Bray School Real Estate

Bray School Real Estate

Welcome to Bray School, a charming subdivision nestled in the picturesque town of Oakland, Maryland, within the stunning Garrett County. This delightful community offers a perfect blend of serene country living and modern conveniences, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat.

Bray School is characterized by its welcoming atmosphere and beautifully maintained homes, surrounded by lush greenery and scenic views that are quintessential to the Maryland countryside. Residents here enjoy a sense of camaraderie, with friendly neighbors and a strong community spirit that fosters connections and lifelong friendships.

One of the standout features of Bray School is its proximity to the breathtaking Deep Creek Lake, just a short drive away. Here, you can indulge in a variety of outdoor activities, including boating, fishing, and hiking, while soaking in the stunning natural beauty that the area has to offer. The nearby Wisp Resort provides year-round recreational opportunities, from skiing in the winter to mountain biking in the summer.

Families will appreciate the quality education provided by local schools, as well as the abundance of parks and recreational facilities that promote an active lifestyle. Oakland itself boasts charming shops, delightful dining options, and a vibrant arts scene, ensuring that residents have everything they need right at their fingertips.

Whether you're looking to build your dream home or find a cozy retreat, Bray School offers a unique opportunity to embrace a tranquil lifestyle in one of Maryland's most beautiful regions. Come and discover the magic of Bray School—your perfect place to call home!

Newest Listings in Bray School

4 Beds ⋅ 2 Baths

Spacious one level home, 4 BR with den, living room, extra office off Main BR, large back yard with huge deck. Very large main bedroom with bath and extra room (could be nursery, extra BR or office) . 2 Full baths, 2 fireplaces, Laundry and perfect location for privacy, yet close to all things fun in the Deep Creek Lake area. One mile from Deep Creek Lake, 2 miles from Swallow Falls State Park. Begin sold "AS IS" recent updates, - new Patio door to deck, new flooring in in Kitchen/dinning.

586 Bray School Rd, Oakland

Listing courtesy of The KW Collective. Contact:

Start Your Search

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.

Learn More