12,257

Homes in ZIP Code 21550

Section Image
  • /5

    $89,900

    • Land
    • 15.75 Acres
    • $5,708 per Acre

    TBD 15 75 Acres Bethlehem Rd, Oakland, MD 21550

    Tucked away just minutes from town, this 15.75± acre wooded parcel offers a quiet country setting with the privacy many buyers are searching for. Located off Bethlehem Road near the Potomac State Forest, the property features largely level terrain, mature trees, and abundant wildlife—an ideal backdrop for a private residence, weekend retreat, or recreational use. The surrounding area provides

    Thomas Long Railey Realty, Inc.

    TBD 15 75 Acres Bethlehem Rd, Oakland, MD 21550
  • /67

    $259,000 Sold May 14, 2025

    655 Bray School Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1984

    Last Sold Summary

    • $270/SF
    • 4 Days On Market

    Current Estimated Value $253,056

    Last Listing Agent Susan Bell Railey Realty, Inc.

    655 Bray School Rd, Oakland, MD 21550
    • /95

      Est $548,821 Not Listed For Sale

      204 Farm View Ln, Oakland, MD 21550

      • 3 Beds
      • 4 Baths
      • 2,268 Sq Ft
      • Built 2007
      204 Farm View Ln, Oakland, MD 21550

      Last Sold Summary

      • 12% Above List Price
      • $216/SF
      • 5 Days On Market

      Last Sold Price $490,000

      Last Listing Agent Susan Bell Railey Realty, Inc.

  • /11

    $92,900

    • Land
    • 0.85 Acre
    • $109,294 per Acre

    106 Snowhaven Ln, McHenry, MD 21541

    Build Your Dream Home on the Mountaintop!Don't miss this rare opportunity to own a spacious 0.85-acre lot in one of Deep Creek Lake’s most desirable communities — the Wisp mountaintop. Located on Snowhaven Lane, this lot offers the perfect setting with expansive views for your custom mountain retreat. Just minutes from Wisp Resort, ASCI Whitewater Course, Deep Creek Lake, hiking and biking

    Danielle Luscombe Taylor Made Deep Creek Real Estate

    106 Snowhaven Ln, McHenry, MD 21541
  • /78

    $760,000 Sold Sep 15, 2025

    61 Par Way, Mc Henry, MD 21541

    • 4 Beds
    • 3.5 Baths
    • 2,218 Sq Ft
    • Built 2021

    Last Sold Summary

    • $343/SF
    • 5 Days On Market

    Current Estimated Value $797,055

    Last Listing Agent Elizabeth Ware Railey Realty, Inc.

    61 Par Way, Mc Henry, MD 21541
    • /73

      Est $1,040,535 Not Listed For Sale

      144 Middleton Rd, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,440 Sq Ft
      • Built 1990
      144 Middleton Rd, Oakland, MD 21550

      Last Sold Summary

      • 16% Above List Price
      • $369/SF
      • 4 Days On Market

      Last Sold Price $899,900

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /25

    $335,000

    • Land
    • 70 Acres
    • $4,786 per Acre

    TBD Highway 50, Gormania, WV 26720

    This uniquely located 70+/- AC property is in close proximity to both Canaan Valley, Timberline Mountain Resort, and Deep Creek Lake, MD with approximately 1 mile of stocked trout water frontage on the North Branch of the Potomac River. An old homestead site along the river would make for a beautiful flat building site. Marketable timber with timber report available. Excellent Hunting. Property

    Steve Galusky Railey WV Properties

    TBD Highway 50, Gormania, WV 26720
  • /20

    $200,000 Sold Feb 06, 2026

    123 Mountainview Ct, Oakland, MD 21550

    • Land
    • 1.69 Acres
    • $118,343 per Acre

    Last Sold Summary

    • 72 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    123 Mountainview Ct, Oakland, MD 21550
    • /58

      Est $1,485,585 Not Listed For Sale

      2411 Lake Shore Dr, Oakland, MD 21550

      • 4 Beds
      • 4 Baths
      • 3,200 Sq Ft
      • Built 1979
      2411 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 17% Below List Price
      • $562/SF
      • 14 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /89

    $2,100,000

    • 6 Beds
    • 4.5 Baths
    • 3,882 Sq Ft

    209 Glendale Rd, Oakland, MD 21550

    If you're in the market for location, convenience, and rental income, this inviting 6 Bedroom 4.5 bath Lakefront home is calling for you! Located in the heart of the action on Deep Creek Lake, the 3 level chateau has been updated and upgraded both inside and out. Restaurants, the movie theatre, shopping and Deep Creek Lake State Park are all within walking distance. Offering an open layout with

    Bill Weissgerber Railey Realty, Inc.

    209 Glendale Rd, Oakland, MD 21550
  • /134

    $1,375,000 Sold Jun 09, 2025

    415 Mountaintop Rd, Mc Henry, MD 21541

    • 5 Beds
    • 7 Baths
    • 5,404 Sq Ft
    • Built 2021

    Last Sold Summary

    • $254/SF
    • 52 Days On Market

    Current Estimated Value $1,363,765

    Last Listing Agent Jon Bell Railey Realty, Inc.

    415 Mountaintop Rd, Mc Henry, MD 21541
    • /132

      Est $3,605,953 Not Listed For Sale

      2524 Stockslager Rd, Oakland, MD 21550

      • 5 Beds
      • 7 Baths
      • 9,134 Sq Ft
      • Built 2006
      2524 Stockslager Rd, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $387/SF
      • 15 Days On Market

      Last Sold Price $3,537,000

      Last Listing Agent Melissa Goodfellow Railey Realty, Inc.

  • /67

    $359,700

    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    723 Kings Ct, Oakland, MD 21550

    "Charming two-story home situated on a beautiful .292-acre level lot in a prime location (Kings Hills Estates) Enjoy the perfect blend of comfort and convenience with spacious living areas, a serene yard ideal for outdoor entertaining. Ideally located near a top-rate Hospital, popular shopping destinations, and just minutes to Broadford Lake. Whether you're enjoying a day on the water or running

    Debra Beitzel Long & Foster Real Estate, Inc.

    723 Kings Ct, Oakland, MD 21550
  • /51

    $660,000 Sold Jan 30, 2026

    155 Basswood Way, Oakland, MD 21550

    • 5 Beds
    • 3 Baths
    • 2,792 Sq Ft
    • Built 2003

    Last Sold Summary

    • $236/SF
    • 268 Days On Market

    Current Estimated Value $650,142

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    155 Basswood Way, Oakland, MD 21550
    • /32

      Est $596,391 Not Listed For Sale

      1519 Mayhew Inn Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 2000
      1519 Mayhew Inn Rd, Oakland, MD 21550

      Last Sold Summary

      • 20% Above List Price
      • $340/SF
      • 9 Days On Market

      Last Sold Price $495,000

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

  • /18

    $119,900

    • Land
    • 0.63 Acre
    • $190,317 per Acre

    17 Fern Loop, Sang Run, MD 21541

    Golf Front Building Lot at Deep Creek Lake - This beautiful wooded homesite offers .63 acres of level building space and directly adjoins Hole #12 of Lodestone Golf Course. Located in the Sandy Shores Heights community, just minutes from local restaurants, state parks and Wisp Resort. All public utilities to site and ready to build. Call today for details!

    Mike Fenton Railey Realty, Inc.

    17 Fern Loop, Sang Run, MD 21541
  • /37

    $250,000 Sold Dec 31, 2025

    511 E Green St, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft
    • Built 1924

    Last Sold Summary

    • $133/SF
    • 176 Days On Market

    Current Estimated Value $250,896

    Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

    511 E Green St, Oakland, MD 21550
    • /21

      Est $497,784 Not Listed For Sale

      471 Clifton Dr, Oakland, MD 21550

      • 5 Beds
      • 2 Baths
      • 3,612 Sq Ft
      • Built 1971
      471 Clifton Dr, Oakland, MD 21550

      Last Sold Summary

      • 31% Above List Price
      • $105/SF
      • 18 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /9

    $90,000

    • Land
    • 0.57 Acre
    • $157,895 per Acre

    Lot 81 Sundance Way, Mc Henry, MD 21541

    This stunning homesite offers a gentle slope—perfect for a walkout basement design—and is ideally situated just half a mile from Wisp Resort ski slopes. Whether you're hitting the greens at Lodestone Golf Course (just 3 minutes away) or enjoying the waters of Deep Creek Lake (a quick 5 minute drive), adventure is always at your doorstep. Convenient access to shopping, dining, healthcare, and

    Kelsey Meyers Railey Realty, Inc.

    Lot 81 Sundance Way, Mc Henry, MD 21541
  • /2

    $25,000 Sold Apr 24, 2025

    Lot 24 Laurel Dr, Oakland, MD 21550

    • Land
    • 0.58 Acre
    • $43,103 per Acre

    Last Sold Summary

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

    Lot 24 Laurel Dr, Oakland, MD 21550
    • /42

      Est $450,470 Not Listed For Sale

      426 Pergin Farm Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,596 Sq Ft
      • Built 1985
      426 Pergin Farm Rd, Oakland, MD 21550

      Last Sold Summary

      • 5% Above List Price
      • $269/SF
      • 15 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /22

    $95,000 Under Contract

    • Land
    • 2.86 Acres
    • $33,217 per Acre

    3501 George Washington Hwy, Oakland, MD 21550

    Welcome to 3501 George Washington Highway, a premier property containing 2.86 acres of prime land perfect for personal, or commercial storage purposes. The property features a recently renovated garage with four spacious bays, providing versatility for automotive, storage, or workshop purposes. The large gravel storage lot and concrete pad are ideal for all outdoor storage needs. Two metal

    Zach Wesolowski Railey Realty, Inc.

    3501 George Washington Hwy, Oakland, MD 21550
  • /98

    $590,000 Sold Oct 10, 2025

    2719 Broadford Rd, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 4,253 Sq Ft
    • Built 1984

    Last Sold Summary

    • $139/SF
    • 168 Days On Market

    Current Estimated Value $591,570

    Last Listing Agent Rich Orr Railey Realty, Inc.

    2719 Broadford Rd, Oakland, MD 21550
    • /68

      Est $1,277,779 Not Listed For Sale

      1835 Marsh Hill Rd, Mc Henry, MD 21541

      • 4 Beds
      • 4 Baths
      • 3,854 Sq Ft
      • Built 1990
      1835 Marsh Hill Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 6% Above List Price
      • $311/SF
      • 3 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Debra Savage Railey Realty, Inc.

  • /5

    $34,000

    • Land
    • 2.92 Acres
    • $11,644 per Acre

    0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550

    Youghiogheny River access! LOT 12 is a 2.9 acre lot with private STREAM in the gated community of Timbers on the Yough. Mature pines, evergreens, and hardwoods. Riverfront community common area. Conveniently located only minutes from downtown Oakland and the Deep Creek Lake area. Perc tested and approved for a 3BR dwelling.

    Jay Ferguson Taylor Made Deep Creek Real Estate

    0 Yough View Dr Unit 12 MDGA2009840, 14, West Oakland, MD 21550
  • /47

    $405,000 Sold Aug 08, 2025

    343 Maple Del Ln, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,404 Sq Ft
    • Built 1993

    Last Sold Summary

    • $288/SF
    • 3 Days On Market

    Current Estimated Value $417,253

    Last Listing Agent Julie Mead The KW Collective

    343 Maple Del Ln, Oakland, MD 21550
    • /81

      Est $684,057 Not Listed For Sale

      43 Robinwood Dr, Oakland, MD 21550

      • 3 Beds
      • 3.5 Baths
      • 2,921 Sq Ft
      • Built 2005
      43 Robinwood Dr, Oakland, MD 21550

      Last Sold Summary

      • 2% Below List Price
      • $239/SF
      • 148 Days On Market

      Last Sold Price $699,000

      Last Listing Agent Brian Homberg Taylor Made Deep Creek Real Estate

  • /6

    $120,000

    • Land
    • 0.57 Acre
    • $210,526 per Acre

    27 Biltmore Ridge Trail, Mc Henry, MD 21541

    Welcome to Lot 27, an exceptional homesite in one of the area's most prestigious mountaintop golf course communities. Here, the golf course is literally in your backyard, offering unbeatable views and direct access to one of Deep Creek’s premier destinations—Lodestone Golf Course. Set against a backdrop of panoramic mountain scenery, this lot is the perfect place to bring your dream home to life.

    Anet Harris Taylor Made Deep Creek Real Estate

    27 Biltmore Ridge Trail, Mc Henry, MD 21541
  • /29

    $185,000 Sold Jan 23, 2026

    141 Truesdale Rd, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft
    • Built 1988

    Last Sold Summary

    • $101/SF
    • 4 Days On Market

    Current Estimated Value $196,286

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

    141 Truesdale Rd, Oakland, MD 21550
    • /16

      Est $75,466 Not Listed For Sale

      36 Preston Ln, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 964 Sq Ft
      • Built 1918
      36 Preston Ln, Oakland, MD 21550

      Last Sold Summary

      • 54% Above List Price
      • $51/SF
      • 1 Day On Market

      Last Sold Price $49,000

      Last Listing Agent Adrianne Thompson Coldwell Banker Premier

  • /11

    $375,000 Under Contract

    • 3 Beds
    • 2 Baths

    2173 King Wildesen Rd, Oakland, MD 21550

    Experience the beauty of country living in this new construction log home nestled in a peaceful rural setting. Crafted with quality materials, this home offers the perfect blend of modern comfort. Enjoy open-concept living spaces, vaulted ceilings, and windows that allow you to enjoy the pastoral and mountain views. The large front covered porch offers a great space to enjoy family and friends

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    2173 King Wildesen Rd, Oakland, MD 21550
  • /88

    $1,145,000 Sold Apr 29, 2025

    324 Penn Cove Rd, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 3,820 Sq Ft
    • Built 2004

    Last Sold Summary

    • $300/SF
    • 7 Days On Market

    Current Estimated Value $1,188,226

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

    324 Penn Cove Rd, Oakland, MD 21550
    • /44

      Est $713,224 Not Listed For Sale

      870 Hunters Ridge Dr, Oakland, MD 21550

      • 4 Beds
      • 2.5 Baths
      • 2,896 Sq Ft
      • Built 2007
      870 Hunters Ridge Dr, Oakland, MD 21550

      Last Sold Summary

      • 13% Above List Price
      • $218/SF
      • 5 Days On Market

      Last Sold Price $632,501

      Last Listing Agent Mike Kennedy Railey Realty, Inc.

  • /15

    $175,000

    • Land
    • 1.6 Acres
    • $109,375 per Acre

    1 Lowes Dr, Oakland, MD 21550

    Lot #1. is 1.6 Acre Cleared Commercial Site in Lowe's Subdivision. Public Utilities and Natural gas to the site. Paved street access and High Traffic Zone. Plat available.

    Rich Orr Railey Realty, Inc.

    1 Lowes Dr, Oakland, MD 21550
  • /71

    $912,500 Sold Dec 05, 2025

    78 Mountainside Ct, Oakland, MD 21550

    • 5 Beds
    • 3 Baths
    • 3,492 Sq Ft
    • Built 2002

    Last Sold Summary

    • $261/SF
    • 61 Days On Market

    Current Estimated Value $919,034

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

    78 Mountainside Ct, Oakland, MD 21550
    • /81

      Est $831,338 Not Listed For Sale

      335 Mountainview Dr, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 3,142 Sq Ft
      • Built 2001
      335 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 11% Above List Price
      • $238/SF
      • 29 Days On Market

      Last Sold Price $749,000

      Last Listing Agent Larry Smith Railey Realty, Inc.

  • /30

    $75,000

    • Land
    • 0.59 Acre
    • $127,119 per Acre

    48 Fern Loop Dr, Sang Run, MD 21541

    Ready to Build on Lot #48 in the desirable peaceful community "Sandy Shores Heights". Enjoy all four seasons golfing at The Lodestone Golf Course, boating on Deep Creek Lake, fish or paddle the Yough River, hike/mountain bike/x-country in Fork Run and ski/golf Wisp Resort-all just minutes from your home. Complete infrastructure system in place with utilities to site to include public water &

    Kathy Gibson Railey Realty, Inc.

    48 Fern Loop Dr, Sang Run, MD 21541
  • /87

    $867,500 Sold Feb 20, 2026

    340 Grandview Dr, Oakland, MD 21550

    • 6 Beds
    • 4 Baths
    • 2,536 Sq Ft
    • Built 2003

    Last Sold Summary

    • $342/SF
    • 88 Days On Market

    Current Estimated Value $899,138

    Last Listing Agent Jon Bell Railey Realty, Inc.

    340 Grandview Dr, Oakland, MD 21550
    • /56

      Est $547,742 Not Listed For Sale

      741 Hoyes Run Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1984
      741 Hoyes Run Rd, Oakland, MD 21550

      Last Sold Summary

      • 10% Above List Price
      • $231/SF
      • 10 Days On Market

      Last Sold Price $500,000

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

  • /20

    $189,000 New Construction

    • 4 Beds
    • 2 Baths

    3395 Fingerboard Rd, Oakland, MD 21550

    6+ acre homestead with a 4BR, 2BA home currently under construction. Sellers plans have changed and they will not be finishing the house. The structure is under roof, mostly framed-in with building materials on site that will convey with the sale. A new well has been drilled and septic permit is approved for 4BRs. Located just outside of town limits, this parcel has impressive mountain views and

    Jay Ferguson Taylor Made Deep Creek Real Estate

    3395 Fingerboard Rd, Oakland, MD 21550

Showing Results 361 - 400, Page 10 of 18

How to Buy a Home How to Finance a Home How to Sell a Home