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Oakland, MD Condos for Sale

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  • 20160 Garrett Hwy Unit H706, Oakland, MD 21550
    20160 Garrett Hwy Unit H706, Oakland, MD 21550
    20160 Garrett Hwy Unit H706, Oakland, MD 21550
    /27

    $309,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H706, Oakland, MD 21550

    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

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    20160 Garrett Hwy Unit H706, Oakland, MD 21550
  • 565 Glendale Rd Unit 213-A, Oakland, MD 21550
    565 Glendale Rd Unit 213-A, Oakland, MD 21550
    565 Glendale Rd Unit 213-A, Oakland, MD 21550
    /24

    $225,000

    • 1 Bed
    • 1 Bath

    565 Glendale Rd Unit 213-A, Oakland, MD 21550

    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

    Agent Photo

    Charlotte Savoy

    The KW Collective

    565 Glendale Rd Unit 213-A, Oakland, MD 21550
  • 565 Glendale Rd Unit 125, Oakland, MD 21550
    565 Glendale Rd Unit 125, Oakland, MD 21550
    565 Glendale Rd Unit 125, Oakland, MD 21550
    /55

    $329,900

    • 1 Bed
    • 1 Bath
    • 496 Sq Ft

    565 Glendale Rd Unit 125, Oakland, MD 21550

    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,

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 125, Oakland, MD 21550
  • 531 Glendale Rd Unit B302, Oakland, MD 21550
    531 Glendale Rd Unit B302, Oakland, MD 21550
    531 Glendale Rd Unit B302, Oakland, MD 21550
    /29

    $339,900

    $29K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 887 Sq Ft

    531 Glendale Rd Unit B302, Oakland, MD 21550

    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

    Larry Smith Railey Realty, Inc.

    531 Glendale Rd Unit B302, Oakland, MD 21550
  • 565 Glendale Rd Unit 303B, Oakland, MD 21550
    565 Glendale Rd Unit 303B, Oakland, MD 21550
    565 Glendale Rd Unit 303B, Oakland, MD 21550
    /34

    $399,900

    • 2 Beds
    • 1 Bath
    • 887 Sq Ft

    565 Glendale Rd Unit 303B, Oakland, MD 21550

    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

    Sean Sober Taylor-Made Deep Creek Real Estate, LLC

    565 Glendale Rd Unit 303B, Oakland, MD 21550
  • 565 Glendale Rd Unit 306, Oakland, MD 21550
    565 Glendale Rd Unit 306, Oakland, MD 21550
    565 Glendale Rd Unit 306, Oakland, MD 21550
    /32

    $229,900

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    565 Glendale Rd Unit 306, Oakland, MD 21550

    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

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 306, Oakland, MD 21550
  • 565 Glendale Rd Unit 316, Oakland, MD 21550
    565 Glendale Rd Unit 316, Oakland, MD 21550
    565 Glendale Rd Unit 316, Oakland, MD 21550
    /26

    $279,000

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    565 Glendale Rd Unit 316, Oakland, MD 21550

    Deep Creek Lake living, without the upkeep. This Silver Tree Suites unit features two beds, an oversized loft, plus a kitchenette, gas fireplace, and private balcony. That's paired with resort-style on-site amenities: a marina, fitness room, sauna, and expansive lakefront deck, all just steps from your door. Dutch's at Silver Tree is directly adjoining along with the Harbor Bar, and Wisp Resort,

    Brent Housley Railey Realty, Inc.

    565 Glendale Rd Unit 316, Oakland, MD 21550
  • 181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
    /25

    $249,900

    • 2 Beds
    • 1 Bath
    • 670 Sq Ft

    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550

    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

    Larry Smith Railey Realty, Inc.

    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
  • 20160 Garrett Hwy Unit 105A, Oakland, MD 21550
    20160 Garrett Hwy Unit 105A, Oakland, MD 21550
    20160 Garrett Hwy Unit 105A, Oakland, MD 21550
    /25

    $296,500

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft

    20160 Garrett Hwy Unit 105A, Oakland, MD 21550

    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

    Rich Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit 105A, Oakland, MD 21550
  • 565 Glendale Rd Unit B206, Oakland, MD 21550
    565 Glendale Rd Unit B206, Oakland, MD 21550
    565 Glendale Rd Unit B206, Oakland, MD 21550
    /32

    $299,900

    $29K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    565 Glendale Rd Unit B206, Oakland, MD 21550

    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

    Carlos Espinoza Jason Mitchell Group

    565 Glendale Rd Unit B206, Oakland, MD 21550
  • 193 Red Run Rd Unit 1B3, Oakland, MD 21550
    193 Red Run Rd Unit 1B3, Oakland, MD 21550
    193 Red Run Rd Unit 1B3, Oakland, MD 21550
    /57

    $550,000

    $45K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    193 Red Run Rd Unit 1B3, Oakland, MD 21550

    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

    John McNamara RE/MAX Results

    193 Red Run Rd Unit 1B3, Oakland, MD 21550
  • 20160 Garrett Hwy Unit C307, Oakland, MD 21550
    20160 Garrett Hwy Unit C307, Oakland, MD 21550
    20160 Garrett Hwy Unit C307, Oakland, MD 21550
    /49

    $379,500

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    20160 Garrett Hwy Unit C307, Oakland, MD 21550

    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,

    Justin Liller Railey Realty, Inc.

    20160 Garrett Hwy Unit C307, Oakland, MD 21550
Maryland Garrett County

Condos for Sale in Oakland, MD

Why Live in Oakland

Oakland, MD, located in the western part of the state, is known for its natural beauty and outdoor activities. The city is home to Deep Creek Lake, Maryland's largest freshwater lake, which offers nearly 70 miles of shoreline for boating, fishing, and swimming. Deep Creek Lake State Park provides public access with beaches, a boat launch, and extensive hiking and biking trails. Wisp Resort, the state's only ski resort, features 33 ski runs and year-round activities including hiking, disc golf, and golf courses. Oakland's downtown area showcases a variety of home styles, from vintage Victorians and Craftsmans to midcentury ranch-style houses. Lakefront properties often include A-frame cabins and Craftsman houses with private docks. Dining options in Oakland range from the casual Englanders diner, known for its buckwheat pancakes, to the upscale Stonecroft Manor steakhouse. Community events such as the Mountain Fresh Farmers Market and the Autumn Glory Festival foster a sense of local camaraderie. Students in Oakland attend Southern Garrett High School, which offers career and technical education programs. U.S. Route 219 runs through Oakland, connecting it to Interstate 68 and nearby cities like Cumberland, 50 miles away, and Morgantown, West Virginia, 55 miles away.

Learn more about living in Oakland

Condo Prices in Oakland, MD

Oakland, MD
Condo Median Price
$295,750
1-Bed Condo Median Price
$214,900
2-Bed Condo Median Price
$279,000
3-Bed Condo Median Price
$585,000
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