Overlook Ridge Real Estate

Overlook Ridge Real Estate

Welcome to Overlook Ridge, a stunning subdivision nestled in the picturesque town of Oakland, Maryland, in the heart of Garrett County. This charming community harmoniously blends the serenity of nature with modern living, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat.

Overlook Ridge is renowned for its breathtaking views of the surrounding mountains and lush landscapes, providing residents with a daily dose of natural beauty. The subdivision features spacious lots, allowing for custom-built homes that reflect your personal style and preferences. Whether you envision a cozy cottage or a contemporary masterpiece, the possibilities are endless.

One of the standout features of Overlook Ridge is its prime location. Just a short drive from the vibrant downtown Oakland, residents have easy access to local shops, restaurants, and recreational activities. Enjoy a leisurely stroll along the scenic trails, or take a quick trip to Deep Creek Lake, where you can indulge in boating, fishing, and year-round outdoor adventures.

Community spirit thrives in Overlook Ridge, where neighbors become friends and families create lasting memories. The subdivision is designed with a focus on family-friendly amenities, including parks and playgrounds, ensuring that children have ample space to play and explore.

If you’re searching for a place where tranquility meets convenience, look no further than Overlook Ridge. Experience the charm of this idyllic subdivision and discover your dream home in the heart of Oakland, Maryland. Your perfect slice of paradise awaits!

Newest Listings in Overlook Ridge

Enjoy the best the lake has to offer from 'Overlook Ridge'! Boasting year-round lake views, yet tucked away in a peaceful and serene community setting. Short drive to the community lake access area for swimming and fishing! Dock Slips may be leased through HOA. Utilities to site and ready to build your perfect four-season Deep Creek getaway. Located just off of Rt. 219, with easy access to all area amenities, including local establishments, state parks, and Wisp Resort. Don’t miss your chance to buy and build your dream home right in the heart of Deep Creek Lake. Call today for details!

2 Overlook Ridge Dr, 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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