Oakland Condos for Sale

Oakland Condos for Sale

Welcome to Oakland, Maryland—a hidden gem nestled in the heart of Garrett County. This charming town, surrounded by the breathtaking beauty of the Appalachian Mountains, offers a unique blend of small-town warmth and outdoor adventure. With its rich history, vibrant community, and stunning natural landscapes, Oakland is the perfect place to call home.

As you explore this picturesque town, you’ll find a variety of local shops, delightful eateries, and cultural attractions that reflect the area’s heritage. From the historic Oakland B&O Railroad Station to the serene beauty of Deep Creek Lake, there’s something for everyone to enjoy. Nature enthusiasts will revel in the abundance of outdoor activities, including hiking, fishing, and skiing in the winter months. The changing seasons paint the landscape in vibrant colors, making every day in Oakland a picturesque experience.

For those looking to settle down in this idyllic location, you'll be pleased to discover a selection of condos for sale. These modern residences offer a perfect blend of comfort and convenience, often featuring spacious layouts, contemporary amenities, and stunning views of the surrounding mountains. Whether you're seeking a cozy retreat or a year-round residence, Oakland's condos provide an ideal opportunity to enjoy the tranquility of mountain living without sacrificing accessibility to local attractions.

With its welcoming community, rich history, and stunning natural beauty, Oakland, MD, is a place where dreams of a peaceful lifestyle come true. Explore the available condos today and take the first step toward making this enchanting town your new home!

Newest Oakland Condos for Sale

1 Beds ⋅ 1 Baths

Will O the Wisp unit 105A is a charming one-bedroom, one-bath lakefront condominium. Unit 105A offers convenient first-floor living with ground-level access from a private patio directly to the waters edge, beach area and docks. . The unit features a fully equipped kitchen, comfortable living and dining areas, a cozy fireplace, one queen bed, and a sleeper sofa—accommodating up to three adults. Relax at the private patio, spending the day on the sandy beach, or taking advantage of the community’s indoor pool, game room, fitness center, and additional on-site amenities. An ideal lakefront getaway with comfort, convenience, and beautiful waterfront access!

20160 Garett Hwy Unit #105A, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

1 Beds ⋅ 1 Baths

Turnkey lakeview studio at The Suites at Silver Tree! This condo has an average annual gross rental of $25,342. Enjoy beautiful views of Deep Creek Lake from your private covered balcony while owning one of the area's most desirable vacation destinations. This fully furnished studio offers an open floor plan with a king bed, sleeper sofa, cozy gas fireplace, kitchenette, dining area, and full bath, making it the perfect weekend getaway or investment opportunity. The Suites at Silver Tree features an impressive timber-frame lobby with soaring ceilings and massive stone fireplaces, an expansive lakeside deck, sandy beach, lake access, on-site marina, fitness center, sauna, game room, and Dutch's at Silver Tree restaurant. Ideally located in the heart of Deep Creek Lake, you're just minutes from Wisp Resort, golf, hiking, shopping, and year-round recreation. Whether you're looking for a low-maintenance vacation home, rental property, or your own place at the lake, this one checks all the boxes. Call today for your private showing!

565 Glendale Rd Unit #213, Oakland

Listing courtesy of The KW Collective. Contact: 4435741600

2 Beds ⋅ 2 Baths

Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a new water heater and sink, an upgraded electrical panel, and premium cement-backed luxury vinyl plank flooring for ultimate durability. Stunning new shiplap ceilings with recessed lighting illuminate the freshly painted main living spaces, complete with a cozy wood-burning fireplace. Includes an assigned deep-water boat slip, outdoor storage, and access to 11 acres of incredible amenities: a heated pool, tennis courts, playground, kayak racks, and a stone fire pit. Major community updates include a new metal roof and resurfaced courts. Just minutes from downtown Oakland, Garret Cinemas, and shopping! Seller will sell his 2011 Sea Ray 195 with 4.2 L EFI engine for $4500.00 OBO "As=Is " see photos and dock slip

193 Red Run Rd Unit #1-B-3, Oakland

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

1 Beds ⋅ 1 Baths

Experience the best of Deep Creek Lake from this beautifully situated 2-story, 1-bedroom, 1-bath condominium at Will O' The Wisp. Offering 636 square feet of comfortable living space and spectacular lake views, this waterfront retreat is the perfect personal getaway, year-round residence, or vacation rental investment. Enjoy your morning coffee while taking in panoramic views of the water, then spend the day enjoying the incredible amenities that make Will O' The Wisp one of Deep Creek Lake's most sought-after destinations. Residents and guests have access to an indoor swimming pool and hot tub, racquetball court, fitness center, and arcade, providing year-round entertainment for all ages. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY. Boating enthusiasts will appreciate the community's 22 dock slips available for reservation and 4 dedicated jet ski docks, making it easy to get out and enjoy the lake. When it's time to relax, take advantage of two exceptional waterfront restaurant and bar venues located on-site, both featuring stunning lake views and convenient commercial docking. With professional on-site management, resort-style amenities, and a premier lakefront location just minutes from Wisp Resort, state parks, golf courses, and countless outdoor activities, this property offers an incredible opportunity to own a piece of Deep Creek Lake's waterfront lifestyle. Whether you're looking for a weekend escape or a property with strong rental appeal, this lakeview condo checks all the boxes.

20160 Garrett Hwy Unit #C307, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

1 Beds ⋅ 1 Baths

Welcome to Will O' the Wisp Unit H706, a beautiful top-floor lakefront condo offering some of the most breathtaking views of Deep Creek Lake. Perched on the 7th floor and overlooking one of the lake's widest sections, this fully furnished two-level condo features 1 bedroom, 1 bath, and 550 square feet of comfortable, low-maintenance living - ideal as a vacation retreat, year-round getaway, or income-producing rental. Start your mornings with exceptional sunrises from your private lakefront balcony, then enjoy the many resort-style amenities Will O' the Wisp has to offer, including an indoor heated pool, hot tubs, fitness room, sauna, arcade/game room, sandy beach, covered garage parking, restaurant access, community boat slip access through the POA, and a fully serviced front desk for guest support and added convenience. Currently operating as a successful short-term rental through Railey Vacations, this rarely available lakefront condo is located just minutes from Wisp Resort, state parks, dining, shopping, and four-season Deep Creek Lake recreation.

20160 Garrett Hwy Unit #H706, Oakland

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

2 Beds ⋅ 1 Baths

Experience lakefront living at its finest in the premier unit at Silver Tree Suites! This beautifully updated 2-bedroom, 1-bath condo showcases rustic charm with custom woodworking throughout. Featuring two separate living areas, there's plenty of space to relax and entertain. Enjoy year-round lake views from the private balcony, unwind by either of the two fireplaces, and appreciate the added functionality of the upper-level loft living space with desk area and additional bedroom. A custom wine rack with built-in liquor cabinet adds the perfect finishing touch to this inviting mountain-lake retreat. Community amenities include; a game room, fitness center, meeting room and convenient on-site laundry facilities. Located just steps from one of the lake's most popular waterfront dining destinations, Dutch's at Silver Tree. Also, conveniently located to a host of other attractions; State parks, Wisp Golf and Ski Resort, Thousand Acres Lakeside Golf Club and more! Call today to schedule your private tour.

565 Glendale Rd Unit #303B, Oakland

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

2 Beds ⋅ 1 Baths

Experience the best of Deep Creek Lake living from this beautifully appointed studio loft at Silver Tree Suites—one of the lake’s most sought-after locations! Offering two separate sleeping areas, a kitchenette, gas fireplace, and private balcony, this unit is designed for comfort and easy getaway living. Tastefully updated with new carpet and flooring, as well as kitchen and bathroom countertops. Enjoy lake access along with on-site amenities including a fitness room, sauna, marina, and expansive lakefront deck. Directly adjoining Dutch’s at Silver Tree and minutes to Wisp Resort, state parks, and year-round recreation, this prime location puts everything you love about Deep Creek right at your fingertips. Active vacation rental, giving you turn-key investment potential. Call today for more details!

565 Glendale Rd Unit #306, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

1 Beds ⋅ 1 Baths

Wake up to the lake at your doorstep. This ground-level, end-unit condo offers true lakefront living with unbeatable access to everything Deep Creek Lake has to offer. Enjoy effortless days on the water, then relax with on-site amenities including a fitness room, sauna, game room, and expansive lakeside decking. Walk to Dutch’s at Silver Tree, The Harbor Bar, and the marina for dining, drinks, and boating convenience—all just steps away. This property is not only the perfect getaway, but also a proven Vacation Rental Income Producing Condo —Recognized as one of the top-performing rental units in the SilverTree building, averaging $30,000 per year in Vacation Rental Income. Whether you're looking for a low-maintenance lake retreat or a high-performing income-producing property, this unit delivers the best of both worlds in one of Deep Creek’s most desirable lakefront communities. Call today to schedule a private showing.

565 Glendale Rd Unit #125, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

2 Beds ⋅ 1 Baths

Charming true 1-bedroom + loft (can be used as 2nd bedroom) condo at Silver Tree Suites, LAKEFRONT living at its finest! This spacious second-floor unit features a private balcony, fully equipped kitchenette, cozy gas fireplace and abundant natural light. Enjoy resort-style amenities including a fitness center, sauna, on-site laundry and game room, plus steps-away fine dining at Dutch’s at Silver Tree and cocktails on Harbor Bar’s waterfront deck with breathtaking views of Deep Creek Lake. Here, every day is a promise of relaxation, adventure, and luxury living. Located just minutes from Wisp Ski Resort, Swallow Falls, hiking trails, whitewater rafting, golf courses, Deep Creek Lake State Park beach and boat ramp, and local shopping, this property is ideally situated. Take this rare opportunity to own your own slice of Lakefront paradise at Deep Creek Lake! Schedule your private showing today!

565 Glendale Rd Unit #B206, Oakland

Listing courtesy of Jason Mitchell Group. Contact: 4105335486

2 Beds ⋅ 1 Baths

Discover comfort and convenience in this charming 2-bedroom, 1-bath unit ideally located in the desirable Roman Ridge at Traders Landing community. Enjoy peaceful lake views from your covered front deck—the perfect spot to relax with your morning coffee or unwind in the evening. Inside, you’ll find a warm and inviting living space featuring a wood-burning fireplace to take the chill off during cool lake evenings. This home offers an easy-flow layout ideal for full-time living or a weekend getaway. Located just moments from all the lake amenities, including Brenda’s Pizza and Traders Coffee, you’ll have dining and recreation right at your fingertips. Come experience lake life at its coziest—schedule your showing today!

181 Jeffrey Ln Unit #23A, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

2 Beds ⋅ 1 Baths

Experience effortless lakeside living at its finest in this spacious 2-bedroom, 1-bath unit in Silver Tree Suites—one of the largest units in the complex! This beautifully designed unit features an open floorplan centered around a cozy fireplace, perfect for relaxing after a day on the lake. A generous loft area creates a distinct separation between living and sleeping spaces, offering flexibility and privacy. Take in views of Deep Creek Lake and just a stones throw from your door, enjoy unbeatable proximity to Dutch’s at Silver Tree and The Harbor Bar. Whether you're looking for a weekend retreat or a hassle-free getaway, this turnkey condo is truly maintenance-free—just drop your bags and start enjoying lake life!

531 Glendale Rd Unit #B302, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

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