12,226

Homes in ZIP Code 21550

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  • /24

    $248,500

    • Land
    • 3.32 Acres
    • $74,849 per Acre

    0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550

    OAKLAND, MD – 3.318 UNRESTRICTED ACRES “READY TO BUILD” THAT VACATION HOME OR FULL TIME RESIDENCE. THE SUBJECT PROPERTY IS IN THE DEEP CREEK LAKE RESORT AREA. ALL AMENITIES ASSOCIATED WITH A MAJOR RESORT AREA ARE WITHIN A SHORT DRIVE OF THE SUBJECT PROPERTY. FULLY WOODED. MATURE HARDWOOD THRU-OUT. LEVEL TOPOGRAPHY. CLOSE PROXIMITY TO BOAT LAUNCH.

    Mike Haywood The Mike Haywood Group

    0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550
  • /42

    $175,000 Sold Mar 21, 2025

    112 B St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1972

    Last Sold Summary

    • $182/SF
    • 23 Days On Market

    Current Estimated Value $175,511

    Last Listing Agent Thomas Long Railey Realty, Inc.

    112 B St, Oakland, MD 21550
    • /63

      Est $2,773,006 Not Listed For Sale

      • 9 Beds
      • 9 Baths
      • 5,362 Sq Ft

      25 Old Chestnut Dr, Oakland, MD 21550

      25 Old Chestnut Dr, Oakland, MD 21550
  • /15

    $78,500

    • Land
    • 0.71 Acre
    • $110,563 per Acre

    2 Fern Loop, Sang Run, MD 21541

    A clean .71-acre building lot in Sandy Shores Heights—level, partially wooded, with utilities to site. Minutes from Lodestone, Wisp, and Deep Creek Lake... this property sits in a quiet golf side loop with mountain views and paved access. Water and sewer taps included. Road maintenance and snow removal covered by HOA fees. Call today for details!

    Michael Fenton Railey Realty, Inc.

    2 Fern Loop, Sang Run, MD 21541
  • /10

    $59,000 Sold Jun 26, 2025

    Lot 9 Pheasant Run, Oakland, MD 21550

    • Land
    • 6.22 Acres
    • $9,486 per Acre

    Last Sold Summary

    • 15 Days On Market

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    Lot 9 Pheasant Run, Oakland, MD 21550
    • /65

      Est $246,815 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,982 Sq Ft

      6663 Gorman Rd, Oakland, MD 21550

      6663 Gorman Rd, Oakland, MD 21550
  • /25

    $329,000

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    565 Glendale Rd Unit B206, Oakland, MD 21550

    Charming true 1-bedroom + loft (can be used as 2nd bedroom) condo at Silver Tree Suites, LAKEFRONT living at its finest! This spacious second-floor unit features a private balcony, fully equipped kitchenette, cozy gas fireplace and abundant natural light. Enjoy resort-style amenities including a fitness center, sauna, on-site laundry and game room, plus steps-away fine dining at Dutch’s at Silver

    Carlos Espinoza Jason Mitchell Group

    565 Glendale Rd Unit B206, Oakland, MD 21550
  • /60

    $505,000 Sold Nov 14, 2025

    36 Ridgewood Dr, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,713 Sq Ft
    • Built 2000

    Last Sold Summary

    • $295/SF
    • 228 Days On Market

    Last Listing Agent Larry Smith Railey Realty, Inc.

    36 Ridgewood Dr, Oakland, MD 21550
    • /83

      Est $367,337 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,167 Sq Ft

      10 Sunset Dr, Oakland, MD 21550

      10 Sunset Dr, Oakland, MD 21550
  • /25

    $148,800 Under Contract

    • Land
    • 0.4 Acre
    • $372,000 per Acre

    Lot 32 Snowshoe Ct, Mc Henry, MD 21541

    Imagine a walk out your front door in ski boots, where you immediately snap on your skis, and ski right over to your subdivision's private slope access. Picture the epic view from the top of the Wisp Main Street lift, as you head out for the best skiing in a multi-state region. Go right around the corner to snowtubing and the 3 season Mountain Coaster, or the myriad of other activities at the

    Lana Roby The KW Collective

    Lot 32 Snowshoe Ct, Mc Henry, MD 21541
  • /24

    $85,000 Sold Oct 03, 2025

    1101 Wheeling Ave, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • Built 1950

    Last Sold Summary

    • $49/SF
    • 25 Days On Market

    Last Listing Agent Tanavia Greer Long & Foster Real Estate, Inc.

    1101 Wheeling Ave, Oakland, MD 21550
    • /32

      Est $238,451 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,744 Sq Ft

      601 E Oak St, Oakland, MD 21550

      601 E Oak St, 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
  • /13

    $60,000 Sold Sep 24, 2025

    Lot 38 Fern Loop, Sang Run, MD 21541

    • Land
    • 0.61 Acre
    • $98,361 per Acre

    Last Sold Summary

    • 607 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lot 38 Fern Loop, Sang Run, MD 21541
    • /78

      Est $305,318 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,936 Sq Ft

      3416 Wilson Corona Rd, Oakland, MD 21550

      3416 Wilson Corona Rd, Oakland, MD 21550
  • /31

    $120,000

    • Land
    • 12.95 Acres
    • $9,266 per Acre

    0 Mayhew Inn Rd Unit MDGA2009662, Oakland, MD 21550

    Almost 13 acres of beautiful land in the Deep Creek Lake area. 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
  • /24

    $110,000 Sold Sep 26, 2025

    110 W Pennington St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1946

    Last Sold Summary

    • $143/SF
    • 12 Days On Market

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    110 W Pennington St, Oakland, MD 21550
    • /47

      Est $551,438 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 2,582 Sq Ft

      38 Traders Ln, Oakland, MD 21550

      38 Traders Ln, Oakland, MD 21550
  • /13

    $119,000

    • Land
    • 0.66 Acre
    • $180,303 per Acre

    20 Fern Loop, Sang Run, MD 21541

    If you are looking for a great homesite atop Wisp Mountain in the heart of Deep Creek Lake, this is it! This .65 acre level lot is located in the beautiful Sandy Shores Heights community. It sits just feet away from the green on hole #12 and the tee on hole #13 of the Lodestone Golf Course, and just minutes to Wisp Ski Resort and ASCI Whitewater course. The only thing missing is your dream home!

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    20 Fern Loop, Sang Run, MD 21541
  • /17

    $114,000 Sold Jan 30, 2025

    2 E Center St, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1910

    Last Sold Summary

    • $74/SF
    • 63 Days On Market

    Current Estimated Value $129,935

    Last Listing Agent Tim Macauley Taylor Made Deep Creek Vacations & Sales

    2 E Center St, Oakland, MD 21550
    • /82

      Est $2,599,162 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 4,074 Sq Ft

      1983 Lake Shore Dr, Oakland, MD 21550

      1983 Lake Shore Dr, Oakland, MD 21550
  • /16

    $825,000

    • Land
    • 212.15 Acres
    • $3,889 per Acre

    0 George Washington Hwy Unit MDGA2010274, Mount Lake Park, MD 21550

    Discover the perfect blend of nature and adventure with this remarkable 212-acre property, conveniently located with road frontage and an access point off Route 50. This unique offering consists of three different parcels: Tax ID 1208010161 (10.38 acres), Tax ID 1208007497 (39.05 acres), and Tax ID 1208007535 (162.72 acres). Whether you’re looking for a serene retreat, an outdoor enthusiast's

    Duane Stein II The KW Collective

    0 George Washington Hwy Unit MDGA2010274, Mount Lake Park, MD 21550
  • /45

    $150,000 Sold Aug 14, 2025

    414 D St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1950

    Last Sold Summary

    • $160/SF
    • 4 Days On Market

    Current Estimated Value $149,876

    Last Listing Agent Michelle Clark Taylor Made Deep Creek Vacations & Sales

    414 D St, Oakland, MD 21550
    • /76

      Est $1,065,916 Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 2,158 Sq Ft

      1865 Paradise Point Rd, Oakland, MD 21550

      1865 Paradise Point Rd, Oakland, MD 21550
  • /72

    $875,000

    • 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
  • /20

    $45,000 Sold Feb 21, 2025

    96 Black Diamond Ct, McHenry, MD 21541

    • Land
    • 0.63 Acre
    • $71,429 per Acre

    Last Sold Summary

    • 380 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    96 Black Diamond Ct, McHenry, MD 21541
    • /39

      Est $217,124 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,232 Sq Ft

      227 W Liberty St, Oakland, MD 21550

      227 W Liberty St, Oakland, MD 21550
  • /4

    $51,000

    • Land
    • 7.02 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
  • /8

    $60,000 Sold Apr 09, 2025

    8 Pheasant Run Rd, Deer Park, MD 21550

    • Land
    • 5.82 Acres
    • $10,309 per Acre

    Last Sold Summary

    • 484 Days On Market

    Last Listing Agent Nicole Jackson Railey Realty, Inc.

    8 Pheasant Run Rd, Deer Park, MD 21550
    • /61

      Est $814,804 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,004 Sq Ft

      889 Paradise Ridge Rd, Oakland, MD 21550

      889 Paradise Ridge Rd, Oakland, MD 21550
  • /20

    $60,000

    • Land
    • 0.51 Acre
    • $117,647 per Acre

    0 Whispering Pines Ln Unit MDGA2010384, 14, West Oakland, MD 21550

    Enjoy the privacy of this location, and build your dream "cabin in the woods" on this .51 acre lot, with the Youghiogheny River and Swallow Falls State Park so close by! This lot is approved for a sand mound system and has a 3-bedroom perc.DISCLOSURE: RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ON ENTERING

    Kathy Gibson Railey Realty, Inc.

    0 Whispering Pines Ln Unit MDGA2010384, 14, West Oakland, MD 21550
  • /48

    $525,000 Sold Jul 11, 2025

    3554 Lake Shore Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1993

    Last Sold Summary

    • $405/SF
    • 232 Days On Market

    Current Estimated Value $540,090

    Last Listing Agent Robert Krop Keller Williams Realty Centre

    3554 Lake Shore Dr, Oakland, MD 21550
    • /84

      Est $326,343 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft

      255 Foster Rd, Oakland, MD 21550

      255 Foster Rd, Oakland, MD 21550
  • /46

    $120,000

    • Land
    • 1.44 Acres
    • $83,333 per Acre

    LOT 94 Mountaintop Rd, McHenry, MD 21550

    Gorgeous lot in a lake access community. This oversized and level 1.44 acre lot is ready for your dream home. Deep Creek Highlands amenities are outstanding! Outdoor pool and pool house, tennis courts, community walking trails, basketball, playground, and lake access with pavilion and lakeside changing rooms. Lot 94 is class 2 lot, which includes water access. This gated community is one of the

    Rachel Bruch Railey Realty, Inc.

    LOT 94 Mountaintop Rd, McHenry, MD 21550
  • /5

    $44,000 Sold Aug 11, 2025

    142 Matthew Rd, Oakland, MD 21550

    • Land
    • 1.83 Acres
    • $24,044 per Acre

    Last Sold Summary

    • 12 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    142 Matthew Rd, Oakland, MD 21550
    • /64

      Est $227,972 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft

      324 W Liberty St, Oakland, MD 21550

      324 W Liberty St, Oakland, MD 21550
  • /82

    $865,000

    • 4 Beds
    • 4.5 Baths
    • 2,970 Sq Ft

    1909 Pysell Crosscut Rd, Oakland, MD 21550

    Welcome to a private retreat on 4 acres with sweeping views and a large front yard, just minutes from Deep Creek Lake and Oakland. This 4-bedroom, 4.5-bath home has been carefully updated to balance comfort, practicality, and modern style.The main level features hardwood floors, radiant heat for added comfort, and open gathering spaces with quiet nooks for reading or hobbies. Upstairs,

    Melissa Long Railey Realty, Inc.

    1909 Pysell Crosscut Rd, Oakland, MD 21550
  • /53

    $1,180,500 Sold Dec 30, 2024

    483 Skippers Point Rd, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,286 Sq Ft
    • Built 1983

    Last Sold Summary

    • $516/SF
    • 127 Days On Market

    Current Estimated Value $1,263,280

    Last Listing Agent Eric Crawford Taylor Made Deep Creek Vacations & Sales

    483 Skippers Point Rd, Oakland, MD 21550
    • /83

      Est $1,319,953 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,024 Sq Ft

      2675 Stockslager Rd, Oakland, MD 21550

      2675 Stockslager Rd, Oakland, MD 21550
  • /60

    $179,900

    • 3 Beds
    • 1 Bath
    • 816 Sq Ft

    63 Wallman Rd, Oakland, MD 21550

    Remodeled Rancher Near the North Branch Potomac RiverThis charming 3-bedroom, 1-bath rancher has been completely remodeled, with all new appliances. Located within walking distance of the scenic North Branch of the Potomac River, the home offers both convenience and natural beauty at your doorstep.A recently enclosed front porch with a wood stove provides extra warmth and a welcoming spot

    Rich Orr Railey Realty, Inc.

    63 Wallman Rd, Oakland, MD 21550

Showing Results 481 - 520, Page 13 of 18

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