12,226

Homes in ZIP Code 21550

Section Image
    • 35 Weber Ct, Oakland, MD 21550
      35 Weber Ct, Oakland, MD 21550
      35 Weber Ct, Oakland, MD 21550
      /21

      Est $281,879 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft

      35 Weber Ct, Oakland, MD 21550

      35 Weber Ct, Oakland, MD 21550
  • Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    /11

    $23,000

    • Land
    • 0.12 Acre
    • $191,667 per Acre

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550

    Gallatin Woods is a unique log home community located on Lakeshore Drive in the innermost part of Deep Creek Lake. Each owner may build within the building cylinder indicated on the plat and have exclusive use of the parking area and the additional land that immediately surrounds the home site. All other land within the community is condominiumized to keep the area wooded and carefree. Owners

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
  • 220 N 11th St, Oakland, MD 21550
    220 N 11th St, Oakland, MD 21550
    220 N 11th St, Oakland, MD 21550
    /108

    $370,000 Sold Oct 10, 2025

    220 N 11th St, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 3,159 Sq Ft
    • Built 1972

    Last Sold Summary

    • $117/SF
    • 12 Days On Market

    Last Listing Agent Justin Liller Railey Realty, Inc.

    220 N 11th St, Oakland, MD 21550
    • 214 McComas Beach Terrace, Oakland, MD 21550
      214 McComas Beach Terrace, Oakland, MD 21550
      214 McComas Beach Terrace, Oakland, MD 21550
      /4

      Est $3,284,741 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 6,890 Sq Ft

      214 McComas Beach Terrace, Oakland, MD 21550

      214 McComas Beach Terrace, Oakland, MD 21550
  • Lot 107 Biltmore View, McHenry, MD
    Lot 107 Biltmore View, McHenry, MD
    Lot 107 Biltmore View, McHenry, MD
    /21

    $110,000

    • Land
    • 1.1 Acres
    • $100,000 per Acre

    Lot 107 Biltmore View, McHenry, MD

    Build your dream home on one of the larger building lots available in the prestigious Biltmore Community. Biltmore is a gated community adjacent to the Lodestone Golf course perfectly located minutes from Wisp Ski Resort and all Deep Creek Lake area ammenities including Fork Run hiking trails, Swallow Falls state park and the Adventure Sports Center International featuring a mandmade

    Kellyann Green Railey Realty, Inc.

    Lot 107 Biltmore View, McHenry, MD
  • 256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    /45

    $435,000 Sold Jul 02, 2025

    256 Jeffrey Ln Unit 28, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,838 Sq Ft
    • Built 2004

    Last Sold Summary

    • $237/SF
    • 626 Days On Market

    Current Estimated Value $434,341

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

    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    • 145 Ridgewood Dr, Oakland, MD 21550
      145 Ridgewood Dr, Oakland, MD 21550
      145 Ridgewood Dr, Oakland, MD 21550
      /72

      Est $650,766 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,838 Sq Ft

      145 Ridgewood Dr, Oakland, MD 21550

      145 Ridgewood Dr, Oakland, MD 21550
  • 47 Ridgewood Dr, Oakland, MD 21550
    47 Ridgewood Dr, Oakland, MD 21550
    47 Ridgewood Dr, Oakland, MD 21550
    /29

    $219,900

    • Land
    • 1.1 Acres
    • $199,909 per Acre

    47 Ridgewood Dr, Oakland, MD 21550

    Prime Lake Access Lot in Mountainside – Perfect for Your Dream Home! Nestled on a one-acre wooded lot in the sought-after Mountainside community, this homesite offers breathtaking views of Deep Creek Lake and the ideal slope for a walk-out basement. Enjoy the best of four-season living with easy access to community lake privileges, state parks, restaurants, and WISP Resort. Plus, take advantage

    Michael Fenton Railey Realty, Inc.

    47 Ridgewood Dr, Oakland, MD 21550
  • 181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    /40

    $311,500 Sold Aug 22, 2025

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • Built 1997

    Last Sold Summary

    • $389/SF
    • 167 Days On Market

    Current Estimated Value $306,767

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

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    • 4368 Underwood Rd, Oakland, MD 21550
      4368 Underwood Rd, Oakland, MD 21550
      4368 Underwood Rd, Oakland, MD 21550
      /61

      Est $249,296 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,760 Sq Ft

      4368 Underwood Rd, Oakland, MD 21550

      4368 Underwood Rd, Oakland, MD 21550
  • ±9 Acres Cranesville Rd, Mount Lake Park, MD 21550
    ±9 Acres Cranesville Rd, Mount Lake Park, MD 21550
    ±9 Acres Cranesville Rd, Mount Lake Park, MD 21550
    /10

    $99,000

    • Land
    • 9 Acres
    • $11,000 per Acre

    ±9 Acres Cranesville Rd, Mount Lake Park, MD 21550

    Escape to the quiet beauty of Western Maryland with this ±9-acre parcel offering level pastureland and wide-open views of the Cranesville countryside. Whether you’re dreaming of a peaceful mountain getaway or a full-time residence surrounded by nature, this property delivers the perfect setting. The land is open and usable—ideal for gardens, farming, or simply enjoying the space and privacy. You

    Brent Housley Railey Realty, Inc.

    ±9 Acres Cranesville Rd, Mount Lake Park, MD 21550
  • 1473 Pergin Farm Rd, Oakland, MD 21550
    1473 Pergin Farm Rd, Oakland, MD 21550
    1473 Pergin Farm Rd, Oakland, MD 21550
    /79

    $925,000 Sold Oct 07, 2025

    1473 Pergin Farm Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,230 Sq Ft
    • Built 1945

    Last Sold Summary

    • $415/SF
    • 93 Days On Market

    Last Listing Agent Tony Migliaccio Long & Foster Real Estate, Inc.

    1473 Pergin Farm Rd, Oakland, MD 21550
    • 2203 Lake Shore Dr, Oakland, MD 21550
      2203 Lake Shore Dr, Oakland, MD 21550
      2203 Lake Shore Dr, Oakland, MD 21550
      /83

      Est $1,640,974 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,403 Sq Ft

      2203 Lake Shore Dr, Oakland, MD 21550

      2203 Lake Shore Dr, Oakland, MD 21550
  • 34 Shingle Camp Terrace, Mc Henry, MD 21541
    34 Shingle Camp Terrace, Mc Henry, MD 21541
    34 Shingle Camp Terrace, Mc Henry, MD 21541
    /35

    $1,200,000

    • 3 Beds
    • 1 Bath
    • 1,568 Sq Ft

    34 Shingle Camp Terrace, Mc Henry, MD 21541

    Cozy lakefront log cabin with private Type A dock! Metal roof ( 3 yrs old), post & beam interior, gas fireplace and impressive lake view sitting area that was built as an addition. Offering 120+ ft of waterfront and the buydown has been purchased & completed. Impressive location on the water with wider lake views and views of the 219 bridge in the distance. Full, unfinished basement offers

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    34 Shingle Camp Terrace, Mc Henry, MD 21541
  • 6 Quentin Ln, Mount Lake Park, MD 21550
    6 Quentin Ln, Mount Lake Park, MD 21550
    6 Quentin Ln, Mount Lake Park, MD 21550
    /15

    $53,000 Sold Apr 15, 2025

    6 Quentin Ln, Mount Lake Park, MD 21550

    • Land
    • 1.79 Acres
    • $29,609 per Acre

    Last Sold Summary

    • 224 Days On Market

    Last Listing Agent Steven Ritchie Railey Realty, Inc.

    6 Quentin Ln, Mount Lake Park, MD 21550
    • 259 N Bradley Ln, Oakland, MD 21550
      259 N Bradley Ln, Oakland, MD 21550
      259 N Bradley Ln, Oakland, MD 21550
      /46

      Est $190,188 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 911 Sq Ft

      259 N Bradley Ln, Oakland, MD 21550

      259 N Bradley Ln, Oakland, MD 21550
  • 9 Timber Falls Rd, Oakland, MD 21550
    9 Timber Falls Rd, Oakland, MD 21550
    9 Timber Falls Rd, Oakland, MD 21550
    /25

    $34,000

    • Land
    • 6.9 Acres
    • $4,928 per Acre

    9 Timber Falls Rd, Oakland, MD 21550

    Buildable wooded lot on Backbone Ridge—approved for a 4-bedroom traditional septic system. Perfectly positioned between Canaan Valley and Deep Creek Lake, this property offers prime access to four-season adventure: hunting, hiking, skiing, and ATV riding. Minutes from Blackwater Falls, Whitegrass XC Ski Center, and the vibrant mountain towns of Thomas and Davis

    Jesse Shimrock Railey Realty, Inc.

    9 Timber Falls Rd, Oakland, MD 21550
  • 230 Biltmore Ridge Trail, McHenry, MD 21541
    230 Biltmore Ridge Trail, McHenry, MD 21541
    230 Biltmore Ridge Trail, McHenry, MD 21541
    /63

    $1,400,000 Sold Jan 28, 2025

    230 Biltmore Ridge Trail, McHenry, MD 21541

    • 6 Beds
    • 4.5 Baths
    • 3,986 Sq Ft
    • Built 2022

    Last Sold Summary

    • $351/SF
    • 256 Days On Market

    Current Estimated Value $1,497,358

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

    230 Biltmore Ridge Trail, McHenry, MD 21541
    • 2734 Mayhew Inn Rd, Oakland, MD 21550
      2734 Mayhew Inn Rd, Oakland, MD 21550
      2734 Mayhew Inn Rd, Oakland, MD 21550
      /58

      Est $479,321 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,536 Sq Ft

      2734 Mayhew Inn Rd, Oakland, MD 21550

      2734 Mayhew Inn Rd, Oakland, MD 21550
  • 0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
    /3

    $135,000

    • Land
    • 1 Acre
    • $135,000 per Acre

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550

    Centrally located 1-acre lake access homesite with a dock slip! This property has endless possibilities to build, and depending on where you decide to position your new home, there could be potential for lake views. Offering public sewer and no HOA fees. The only decision left to be made is what style home you will build. Just minutes to the DCL State Park, several restaurants, convenience store,

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
  • 122 Earl Hauser Rd, Oakland, MD 21550
    122 Earl Hauser Rd, Oakland, MD 21550
    122 Earl Hauser Rd, Oakland, MD 21550
    /73

    $285,000 Sold Oct 06, 2025

    122 Earl Hauser Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2012

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    122 Earl Hauser Rd, Oakland, MD 21550
    • 1882 Marsh Hill Rd, Mc Henry, MD 21541
      1882 Marsh Hill Rd, Mc Henry, MD 21541
      1882 Marsh Hill Rd, Mc Henry, MD 21541
      /76

      Est $1,175,874 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,216 Sq Ft

      1882 Marsh Hill Rd, Mc Henry, MD 21541

      1882 Marsh Hill Rd, Mc Henry, MD 21541
  • 0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550
    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550
    /2

    $149,000

    • Land
    • 1 Acre
    • $149,000 per Acre

    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550

    Wooded lot with spectacular views of Paradise Point area of lake. Great privacy. Sewer tap available

    John Zorzit Eagle Commercial Realty

    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550
  • 464 Lake Forest Dr, Oakland, MD 21550
    464 Lake Forest Dr, Oakland, MD 21550
    464 Lake Forest Dr, Oakland, MD 21550
    /26

    $1,275,000 Sold Jun 02, 2025

    464 Lake Forest Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,496 Sq Ft
    • Built 1997

    Last Sold Summary

    • $511/SF
    • 277 Days On Market

    Current Estimated Value $1,293,843

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

    464 Lake Forest Dr, Oakland, MD 21550
    • 1842 Stockslager Rd, Oakland, MD 21550
      1842 Stockslager Rd, Oakland, MD 21550
      1842 Stockslager Rd, Oakland, MD 21550
      /32

      Est $1,429,792 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,956 Sq Ft

      1842 Stockslager Rd, Oakland, MD 21550

      1842 Stockslager Rd, Oakland, MD 21550
  • 3067 Shingle Camp Rd, Mc Henry, MD 21541
    3067 Shingle Camp Rd, Mc Henry, MD 21541
    3067 Shingle Camp Rd, Mc Henry, MD 21541
    /68

    $1,499,000 Under Contract

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

    3067 Shingle Camp Rd, Mc Henry, MD 21541

    5BR, 4BA custom lakefront home with additional carriage house above detached garage. Carriage house currently setup as a game room with kitchenette and pullout couch; this has served as a 5th BR prior to renting. Features include high end furnishings, gourmet kitchen, picturesque fireplace, flat lawn for yard games, built in fire pit, observation deck, EV charger and high efficiency heating and

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    3067 Shingle Camp Rd, Mc Henry, MD 21541
  • 30 Snowshoe Ct, McHenry, MD 21541
    30 Snowshoe Ct, McHenry, MD 21541
    30 Snowshoe Ct, McHenry, MD 21541
    /9

    $145,000 Sold Jul 03, 2025

    30 Snowshoe Ct, McHenry, MD 21541

    • Land
    • 0.36 Acre
    • $402,778 per Acre

    Last Sold Summary

    • 53 Days On Market

    Last Listing Agent Michael Fenton Railey Realty, Inc.

    30 Snowshoe Ct, McHenry, MD 21541
    • 87 Mitchell Dr, Oakland, MD 21550
      87 Mitchell Dr, Oakland, MD 21550
      87 Mitchell Dr, Oakland, MD 21550
      /38

      Est $249,856 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,858 Sq Ft

      87 Mitchell Dr, Oakland, MD 21550

      87 Mitchell Dr, Oakland, MD 21550
  • 939 Glendale Rd Unit 19, Oakland, MD 21550
    939 Glendale Rd Unit 19, Oakland, MD 21550
    939 Glendale Rd Unit 19, Oakland, MD 21550
    /27

    $765,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    939 Glendale Rd Unit 19, Oakland, MD 21550

    SEE DOCUMENTS FOR 07/2025 TAX STATEMENT--$1,533 annual assessment for HOA reserves. $1,500 Annual fee to Bill's Marine for assumable boat-strip lease. $4,500 Annual condo fees. Condo Association responsible for roof, building exterior maintenance, lawn maintenance, snow removal, replacement of deck, porch and front door. Water is included in the condo fees. Sewer fees are not included and average

    Rick Davis Richard A. Davis & Associates

    939 Glendale Rd Unit 19, Oakland, MD 21550
  • 5 Arrowhead Ln, Oakland, MD 21550
    5 Arrowhead Ln, Oakland, MD 21550
    5 Arrowhead Ln, Oakland, MD 21550
    /92

    $635,000 Sold Sep 26, 2025

    5 Arrowhead Ln, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1988

    Last Sold Summary

    • $385/SF
    • 116 Days On Market

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    5 Arrowhead Ln, Oakland, MD 21550
    • 133 Fox Den Rd, Oakland, MD 21550
      133 Fox Den Rd, Oakland, MD 21550
      133 Fox Den Rd, Oakland, MD 21550
      /5

      Est $155,663 Not Listed For Sale

      133 Fox Den Rd, Oakland, MD 21550

      133 Fox Den Rd, Oakland, MD 21550
  • 511 Main St, Oakland, MD 21550
    511 Main St, Oakland, MD 21550
    511 Main St, Oakland, MD 21550
    /33

    $180,000

    • 5 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    511 Main St, Oakland, MD 21550

    The property offered for sale is located on the southwest corner of Maryland Highway, State Route 135 and Main Street, Deer Park. It is 2.5 acres, more or less, which is part of Parcel 0069 Map 0073, containing 32.20 acres, more or less. The remaining 30.00 acres on the northwest side of Route 135 is not included. The 2.5 acres is an estimate of area and is subject to a survey for verification.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    511 Main St, Oakland, MD 21550
  • 223 Old Crellin Rd, Oakland, MD 21550
    223 Old Crellin Rd, Oakland, MD 21550
    223 Old Crellin Rd, Oakland, MD 21550
    /6

    $180,000 Sold Apr 11, 2025

    223 Old Crellin Rd, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 980 Sq Ft
    • Built 1986

    Last Sold Summary

    • $184/SF
    • 67 Days On Market

    Last Listing Agent Garrett Shingler Realty One Group Generations

    223 Old Crellin Rd, Oakland, MD 21550
    • 830 N 4th St, Oakland, MD 21550
      830 N 4th St, Oakland, MD 21550
      830 N 4th St, Oakland, MD 21550
      /35

      Est $122,584 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,656 Sq Ft

      830 N 4th St, Oakland, MD 21550

      830 N 4th St, Oakland, MD 21550
  • 0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
    /6

    $119,000

    • Land
    • 3.05 Acres
    • $39,016 per Acre

    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550

    This is the building site you've been waiting for! Lot 28 located in a subdivision called the view, it lives up to the name and offers 3.05 Acres. Prime location for a vacation rental, second home, or primary residence with filtered lake and mountain views. Northwestern orientation offers a chance for beautiful sunset views. Call today for more information!

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
  • 5459 Hutton Rd, Oakland, MD 21550
    5459 Hutton Rd, Oakland, MD 21550
    5459 Hutton Rd, Oakland, MD 21550
    /40

    $171,000 Sold May 30, 2025

    5459 Hutton Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1940

    Last Sold Summary

    • $86/SF
    • 113 Days On Market

    Current Estimated Value $172,338

    Last Listing Agent Debra Beitzel Long & Foster Real Estate, Inc.

    5459 Hutton Rd, Oakland, MD 21550
    • 402 Leighton Dr, Oakland, MD 21550
      402 Leighton Dr, Oakland, MD 21550
      402 Leighton Dr, Oakland, MD 21550
      /70

      Est $259,135 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,332 Sq Ft

      402 Leighton Dr, Oakland, MD 21550

      402 Leighton Dr, Oakland, MD 21550
  • 0 Rhododendron Unit MDGA2010748, Oakland, MD 21550
    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550
    /2

    $4,000

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

    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550

    Jonathan Price Railey Realty, Inc.

    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550
  • 13903 Garrett Hwy, Oakland, MD 21550
    13903 Garrett Hwy, Oakland, MD 21550
    13903 Garrett Hwy, Oakland, MD 21550
    /62

    $237,000 Sold Jun 13, 2025

    13903 Garrett Hwy, Oakland, MD 21550

    • 1 Bed
    • 3 Baths
    • 1,536 Sq Ft
    • Built 1977

    Last Sold Summary

    • $154/SF
    • 15 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    13903 Garrett Hwy, Oakland, MD 21550
    • 404 Fairway Dr, Oakland, MD 21550
      404 Fairway Dr, Oakland, MD 21550
      404 Fairway Dr, Oakland, MD 21550
      /17

      Est $243,662 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,345 Sq Ft

      404 Fairway Dr, Oakland, MD 21550

      404 Fairway Dr, Oakland, MD 21550

Showing Results 201 - 240, Page 6 of 18

Maryland Garrett County Oakland 21550

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