Oakland Townhomes for Sale

Oakland Townhomes for Sale

Welcome to Oakland, Maryland—a hidden gem nestled in the picturesque Garrett County. Known for its stunning natural beauty and vibrant community spirit, Oakland offers a unique blend of small-town charm and outdoor adventure. With its serene lakes, rolling hills, and lush forests, this quaint town is the perfect backdrop for those seeking a peaceful lifestyle while still enjoying the conveniences of modern living.

Oakland is rich in history, boasting a charming downtown area filled with unique shops, local eateries, and cultural attractions. The town is home to the historic B&O Railroad Station and the beautiful Garrett County Courthouse, which reflect its deep-rooted heritage. Additionally, residents enjoy easy access to the breathtaking Deep Creek Lake, where recreational activities abound—think boating, fishing, hiking, and skiing in the winter months.

For those considering a move to Oakland, you’ll find an array of delightful townhomes for sale that cater to various lifestyles and budgets. These townhomes offer contemporary designs, spacious living areas, and modern amenities, making them ideal for families, retirees, or anyone looking to embrace a relaxed lifestyle. Many of these properties come with beautiful views of the surrounding landscape, allowing you to immerse yourself in the tranquility that Oakland has to offer.

Whether you’re looking to invest in a vacation home or seeking a permanent residence, Oakland’s townhomes provide the perfect opportunity to experience the charm of Garrett County living. Embrace the beauty of nature, the warmth of the community, and the joy of calling Oakland home!

Newest Oakland Townhomes for Sale

2 Beds ⋅ 2 Baths

Major renovations on this 2BR, 2BA Laurel brook two level townhome! Updates include new flooring, paint, fixtures, countertops, bathrooms and furnishings. One of the best dollar for dollar values still available at Deep Creek Lake and located within one mile of shopping, dining, entertainment, marinas and more! Enjoy a park-like setting with mature trees, common areas for relaxing or picnics and a quiet stream bordering the community. Conveys virtually turn-key based on final price.

5 Laurel Brook Dr Unit #5, Oakland

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

3 Beds ⋅ 4 Baths

Looking for a beautifully updated condo at Deep Creek Lake? Welcome to 256 Jeffrey Lane #28, a spacious 3-bedroom, 3.5-bath condo in the desirable Traders Landing community. Enjoy filtered lake views from this well-appointed home, conveniently located just across the street from the water and only minutes from Wisp Resort, restaurants, shopping, marinas, and other area attractions. With a northern exposure that provides comfortable natural light throughout the day, this property has been thoughtfully updated with a renovated kitchen, modernized bathrooms, and stylish furnishings. This condo offers an excellent opportunity for both personal enjoyment and investment potential. Opportunities to own in Traders Landing are rare—schedule your private showing today!

256 Jeffrey Ln Unit #28, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

5 Beds ⋅ 5 Baths

5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spacious suites, multiple stacked stone fireplaces and two living room areas, plus an impressive outdoor fire pit. You will love the open kitchen/dining area and the covered back deck. Other features include wood floors, granite, instant hot water, pool table and hot tub. Attached garage is a plus and over-sized yard area offers extra room to roam. Conveys furnished! One-time capital contribution of $1500 due at closing.

308 Winding Trail Ln Unit #11B, Oakland

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

2 Beds ⋅ 1 Baths

Experience the best of lakeview living in this great condo at Deep Creek Lake. Offering two bedrooms, a fireplace and a lower-level family room for your enjoyment. Wake up to peaceful water views and enjoy ample space for everyday comfort and entertaining. The location is another plus, within walking distance to coffee shop, dining, and shopping. A perfect blend of size, scenery, and value!

135 Jeffrey Ln Unit #19A, Oakland

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

2 Beds ⋅ 2 Baths

Affordable well maintained 2 Bedroom 2 Bath townhouse style condominium less than 1 mile from Deep Creek Lake. Offering low maintenance and a pleasant setting, the property works well for full and part time ownership. The unit offers recent upgrades and Includes 2 parking spaces along with public water, sewer and weekly trash pickup. Shown by appointment only.

13 Laurel Brook Dr Unit #13, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

2 Beds ⋅ 1 Baths

Nestled in the charming Traders Landing community, this delightful end-of-row townhouse offers a perfect blend of comfort and convenience with one of the best unobstructed views of the lake in Traders Landing. This villa-style home features two cozy bedrooms and a full bathroom, ideal for relaxation and unwinding after a long day. The inviting living space is enhanced by a warm wood-burning fireplace, perfect for creating a cozy atmosphere during cooler evenings. The updated kitchen is equipped with essential appliances, including an electric oven/range, microwave, and a new front-loading washer and dryer, making daily tasks a breeze. Ceiling fans throughout the home ensure a comfortable climate year-round. Step outside to enjoy the serene surroundings of Deep Creek Lake, where you can indulge in various water activities or simply take in the beautiful views. The community offers well-maintained common grounds, perfect for leisurely strolls or picnics with friends. Residents benefit from a comprehensive association that includes lawn maintenance, snow removal, and trash services, allowing you to spend more time enjoying your home and less on upkeep. The neighborhood is conveniently located near parks and public services, ensuring easy access to recreational opportunities and essential amenities. Experience the comfort and charm of Traders Landing, where every day feels like a retreat.

157 Jeffrey Ln Unit #21B, Oakland

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

5 Beds ⋅ 5 Baths

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.*

4A Mystic Creek Trl, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

1 Beds ⋅ 1 Baths

Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all area amenities. Unit 212A offers a one level floorpan with private bedroom on the second floor of building A which offers easy access to the lobby, elevator, gym, sauna, game room and patio area overlooking the lake. Condominium ownership at Silver Tree Suites offers ease of maintenance as the association takes care of all of the grounds and building maintenance. This unit is an established vacation rental ready for you to take ownership this summer! Call today to schedule a private showing!

565 Glendale Rd Unit #212A, 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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