10,701

Oakland, MD Homes

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  • 15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    /37

    $440,000

    • 2 Beds
    • 1 Bath

    15 Village Dr Unit 1, Oakland, MD 21550

    Escape to a simpler time with all the modern conveniences you desire at this 2-bedroom log cabin in the Yellowstone Village. The main level envelops you with the uniqueness and charm from the great room with an old-fashioned stone fireplace to warm up the chilling evenings and furniture that begs you to sit a while, to the quaint, yet full-sized kitchen with the cutest dining table. Venture up

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 255-9771

    15 Village Dr Unit 1, Oakland, MD 21550
  • 604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    /11

    $1,650 per month

    • 2 Beds
    • 1.5 Baths
    • 3,350 Sq Ft
    • House for Rent

    604 E Oak St, Oakland, MD 21550

    CCharming 2-Bedroom Apartment Recently Renovated, Prime Location!Welcome to this beautifully renovated 2-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Key Features:Complete Renovation: Enjoy a fresh and stylish space with all-new

    Sharon Mokhtari Fairfax Realty of Tysons

    604 E Oak St, Oakland, MD 21550
  • 502 E Oak St, Oakland, MD 21550
    502 E Oak St, Oakland, MD 21550
    502 E Oak St, Oakland, MD 21550
    /41

    $239,900 Sold Sep 12, 2025

    • 1,680 Sq Ft
    • $143/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    502 E Oak St, Oakland, MD 21550

    Welcome to this meticulously maintained one-level home in the heart of Oakland, MD! Boasting a spacious and thoughtfully designed interior, this 3-bedroom, 2-bathroom residence offers comfortable, easy living with room to relax and entertain. The open layout includes a bright living area, a well-appointed kitchen, and generous bedrooms that provide the perfect balance of privacy and convenience.

    Nina Beitzel Railey Realty, Inc.

    502 E Oak St, Oakland, MD 21550
    • 105 Meadow Ct, Oakland, MD 21550
      105 Meadow Ct, Oakland, MD 21550
      105 Meadow Ct, Oakland, MD 21550
      /86

      Est $812,499 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 3,192 Sq Ft

      105 Meadow Ct, Oakland, MD 21550

      105 Meadow Ct, Oakland, MD 21550
  • 621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    /97

    $695,000

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    621 Paradise Heights, Oakland, MD 21550

    Opportunity to own one of Deep Creek Lake's most unique homes! 621 Paradise Heights is a geodesic dome house offering 4 bedrooms, 3 full bathrooms and over 4300 square feet of interior space. Become the ultimate host of guests with the many entertainment spaces in the house including main level living room, parlor with wet bar, expansive deck, stacked stone fireplace, fit pit in back yard and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 998-1539

    621 Paradise Heights, Oakland, MD 21550
  • 290 Crellin Underwood Rd, Oakland, MD 21550
    290 Crellin Underwood Rd, Oakland, MD 21550
    290 Crellin Underwood Rd, Oakland, MD 21550
    /65

    $280,500 Sold Sep 12, 2025

    • 2,208 Sq Ft
    • $127/SF
    • 96 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1982

    290 Crellin Underwood Rd, Oakland, MD 21550

    Awesome 3BR/2BA Log home sitting on 2 acre lot. Third bedroom in on lower level and does not have an egress window. Full bath with soaking tub on main level with 24 X 12 bedroom and additional BR. Full bath on lower level as well. Huge Family Room with Native Stone wall with wood burning stove to supplement heating system. Heat is propane forced air. Large deck, partially covered on main level.

    Kevin Liller Railey Realty, Inc.

    290 Crellin Underwood Rd, Oakland, MD 21550
    • 0 Mayhew Inn Rd Unit MDGA2007864, Oakland, MD 21550
      0 Mayhew Inn Rd Unit MDGA2007864, Oakland, MD 21550
      0 Mayhew Inn Rd Unit MDGA2007864, Oakland, MD 21550
      /5

      Not Listed For Sale

      0 Mayhew Inn Rd Unit MDGA2007864, Oakland, MD 21550

      0 Mayhew Inn Rd Unit MDGA2007864, Oakland, MD 21550
  • 267 Woodlands Hill Ln, Oakland, MD 21550
    267 Woodlands Hill Ln, Oakland, MD 21550
    267 Woodlands Hill Ln, Oakland, MD 21550
    /72

    $1,075,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    267 Woodlands Hill Ln, Oakland, MD 21550

    267 Woodlands Hill Lane offers mountain living at its finest! This custom, 2021 built chalet is designed for ultimate comfort and enjoyment. The mountain setting offers breathtaking views with a location close to all of the areas most desirable amenities. Offering 4 bedrooms, 3.5 bathrooms and 3 levels of living, this home offers plenty of room for entertaining guests. You'll be greeted with oak

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 434-0226

    267 Woodlands Hill Ln, Oakland, MD 21550
  • 939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    /44

    $589,000 Sold Sep 08, 2025

    • 1,027 Sq Ft
    • $574/SF
    • 62 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1995

    939 Glendale Rd, Oakland, MD 21550

    This is the perfect one level condo right on the lake!! Just a few steps from your dock slip, and crazy amazing views!!! This place offers luxury vinyl flooring that is easy to maintain as well as so many other upgrades. The primary bedroom has a large walk-in closet and attached bath with a separate soaking jacuzzi tub. It is being sold furnished and with a whole house dehumidifier. Just bring

    Sheila Howell Lake Homes Realty, LLC

    939 Glendale Rd, Oakland, MD 21550
    • 19976 Garrett Hwy, Oakland, MD 21550
      19976 Garrett Hwy, Oakland, MD 21550
      19976 Garrett Hwy, Oakland, MD 21550
      /16

      Est $625,667 Not Listed For Sale

      19976 Garrett Hwy, Oakland, MD 21550

      19976 Garrett Hwy, Oakland, MD 21550
  • 20160 Garrett Hwy Unit H708, Oakland, MD 21550
    20160 Garrett Hwy Unit H708, Oakland, MD 21550
    20160 Garrett Hwy Unit H708, Oakland, MD 21550
    /47

    $300,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H708, Oakland, MD 21550

    Welcome to Will O' the Wisp Condominiums, where premium upgrades meet penthouse-level lakefront living at Deep Creek Lake! This fully furnished, beautifully updated, rarely available, top-floor two-level condo features one bedroom and one bath, offering 550 square feet of comfort, charm, and versatility — perfect as a vacation home, year-round retreat, or income-producing rental.Start

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (301) 479-6357

    20160 Garrett Hwy Unit H708, Oakland, MD 21550
  • 1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    /62

    $1,399,000 Sold Sep 05, 2025

    • 1,872 Sq Ft
    • $747/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2020

    1589 Lake Shore Dr, Oakland, MD 21550

    Exquisite one of a kind contemporary tucked away on sought after Lake Shore Drive. 128 feet of lake frontage on quiet Bee Tree Hollow Cove, with 20-foot-deep water depths off spacious Type A dock and total privacy. Perched high above the cove “The Birdhouse” offers expansive four-season views from every window. The property was thoughtfully designed and planned by current owners and local

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    1589 Lake Shore Dr, Oakland, MD 21550
    • 565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      /30

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 382 Sq Ft

      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      565 Glendale Rd Unit 123-A, Oakland, MD 21550
  • 62 Duck Cove Rd, Oakland, MD 21550
    62 Duck Cove Rd, Oakland, MD 21550
    62 Duck Cove Rd, Oakland, MD 21550
    /71

    $1,985,000

    • 4 Beds
    • 4 Baths
    • 4,150 Sq Ft

    62 Duck Cove Rd, Oakland, MD 21550

    Panoramic lakefront living greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefront home with 231' of premium lakefront facing east, offering amazing sunrises looking down a long stretch of the lake toward Turkeyneck! 1 oversize attached garage spaces offer plenty of space for your vehicles on the street side and 2 attached garage spaces provide room for your lake toys on the

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 376-4139

    62 Duck Cove Rd, Oakland, MD 21550
  • 648 S 3rd St, Oakland, MD 21550
    648 S 3rd St, Oakland, MD 21550
    648 S 3rd St, Oakland, MD 21550
    /61

    $275,000 Sold Sep 05, 2025

    • 1,488 Sq Ft
    • $185/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    648 S 3rd St, Oakland, MD 21550

    An extremely charming 3 bed 2 full bath home located on one of the most desired and convenient streets in Oakland and the gateway to the valley. This home has had recent tasteful upgrades and TLC making it move-in ready and with a sturdy oversized garage and partially fenced in side yard, the comforts of home are everywhere.

    Andrew Eiswert Railey Realty, Inc.

    648 S 3rd St, Oakland, MD 21550
    • 314 Morning Glory Dr, Oakland, MD 21550
      314 Morning Glory Dr, Oakland, MD 21550
      314 Morning Glory Dr, Oakland, MD 21550
      /60

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft

      314 Morning Glory Dr, Oakland, MD 21550

      314 Morning Glory Dr, Oakland, MD 21550
  • 65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    /52

    $650,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    65 Village Dr Unit 6, Oakland, MD 21550

    Looking for that cozy cabin getaway at the lake? 65 Village Drive offers cabin living at its finest with 3 full bedrooms and 3 full bathrooms minutes from all of Deep Creek Lake's most popular amenities. Two wood burning fireplaces give ultimate ambiance in the main level living room and four seasons room where the hot tub is also located. Many recent improvements including appliances, HVAC ,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 759-2822

    65 Village Dr Unit 6, Oakland, MD 21550
  • 200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    /31

    $745,000 Sold Sep 02, 2025

    • 2,559 Sq Ft
    • $291/SF
    • 16 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    200 Lake Shore Dr, Oakland, MD 21550

    Don’t miss your chance to own a new Gosnell home on the highly sought-after Lake Shore Dr! This spacious 4 bedroom, 4 bathroom home sits on a beautiful wooded one-acre lot, offering privacy, natural surroundings, and easy access to everything the lake has to offer. Every room boasts expansive windows with breathtaking views of the custom landscape design, truly bringing the outdoors in. Designed

    Jonathan Minerick Homecoin.com

    200 Lake Shore Dr, Oakland, MD 21550
    • 565 Glendale Rd Unit 208, Oakland, MD 21550
      565 Glendale Rd Unit 208, Oakland, MD 21550
      565 Glendale Rd Unit 208, Oakland, MD 21550
      /20

      Est $247,719 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 484 Sq Ft

      565 Glendale Rd Unit 208, Oakland, MD 21550

      565 Glendale Rd Unit 208, Oakland, MD 21550
  • Lot 25 W Big Piney Dr, Oakland, MD 21550
    Lot 25 W Big Piney Dr, Oakland, MD 21550
    /2

    $4,000

    • Land
    • 0.46 Acre
    • $8,696 per Acre

    Lot 25 W Big Piney Dr, Oakland, MD 21550

    Membership lot in Youghiogheny Mountain Resort on the corner of Big Piney and Rabbit Run! Lot sale is for access to community and membership only. Non-Buildable lot. Experience over 50 miles of trails for recreational use, riding side by sides, fishing at Muddy Creek and more! Call today!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 434-0180

    Lot 25 W Big Piney Dr, Oakland, MD 21550
  • 939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    /61

    $820,000 Sold Sep 02, 2025

    • 18 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1990

    939 Glendale Rd, Oakland, MD 21550

    This is the one you've been waiting for—low-maintenance lakefront living at its finest! Boasting one of the most breathtaking views on Deep Creek Lake, this beautifully updated 3-level, 3-bedroom, 3-bath townhome offers “Majestic Views” from every floor. Enjoy a mostly level lakefront with just a few easy steps from your walk-out lower level to the water and dock. Inside, all bathrooms have been

    Sean Sober Taylor Made Deep Creek Vacations & Sales

    939 Glendale Rd, Oakland, MD 21550
    • 7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      /3

      Not Listed For Sale

      7 Cherrywood Dr, Oakland, MD 21550

      7 Cherrywood Dr, Oakland, MD 21550
  • Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    /14

    $30,000 Pending

    • Land
    • 2.45 Acres
    • $12,245 per Acre

    Lot 5A Valley Rd, Oakland, MD 21550

    2.45 Acres in the Pleasant Valley area! Previously approved perc site will need re-evaluated by Health Department. Location is within 30 minutes to Timberline and Canaan Valley Resorts, as well as Deep Creek Lake and Wisp Resort! Call today to see how this can become your future homesite!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 451-8589

    Lot 5A Valley Rd, Oakland, MD 21550
  • 285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    /50

    $559,250 Sold Sep 02, 2025

    • 3,300 Sq Ft
    • $169/SF
    • 62 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2008

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550

    Welcome to this stunning 5-bedroom, 4.5-bathroom duplex-style home at Deep Creek Lake, offering the perfect blend of mountain charm, modern finishes, and exceptional rental potential. This meticulously maintained retreat spans three finished levels and boasts a spacious, professionally designed lower-level patio featuring a cozy fire pit, relaxing mountain views, and a brand-new 2024 hot

    Mike Kennedy Railey Realty, Inc.

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    • 128 Tarn Dr, Oakland, MD 21550
      128 Tarn Dr, Oakland, MD 21550
      128 Tarn Dr, Oakland, MD 21550
      /16

      Not Listed For Sale

      128 Tarn Dr, Oakland, MD 21550

      128 Tarn Dr, Oakland, MD 21550
  • 4.00 Acres Moose Crossing, Oakland, MD 21550
    4.00 Acres Moose Crossing, Oakland, MD 21550
    4.00 Acres Moose Crossing, Oakland, MD 21550
    /18

    $89,000 Pending

    • Land
    • 4 Acres
    • $22,250 per Acre

    4.00 Acres Moose Crossing, Oakland, MD 21550

    Welcome to Moose Crossing – a rare opportunity to own a mostly level, open 4-acre parcel in a peaceful rural setting. This expansive lot offers minimal clearing with no major trees, making it easy to begin building. Approved for up to a 3-bedroom home, it’s the perfect canvas for your full-time residence, vacation retreat, or investment property. No zoning or HOA! Enjoy the tranquility of country

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 349-7682

    4.00 Acres Moose Crossing, Oakland, MD 21550
  • 416 Shenandoah Ave, Oakland, MD 21550
    416 Shenandoah Ave, Oakland, MD 21550
    416 Shenandoah Ave, Oakland, MD 21550
    /56

    $157,000 Sold Aug 29, 2025

    • 975 Sq Ft
    • $161/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    416 Shenandoah Ave, Oakland, MD 21550

    Charming 3 Bedroom Cape Cod in Loch Lynn!This 3 Bedroom, 1.5 Bath Cape Cod-style home sits on a half-acre corner lot in Loch Lynn. Featuring recent updates, two detached garages for extra storage, and convenient parking on the street or off the alley, this property offers the perfect blend of space, charm, and value.Priced to sell — don’t miss out!Schedule your showing today!

    Rich Orr Railey Realty, Inc.

    416 Shenandoah Ave, Oakland, MD 21550
    • 1 Overlook Ridge Dr SE, Oakland, MD 21550
      1 Overlook Ridge Dr SE, Oakland, MD 21550
      1 Overlook Ridge Dr SE, Oakland, MD 21550
      /22

      Not Listed For Sale

      • 4 Beds

      1 Overlook Ridge Dr SE, Oakland, MD 21550

      1 Overlook Ridge Dr SE, Oakland, MD 21550
  • 36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    /35

    $250,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550

    Welcome to "Lakeview Loft" – your perfect Deep Creek getaway! This 2-bedroom, 1-bathroom unit offers expansive lake views and a central location that puts you in the heart of Deep Creek Lake. Enjoy your morning coffee with panoramic water views, or take a short walk to one of Deep Creek’s most popular plazas for your shopping and dining needs. Whether you're looking for a weekend retreat, a

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 623-5426

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
  • 710 Hunters Ridge Dr, Oakland, MD 21550
    710 Hunters Ridge Dr, Oakland, MD 21550
    710 Hunters Ridge Dr, Oakland, MD 21550
    /54

    $550,000 Sold Aug 29, 2025

    • 1,736 Sq Ft
    • $317/SF
    • 70 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    710 Hunters Ridge Dr, Oakland, MD 21550

    Grab your part of the Log Cabin experience in Hunters Ridge Estates! Quiet and secluded among the trees, yet 10 minutes to all that Deep Creek and Oakland have to offer. And, with over 5 acres, there is plenty of space to call your own. Authentic log cabin features throughout include all solid wood interior doors, beautifully hewn logs on exterior walls, an expansive wrap-around deck, and a

    Andrew Orr The KW Collective

    710 Hunters Ridge Dr, Oakland, MD 21550
    • 20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      /48

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
  • 215 N 10th St, Oakland, MD 21550
    215 N 10th St, Oakland, MD 21550
    215 N 10th St, Oakland, MD 21550
    /48

    $289,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,518 Sq Ft

    215 N 10th St, Oakland, MD 21550

    Welcome home to this recently renovated ranch featuring 3 bedrooms, 1 bathroom, and approximately 1,500 sq ft of bright, single-level living. Timeless hardwood floors flow through an open, easy layout that's ideal for everyday life and effortless entertaining. New windows invite generous natural light throughout, and the refreshed kitchen with modern finishes anchors the heart of the home,

    Agent Photo

    ADAM MURRAY

    BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    (240) 262-4001

    215 N 10th St, Oakland, MD 21550
  • 0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    /18

    $160,000 Sold Aug 28, 2025

    • Land
    • 25 Acres
    • $6,400 per Acre
    • 44 Days On Market

    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550

    LOOKING FOR A SECLUDED PARCEL FOR YOUR MOUNTAIN GETAWAY? LOOK NO FURTHER! Welcome to Lot 1 on Betts Lane. This 25 acre parcel is primarily wooded with a cleared area for a potential homesite. There is an established driveway, an existing well and it has been perked for a 4 bedroom home. There is an electric box at the start of the driveway. Per the HOA and covenants, the lot can be subdivided

    Ally Litten Mountainside Home Realty

    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    • 305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      /64

      Est $643,025 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,300 Sq Ft

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
  • 565 Glendale Rd Unit 210-A, Oakland, MD 21550
    565 Glendale Rd Unit 210-A, Oakland, MD 21550
    565 Glendale Rd Unit 210-A, Oakland, MD 21550
    /33

    $175,000

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

    Studio unit at Silver Tree Suites, one of Deep Creek Lake's most premier condo/hotel communities! Silver Tree Suites offers over 350' of pristine lakefront with western exposure. Located directly adjacent to Dutch's at Silver Tree, this location offers convenience to one of the areas most desirable restaurants, and is only 5-10 minutes to all of the local amenities and attractions you come to

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 623-5408

    565 Glendale Rd Unit 210-A, Oakland, MD 21550
  • 3 Edens Ridge Rd, Oakland, MD 21550
    3 Edens Ridge Rd, Oakland, MD 21550
    3 Edens Ridge Rd, Oakland, MD 21550
    /6

    $57,500 Sold Aug 27, 2025

    • Land
    • 5 Acres
    • $11,500 per Acre
    • 12 Days On Market

    3 Edens Ridge Rd, Oakland, MD 21550

    Discover 5 acres of prime building potential in a quiet neighborhood of estate-sized lots. Take in the sweeping pastoral views and enjoy the space and privacy this setting provides. The property is approved for a 4-bedroom perc and is perfectly situated just 10 minutes from Deep Creek Lake and the town of Oakland — offering easy access to recreation, dining, and conveniences while maintaining a

    Brent Housley Railey Realty, Inc.

    3 Edens Ridge Rd, Oakland, MD 21550
    • 18113 Garrett Hwy, Oakland, MD 21550
      18113 Garrett Hwy, Oakland, MD 21550
      18113 Garrett Hwy, Oakland, MD 21550
      /22

      Est $269,041 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,208 Sq Ft

      18113 Garrett Hwy, Oakland, MD 21550

      18113 Garrett Hwy, Oakland, MD 21550
  • 1056 Sunrise Dr, Oakland, MD 21550
    1056 Sunrise Dr, Oakland, MD 21550
    1056 Sunrise Dr, Oakland, MD 21550
    /60

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    1056 Sunrise Dr, Oakland, MD 21550

    Welcome to 1056 Sunrise Drive! This 4-bedroom, 2-bath home offers the perfect blend of comfort and style in the heart of Oakland MD. Inside, enjoy recent renovations that add a cozy appeal throughout, including a bright and open main living area, and a refreshed kitchen and bathrooms. The fully finished basement adds valuable living space, perfect for a rec room, home office, or guest suite. Set

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 219-8052

    1056 Sunrise Dr, Oakland, MD 21550
  • 216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    /86

    $1,100,000 Sold Aug 27, 2025

    • 4,769 Sq Ft
    • $231/SF
    • 122 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2020

    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
    • 77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      /24

      Est $191,939 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      77 Racoon Dr, Oakland, MD 21550

      77 Racoon Dr, Oakland, MD 21550

Showing Results 1 - 40, Page 1 of 18

Maryland Garrett County Oakland

Real Estate & Homes

Home Trends in Oakland, MD

On average, homes in Oakland, MD sell after 97 days on the market compared to the national average of 52 days. The median sale price for homes in Oakland, MD over the last 12 months is $428,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$428,000
Median Single Family Sale Price
$465,000
Median Townhouse Sale Price
$559,625
Median 2 Bedroom Sale Price
$384,000
Median 1 Bedroom Sale Price
$269,950
Average Price Per Sq Ft
$274
Number of Homes for Sale
72
Last 12 months Home Sales
112
Months of Supply
7.70
Median List Price
$463,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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