176

Oakland, MD Homes for Sale

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  • 17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    /73

    $379,000

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft

    17 Driftwood Ln, Oakland, MD 21550

    Completely remodeled and ready for your next adventure—this 3-bedroom, 2-bath home in Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic setting. Enjoy the convenience of a detached 2-car garage and direct access to over 50 miles of private roads and trails—perfect for ATVs, snowmobiles,

    Larry Smith Railey Realty, Inc.

    17 Driftwood Ln, Oakland, MD 21550
  • 237 Glendale Rd, Oakland, MD 21550
    237 Glendale Rd, Oakland, MD 21550
    237 Glendale Rd, Oakland, MD 21550
    /100

    $2,159,000

    • 7 Beds
    • 6.5 Baths
    • 3,735 Sq Ft

    237 Glendale Rd, Oakland, MD 21550

    Almost Aspen on Deep Creek Lake! You'll be in the heart of everything Deep Creek and Garrett County have to offer with this 7 bedroom 6.5 bath lakefront modified chalet. Offering 8 separate gathering places both inside and outside of the home, you'll have the perfect opportunities to relax with your group and or getaway for some personal time. With 4 private suits, direct bath access from

    Bill Weissgerber Railey Realty, Inc.

    237 Glendale Rd, Oakland, MD 21550
  • 8760 Oakland Sang Run Rd, Oakland, MD 21550
    8760 Oakland Sang Run Rd, Oakland, MD 21550
    8760 Oakland Sang Run Rd, Oakland, MD 21550
    /28

    $82,500

    • Land
    • 2.53 Acres
    • $32,609 per Acre

    8760 Oakland Sang Run Rd, Oakland, MD 21550

    Attention outdoor enthusiasts! This 2.53 acre lot just across the road from state-owned land down to the world-famous Youghiogheny River is a whitewater lover or fisherman's dream. Complete with a gravel driveway up to a flat gravel pad and electric meter ready to go, perfect for a camper or a forever home. Perc-approved for 3 bedrooms and less than half a mile from easy public Yough access.

    Elizabeth Ware Railey Realty, Inc.

    8760 Oakland Sang Run Rd, Oakland, MD 21550
  • 0 Coolidge Ave, Oakland, MD 21550
    0 Coolidge Ave, Oakland, MD 21550
    0 Coolidge Ave, Oakland, MD 21550
    /14

    $85,000

    • Land
    • 0.46 Acre
    • $184,783 per Acre

    0 Coolidge Ave, Oakland, MD 21550

    Offering six town lots with an existing garage near the heart of downtown Oakland. If you are looking to build a home close to schools, shopping, dining, hospital, and more, this is your spot!

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 Coolidge Ave, Oakland, MD 21550
  • 333 Sloan Tract Rd, Oakland, MD 21550
    333 Sloan Tract Rd, Oakland, MD 21550
    333 Sloan Tract Rd, Oakland, MD 21550
    /43

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 1,492 Sq Ft

    333 Sloan Tract Rd, Oakland, MD 21550

    Charming cabin off the coveted Lake Shore Drive offering seasonal lake views. This home has three levels of living space, hardwood flooring and a nice fireplace. The lower level is totally finished with walk-out access. There are multiple covered porches plus a hot tub that are great outdoor spaces to enjoy year round. This home feels very secluded but is just minutes to Deep Creek Lake and Wisp

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    333 Sloan Tract Rd, Oakland, MD 21550
  • 609 Southern Pines Dr, Oakland, MD 21550
    609 Southern Pines Dr, Oakland, MD 21550
    609 Southern Pines Dr, Oakland, MD 21550
    /59

    $450,000 Open Sat 1PM - 3PM

    • 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
  • Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    /9

    $35,000

    • Land
    • 2.71 Acres
    • $12,915 per Acre

    Lot 15 Little Mountain Rd, Oakland, MD 21550

    Welcome to Backbone Ridge, where privacy, natural beauty, and mountain living converge. This 2.71-acre parcel is perfectly situated near the highest point in Maryland, offering breathtaking mountain views and a tranquil, secluded setting.Located in one of the region’s most desirable areas, this property is ready for your dream home. The homesite is already cleared, a gravel driveway in place, and

    ADAM MURRAY BHHS Touchdown Home Pros Realty

    Lot 15 Little Mountain Rd, Oakland, MD 21550
  • 320 Coolidge Ave, Oakland, MD 21550
    320 Coolidge Ave, Oakland, MD 21550
    320 Coolidge Ave, Oakland, MD 21550
    /28

    $139,000

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    320 Coolidge Ave, Oakland, MD 21550

    This charming 2 bedroom, 1 bath rancher in the heart of Oakland, MD is the perfect blend of comfort, convenience, and affordability. Move-in ready, this home features one-level living with a functional layout and low-maintenance design—ideal for first-time buyers, downsizers, or anyone looking for a simple, cozy retreat. Enjoy peace of mind with a brand-new boiler system being installed, ensuring

    Nina Beitzel Railey Realty, Inc.

    320 Coolidge Ave, Oakland, MD 21550
  • 62 Middleton Rd, Oakland, MD 21550
    62 Middleton Rd, Oakland, MD 21550
    62 Middleton Rd, Oakland, MD 21550
    /67

    $829,900

    • 3 Beds
    • 2.5 Baths
    • 2,397 Sq Ft

    62 Middleton Rd, Oakland, MD 21550

    Tucked in the trees at The Blakeslee, this 3-bed, 2.5-bath home delivers space, style, and a dock slip just down the road! Fresh interior paint throughout. Beautiful sunroom soaked in light—easily the best room in the house. Spacious back deck and brand-new hot tub make the outdoor setup just as strong. Inside, you’ve got a pass-through stone fireplace, stainless appliances, central A/C, and a

    Jon Bell Railey Realty, Inc.

    62 Middleton Rd, Oakland, MD 21550
  • 590 S Blakeslee Rd, Oakland, MD 21550
    590 S Blakeslee Rd, Oakland, MD 21550
    590 S Blakeslee Rd, 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
  • 501 Christophers Way, Oakland, MD 21550
    501 Christophers Way, Oakland, MD 21550
    501 Christophers Way, Oakland, MD 21550
    /39

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,617 Sq Ft

    501 Christophers Way, Oakland, MD 21550

    Check out this opportunity to own your own mountain top chalet getaway complete with 3 bedrooms and 2 bathrooms and situated on 3 acres. A peaceful setting amongst mature trees and abundant wildlife with views of the surrounding mountains. Backbone Ridge community borders the highest point in Maryland and is conveniently located to several ski resorts, state parks, national forest & entertainment

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    501 Christophers Way, Oakland, MD 21550
  • 413 D St, Oakland, MD 21550
    413 D St, Oakland, MD 21550
    413 D St, Oakland, MD 21550
    /32

    $239,000

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    413 D St, Oakland, MD 21550

    4BR, 2BA renovated home in Mountain Lake Park feels like NEW! Stripped down to the studs for a professional makeover. Stylish kitchen with stainless steel appliances and butcher block countertop, vinyl planking floors, efficient mini-split ceiling unit, modern fixtures and lighting, custom tile shower and reimagined bathroom space. Finished basement. Fenced backyard with deck and storage shed.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    413 D St, Oakland, MD 21550
  • 4 Laurel Brook Dr, Oakland, MD 21550
    4 Laurel Brook Dr, Oakland, MD 21550
    4 Laurel Brook Dr, Oakland, MD 21550
    /22

    $235,000

    • 2 Beds
    • 2 Baths

    4 Laurel Brook Dr, Oakland, MD 21550

    Opportunites abound at this wonderfully maintained home in Laurel Brook! Whether you are looking for an affordable full time residence, a vacation home, or a potential short term or long term rental property, Laurel Brook checks all the boxes! With its excellent location, right in between Deep Creek Lake and Oakland, you are just minutes away from enjoying everything Garrett County has to

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    4 Laurel Brook Dr, Oakland, MD 21550
  • 2571 Shady Dell Rd, Oakland, MD 21550
    2571 Shady Dell Rd, Oakland, MD 21550
    2571 Shady Dell 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
  • 45 Village Dr Unit 4, Oakland, MD 21550
    45 Village Dr Unit 4, Oakland, MD 21550
    45 Village Dr Unit 4, Oakland, MD 21550
    /35

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    45 Village Dr Unit 4, Oakland, MD 21550

    Nestled in the serene Yellowstone Village community, 45 Village Drive offers a fully furnished 2-bedroom, 2-bathroom cabin that seamlessly blends rustic charm with modern amenities. This turnkey property is an exceptional investment opportunity, having generated over $75,000 in rental income in the last 3 years.The cabin's open-concept design features a spacious living area with vaulted ceilings,

    Ana Dubin RE/MAX Realty Group

    45 Village Dr Unit 4, Oakland, MD 21550
  • 132 &132A Tarn Dr, Oakland, MD 21550
    132 &132A Tarn Dr, Oakland, MD 21550
    132 &132A Tarn Dr, Oakland, MD 21550
    /10

    $175,000

    • Land
    • 3.04 Acres
    • $57,566 per Acre

    132 &132A Tarn Dr, Oakland, MD 21550

    3+ Acre Lake Access Homesite in Mountainside CommunityLots 132 & 132A offer a rare opportunity to own 3.04 acres of lake access property in the highly desirable Mountainside Community. Located at the end of a quiet cul-de-sac on Tarn Drive, these combined lots are officially recorded as one building site—providing ultimate privacy and a perfect setting to build your dream home. Public water &

    Rich Orr Railey Realty, Inc.

    132 &132A Tarn Dr, Oakland, MD 21550
  • 0 Mayhew Inn Rd Unit MDGA2009662, Oakland, MD 21550
    0 Mayhew Inn Rd Unit MDGA2009662, Oakland, MD 21550
    0 Mayhew Inn Rd Unit MDGA2009662, Oakland, MD 21550
    /31

    $165,000

    • Land
    • 13 Acres
    • $12,741 per Acre

    0 Mayhew Inn Rd Unit MDGA2009662, Oakland, MD 21550

    Almost 13 acres of beautiful land in the Deep Creek Lake area. Build your dream home or vacation rental masterpiece! 2 lots featuring beautiful mature trees, a clearing to build on, and just minutes to all of Deep Creek Lake's recreation, shopping, restaurants, and amenities.

    Justin Liller Railey Realty, Inc.

    0 Mayhew Inn Rd Unit MDGA2009662, 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

    $369,000

    • 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
  • 315 Coolidge Ave, Oakland, MD 21550
    315 Coolidge Ave, Oakland, MD 21550
    315 Coolidge Ave, Oakland, MD 21550
    /53

    $269,500

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    315 Coolidge Ave, Oakland, MD 21550

    Well maintained brick rancher located in the heart of Oakland. This home offers a large kitchen open to the living room with a built-in fireplace, separate dining room, and new carpet through out. The basement is very clean, offering a clean slate for whatever you would like to do. The rear covered porch, deck and fenced in yard makes a great space to enjoy family and friends. The location is

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    315 Coolidge Ave, Oakland, MD 21550
  • 1737 King Wildesen Rd, Oakland, MD 21550
    1737 King Wildesen Rd, Oakland, MD 21550
    1737 King Wildesen Rd, Oakland, MD 21550
    /46

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1737 King Wildesen Rd, Oakland, MD 21550

    Nestled on 10 secluded acres of serene woodland and open fields, this traditional cedar-sided home offers the perfect blend of rustic charm and modern comfort—all just 10 minutes from downtown Oakland.This well-maintained home features 3 spacious bedrooms and 2 full bathrooms, including a main floor master suite for added convenience. Inside, you’ll find brand-new luxury vinyl plank (LVP)

    Justin Liller Railey Realty, Inc.

    1737 King Wildesen Rd, 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
    /59

    $419,900

    • 2 Beds
    • 1 Bath
    • 887 Sq Ft

    565 Glendale Rd Unit 303B, Oakland, MD 21550

    Fully Renovated Penthouse at Silver Tree Suites – Been holding out for the nicest unit at Silver Tree Suites? The wait is over! This completely renovated and reimagined 2 Bedroom, 1 Bath penthouse is located on the top level of Building B and has a host of tasteful upgrades and stylish decor. Featuring year-round lake views and all-new flooring, stone, and rich hardwood finishes throughout.

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 303B, Oakland, MD 21550
  • 131 Rock Ridge Ln Unit 12, Oakland, MD 21550
    131 Rock Ridge Ln Unit 12, Oakland, MD 21550
    131 Rock Ridge Ln Unit 12, Oakland, MD 21550
    /53

    $529,500

    • 4 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    131 Rock Ridge Ln Unit 12, Oakland, MD 21550

    Craftsman-style home in the much sought after Silver Ridge community. Once you enter, you'll find a lovely great room, an open kitchen/dining/living area, a powder room, and a spacious primary boasting a corner gas fireplace. Most of the main level features hardwood flooring and a large entryway. The upper level has a great loft area, three bedrooms, laundry room, and two additional bathrooms.

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    131 Rock Ridge Ln Unit 12, Oakland, MD 21550
  • 206 Mayhew Inn Rd, Oakland, MD 21550
    206 Mayhew Inn Rd, Oakland, MD 21550
    206 Mayhew Inn 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
  • Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    /11

    $25,500

    • Land
    • 0.12 Acre
    • $212,500 per Acre

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550

    Gallatin Woods is a unique log home community located on Lakeshore Drive in the innermost part of Deep Creek Lake. Each owner may build within the building cylinder indicated on the plat and have exclusive use of the parking area and the additional land that immediately surrounds the home site. All other land within the community is condominiumized to keep the area wooded and carefree. Owners

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
  • 83 Boston Post Rd, Oakland, MD 21550
    83 Boston Post Rd, Oakland, MD 21550
    83 Boston Post Rd, Oakland, MD 21550
    /41

    $270,000

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft

    83 Boston Post Rd, Oakland, MD 21550

    Escape to this delightful tiny home nestled in the breathtaking mountainous terrain of Deep Creek Lake, MD. This successful, turn-key vacation rental offers a unique blend of comfort and adventure, perfect for couples or solo travelers looking to unwind in nature. Airbnb describes this property as "One of the most loved homes on Airbnb, according to guests." While boasting a 4.94 star rating

    Brent Housley Railey Realty, Inc.

    83 Boston Post Rd, Oakland, MD 21550
  • 163 Mitchell Dr, Oakland, MD 21550
    163 Mitchell Dr, Oakland, MD 21550
    163 Mitchell Dr, 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
  • 473 Cumberland Rd, Oakland, MD 21550
    473 Cumberland Rd, Oakland, MD 21550
    473 Cumberland Rd, 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
  • 723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, 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
  • 5 Arrowhead Ln, Oakland, MD 21550
    5 Arrowhead Ln, Oakland, MD 21550
    5 Arrowhead Ln, Oakland, MD 21550
    /92

    $674,900

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    5 Arrowhead Ln, Oakland, MD 21550

    Great location for this 3BR-3BA Arrowhead townhouse. This unit sits very close to the water and has fantastic water views of the lake and the dock. Very convenient located in Tharyerville with Arrowhead Deli, Uno's, and Garrett 8 Cinemas nearby. Level walk to the lake and dock from the deck. One BR and one BA on each of 3 levels. Lower level deck and main level deck for relaxing evenings

    Kevin Liller Railey Realty, Inc.

    5 Arrowhead Ln, Oakland, MD 21550
  • 39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    /34

    $985,000

    • 3 Beds
    • 3.5 Baths
    • 3,897 Sq Ft

    39 Leo Friend Rd, Oakland, MD 21550

    Beautiful split Lakefront Home with Breathtaking Views and Type A Dock. Discover unparalleled lakefront living in this meticulously maintained gem nestled in a beautifully landscaped setting. This 3-bedroom, 3.5-bathroom home welcomes you with an elegant entry foyer and soaring cathedral ceilings, highlighted by a magnificent oak staircase. The nearly 4,000 sq ft residence features a stunning

    Andrew Orr Railey Realty, Inc.

    39 Leo Friend Rd, Oakland, MD 21550
  • 254 Little Mountain Rd, Oakland, MD 21550
    254 Little Mountain Rd, Oakland, MD 21550
    254 Little Mountain Rd, Oakland, MD 21550
    /49

    $345,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    254 Little Mountain Rd, Oakland, MD 21550

    Welcome to 254 Little Mountain Road, a serene mountain escape nestled on nearly 5 acres in the Backbone Ridge community. The community borders the highest point in MD. This beautifully maintained 4-bed, 2-bath home is surrounded by natural beauty. Spacious and inviting layout featuring exposed beams, and a wood-burning fireplace that creates the perfect atmosphere for mountain living.

    Amy Skipper Railey Realty, Inc.

    254 Little Mountain Rd, Oakland, MD 21550
  • 2849 Shingle Camp Rd, Oakland, MD 21550
    2849 Shingle Camp Rd, Oakland, MD 21550
    2849 Shingle Camp Rd, Oakland, MD 21550
    /91

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    2849 Shingle Camp Rd, Oakland, MD 21550

    Vintage 3BR Lakefront Dome Home with Private Type "A" Dock! & no HOA . Own a piece of Deep Creek charm with this unique 3-bedroom, 2-bath vintage lakefront home featuring 100 feet of lake frontage and a private dock. The eye-catching dome-style architecture sets this property apart, offering a cozy and distinctive retreat. Located just minutes from Wisp Ski & Golf Resort and the ASCI Whitewater

    Rich Orr Railey Realty, Inc.

    2849 Shingle Camp Rd, Oakland, MD 21550
  • 0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
    /42

    $185,000

    • Land
    • 21 Acres
    • $8,621 per Acre

    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550

    Tucked along scenic Sanders Lane just 4 miles from Oakland, MD, this picturesque 21.46-acre pastoral lot offers the perfect blend of open space, gentle rolling fields, and peaceful countryside charm. Surrounded by open spaces, in a sought-after neighborhood, this property is ideal for building your dream estate, hobby farm, or private retreat. Enjoy wide-open skies, room to roam, and the serenity

    Susan Bell Railey Realty, Inc.

    0 Sanders Ln Unit MDGA2009314, Oakland, MD 21550
  • 611 E Oak St, Oakland, MD 21550
    611 E Oak St, Oakland, MD 21550
    611 E Oak St, 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
  • 366 Glendale Rd, Oakland, MD 21550
    366 Glendale Rd, Oakland, MD 21550
    366 Glendale Rd, Oakland, MD 21550
    /29

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    366 Glendale Rd, Oakland, MD 21550

    Discover the perfect blend of comfort and convenience at 366 Glendale Rd.Situated just steps from Deep Creek Lake, this home offers easy access to a variety of recreational activities. Enjoy a leisurely stroll to nearby lake access points, dine at local restaurants, or listen to live music—all within walking distance. For outdoor enthusiasts, Deep Creek Lake State Park is a mere 5-minute

    Adam Belasco Keller Williams Capital Properties

    366 Glendale Rd, Oakland, MD 21550
  • 321 Deer Park Hotel Rd, Oakland, MD 21550
    321 Deer Park Hotel Rd, Oakland, MD 21550
    321 Deer Park Hotel Rd, 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
  • 216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, 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
  • 0 Bear Run Rd, Oakland, MD 21550
    0 Bear Run Rd, Oakland, MD 21550
    0 Bear Run Rd, Oakland, MD 21550
    /3

    $279,900

    • Land
    • 18 Acres
    • $15,550 per Acre

    0 Bear Run Rd, Oakland, MD 21550

    UNRESTRICTED RAW LAND, DIRECTLY BORDERS STATE LAND (OVER 2000 ACS - MD DEPT OF NATURAL RESOURCES), FULLY WOODED & MARKETABLE TIMBER (RECENT TIMBER EVALUATED BETWEEN $100K-120K IN 2024), TROPHY BUCK HUNTING (INCLUDES CUSTOM BUILT HUNTING BLIND), SHORT DRIVE TO DEEP CREEK LAKE, STONES THROW TO YOUGHIOGHENY RIVER, OVERLOOKS DEEP CREEK LAKE VALLEY.

    Mike Haywood The Mike Haywood Group

    0 Bear Run Rd, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /5

    $79,000

    • Land
    • 9 Acres
    • $9,049 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT A= 8.73 acre parcel, located off Bethlehem Rd, in Western Maryland! Separate lot B (7.02 acres) behind this lot, also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools,

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /4

    $51,000

    • Land
    • 7 Acres
    • $7,265 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT B= 7.02 acre parcel, located off Bethlehem Rd, in Western Maryland! Adjoins lot A (8.73 acres) also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools, shopping and

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550

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