243

Recently Sold Oakland, MD Homes

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  • Lot 9 Birchwood Dr, Oakland, MD 21550
    Lot 9 Birchwood Dr, Oakland, MD 21550
    Lot 9 Birchwood Dr, Oakland, MD 21550
    /23

    $18,000 Sold Jul 03, 2025

    • Land
    • 0.80 Acre
    • $22,500 per Acre
    • 5 Days On Market

    Lot 9 Birchwood Dr, Oakland, MD 21550

    Lot 9 Birchwood Drive is a .80 acre wooded lot in the desirable gated community of Youghiogheny Mountain Resort. Approved for an at-grade septic system for up to 4 bedrooms, this is great opportunity to build your future home or vacation retreat. Enjoy access to community amenities including over 50 miles of ATV/snowmobile trails, river access, community center, outdoor pavilion, and much more.

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 9 Birchwood Dr, Oakland, MD 21550
  • 506 Cedar Ln, Oakland, MD 21550
    506 Cedar Ln, Oakland, MD 21550
    506 Cedar Ln, Oakland, MD 21550
    /35

    $285,000 Sold Jul 03, 2025

    • 1,344 Sq Ft
    • $212/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    506 Cedar Ln, Oakland, MD 21550

    Tucked away on 1.42 acres across three wooded lots, this recently remodeled 3-bedroom, 2-bath home offers the perfect blend of comfort, character, and privacy. Step onto the expansive front deck, where mornings are made for sipping coffee and soaking in the peaceful surroundings. Inside, you'll find beautiful bamboo floors flowing through the open living, kitchen, and dining spaces—ideal for cozy

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    506 Cedar Ln, Oakland, MD 21550
  • 116 N 8th St Unit 2, Oakland, MD 21550
    116 N 8th St Unit 2, Oakland, MD 21550
    116 N 8th St Unit 2, Oakland, MD 21550
    /41

    $148,000 Sold Jul 02, 2025

    • 1,494 Sq Ft
    • $99/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1940

    116 N 8th St Unit 2, Oakland, MD 21550

    This charming 2-bedroom, 1-bath house offers the perfect blend of comfort and potential. Step inside to find a cozy living space adorned with upgraded carpet and flooring, creating a warm and inviting atmosphere perfect for relaxing or entertaining.One of the standout features of this property is the massive garage, providing ample space for vehicles, storage, or even a workshop. With

    Duane Stein II Keller Williams Realty Centre

    116 N 8th St Unit 2, Oakland, MD 21550
  • 256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    /45

    $435,000 Sold Jul 02, 2025

    • 1,838 Sq Ft
    • $237/SF
    • 626 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2004

    256 Jeffrey Ln Unit 28, Oakland, MD 21550

    Looking for an updated condo at Deep Creek Lake? Look no further! 256 Jeffrey Lane #28 is a 3BR/3.5BA condo at Traders Landing offering lake views just across the street from the lake. Centrally located, you can be at most area amenities within minutes from your front door. Northern exposure makes for great all day sun. Recent improvements include renovated kitchen, bathrooms and furnishings.

    Nick Fratz-Orr Railey Realty, Inc.

    256 Jeffrey Ln Unit 28, Oakland, MD 21550
  • 81 Timber Ln, Oakland, MD 21550
    81 Timber Ln, Oakland, MD 21550
    81 Timber Ln, Oakland, MD 21550
    /20

    $80,000 Sold Jun 30, 2025

    • 1,860 Sq Ft
    • $43/SF
    • 5 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1965

    81 Timber Ln, Oakland, MD 21550

    If you’re in the market for an affordable home, this could be the perfect option for you! Located in Crellin, just a few minutes from Oakland, this property features an oversized three-bay garage and an upstairs studio, offering plenty of possibilities. Whether you want to work on cars or create a fantastic woodworking shop, the space is versatile. The four-bedroom home boasts its original oak

    Sheila Howell Lake Homes Realty, LLC

    81 Timber Ln, Oakland, MD 21550
  • 0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    /22

    $25,000 Sold Jun 27, 2025

    • Land
    • 1.05 Acres
    • $23,810 per Acre
    • 84 Days On Market

    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550

    5 bedroom perc! Experience a quiet & secluded area of Deep Creek Lake. The Overlook is a lake view and water access community in the southernmost expanse of the lake. Lot 22 is close to the water & shares 21+/- acres of beautiful common area, including a lakeside walking/hiking trail and lakeside gazebo. Teeming with birds and other wildlife, the namesake stream 'Deep Creek' doesn't disappoint!

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
  • Lot 9 Pheasant Run, Oakland, MD 21550
    Lot 9 Pheasant Run, Oakland, MD 21550
    Lot 9 Pheasant Run, Oakland, MD 21550
    /10

    $59,000 Sold Jun 26, 2025

    • Land
    • 6 Acres
    • $9,486 per Acre
    • 15 Days On Market

    Lot 9 Pheasant Run, Oakland, MD 21550

    Lot 9 Pheasant Run Road is 6.22-acre building lot in the desirable Moss Creek subdivision at Deep Creek Lake. Gently wooded with small, easily clearable brush, this parcel offers stunning mountain views and western exposure—ideal for enjoying breathtaking sunsets. Conveniently located just minutes from Deep Creeks recreational amenities and the shops, dining, and services of Oakland, MD. This

    Zach Wesolowski Railey Realty, Inc.

    Lot 9 Pheasant Run, Oakland, MD 21550
  • 145 Lower Penn Point Dr, Oakland, MD 21550
    145 Lower Penn Point Dr, Oakland, MD 21550
    145 Lower Penn Point Dr, Oakland, MD 21550
    /71

    $899,900 Sold Jun 26, 2025

    • 2,106 Sq Ft
    • $427/SF
    • 135 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2007

    145 Lower Penn Point Dr, Oakland, MD 21550

    **SPLIT LAKE FRONT** WITH TYPE A DOCK**Discover this stunning chalet-style home located in the coveted Penn Point subdivision at Deep Creek Lake. Luxury vinyl plank flooring through out, fresh paint, all new decking and railings, new pine tongue and groove through-out giving a warm lodge feel. The main floor is open concept, living, dining, kitchen and half bath, the upper level presents 2

    Emillie Albrecht Real Broker, LLC

    145 Lower Penn Point Dr, Oakland, MD 21550
  • Lot #5 Swan Meadow Dr, Oakland, MD 21550
    Lot #5 Swan Meadow Dr, Oakland, MD 21550
    Lot #5 Swan Meadow Dr, Oakland, MD 21550
    /5

    $135,000 Sold Jun 25, 2025

    • Land
    • 10 Acres
    • $13,500 per Acre
    • 0 Days On Market

    Lot #5 Swan Meadow Dr, Oakland, MD 21550

    Lot #5 Swan Meadows situated on 10 acres in the beautiful rolling hills of Pleasant Valley. Perc approved with electric & telephone service. Lot #5 Swan Meadows offers Southern Exposure with Gorgeous views!

    Rich Orr Railey Realty, Inc.

    Lot #5 Swan Meadow Dr, Oakland, MD 21550
  • p/o parcel 206 G Swauger Rd, Oakland, MD 21550
    p/o parcel 206 G Swauger Rd, Oakland, MD 21550
    p/o parcel 206 G Swauger Rd, Oakland, MD 21550
    /4

    $61,125 Sold Jun 25, 2025

    • Land
    • 7 Acres
    • $9,056 per Acre

    p/o parcel 206 G Swauger Rd, Oakland, MD 21550

    6.75 acres farmland part of parcel 206 G. Swauger Rd. in Pleasant Valley. Survey Pending.

    Rich Orr Railey Realty, Inc.

    p/o parcel 206 G Swauger Rd, Oakland, MD 21550
  • 258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    /40

    $560,000 Sold Jun 20, 2025

    • 3,300 Sq Ft
    • $170/SF
    • 52 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2009

    258 Winding Trail Ln Unit 8B, Oakland, MD 21550

    258 Winding Trail Lane is a luxurious duplex home located in the serene yet convenient community of Timberlake Village. The home feels warm and inviting from the moment you enter. Offering 3,300 SF with an open floorplan, three levels of living space, a large kitchen with granite countertops, two stone propane fireplaces, and LVF on the main and lower levels. This home boasts many recent

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    258 Winding Trail Ln Unit 8B, Oakland, MD 21550
  • 403 O St, Oakland, MD 21550
    403 O St, Oakland, MD 21550
    403 O St, Oakland, MD 21550
    /47

    $270,000 Sold Jun 20, 2025

    • 2,240 Sq Ft
    • $121/SF
    • 329 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1976

    403 O St, Oakland, MD 21550

    NEWLY RENOVATED!So excited to be on the market with new carpet, paint , appliances, and roof!!! One-level living with great open views in town! 4 BR, (2 PRIMARY)) and 3 1/2 Baths, NEW outside decks on front & back of home with a large fenced-in yard (back/side). Located on a nice corner lot with lots of privacy. All bedrooms are spacious! Laundry room with plenty of storage. Large kitchen

    ANGELA BOSLEY Taylor Made Deep Creek Vacations & Sales

    403 O St, Oakland, MD 21550
  • 202 Deerfield Dr, Oakland, MD 21550
    202 Deerfield Dr, Oakland, MD 21550
    202 Deerfield Dr, Oakland, MD 21550
    /72

    $310,000 Sold Jun 18, 2025

    • 2,720 Sq Ft
    • $114/SF
    • 128 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1987

    202 Deerfield Dr, Oakland, MD 21550

    Come enjoy the mountain views from this well maintained 4 bedroom 3 bath split-level home on just over an acre of wooded privacy with plenty of wildlife outside your door. Freshly painted throughout home and an brand new stove has been installed. Just minutes from the Deep Creek Lake or Oakland area and within a short drive to WV Blackwater Falls and Canaan Valley.

    Sharon Murray Coldwell Banker Home Town Realty

    202 Deerfield Dr, Oakland, MD 21550
  • 19956 Garrett Hwy Unit 2, Oakland, MD 21550
    19956 Garrett Hwy Unit 2, Oakland, MD 21550
    19956 Garrett Hwy Unit 2, Oakland, MD 21550
    /57

    $1,200,000 Sold Jun 13, 2025

    • 3,012 Sq Ft
    • $398/SF
    • 5 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2007

    19956 Garrett Hwy Unit 2, Oakland, MD 21550

    Luxury waterfront townhome located in the pristine Creekside community! This home will be sure to check off all the boxes and the lakefront views from almost every room makes it all the more special. Boasting four bedrooms (two of which are en suites), hardwood flooring, granite countertops, and two propane fireplaces. The open concept is inviting and felt from the moment you enter, along with

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    19956 Garrett Hwy Unit 2, Oakland, MD 21550
  • 13903 Garrett Hwy, Oakland, MD 21550
    13903 Garrett Hwy, Oakland, MD 21550
    13903 Garrett Hwy, Oakland, MD 21550
    /62

    $237,000 Sold Jun 13, 2025

    • 1,536 Sq Ft
    • $154/SF
    • 15 Days On Market
    • 1 Bed
    • 3 Baths
    • Built 1977

    13903 Garrett Hwy, Oakland, MD 21550

    Prime Commercial Opportunity with Rental Apartment & Multiple Uses!Seize this incredible commercial business opportunity in a high-demand location, just minutes from a thriving commercial district. Currently operating as a successful hair salon, this versatile property is perfect for a variety of businesses, including retail, office space, or other service-based ventures.Plus, the included rental

    Rich Orr Railey Realty, Inc.

    13903 Garrett Hwy, Oakland, MD 21550
  • 116 Wanderer Ln Unit F5, Oakland, MD 21550
    116 Wanderer Ln Unit F5, Oakland, MD 21550
    116 Wanderer Ln Unit F5, Oakland, MD 21550
    /97

    $732,500 Sold Jun 09, 2025

    • 1,440 Sq Ft
    • $509/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1975

    116 Wanderer Ln Unit F5, Oakland, MD 21550

    Pack your bags and escape to your move in ready condo located at Four Hooppole South, nestled in peaceful mountain Maryland in one of the most coveted coves of Four-Season Deep Creek Lake. Enjoy breathtaking views from the deck of your stunning, lakefront, 3+ bedroom, 2 bath condo or cozy up to the free-standing wood fireplace in your spacious livingroom. Condo boasts many upgrades

    Charlene Deremer Coldwell Banker Home Town Realty

    116 Wanderer Ln Unit F5, Oakland, MD 21550
  • 0 Hubbard Rd, Oakland, MD 21550
    0 Hubbard Rd, Oakland, MD 21550
    0 Hubbard Rd, Oakland, MD 21550
    /37

    $290,000 Sold Jun 05, 2025

    • Land
    • 110 Acres
    • $2,632 per Acre
    • 43 Days On Market

    0 Hubbard Rd, Oakland, MD 21550

    Nestled in the picturesque southern end of Garrett County, this expansive 110.17-acre property offers a perfect blend of partially wooded areas and mostly open field, providing endless possibilities for your next venture. Whether you're looking to hunt or enjoy recreation, develop a subdivision, or create your dream home with ample land to enjoy, this property has it all.The land is ideal for a

    Justin Liller Railey Realty, Inc.

    0 Hubbard Rd, Oakland, MD 21550
  • 464 Lake Forest Dr, Oakland, MD 21550
    464 Lake Forest Dr, Oakland, MD 21550
    464 Lake Forest Dr, Oakland, MD 21550
    /26

    $1,275,000 Sold Jun 02, 2025

    • 2,496 Sq Ft
    • $511/SF
    • 277 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1997

    464 Lake Forest Dr, Oakland, MD 21550

    Truly wonderful lakefront property in the Lake Forest Drive area of Deep Creek Lake with a large deck for taking in the great views of Deep Creek Lake. 70 feet of waterfront, with a private Type A Dock. Nice backyard with a fire pit, a sitting area next to the lake, and plenty of room to entertain. Inside, there are four bedrooms, three full bathrooms, and a half bathroom. There are also three

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    464 Lake Forest Dr, Oakland, MD 21550
  • Lot 76 S Blakeslee Rd, Oakland, MD 21550
    Lot 76 S Blakeslee Rd, Oakland, MD 21550
    Lot 76 S Blakeslee Rd, Oakland, MD 21550
    /12

    $380,000 Sold May 30, 2025

    • Land
    • 1.06 Acres
    • $358,491 per Acre
    • 4 Days On Market

    Lot 76 S Blakeslee Rd, Oakland, MD 21550

    If you have been searching for a beautiful homesite in the much sought after Blakeslee community, this is it. This lot is 1.06 acres and has an approved perc, the only hard decision you will have to make it, what style of home. Offering an assigned dock slip, access to an indoor pool, tennis courts, basketball court, soccer field and club house. The location is another plus, while feeling very

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    Lot 76 S Blakeslee Rd, Oakland, MD 21550
  • 22 Black Oak Dr, Oakland, MD 21550
    22 Black Oak Dr, Oakland, MD 21550
    22 Black Oak Dr, Oakland, MD 21550
    /29

    $220,000 Sold May 30, 2025

    • 1,296 Sq Ft
    • $170/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    22 Black Oak Dr, Oakland, MD 21550

    Escape to your own mountain retreat in the beautiful, gated community of Yough Mountain Resort! Situated on a spacious 0.74-acre corner lot, this charming 3-bedroom, 2-bathroom cabin offers the perfect blend of rustic charm and modern comfort. Whether you're looking for a weekend escape or a full-time residence, you'll love the outdoor spaces—enjoy your morning coffee on the covered front patio,

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    22 Black Oak Dr, Oakland, MD 21550
  • 5459 Hutton Rd, Oakland, MD 21550
    5459 Hutton Rd, Oakland, MD 21550
    5459 Hutton Rd, Oakland, MD 21550
    /40

    $171,000 Sold May 30, 2025

    • 2,000 Sq Ft
    • $86/SF
    • 113 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1940

    5459 Hutton Rd, Oakland, MD 21550

    Endless Potential! This diamond in the rough is ready for your vision and creativity. A fantastic opportunity to make this home truly your own. Bring your tools and imagination---this home is waiting for a makeover. Great Investment property! It was used as a Duplex, home needs work but offers a great value for the right buyer. Newer furnace, newer windows installed throughout. Hardwood floors,

    Debra Beitzel Long & Foster Real Estate, Inc.

    5459 Hutton Rd, Oakland, MD 21550
  • 501 Spruce St, Oakland, MD 21550
    501 Spruce St, Oakland, MD 21550
    501 Spruce St, Oakland, MD 21550
    /42

    $214,900 Sold May 29, 2025

    • 1,176 Sq Ft
    • $183/SF
    • 2 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1978

    501 Spruce St, Oakland, MD 21550

    3BR, 1.5BA rancher with 4 total garage stalls - 2 attached, 2 detached. Situated on .28 acres with a fenced backyard, spacious deck and a relatively private setting in Mt Lake Park. Partially remodeled with upgraded bathroom, master suite with electric fireplace, walk-in closet, updated flooring and appliances. 3rd bedroom currently getting a facelift with new drywall accent wall and new closet.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    501 Spruce St, Oakland, MD 21550
  • 36 Lehman Ln, Oakland, MD 21550
    36 Lehman Ln, Oakland, MD 21550
    36 Lehman Ln, Oakland, MD 21550
    /16

    $25,000 Sold May 27, 2025

    • Land
    • 0.00 Acre
    • 10 Days On Market

    36 Lehman Ln, Oakland, MD 21550

    Lot ready for building available in the beautiful Gallatin Woods community, located just minutes to all Deep Creek Lake area amenities! This gorgeous forested development offers the perfect area for a secluded mountain lake-house feel. While the condominium association maintains ownership of the land, Lot 36 is the perfect buildable lot for a single-family home with 8 beautiful pre-approved house

    Kellyann Green Railey Realty, Inc.

    36 Lehman Ln, Oakland, MD 21550
  • 234 Maple Del Ln, Oakland, MD 21550
    234 Maple Del Ln, Oakland, MD 21550
    234 Maple Del Ln, Oakland, MD 21550
    /51

    $435,000 Sold May 27, 2025

    • 2,750 Sq Ft
    • $158/SF
    • 306 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1995

    234 Maple Del Ln, Oakland, MD 21550

    3/4 BR, 3BA well-built & cared for home, 2700sf+/- in Maple Del, a private community in the Red Run area of Deep Creek Lake. Natural boulders lace the property; tall mature maples, oaks & pines offer plenty of shade but still ample lawn for outdoor activities. Surrounded by ferns, chirping birds and peace & quiet that's rare this close to the lake. You will love the cozy covered porch! Inside,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    234 Maple Del Ln, Oakland, MD 21550
  • 2353 Boy Scout Rd, Oakland, MD 21550
    2353 Boy Scout Rd, Oakland, MD 21550
    2353 Boy Scout Rd, Oakland, MD 21550
    /32

    $1,699,900 Sold May 23, 2025

    • 3,096 Sq Ft
    • $549/SF
    • 6 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1940

    2353 Boy Scout Rd, Oakland, MD 21550

    Tucked away at the end of a country road, this fully reimagined lakefront lodge blends fairytale charm with warm modern style, offering over 3,000 square feet of carefully crafted space on a private .58-acre lot with 100’ of deep water frontage on the main body of Deep Creek Lake. Every inch is designed for relaxation, ease, and family—from the gourmet kitchen with custom hardwood cabinetry, live

    Jon Bell Railey Realty, Inc.

    2353 Boy Scout Rd, Oakland, MD 21550
  • 465 King Wildesen Rd, Oakland, MD 21550
    465 King Wildesen Rd, Oakland, MD 21550
    465 King Wildesen Rd, Oakland, MD 21550
    /40

    $335,000 Sold May 23, 2025

    • 768 Sq Ft
    • $436/SF
    • 123 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1988

    465 King Wildesen Rd, Oakland, MD 21550

    Secluded Hunting Cabin with Breathtaking Mountain Views on 50 Acres Escape to your own private retreat with this charming 2-bedroom, 1-bathroom hunting cabin nestled on 50 acres of untouched wilderness. Perfectly designed for outdoor enthusiasts, this property offers the ultimate destination for hunting, hiking, and exploring. The expansive acreage features a diverse mix of wooded terrain, open

    ADAM MURRAY BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    465 King Wildesen Rd, Oakland, MD 21550
  • 3821 Underwood Rd, Oakland, MD 21550
    3821 Underwood Rd, Oakland, MD 21550
    3821 Underwood Rd, Oakland, MD 21550
    /21

    $155,000 Sold May 22, 2025

    • 1,232 Sq Ft
    • $126/SF
    • 10 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1964

    3821 Underwood Rd, Oakland, MD 21550

    An excellent financial opportunity close to Oakland. This 3 bedroom, 1 bathroom ranch can be a great starter home for a young family or a flip. It has good bones and all utilities are in working order. It has a metal roof, vinyl windows and good vinyl siding. The interior needs remodeling; some sweat equity will go a long way for the next owner.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    3821 Underwood Rd, Oakland, MD 21550
  • 228 Paradise Heights, Oakland, MD 21550
    228 Paradise Heights, Oakland, MD 21550
    228 Paradise Heights, Oakland, MD 21550
    /82

    $1,900,000 Sold May 16, 2025

    • 2,249 Sq Ft
    • $845/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1989

    228 Paradise Heights, Oakland, MD 21550

    Discover the best of life at Deep Creek Lake in this 4-bedroom (2 en suites), 4.5-bath home. Perfectly situated with a nearly level lawn leading to 91' of lakefront, this property features a private Type A dock and a screened, lakeside gazebo. The spacious interior boasts lake views from nearly every room. The home's thoughtful layout includes multiple gathering areas, ideal for entertaining. A

    Jay Quinn Taylor Made Deep Creek Vacations & Sales

    228 Paradise Heights, Oakland, MD 21550
  • 655 Bray School Rd, Oakland, MD 21550
    655 Bray School Rd, Oakland, MD 21550
    655 Bray School Rd, Oakland, MD 21550
    /67

    $259,000 Sold May 14, 2025

    • 960 Sq Ft
    • $270/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1984

    655 Bray School Rd, Oakland, MD 21550

    This cozy 2-bedroom, 1-bath home is full of charm and nestled in a peaceful, wooded setting among the pines. A front deck welcomes you inside to a warm living room with a gas fireplace, perfect for those cool mountain evenings. Just off the living room is a flexible space—ideal for a home office, reading nook, or cozy sitting area. An open spacious kitchen with new stove completes the living area

    Susan Bell Railey Realty, Inc.

    655 Bray School Rd, Oakland, MD 21550
  • 107 E Mason St, Oakland, MD 21550
    107 E Mason St, Oakland, MD 21550
    107 E Mason St, Oakland, MD 21550
    /24

    $27,500 Sold May 14, 2025

    • 2,256 Sq Ft
    • $12/SF
    • 18 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1914

    107 E Mason St, Oakland, MD 21550

    Just outside of town this home is easy access to most amenities and just minutes from freshwater lake and snow skiing. Offers a nostalgic feel of days gone by in this simple kitchen . Check it out today and make it your own home sweet home.

    Kathleen Miller Better Homes & Gardens Real Estate Old Line Group

    107 E Mason St, Oakland, MD 21550
  • 112 E Pennington St, Oakland, MD 21550
    112 E Pennington St, Oakland, MD 21550
    112 E Pennington St, Oakland, MD 21550
    /4

    $73,900 Sold May 12, 2025

    • 1,380 Sq Ft
    • $54/SF
    • 1 Day On Market
    • 3 Beds
    • 1 Bath
    • Built 1916

    112 E Pennington St, Oakland, MD 21550

    3 bedroom 2 story dwelling on quiet city street. enclosed porch front & rear. 2 car Detached garage. Estate property

    Robert Custer Custer Realty & Auction

    112 E Pennington St, Oakland, MD 21550
  • 249 Marys Ln, Oakland, MD 21550
    249 Marys Ln, Oakland, MD 21550
    249 Marys Ln, Oakland, MD 21550
    /67

    $855,000 Sold May 12, 2025

    • 2,874 Sq Ft
    • $297/SF
    • 7 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    249 Marys Ln, Oakland, MD 21550

    **Epic Lake Views. Prime Location.** This rustic-modern log home, built in 2018, delivers the best of Deep Creek living with high-end finishes and jaw-dropping views. Inside, vaulted ceilings soar over an open floor plan, anchored by a stunning stacked stone fireplace. The heart of the home? A top-of-the-line kitchen with premium upgrades and hardwood finishes throughout. With 5 bedrooms, 3.5

    Jon Bell Railey Realty, Inc.

    249 Marys Ln, Oakland, MD 21550
  • 603 Oak St, Oakland, MD 21550
    603 Oak St, Oakland, MD 21550
    603 Oak St, Oakland, MD 21550
    /42

    $175,000 Sold May 09, 2025

    • 1,200 Sq Ft
    • $146/SF
    • 49 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    603 Oak St, Oakland, MD 21550

    Affordable home in Mountain Lake Park. One level living; three bedrooms; one full bath; one half bath, living room/dining room just off the kitchen. Large, two car garage; large storage room off the garage, and an attic for storage. Outside there is a 33' X 12" back deck with a nice yard. Seller just had the electric wiring and panel box upgraded, so this home should have no problem

    Andrew Orr Railey Realty, Inc.

    603 Oak St, Oakland, MD 21550
  • 158 Silver Tree Ln, Oakland, MD 21550
    158 Silver Tree Ln, Oakland, MD 21550
    158 Silver Tree Ln, Oakland, MD 21550
    /49

    $790,000 Sold May 09, 2025

    • 2,250 Sq Ft
    • $351/SF
    • 79 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2003

    158 Silver Tree Ln, Oakland, MD 21550

    Luxurious Lake Access Craftsman at Silver Tree Landing – This 5 Bedroom, 4.5 Bath home features crisp and clean modern finishes, an updated kitchen with stainless appliances and stone countertops, a spacious deck with a hot tub, and scenic views of Deep Creek Lake. Vaulted ceilings in the main living area with plenty of glass to let in the light and the views. There is a massive loft upstairs

    Jon Bell Railey Realty, Inc.

    158 Silver Tree Ln, Oakland, MD 21550
  • 601 Hope Ave, Oakland, MD 21550
    601 Hope Ave, Oakland, MD 21550
    601 Hope Ave, Oakland, MD 21550
    /38

    $398,350 Sold May 07, 2025

    • 2,142 Sq Ft
    • $186/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    601 Hope Ave, Oakland, MD 21550

    BRAND NEW CONSTRUCTION! 3BR/2.5BA home in Country Club Acres, near Oakland golf course! 2,142sf and roughly .79 acres of land (lots 45 & 46 combined). Modern design offering plenty of natural light, open living and elite finishes. Features include Andersen windows & slider, custom tile bathrooms, stone fireplace, gourmet kitchen, Kraftmaid cabinets, granite counters and an incredibly energy

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    601 Hope Ave, Oakland, MD 21550
  • 0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550
    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550
    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550
    /16

    $100,000 Sold May 02, 2025

    • Land
    • 2.40 Acres
    • $41,667 per Acre
    • 433 Days On Market

    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550

    Looking for prime commercial real estate in Oakland? This 2.8 +/- acre property is zoned commercial and offers approximately 750' of frontage on the Little Youghiogheny River. Approximately 320' of frontage on Maryland Highway/Route 135 providing excellent site visibility from State Highway. Public water/sewer available. Exact acreage is subject to pending lot line adjustment. Buyer responsible

    Nick Fratz-Orr Railey Realty, Inc.

    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550
  • 1385 Mountainview Dr, Oakland, MD 21550
    1385 Mountainview Dr, Oakland, MD 21550
    1385 Mountainview Dr, Oakland, MD 21550
    /54

    $595,000 Sold Apr 30, 2025

    • 2,660 Sq Ft
    • $224/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    1385 Mountainview Dr, Oakland, MD 21550

    Nestled in a serene wooded neighborhood, this stunning water-access chalet offers the perfect blend of rustic charm and modern comfort. Spanning three levels and over 2600 sq ft of finished space, the home boasts an inviting open-concept living space with a striking stone fireplace, perfect for cozy evenings. The main floor features a well-appointed kitchen, a spacious dining area, and large

    Nina Beitzel Railey Realty, Inc.

    1385 Mountainview Dr, Oakland, MD 21550
  • 735 Winston Rd, Oakland, MD 21550
    735 Winston Rd, Oakland, MD 21550
    735 Winston Rd, Oakland, MD 21550
    /53

    $1,300,000 Sold Apr 30, 2025

    • 2,076 Sq Ft
    • $626/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    735 Winston Rd, Oakland, MD 21550

    366.62 acre farm 30 minutes from Deep Creek Lake, 30 minutes from Canaan Valley West Virginia offers cleared farmland and wooded acreage teeming with wildlife, this farm nestled in the woods along Route 50 is suited for hunters and homesteaders alike. Along with plenty of room to roam and abundant privacy, this property features two farm sheds with ample workspace, storage space and potential

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    735 Winston Rd, Oakland, MD 21550
  • 324 Penn Cove Rd, Oakland, MD 21550
    324 Penn Cove Rd, Oakland, MD 21550
    324 Penn Cove Rd, Oakland, MD 21550
    /88

    $1,145,000 Sold Apr 29, 2025

    • 3,820 Sq Ft
    • $300/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    324 Penn Cove Rd, Oakland, MD 21550

    Stunning log home situated on a large lot in the private Penn Cove community. This turn-key home offers new hardwood flooring, granite countertops, new appliances, new furnace/heat pump, new decks, new carpet, remodeled bathrooms, an open floorplan, large stone propane fireplace, and a substantial kitchen island. The four bedrooms (two of which are suites) provide plenty of room to enjoy friends

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    324 Penn Cove Rd, Oakland, MD 21550
  • 142 Lemley Dr Unit I, Oakland, MD 21550
    142 Lemley Dr Unit I, Oakland, MD 21550
    142 Lemley Dr Unit I, Oakland, MD 21550
    /26

    $400,000 Sold Apr 21, 2025

    • 146 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    142 Lemley Dr Unit I, Oakland, MD 21550

    3 Bedroom 2 Bath ranch style property with gorgeous lake, ski slope and mountain views AND a deeded dock slip. Conveniently located close to all area amenities. Park like setting with lots of open space. Surrounded by walking trails. Most furnishings convey. No association height restrictions for rebuild on this unit as well but the properties located n front of this cottage are restricted in

    Andrew Eiswert Railey Realty, Inc.

    142 Lemley Dr Unit I, Oakland, MD 21550

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