golf carts and UTV's are permitted). Located in a no-wake zone in a sought after cove, with a small community beach for the kids to enjoy. Other amenities include a trail system to the lake access, tennis/pickleball court, and kayak racks. Wisp Resort, DCL State Park, multiple golf courses, dining, shopping, and year-round outdoor recreation are nearby. Whether you’re looking to build a full-time residence, vacation getaway, or investment property, Lot 7 offers an exciting opportunity to create your own piece of Western Maryland. Paid sewer tap included.

Lot 7 Heron Cv, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

Discover the perfect opportunity to own nearly 3.5 acres in the beautiful Youghiogheny Mountain Resort! This spacious vacant lot offers a peaceful mountain setting with plenty of room to create your ideal getaway, vacation retreat, or future home. Outdoor enthusiasts will love the recreational opportunities nearby, including 50+ miles of ATV riding, hiking, snowmobiling, fishing and hunting. Enjoy easy access to popular destinations such as Swallow Falls, Snaggy Mountain, Wisp Resort, and Deep Creek Lake, all just minutes away. Whether you're looking for a private mountain escape, a place to build your dream retreat, or an investment opportunity, this property offers the space, scenery, and location to make your vision a reality. Come explore all that the Youghiogheny Mountain area has to offer! Don't miss out on this opportunity give me a call.

Grey Squirrel Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

Your Deep Creek dream starts here! Don't miss this beautiful 1.53-acre homesite in The View at Deep Creek Lake, where breathtaking mountain views and seasonal views of the lake create the perfect backdrop for your future home. Whether you're dreaming of a full-time residence, weekend escape, or investment property, you'll love the peaceful wooded setting and convenient location. Just minutes from Deep Creek Lake, Wisp Resort, marinas, restaurants, shopping, and year-round recreation, this lot offers the best of mountain living with easy access to everything the area has to offer. Build the home you've always wanted and start enjoying the Deep Creek lifestyle. Call today for more information or to schedule your tour!

24 Woodlands Hill Lane, Oakland

Listing courtesy of The KW Collective. Contact: 4435741600

Your Deep Creek dream starts here! Build the mountain retreat you've always imagined on this spectacular 2.04-acre homesite in The View at Deep Creek Lake. Offering breathtaking panoramic mountain views with seasonal views of Deep Creek Lake, this property is the perfect setting for a full-time residence, vacation home, or investment property. Enjoy the privacy of a wooded setting while being just minutes from Deep Creek Lake, Wisp Resort, marinas, restaurants, shopping, and year-round recreation. If you're looking for the ideal combination of incredible views, privacy, and a prime location, this homesite checks every box. Call today for more information or to schedule your tour!

14 Woodlands Hill Lane, Oakland

Listing courtesy of The KW Collective. Contact: 4435741600

Picture this: your own slice of the woods at Deep Creek Lake, with a path straight to the water. This 0.97 acre raw land parcel (Tax ID 1218071878) borders Maryland's lakefront buffer strip and puts you in one of the most desirable settings in the area, part of the Millhouse Manor subdivision, with a community lake access area at the end of Red Run Cove. This no wake cove is made for lazy days of kayaking, canoeing, fishing, and swimming, all just steps from where you'll build. Here's what makes this lot special: beyond the HOA lake access every community owner enjoys, this parcel has lake frontage. Two ways to reach the water, one incredible setting. Whether you're dreaming of a weekend cabin tucked into the trees or a full time home built for lake life, walk the lot and let your imagination take over. This lot has fantastic potential, a blank canvas in one of the region's most desirable areas, offering a spectacular value for a buyer ready to create their own story at the lake.

Mayhew Inn Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

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About Jessie Railey | Third Generation Deep Creek Lake REALTOR®

Third Generation REALTOR® | Deep Creek Lake • Garrett County • Western Maryland For my family, Deep Creek Lake isn't just where we work—it's where our story began. Helping buyers and sellers here isn't just my profession—it's a privilege, and one I don't take for granted. Buying a home at Deep Creek Lake is about more than square footage, lake frontage, or market statistics. It's about finding the place where memories will be made for years to come. Whether you're searching for a luxury lakefront home, a vacation property, an investment opportunity, or your forever home, my goal is to help you make that decision with confidence, honesty, and local knowledge that only comes from a lifetime spent here. A Lifetime at Deep Creek Lake I was born and raised in Garrett County, and Deep Creek Lake has always been home. I learned to ski at Wisp Resort, spent summers on the lake, and now my husband and I are raising our two children in the same community that shaped me. Living here year-round has given me insight that extends well beyond the MLS. I know the neighborhoods, the lakefront communities, the hidden gems, and the small details that help buyers find not just the right property—but the right lifestyle. Real estate isn't just about finding a home. It's about finding the place where your life happens. A Legacy of Service My family's connection to Deep Creek Lake spans more than a century. In the early 1920s, my great-grandfather, C.M. Railey, helped clear the valley before Deep Creek Lake was created. In 1974, my grandparents, Sis and Jim Railey, founded Railey Realty. My father, Jimmy Railey, along with the Railey Realty partners, has helped lead and grow the company into one of the region's most respected real estate firms. Today, I'm proud to continue that tradition as a third-generation REALTOR®, carrying forward the same values of integrity, hard work, and personalized service that have guided my family for generations. Experience Beyond Real Estate Before returning to real estate full-time, I owned and operated Railey Design for more than 15 years. Helping homeowners prepare, furnish, and stage properties taught me how buyers emotionally connect with a home—and how thoughtful presentation can maximize both value and appeal. Today, I combine that design background with strategic marketing, skilled negotiation, and generations of local knowledge to help my clients achieve exceptional results when buying or selling Deep Creek Lake real estate. What You Can Expect Whether you're purchasing your first vacation home, searching for a luxury lakefront property, investing in rental real estate, or selling a home that's been in your family for years, my commitment remains the same. You'll always receive: Honest advice—even when it's not the easiest answer. Responsive communication from start to finish. Local insight you won't find online. Professional marketing and design expertise to showcase your home's full potential. Personalized guidance throughout every step of the buying or selling process. I believe real estate should feel personal—not transactional. Life Outside Real Estate When I'm not working with clients, you'll usually find me enjoying everything that makes Deep Creek Lake such a special place with my family. Boating. Wake surfing. Skiing. Mountain biking. Hiking. Or cheering on our kids at local sporting events. I genuinely love this community, and I'm grateful every day that I get to help others experience it too. Let's Find the Right Place for Your Next Chapter Whether you're buying, selling, investing, or simply exploring your options, I'd love the opportunity to help you navigate the Deep Creek Lake real estate market. I'm not here to sell you a house. I'm here to help you find the life that goes with it. I'd love the opportunity to learn your story.

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