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Oakland, MD Homes for Sale with Garage

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  • /59

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    609 Southern Pines Dr, Oakland, MD 21550

    Welcome to your next dream home! Nestled on a 4-acre wooded lot, this custom built traditional-style residence combines comfort, and convenience. Just minutes from Broadford Lake Park, healthcare, shopping, Deep Creek Lake, and Wisp Ski Resort, this peaceful property offers easy access to all the local amenities. Two story stone & cedar, 4BR, 2.5 Bath w/ 2 - car attached garage, & 2 - car

    Brian Covell BHHS Touchdown Home Pros Realty

    609 Southern Pines Dr, Oakland, MD 21550
  • /64

    $1,249,000

    • 4 Beds
    • 3.5 Baths
    • 3,071 Sq Ft

    590 S Blakeslee Rd, Oakland, MD 21550

    Nestled in the much sought after Blakeslee community you will find this lovely mountain retreat with lake access and exceptional amenities. This contemporary-style home is designed for both relaxation and entertainment, featuring a spacious open-concept layout, multiple family rooms, a large loft, and a well-appointed kitchen. Offering three levels of living space, hardwood flooring, quartz

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    590 S Blakeslee Rd, Oakland, MD 21550
  • /18

    $248,900

    • 2 Beds
    • 2 Baths
    • 1,678 Sq Ft

    2571 Shady Dell Rd, Oakland, MD 21550

    They call it Pleasant Valley for a reason! The property features a 2+ acre wooded area, a serene stream, several berry plants, 2 sheds, chicken coop, and a rear deck. Front porch and a fenced-in front yard. Inside, there is a large, bright living room, an updated kitchen with plenty of cabinet space, appliances, and sliding glass doors leading to the deck. The bathrooms have been updated. Full

    Paul Macy Garrett Land Sales, PC

    2571 Shady Dell Rd, Oakland, MD 21550
  • /29

    $239,000

    • 1 Bed
    • 1 Bath

    206 Mayhew Inn Rd, Oakland, MD 21550

    Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy living area, a full kitchen, laundry room, bedroom, and full bath. But the real bonus? A spacious 2-car garage with its own entrance. It is perfect for a workshop, extra storage, or even a rental opportunity. With separate

    Jay Quinn Taylor Made Deep Creek Vacations & Sales

    206 Mayhew Inn Rd, Oakland, MD 21550
  • /38

    $324,900

    • 4 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    163 Mitchell Dr, Oakland, MD 21550

    3/4BR, 2.5BA, 2250sf+/- renovated home in Mitchell Manor! Newer roof in last 2 years, owner has added many upgrades inside & out. Features include a huge fenced-in backyard, attached garage with additional storage, multiple ensuites, walk-in closet, enlarged upper level deck, french doors, stone patio, outdoor sump pump, and more! Near end of cul-de-sac on low traffic street. Close to town

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    163 Mitchell Dr, Oakland, MD 21550
  • /35

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft

    473 Cumberland Rd, Oakland, MD 21550

    Nestled on a tranquil wooded hillside overlooking Deep Creek Lake, this charming home offers an exceptional opportunity for a private rural retreat while remaining close to the area’s best attractions. With delightful birdhouse accents, this cozy abode feels like your very own secluded nest. The recently updated kitchen is a culinary delight, making meal prep a breeze, while the newly renovated

    Jeremy McDonough Mr. Lister Realty

    473 Cumberland Rd, Oakland, MD 21550
  • /67

    $387,700

    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    723 Kings Ct, Oakland, MD 21550

    "Charming two-story home situated on a beautiful .292-acre level lot in a prime location (Kings Hills Estates) Enjoy the perfect blend of comfort and convenience with spacious living areas, a serene yard ideal for outdoor entertaining. Ideally located near a top-rate Hospital, popular shopping destinations, and just minutes to Broadford Lake. Whether you're enjoying a day on the water or running

    Debra Beitzel Long & Foster Real Estate, Inc.

    723 Kings Ct, Oakland, MD 21550
  • /39

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550

    Lakefront Luxury at Will O’ The Wisp – Nicely renovated Unit 308/408 offers a 2 BR, 2 Bath 2- level floor plan perfect for guests or steady rental income. Enjoy breathtaking Deep Creek Lake views from every bedroom and the main living space. Resort-Style Amenities Include:Indoor Pool with Waterfall Hot Tub, Cedar-Lined Sauna, Fitness Room & Game Room, Sandy Lakefront Beach with Community Boat

    Rich Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
  • /14

    $295,000

    • 5 Beds
    • 3 Baths
    • 1,800 Sq Ft

    611 E Oak St, Oakland, MD 21550

    Investors, this is an income producing, three unit building with three separate apartments, just a few minutes walk to downtown Oakland. Main level and upper level are two bedroom units and basement unit is a one bedroom. All units have current leases in place. One renter has been renting for 12 years, one for 10 years, and the third for eight years. The entire building is in excellent condition.

    Andrew Orr Railey Realty, Inc.

    611 E Oak St, Oakland, MD 21550
  • /104

    $360,000

    • 3 Beds
    • 2 Baths
    • 2,516 Sq Ft

    321 Deer Park Hotel Rd, Oakland, MD 21550

    New Price – Now $360,000!Beautifully Updated Mountain Retreat Near Deep Creek LakeHere’s your chance to own a move-in-ready mountain retreat with major upgrades—now offered at just $360,000! Located only 10 miles from Deep Creek Lake and minutes to Oakland, this 3-bedroom, 2-bath home sits on nearly an acre and blends small-town convenience with peaceful mountain living.Step

    Thomas Long Railey Realty, Inc.

    321 Deer Park Hotel Rd, Oakland, MD 21550
  • /86

    $1,199,999

    • 6 Beds
    • 4.5 Baths
    • 4,769 Sq Ft

    216 Tarn Dr, Oakland, MD 21550

    Breathtaking turn-key home located in the well-established Mountainside community. This newer home is simply stunning from the moment you enter. The cathedral ceilings, granite countertops, luxury vinyl flooring, sunroom with hot tub, and bonus room above the garage checks off all the boxes. The attention to detail is felt throughout this home, from the first level laundry room to the office/den,

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    216 Tarn Dr, Oakland, MD 21550
  • /58

    $439,900

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft

    3930 Mayhew Inn Rd, Oakland, MD 21550

    2 for 1 on 3.43 acres! Remodeled 2BR 2BA cottage with auxiliary building that has an oversized garage, multiple workshop areas and 1BR 1BA apartment on the second level. Cabin boasts high end finishes and open living space with a cozy wood burning stove. Recent upgrades include: heat pump + AC, appliances, modern kitchen, granite tops, bathrooms, some window & doors, as well as spacious decking.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    3930 Mayhew Inn Rd, Oakland, MD 21550
  • /73

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 2,846 Sq Ft

    139 Overlook Ridge Dr, Oakland, MD 21550

    Perched atop Holiday Hill on a 1.5-acre site, you will find this contemporary home with beautiful views of Deep Creek Lake! Offering over 3,200 SF with an open floorplan and an abundance of windows, making this home feel warm and inviting while offering plenty of room to enjoy family and friends. Boasting four bedrooms, 3.5 baths, three levels of living space, hardwood flooring, two stone propane

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    139 Overlook Ridge Dr, Oakland, MD 21550
  • /57

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    127 Paradise Heights, Oakland, MD 21550

    Beautifully renovated lake access log home located in the centrally located Paradise Cove community. This home offers three levels of living space, an open floorplan and three bedrooms. Recent upgrades in the past five years which include renovated kitchen, granite countertops, upgraded baths and floors, new wrap around deck, some new windows, new appliances, new roof, and new garage doors and

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    127 Paradise Heights, Oakland, MD 21550
  • /98

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    180 Paradise Ridge Rd, Oakland, MD 21550

    Discover your perfect Deep Creek Lake getaway in the desirable Ridge at Paradise Point community, where breathtaking lake views and incredible amenities await! This charming entry level vacation home offers exclusive access to one of the most stunning shared lakefront areas, featuring a level shoreline, picnic pavilion, ample parking, and easy entry for kayaks, canoes, swimming, and

    Justin Liller Railey Realty, Inc.

    180 Paradise Ridge Rd, Oakland, MD 21550
  • /25

    $980,000

    • 6 Beds
    • 4 Baths
    • 2,536 Sq Ft

    340 Grandview Dr, Oakland, MD 21550

    Major renovations on the interior have been completed. The roof, deck staining will be complete in two weeks. This home has been inspected and items addressed. Summer rentals are booking fastDramatic Price Reduction – Motivated Seller – Turnkey Vacation Rental with the most incredible views of Cherry Creek CoveDon’t miss this incredible opportunity to own a fully-furnished home in the desirable

    Michael Cumerlato Jason Mitchell Group

    340 Grandview Dr, Oakland, MD 21550
  • /137

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 5,576 Sq Ft

    2829 Shady Dell Rd, Oakland, MD 21550

    Experience your own slice of paradise in the highly desirable Pleasant Valley area of Garrett County. This scenic 3-bedroom log home overlooks a serene private pond, nestled on 22 breathtaking acres that blend open pasture with peaceful wooded areas, all with stunning mountain views. The property boasts a 2-car detached garage and an impressive, upscale barn with a spacious workshop, offering

    Jon Bell Railey Realty, Inc.

    2829 Shady Dell Rd, Oakland, MD 21550
  • /108

    $2,750,000

    • 5 Beds
    • 6.5 Baths
    • 5,376 Sq Ft

    2725 Stockslager Rd, Oakland, MD 21550

    Welcome to 2725 Stockslager Road, one of Deep Creek Lake's most coveted properties. This custom-built timber frame home is set against a picturesque landscape in Western Maryland, offering breathtaking nature views and embodying mountain charm and adventure. The log home showcases impeccable craftsmanship, seamlessly blending with its natural surroundings while providing unrivaled

    Shelia McCracken Taylor Made Deep Creek Vacations & Sales

    2725 Stockslager Rd, Oakland, MD 21550
  • /73

    $350,000

    • 6 Beds
    • 4 Baths
    • 3,662 Sq Ft

    3539 Underwood Rd, Oakland, MD 21550

    Picture perfect country setting. This spacious home sits on a level lot, in a lovely private setting. You are close enough to town and amenities, but this home offers the quiet country ambiance with a yard ready for fun and games. Multiple living areas and an eat in kitchen make this a perfect family home. This property also boasts two furnaces and two hot water heaters to make everyone

    Rachel Bruch Railey Realty, Inc.

    3539 Underwood Rd, Oakland, MD 21550
  • /49

    $349,000

    • 3 Beds
    • 4 Baths
    • 1,503 Sq Ft

    522 E Green St, Oakland, MD 21550

    If you are looking for a low maintenance stone home sitting on a level lot in the town of Oakland, this is it. Offering three bedrooms (two of which are masters), a wood burning stone fireplace, tongue and groove wood walls throughout, and granite countertops. The partially fenced yard, nice back patio and attached two car garage are just a few more appealing aspects of this home. If you want

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    522 E Green St, Oakland, MD 21550
  • /103

    $2,399,000

    • 7 Beds
    • 5 Baths
    • 4,691 Sq Ft

    41 Boyd Paugh Ln, Oakland, MD 21550

    Gorgeous 7 bedroom home with dock slip! This newer construction home sits on a quiet corner of Deep Creek Lake with 200 feet of lake frontage. Located in the beautiful and quiet Heron Cove community and comes with two community lake access points, one with a sandy beach area, tennis courts, and walking trails. The level lot is surrounded by trees and designed for privacy and outdoor enjoyment,

    Rachel Bruch Railey Realty, Inc.

    41 Boyd Paugh Ln, Oakland, MD 21550
  • /38

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    637 Betts Ln, Oakland, MD 21550

    Are you looking for a private setting on over 7 acres of land? You will love this quiet, peaceful location while still being close to Deep Creek Lake and Oakland Maryland. This home features 3 bedrooms, 2 baths, a nice sized basement ready for your finishing touches, and a large attached 2 car garage! Enjoy relaxing moments on the covered front porch or watching for wildlife on the back deck!

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    637 Betts Ln, Oakland, MD 21550
  • /21

    $555,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    620 Crosby Dr, Oakland, MD 21550

    BRAND NEW CONSTRUCTION! 4BR/3.5BA home with attached 2 car garage in Country Club Acres! Perched at the very top of the mountain overlooking Oakland golf course, 2,850 sf and 2.84 acres of land (lots 73-79 combined). Modern design offering plenty of natural light, open living and elite finishes. Features include Andersen windows & sliders, multiple ensuites, custom tile bathrooms, fireplace,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    620 Crosby Dr, Oakland, MD 21550

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