12,257

Homes in ZIP Code 21550

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  • /14

    $150,000

    • Land
    • 0.79 Acre
    • $189,873 per Acre

    12 Greenbrier Dr, Mc Henry, MD 21541

    Homesite #12 in the mountaintop and golf course community of Lodestone is a perfect spot to build your dream home. This lot has public water and sewer hookup available, making the possibilities endless. Offering beautiful mountain and golf course views. You are also just minutes to Lodestone Golf Course, Deep Creek Lake, Wisp Ski Resort and the whitewater course.

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    12 Greenbrier Dr, Mc Henry, MD 21541
  • /38

    $265,000 Sold Dec 30, 2025

    968 Hutton Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2012

    Last Sold Summary

    • $148/SF
    • 25 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    968 Hutton Rd, Oakland, MD 21550
    • /64

      Est $229,730 Not Listed For Sale

      324 W Liberty St, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft
      • Built 1900
      324 W Liberty St, Oakland, MD 21550

      Last Sold Summary

      • 4% Above List Price
      • $127/SF
      • 5 Days On Market

      Last Sold Price $219,900

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /53

    $260,000

    • 1 Bed
    • 1 Bath

    565 Glendale Rd Unit 103B, Oakland, MD 21550

    Ground-floor end unit with lake views at Silver Tree Suites! This inviting one-bedroom layout features a gas fireplace, full bath with tub/shower, and a tidy kitchenette equipped with a microwave, dishwasher, and full-size refrigerator. Balcony doors open to fresh Deep Creek air and filtered lake views, with a private deck that is perfect for relaxing after a day on the water. Enjoy a variety of

    Rachel Bruch Railey Realty, Inc.

    565 Glendale Rd Unit 103B, Oakland, MD 21550
  • /21

    $295,000 Sold Dec 23, 2025

    157 Jeffrey Ln Unit 21C, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 752 Sq Ft
    • Built 1997

    Last Sold Summary

    • $392/SF
    • 21 Days On Market

    Current Estimated Value $296,981

    Last Listing Agent James Matthews Taylor Made Deep Creek Real Estate

    157 Jeffrey Ln Unit 21C, Oakland, MD 21550
    • /83

      Est $1,189,834 Not Listed For Sale

      2675 Stockslager Rd, Oakland, MD 21550

      • 4 Beds
      • 4.5 Baths
      • 3,024 Sq Ft
      • Built 2003
      2675 Stockslager Rd, Oakland, MD 21550

      Last Sold Summary

      • 5% Below List Price
      • $412/SF

      Last Sold Price $1,247,000

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • /38

    $389,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    20160 Garrett Hwy Unit G507, Oakland, MD 21550

    Experience lakefront living with this charming two-level condo at Will O the Wisp at Deep Creek Lake! Offering 2 bedrooms and 1 full bathroom, it captures breathtaking lake views from both levels. The main floor features a functional kitchen and a cozy living area with a wood-burning fireplace—perfect for relaxing after a day on the water. Upstairs, you’ll find two comfortable bedrooms and a full

    Nina Beitzel Railey Realty, Inc.

    20160 Garrett Hwy Unit G507, Oakland, MD 21550
  • /50

    $567,500 Sold Mar 13, 2026

    189 Red Run Rd Unit 1C2, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $473/SF
    • 227 Days On Market

    Current Estimated Value $515,730

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    189 Red Run Rd Unit 1C2, Oakland, MD 21550
    • /75

      Est $765,120 Not Listed For Sale

      630 Paradise Ridge Rd, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 2,044 Sq Ft
      • Built 1997
      630 Paradise Ridge Rd, Oakland, MD 21550

      Last Sold Summary

      • 13% Above List Price
      • $330/SF
      • 5 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /49

    $875,000

    • 5 Beds
    • 3 Baths
    • 3,178 Sq Ft

    448 Biltmore View, Mc Henry, MD 21541

    Welcome to this beautifully crafted 5-bedroom, 3-bath, two-story home in the desirable Biltmore community at Lodestone Golf Course. Built in 2022, this thoughtfully designed property blends modern mountain style with quality craftsmanship, offering solid finishes inside and out and a layout ideal for both everyday living and vacation enjoyment. The open-concept main level features spacious living

    Nina Beitzel Railey Realty, Inc.

    448 Biltmore View, Mc Henry, MD 21541
  • /67

    $1,542,000 Sold Nov 13, 2025

    1567 Pergin Farm Rd, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 2002

    Last Sold Summary

    • $482/SF
    • 15 Days On Market

    Current Estimated Value $1,552,445

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    1567 Pergin Farm Rd, Oakland, MD 21550
    • /4

      Est $84,254 Not Listed For Sale

      111 W Liberty St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,528 Sq Ft
      • Built 1914
      111 W Liberty St, Oakland, MD 21550

      Last Sold Summary

      • 131% Above List Price
      • $24/SF
      • 10 Days On Market

      Last Sold Price $36,410

      Last Listing Agent Adam Shpritz Ashland Auction Group LLC

  • /48

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,492 Sq Ft

    207 Shenandoah Ave, Oakland, MD 21550

    Fall in love with this charming 2-bedroom, 1-bath home in Loch Lynn, tucked on a 0.25-acre lot with a private wood-fenced side yard and a covered sundeck perfect for morning coffee or evening gatherings. Thoughtfully updated with refinished floors, quartz countertops, new appliances, and cozy touches throughout, it’s move-in ready and effortlessly welcoming. Enjoy modern convenience with a smart

    Laura Newhall Taylor Made Deep Creek Real Estate

    207 Shenandoah Ave, Oakland, MD 21550
  • /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
    • /25

      Est $1,072,982 Not Listed For Sale

      378 Lower Penn Point Dr, Oakland, MD 21550

      • 4 Beds
      • 1 Bath
      • 1,114 Sq Ft
      • Built 1950
      378 Lower Penn Point Dr, Oakland, MD 21550

      Last Sold Summary

      • 10% Above List Price
      • $879/SF
      • 2 Days On Market

      Last Sold Price $979,000

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /13

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 1,596 Sq Ft

    104 Pine Top Trail, Oakland, MD 21550

    Here's your chance to purchase a cute Chalet with just about 7 acres. .This home and acreage is right next to the Common Grounds and gives you immediate river access.

    laura Flynn 1 Real Estate Source LLC

    104 Pine Top Trail, Oakland, MD 21550
  • /65

    $537,000 Sold Feb 27, 2026

    77 Meadow Ct, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,436 Sq Ft
    • Built 2006

    Last Sold Summary

    • $220/SF
    • 100 Days On Market

    Current Estimated Value $594,833

    Last Listing Agent Jon Bell Railey Realty, Inc.

    77 Meadow Ct, Oakland, MD 21550
  • /6

    $875,000 Coming Soon

    • 3 Beds
    • 4 Baths
    • 3,990 Sq Ft

    891 Mountainview Dr, Oakland, MD 21550

    Discover the perfect blend of rustic charm and modern comfort in this inviting turnkey 3‐bedroom mountaintop chalet, set on 1.17 private acres with expansive outdoor entertainment space. Whether you're hosting friends or enjoying quiet mountain evenings, this fully-furnished home delivers an unforgettable retreat. Inside, the great room impresses with a soaring stacked‐stone fireplace. The

    Brent Housley Railey Realty, Inc.

    891 Mountainview Dr, 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

    Current Estimated Value $519,078

    Last Listing Agent Larry Smith Railey Realty, Inc.

    36 Ridgewood Dr, Oakland, MD 21550
    • /65

      Est $154,270 Not Listed For Sale

      94 Tannery Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,108 Sq Ft
      • Built 1900
      94 Tannery Rd, Oakland, MD 21550

      Last Sold Summary

      • 34% Above List Price
      • $104/SF
      • 63 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /64

    $275,900

    • 4 Beds
    • 2 Baths
    • 1,928 Sq Ft

    449 S 3rd St, Oakland, MD 21550

    Welcome to this beautifully updated 1901 home in the heart of downtown Oakland, where historic character meets modern convenience. Situated on a charming lot with mature landscaping and blooming trees, this home offers timeless curb appeal with a welcoming covered front porch perfect for relaxing and enjoying the neighborhood. Inside, you’ll find modern updates throughout while preserving classic

    Justin Liller Railey Realty, Inc.

    449 S 3rd St, Oakland, MD 21550
  • /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

    Current Estimated Value $156,308

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

    1101 Wheeling Ave, Oakland, MD 21550
    • /66

      Est $192,056 Not Listed For Sale

      1606 Wheeling Ave, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,502 Sq Ft
      • Built 1976
      1606 Wheeling Ave, Oakland, MD 21550

      Last Sold Summary

      • 9% Below List Price
      • $140/SF
      • 2 Days On Market

      Last Sold Price $211,000

      Last Listing Agent Kevin Liller Railey Realty, Inc.

  • /43

    $325,000

    • 2 Beds
    • 2 Baths
    • 2,015 Sq Ft

    3749 Maryland Hwy, Oakland, MD 21550

    Set on a beautiful lot in Deep Creek, Maryland, this stunning property offers the perfect blend of privacy, relaxation, and investment potential. Currently enjoyed as a second home, the residence has also been successfully utilized as a partial Airbnb, generating approximately $28,000 in rental income last year. The home has been thoughtfully updated, creating a warm and inviting atmosphere with

    Jovan Vidulovic Keller Williams Realty

    3749 Maryland Hwy, 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
    • /24

      Est $216,149 Not Listed For Sale

      123 Spruce St, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,392 Sq Ft
      • Built 1990
      123 Spruce St, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $154/SF
      • 7 Days On Market

      Last Sold Price $215,000

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

  • /12

    $134,900

    • Land
    • 0.5 Acre
    • $269,800 per Acre

    18 Green Jacket Ct, Mc Henry, MD 21541

    Enjoy one of the most scenic lots Lodestone has to offer—this .49-acre parcel sits at the end of a quiet cul-de-sac and directly overlooks the #1 Green of the Lodestone Golf Course. You'll love the mountain views and stunning golf course setting. Just minutes from the top of Wisp Resort and the Adventure Sports Center International, this location offers easy access to year-round recreation

    Jessie Railey Railey Realty, Inc.

    18 Green Jacket Ct, Mc Henry, MD 21541
  • /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

    Current Estimated Value $116,556

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

    110 W Pennington St, Oakland, MD 21550
    • /69

      Est $882,227 Not Listed For Sale

      79 Hummingbird Ct, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,800 Sq Ft
      • Built 1999
      79 Hummingbird Ct, Oakland, MD 21550

      Last Sold Summary

      • 22% Above List Price
      • $259/SF
      • 59 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Jessie Railey Railey Realty, Inc.

  • /3

    $150,000

    • Land
    • 3.4 Acres
    • $44,118 per Acre

    3.35 acres </> 4th St, Oakland, MD 21550

    Just over three acres in a prime location in Oakland, Maryland. Property borders the south side of Wal-Mart property and has deeded access from the south entrance of Wal-Mart. Property is wooded but has several flat spots perfect for building. Owner has hired a civil engineer to draw plans for a restaurant, and an office building. Plans are available for review.

    Andrew Orr The KW Collective

    3.35 acres </> 4th St, Oakland, 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 $153,947

    Last Listing Agent Michelle Clark Taylor Made Deep Creek Real Estate

    414 D St, Oakland, MD 21550
    • /32

      Est $736,191 Not Listed For Sale

      1118 Lake Shore Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,446 Sq Ft
      • Built 1994
      1118 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 16% Above List Price
      • $260/SF
      • 3 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

  • /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
  • /13

    $50,000 Sold Feb 06, 2026

    72 Chimney Rock Ln, Mc Henry, MD 21541

    • Land
    • 0.57 Acre
    • $87,719 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 2 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    72 Chimney Rock Ln, Mc Henry, MD 21541
    • /86

      Est $863,516 Not Listed For Sale

      105 Meadow Ct, Oakland, MD 21550

      • 4 Beds
      • 6 Baths
      • 3,192 Sq Ft
      • Built 2004
      105 Meadow Ct, Oakland, MD 21550

      Last Sold Summary

      • 17% Above List Price
      • $231/SF
      • 47 Days On Market

      Last Sold Price $737,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /13

    $115,000

    • Land
    • 0.5 Acre
    • $230,000 per Acre

    6 Irwin Way, Sang Run, MD 21541

    Wooded, level half-acre homesite tucked inside the Lodestone Golf Course! Located on a private cul-de-sac, Lot 6 sits off the beaten path while keeping you close to Deep Creek Lake, Wisp Resort, state parks, and all the local spots. Public water and sewer hookups available. Quick and easy access to Fork Run Recreation Area with over 8 miles of hiking and biking trails, rock climbing and more! A

    Jon Bell Railey Realty, Inc.

    6 Irwin Way, Sang Run, MD 21541
  • /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
    • /59

      Est $434,011 Not Listed For Sale

      57 Allegro Ln, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,524 Sq Ft
      • Built 2004
      57 Allegro Ln, Oakland, MD 21550

      Last Sold Summary

      • 13% Above List Price
      • $153/SF
      • 67 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Chris Nichols Taylor Made Deep Creek Real Estate

  • /18

    $104,000

    • Land
    • 0.89 Acre
    • $116,854 per Acre

    72 Sundance Way, McHenry, MD 21541

    Beautiful Wooded Building Lot adjoining Lodestone Golf Course - The private wooded parcel offers nearly a full acre of level building space and backs directly up to Hole #6's green at Lodestone Golf Course! Located in McHenry MD, you're minutes from local establishments, state parks, and Deep Creek Lake. Less than a mile from the slopes at WISP Resort, your future dream home is perched perfectly

    Mike Fenton Railey Realty, Inc.

    72 Sundance Way, McHenry, MD 21541

Showing Results 481 - 520, Page 13 of 18

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