Oakland Condos for Sale

Oakland Condos for Sale

Welcome to Oakland, Maryland—a hidden gem nestled in the heart of Garrett County. Known for its stunning natural beauty and vibrant community spirit, Oakland is the perfect blend of small-town charm and outdoor adventure. Surrounded by the breathtaking landscapes of Deep Creek Lake and the majestic mountains of the Appalachian range, Oakland offers residents an idyllic backdrop for both relaxation and recreation.

As you explore this enchanting town, you'll discover a rich tapestry of history and culture. Stroll through the quaint streets lined with historic buildings, boutique shops, and delightful eateries that reflect the area’s unique character. Whether you’re a nature enthusiast, an art lover, or someone who enjoys a leisurely pace of life, Oakland has something for everyone.

For those seeking a cozy yet modern living space, Oakland boasts a variety of stunning condos for sale. These properties offer a perfect blend of comfort and convenience, ideal for first-time buyers, retirees, or anyone looking to enjoy a low-maintenance lifestyle. Many condos feature contemporary designs, spacious layouts, and breathtaking views of the surrounding mountains and lakes. Imagine waking up to the serene sounds of nature and sipping your morning coffee on a private balcony, all while being just minutes away from Oakland’s vibrant downtown.

With a strong sense of community, a wealth of outdoor activities, and beautiful condos that make living here a dream, Oakland, MD, is more than just a place to call home—it's a lifestyle waiting to be embraced. Come and discover the charm of Oakland today!

Newest Oakland Condos for Sale

$225,000
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
$595,000
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
$379,500
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:

$715,000
4 Beds ⋅ 5 Baths
Immaculate 4-bedroom log home in the highly sought after Gallatin Woods community. Custom built with custom finishes throughout. Granite counters, hardwood floors, 2 fireplaces, extensive hardscaped patio and outdoor fireplace, and the list of upgrades literally goes on and is available on request for the discerning buyer. Minutes from Deep Creek Lake and all of the area amenities yet tucked away in a log home community.

250 Lehman Ln Unit #39, Oakland

Listing courtesy of Synergy Realty. Contact:

$309,000
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
$399,900
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
$585,000
3 Beds ⋅ 3 Baths
Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan’s Mountain” is a charming log cabin retreat offering the perfect blend of mountain serenity and convenient access to the area’s top attractions. This 3-bedroom, 3-bathroom home comfortably accommodates guests spanning over 3 levels with a bonus enlcosed porch area. Warm wood interiors and a classic cabin feel welcome you inside, where multiple gathering spaces—including a cozy living area and lower-level den—provide room to relax and unwind. A standout feature is the enclosed sunroom with an indoor hot tub and stone fireplace, offering year-round enjoyment in a private setting. Outdoor living is just as inviting, with a spacious yard perfect for entertaining after a day at the lake. Located just minutes from Deep Creek’s most desirable amenities, this home brings you four seasons of enjoyment. Additionally, Yellowstone Village is one of Deep Creek Lakes top producing cabin rental communities.

55 Village Dr Unit #5, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$249,900
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:

$329,900
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:

$299,900
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
$575,000
3 Beds ⋅ 2 Baths
With some minor modifications to the unit, it is possible for this condo to be rented as two separate condos (501 two BR and 701 one BR). Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the perfect place to get away together! With space to come together and space to escape, this unit promises both privacy and togetherness for a memorable Deep Creek Lake experience! The first level has a full kitchen with wine fridge and attached living room with an electric fireplace, queen sleeper sofa, high top table with stools and a breathtaking balcony. Just up the stairs, enjoy the king bed in a loft bedroom that overlooks the living room and towering two-story window facing Deep Creek Lake! Also on this level is another bedroom with a Queen bed that shares a hallway bathroom with luxury finishes and a walk-in shower. On the top level you will enjoy even more space and accommodations. The 7th floor level has an additional hallway entrance for more privacy. Relax in the King bed and look out to your private balcony with gorgeous lake views. This space also features a well appointed luxury bathroom with walk-in shower and double bowl sinks. An additional mini-fridge and Keurig coffee maker provide easy access if you don't want to go downstairs. Up above in the vaulted loft curl up in the Queen size bed and take in panoramic sunrise views from every angle. Head down to the sandy beach to watch the water gently roll along the sandy shore of the resort’s private beachfront. No matter the season, there is plenty to keep you entertained with an on-site indoor pool, game room, fitness center, and more! 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.

20160 Garrett Hwy Unit #F501-701, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$249,900
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:

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