12,257

Homes in ZIP Code 21550

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  • /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 $542,898

    Last Listing Agent Robert Krop Keller Williams Realty Centre

    3554 Lake Shore Dr, Oakland, MD 21550
    • /73

      Est $635,993 Not Listed For Sale

      491 Edens Ridge Rd, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 3,318 Sq Ft
      • Built 2003
      491 Edens Ridge Rd, Oakland, MD 21550

      Last Sold Summary

      • 18% Above List Price
      • $163/SF
      • 9 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Julie Mead The KW Collective

  • /59

    $220,000

    • 2 Beds
    • 1 Bath
    • 1,064 Sq Ft

    313 W Liberty St, Oakland, MD 21550

    Charming and meticulously maintained 1947 brick ranch located at the edge of Oakland town limits on a beautiful 1⁄4-acre lot. This 2-bedroom, 1-bath home features spacious rooms, natural gas heat, public utilities, and a full unfinished basement offering great storage or future potential. Ownership includes a 1⁄2 interest in a shared 2-car garage. Conveniently situated near schools, the hospital,

    Justin Liller Railey Realty, Inc.

    313 W Liberty St, Oakland, 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
    • /49

      Est $360,513 Not Listed For Sale

      19398 Garrett Hwy, Oakland, MD 21550

      • 5 Beds
      • 2 Baths
      • 2,414 Sq Ft
      • Built 1940
      19398 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 22% Above List Price
      • $122/SF
      • 168 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Chris Nichols Taylor Made Deep Creek Real Estate

  • /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 Real Estate

    20 Fern Loop, Sang Run, MD 21541
  • /48

    $229,000 Sold Dec 15, 2025

    104 G St, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • Built 1900

    Last Sold Summary

    • $142/SF
    • 26 Days On Market

    Current Estimated Value $225,689

    Last Listing Agent Julie Mead The KW Collective

    104 G St, Oakland, MD 21550
    • /33

      Est $238,864 Not Listed For Sale

      1070 Sunrise Dr, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,144 Sq Ft
      • Built 1988
      1070 Sunrise Dr, Oakland, MD 21550

      Last Sold Summary

      • 17% Above List Price
      • $96/SF
      • 3 Days On Market

      Last Sold Price $205,000

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

  • /16

    $675,000

    • Land
    • 212.15 Acres
    • $3,182 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
  • /20

    $195,000 Sold Nov 12, 2025

    210 Seneca Ave, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft
    • Built 1996

    Last Sold Summary

    • $162/SF
    • 2 Days On Market

    Current Estimated Value $197,321

    Last Listing Agent Andrew Orr The KW Collective

    210 Seneca Ave, Oakland, MD 21550
    • /45

      Est $191,645 Not Listed For Sale

      607 L St, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,920 Sq Ft
      • Built 1980
      607 L St, Oakland, MD 21550

      Last Sold Summary

      • 24% Above List Price
      • $81/SF
      • 13 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Duane Stein II Keller Williams Realty Centre

  • /8

    $25,000

    • Land
    • 3 Acres
    • $8,333 per Acre

    0 Hoye St, Oakland, MD 21550

    Make an offer, buy it now +/- 2.96 Acre lot of land in Garrett County. Close to the West Virginias Border. Easy access to major traffic artery Seneca Trail Highway. Parcel is vacant. Deposit is $5,000

    Adam Shpritz

    0 Hoye St, Oakland, MD 21550
  • /40

    $560,000 Sold Jun 20, 2025

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

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • Built 2009

    Last Sold Summary

    • $170/SF
    • 52 Days On Market

    Current Estimated Value $558,057

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    • /48

      Est $454,234 Not Listed For Sale

      482 Pergin Farm Rd, Oakland, MD 21550

      • 3 Beds
      • 1.5 Baths
      • 2,160 Sq Ft
      • Built 1980
      482 Pergin Farm Rd, Oakland, MD 21550

      Last Sold Summary

      • 17% Above List Price
      • $180/SF
      • 128 Days On Market

      Last Sold Price $389,500

      Last Listing Agent Nina Beitzel Railey Realty, Inc.

  • /62

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 3,456 Sq Ft

    1544 Stockslager Rd, Oakland, MD 21550

    Enjoy lakefront living at its finest in this beautifully remodeled home with a private dock. Thoughtfully updated with modern finishes including a kitchen remodel, new windows and doors, new upper balcony, new flooring throughout, and recently added mini splits on the lower level. This property offers stunning water views, an open-concept layout, five bedrooms (three of which are en suites), and

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    1544 Stockslager Rd, Oakland, MD 21550
  • /32

    $232,500 Sold Jul 10, 2025

    114 Waterwheel Rd, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1965

    Last Sold Summary

    • $242/SF
    • 138 Days On Market

    Current Estimated Value $246,561

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    114 Waterwheel Rd, Oakland, MD 21550
    • /46

      Est $1,405,192 Not Listed For Sale

      2127 Lake Shore Dr, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,546 Sq Ft
      • Built 1960
      2127 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 5% Below List Price
      • $579/SF
      • 20 Days On Market

      Last Sold Price $1,475,000

      Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

  • /19

    $289,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    226 N Hammond St, Oakland, MD 21550

    NEW CONSTRUCTION from Lyv Homes! This 2BR/2BA, 1000sf cottage is located in the historic 2nd Street area of Oakland and features modern design with elite finishes. Key features include Andersen windows, commercial-grade LVP flooring throughout, gourmet kitchen with soft-close cabinets and drawers, quartz counters and range backsplash, shiplap backsplash accents, stainless steel Frigidaire

    Jay Ferguson Taylor Made Deep Creek Real Estate

    226 N Hammond St, Oakland, MD 21550
  • /26

    $400,000 Sold Apr 21, 2025

    142 Lemley Dr Unit I, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • Built 1987

    Last Sold Summary

    • 146 Days On Market

    Current Estimated Value $399,590

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    142 Lemley Dr Unit I, Oakland, MD 21550
    • /97

      Est $2,457,780 Not Listed For Sale

      1738 Paradise Point Rd, Oakland, MD 21550

      • 7 Beds
      • 5.5 Baths
      • 4,260 Sq Ft
      • Built 2002
      1738 Paradise Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 14% Above List Price
      • $505/SF
      • 127 Days On Market

      Last Sold Price $2,150,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /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
  • /26

    $237,500 Sold Apr 15, 2025

    11 Laurel Brook Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • Built 1989

    Last Sold Summary

    • 157 Days On Market

    Current Estimated Value $259,283

    Last Listing Agent Dan Shockey Taylor Made Deep Creek Real Estate

    11 Laurel Brook Dr, Oakland, MD 21550
    • /78

      Est $221,947 Not Listed For Sale

      1400 Oakland Ave, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 1,920 Sq Ft
      • Built 1972
      1400 Oakland Ave, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $115/SF
      • 8 Days On Market

      Last Sold Price $219,900

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /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
  • /53

    $682,567 Sold Oct 31, 2025

    183 Kendall Camp Cir, McHenry, MD 21541

    • 4 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 2008

    Last Sold Summary

    • $320/SF
    • 173 Days On Market

    Current Estimated Value $693,365

    Last Listing Agent Jon Bell Railey Realty, Inc.

    183 Kendall Camp Cir, McHenry, MD 21541
    • /69

      Est $472,091 Not Listed For Sale

      1014 Madison St, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 3,016 Sq Ft
      • Built 1988
      1014 Madison St, Oakland, MD 21550

      Last Sold Summary

      • 5% Above List Price
      • $149/SF
      • 21 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /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
  • /46

    $1,120,000 Sold Jul 08, 2025

    636 Paradise Heights, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,028 Sq Ft
    • Built 1986

    Last Sold Summary

    • $552/SF
    • 11 Days On Market

    Current Estimated Value $1,164,119

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    636 Paradise Heights, Oakland, MD 21550
    • /24

      Est $699,359 Not Listed For Sale

      8 Arrowhead Ln, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • Built 1988
      8 Arrowhead Ln, Oakland, MD 21550

      Last Sold Summary

      • 7% Below List Price
      • 80 Days On Market

      Last Sold Price $750,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /60

    $174,900

    • 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
  • /38

    $100,000 Sold Jul 11, 2025

    5914 Maryland Hwy, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 1,775 Sq Ft
    • Built 1973

    Last Sold Summary

    • $56/SF
    • 4 Days On Market

    Current Estimated Value $180,876

    Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

    5914 Maryland Hwy, Oakland, MD 21550
    • /88

      Est $473,409 Not Listed For Sale

      189 Whistle Pig Way, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,777 Sq Ft
      • Built 1998
      189 Whistle Pig Way, Oakland, MD 21550

      Last Sold Summary

      • 14% Above List Price
      • $234/SF
      • 4 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Debra Savage Railey Realty, Inc.

  • /9

    $3,500

    • Land
    • 0.48 Acre
    • $7,292 per Acre

    LOT 2 Beaver Run Rd, Oakland, MD 21550

    Tucked away in the stunning mountains of Western Maryland, this unbuildable lot provides a serene escape into nature, offering breathtaking views and abundant wildlife. Located in the Youghiogheny Mountain Resort, this membership-only lot grants exclusive access to over 50 miles of private roads and trails, ideal for ATV and side-by-side adventures. Resort amenities include a community clubhouse,

    Elizabeth Broadwater Taylor Made Deep Creek Real Estate

    LOT 2 Beaver Run Rd, Oakland, MD 21550
  • /22

    $180,000 Sold Sep 12, 2025

    4643 Oakland Sang Run Rd, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft
    • Built 1979

    Last Sold Summary

    • $208/SF
    • 4 Days On Market

    Current Estimated Value $199,582

    Last Listing Agent Jon Bell Railey Realty, Inc.

    4643 Oakland Sang Run Rd, Oakland, MD 21550
    • /80

      Est $1,434,027 Not Listed For Sale

      2236 Paradise Point Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 1956
      2236 Paradise Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 10% Below List Price
      • $798/SF
      • 2 Days On Market

      Last Sold Price $1,599,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /77

    $930,000

    • 4 Beds
    • 3.5 Baths
    • 2,464 Sq Ft

    62 Whispering Pines Ln, Oakland, MD 21550

    Tucked away on just over 7 acres of serene, wooded privacy, this stunning custom Yellowstone log home offers the perfect blend of rustic charm and modern comfort—just minutes from Swallow Falls State Park and only 10 minutes to Deep Creek Lake and Wisp Resort. The inviting open main level is designed for effortless entertaining, highlighted by a warm gas fireplace in the family room, a spacious

    Justin Liller Railey Realty, Inc.

    62 Whispering Pines Ln, Oakland, MD 21550
  • /45

    $750,000 Sold Jan 16, 2026

    198 Grandview Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 2,744 Sq Ft
    • Built 2003

    Last Sold Summary

    • $273/SF
    • 150 Days On Market

    Current Estimated Value $778,208

    Last Listing Agent Heather Taylor RE/MAX One

    198 Grandview Dr, Oakland, MD 21550
    • /27

      Not Listed For Sale

      128 Shaffer Ln, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 2001
      128 Shaffer Ln, Oakland, MD 21550

      Last Sold Summary

      • $144/SF
      • 2 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Andrew Eiswert Railey Realty, Inc.

  • /77

    $490,000

    • Land
    • 102.93 Acres
    • $4,761 per Acre

    0 George Washington Hwy Unit MDGA2006062, Mount Lake Park, MD 21550

    Discover the incredible potential of this expansive 100+ acre property, ideally situated with nearly 1.5 miles of road frontage along George Washington Hwy and Table Rock Rd. The land is subdivided into five parcels, offering versatile options for developers and investors alike. Three of these parcels can be served with public water, enhancing development possibilities. Additionally, two parcels

    Taylor Nitterhouse Whitetail Properties Real Estate, LLC

    0 George Washington Hwy Unit MDGA2006062, Mount Lake Park, MD 21550
  • /12

    $75,000 Sold Jul 10, 2025

    Lot 42 Winding Estates Dr, Mc Henry, MD 21550

    • Land
    • 1.1 Acres
    • $68,182 per Acre

    Last Sold Summary

    • 7 Days On Market

    Last Listing Agent Lucas Muenchow Railey Realty, Inc.

    Lot 42 Winding Estates Dr, Mc Henry, MD 21550

Showing Results 521 - 560, Page 14 of 18

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