12,226

Homes in ZIP Code 21550

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  • 104 G St, Oakland, MD 21550
    104 G St, Oakland, MD 21550
    104 G St, Oakland, MD 21550
    /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

    Last Listing Agent Julie Mead The KW Collective

    104 G St, Oakland, MD 21550
    • 630 Paradise Ridge Rd, Oakland, MD 21550
      630 Paradise Ridge Rd, Oakland, MD 21550
      630 Paradise Ridge Rd, Oakland, MD 21550
      /75

      Est $745,907 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,044 Sq Ft

      630 Paradise Ridge Rd, Oakland, MD 21550

      630 Paradise Ridge Rd, Oakland, MD 21550
  • 175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    /55

    $537,500

    • 4 Beds
    • 4.5 Baths
    • 3,192 Sq Ft

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550

    Welcome to one of the most spacious and inviting homes in Trader’s Landing. This rare stand-alone property offers more than 3,100 square feet of living space spread across four beautifully designed levels, perfect for gathering with friends and family or finding a quiet spot to unwind. With 4 bedrooms and 4.5 baths, there’s plenty of room for everyone to relax comfortably. Step out onto the upper

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
  • 210 Seneca Ave, Oakland, MD 21550
    210 Seneca Ave, Oakland, MD 21550
    210 Seneca Ave, Oakland, 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

    Last Listing Agent Andrew Orr The KW Collective

    210 Seneca Ave, Oakland, MD 21550
    • 111 W Liberty St, Oakland, MD 21550
      111 W Liberty St, Oakland, MD 21550
      111 W Liberty St, Oakland, MD 21550
      /4

      Est $79,915 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,528 Sq Ft

      111 W Liberty St, Oakland, MD 21550

      111 W Liberty St, Oakland, MD 21550
  • LOT 2 Beaver Run Rd, Oakland, MD 21550
    LOT 2 Beaver Run Rd, Oakland, MD 21550
    LOT 2 Beaver Run Rd, Oakland, MD 21550
    /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 Vacations & Sales

    LOT 2 Beaver Run Rd, Oakland, MD 21550
  • 258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    258 Winding Trail Ln Unit 8B, 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 $562,562

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

    258 Winding Trail Ln Unit 8B, Oakland, MD 21550
    • 378 Lower Penn Point Dr, Oakland, MD 21550
      378 Lower Penn Point Dr, Oakland, MD 21550
      378 Lower Penn Point Dr, Oakland, MD 21550
      /25

      Est $1,150,015 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,114 Sq Ft

      378 Lower Penn Point Dr, Oakland, MD 21550

      378 Lower Penn Point Dr, Oakland, MD 21550
  • 0 George Washington Hwy Unit MDGA2006062, Mount Lake Park, MD 21550
    0 George Washington Hwy Unit MDGA2006062, Mount Lake Park, MD 21550
    0 George Washington Hwy Unit MDGA2006062, Mount Lake Park, MD 21550
    /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
  • 114 Waterwheel Rd, Oakland, MD 21550
    114 Waterwheel Rd, Oakland, MD 21550
    114 Waterwheel 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 $234,852

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Vacations & Sales

    114 Waterwheel Rd, Oakland, MD 21550
    • 94 Tannery Rd, Oakland, MD 21550
      94 Tannery Rd, Oakland, MD 21550
      94 Tannery Rd, Oakland, MD 21550
      /65

      Est $167,598 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,108 Sq Ft

      94 Tannery Rd, Oakland, MD 21550

      94 Tannery Rd, Oakland, MD 21550
  • 0 Fox Tail Rd, 6, Sang Run, MD 21550
    0 Fox Tail Rd, 6, Sang Run, MD 21550
    0 Fox Tail Rd, 6, Sang Run, MD 21550
    /4

    $39,500

    • Land
    • 1.61 Acres
    • $24,534 per Acre

    0 Fox Tail Rd, 6, Sang Run, MD 21550

    Want to escape the rat race and build your cabin on a true mountain paradise? With wildlife and the natural surroundings of creeks boulders, mountain laurel, and forest, this community has it all for the true getaway. And you may just find yourself staying longer. Yough Mt. Resort boast of 2400 acres, 43 miles of roads, 13 miles of ORV trails, gated for privacy, river access, and even designated

    Andrew Eiswert Railey Realty, Inc.

    0 Fox Tail Rd, 6, Sang Run, MD 21550
  • 142 Lemley Dr Unit I, Oakland, MD 21550
    142 Lemley Dr Unit I, Oakland, MD 21550
    142 Lemley Dr Unit I, 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 $404,662

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    142 Lemley Dr Unit I, Oakland, MD 21550
    • 1606 Wheeling Ave, Oakland, MD 21550
      1606 Wheeling Ave, Oakland, MD 21550
      1606 Wheeling Ave, Oakland, MD 21550
      /66

      Est $205,986 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,502 Sq Ft

      1606 Wheeling Ave, Oakland, MD 21550

      1606 Wheeling Ave, Oakland, MD 21550
  • 206 Mayhew Inn Rd, Oakland, MD 21550
    206 Mayhew Inn Rd, Oakland, MD 21550
    206 Mayhew Inn Rd, Oakland, MD 21550
    /29

    $229,000

    • 1 Bed
    • 1 Bath

    206 Mayhew Inn Rd, Oakland, MD 21550

    Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy living area, a full kitchen, laundry room, bedroom, and full bath. But the real bonus? A spacious 2-car garage with its own entrance. It is perfect for a workshop, extra storage, or even a rental opportunity. With separate

    Jay Quinn Taylor Made Deep Creek Vacations & Sales

    206 Mayhew Inn Rd, Oakland, MD 21550
  • 11 Laurel Brook Dr, Oakland, MD 21550
    11 Laurel Brook Dr, Oakland, MD 21550
    11 Laurel Brook Dr, 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 $263,816

    Last Listing Agent Dan Shockey Taylor Made Deep Creek Vacations & Sales

    11 Laurel Brook Dr, Oakland, MD 21550
    • 123 Spruce St, Oakland, MD 21550
      123 Spruce St, Oakland, MD 21550
      123 Spruce St, Oakland, MD 21550
      /24

      Est $233,964 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,392 Sq Ft

      123 Spruce St, Oakland, MD 21550

      123 Spruce St, Oakland, MD 21550
  • 127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    /29

    $315,000

    • 4 Beds
    • 2 Baths
    • 2,183 Sq Ft

    127 S Oakhall Dr, Oakland, MD 21550

    Cozy, well maintained 4 bedroom, 2 bathroom ranch style home with full finished basement on a corner lot in Mountain Lake Park. Beautifully finished Hardwood flooring on main level, with a large kitchen/dining area, living room, three bedrooms, and a full bathroom. In the lower level, there is a large family room, full bathroom, a bedroom, and bonus room, that has been used for storage, an

    Andrew Orr The KW Collective

    127 S Oakhall Dr, Oakland, MD 21550
  • 183 Kendall Camp Cir, McHenry, MD 21541
    183 Kendall Camp Cir, McHenry, MD 21541
    183 Kendall Camp Cir, McHenry, MD 21541
    /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

    Last Listing Agent Jon Bell Railey Realty, Inc.

    183 Kendall Camp Cir, McHenry, MD 21541
    • 79 Hummingbird Ct, Oakland, MD 21550
      79 Hummingbird Ct, Oakland, MD 21550
      79 Hummingbird Ct, Oakland, MD 21550
      /69

      Est $900,055 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,800 Sq Ft

      79 Hummingbird Ct, Oakland, MD 21550

      79 Hummingbird Ct, Oakland, MD 21550
  • 46 Highline Dr, McHenry, MD 21541
    46 Highline Dr, McHenry, MD 21541
    46 Highline Dr, McHenry, MD 21541
    /9

    $99,900

    • Land
    • 0.27 Acre
    • $370,000 per Acre

    46 Highline Dr, McHenry, MD 21541

    Great Value!! Ski In- Ski Out, Filtered Lake Views Prime wooded building site with direct ski access nearby in the popular Highline Community. Public utilities including water, sewer and community propane available. Easily accessible walking trails around the community. Centrally located in the heart of Deep Creek, this lot provides quick and easy access to Wisp Resort, Lodestone and

    Bill Weissgerber Railey Realty, Inc.

    46 Highline Dr, McHenry, MD 21541
  • 5914 Maryland Hwy, Oakland, MD 21550
    5914 Maryland Hwy, Oakland, MD 21550
    5914 Maryland Hwy, 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 $159,528

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

    5914 Maryland Hwy, Oakland, MD 21550
    • 105 Meadow Ct, Oakland, MD 21550
      105 Meadow Ct, Oakland, MD 21550
      105 Meadow Ct, Oakland, MD 21550
      /86

      Est $874,216 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 3,192 Sq Ft

      105 Meadow Ct, Oakland, MD 21550

      105 Meadow Ct, Oakland, MD 21550
  • LOT 50 Biltmore Ridge Trail, McHenry, MD
    LOT 50 Biltmore Ridge Trail, McHenry, MD
    LOT 50 Biltmore Ridge Trail, McHenry, MD
    /15

    $149,900

    • Land
    • 0.84 Acre
    • $178,452 per Acre

    LOT 50 Biltmore Ridge Trail, McHenry, MD

    Looking for the perfect location for a premier vacation home at Deep Creek Lake and Wisp Resort? Tuck your dream home here in the beautiful natural landscaping and unplug on the tranquil mountain top. Lot 50 offers stunning mountain and golf course views, privacy, and easy travel to all major local attractions. 5-10 minutes from Deep Creek Lake, Wisp Resort, Swallow Falls, Fork Run, Lodestone

    Kelsey Meyers Railey Realty, Inc.

    LOT 50 Biltmore Ridge Trail, McHenry, MD
  • 636 Paradise Heights, Oakland, MD 21550
    636 Paradise Heights, Oakland, MD 21550
    636 Paradise Heights, 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 $1,103,217

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    636 Paradise Heights, Oakland, MD 21550
    • 491 Edens Ridge Rd, Oakland, MD 21550
      491 Edens Ridge Rd, Oakland, MD 21550
      491 Edens Ridge Rd, Oakland, MD 21550
      /73

      Est $648,452 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,318 Sq Ft

      491 Edens Ridge Rd, Oakland, MD 21550

      491 Edens Ridge Rd, Oakland, MD 21550
  • 60 Sundance Way, McHenry, MD 21541
    60 Sundance Way, McHenry, MD 21541
    60 Sundance Way, McHenry, MD 21541
    /10

    $69,000

    • Land
    • 0.57 Acre
    • $121,054 per Acre

    60 Sundance Way, McHenry, MD 21541

    Situated on the 6th hole of Lodestone golf course, at the top of Wisp Mountain, this lot is ready to build with underground propane, public water & sewer available. Nice level lot surrounded by trees & just a short walk to Wisp slops & Whitewater rafting. Lodestone & Fantasy Valley Golf courses, Deep Cree Lake, Wisp Ski Resort , shopping & restaurants just mins away! True vacation lovers'

    Julie Mead The KW Collective

    60 Sundance Way, McHenry, MD 21541
  • 10 Peach Tree Ln, Deer Park, MD 21550
    10 Peach Tree Ln, Deer Park, MD 21550
    10 Peach Tree Ln, Deer Park, MD 21550
    /37

    $60,000 Sold Mar 19, 2025

    10 Peach Tree Ln, Deer Park, MD 21550

    • 2 Beds
    • 1 Bath
    • 500 Sq Ft
    • Built 1980

    Last Sold Summary

    • $120/SF
    • 80 Days On Market

    Last Listing Agent Larry Smith Railey Realty, Inc.

    10 Peach Tree Ln, Deer Park, MD 21550
    • 2918 Oakland Sang Run Rd, Oakland, MD 21550
      2918 Oakland Sang Run Rd, Oakland, MD 21550
      2918 Oakland Sang Run Rd, Oakland, MD 21550
      /57

      Est $286,771 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,382 Sq Ft

      2918 Oakland Sang Run Rd, Oakland, MD 21550

      2918 Oakland Sang Run Rd, Oakland, MD 21550
  • Lot 85 Snowhaven Ln, McHenry, MD
    Lot 85 Snowhaven Ln, McHenry, MD
    Lot 85 Snowhaven Ln, McHenry, MD
    /19

    $65,000

    • Land
    • 0.57 Acre
    • $114,035 per Acre

    Lot 85 Snowhaven Ln, McHenry, MD

    This centrally located lot is situated in the Highline II subdivision on top of Wisp Mountain. Build your dream home or mountain getaway on this level wooded lot. Just a short distance to ASCI and the top of the slopes! Tons of mountaintop community activities to choose from as well as all the Lake amenities and attractions. Take advantage of this spot to be close to it all and yet have some

    Larry Smith Railey Realty, Inc.

    Lot 85 Snowhaven Ln, McHenry, MD
  • 4643 Oakland Sang Run Rd, Oakland, MD 21550
    4643 Oakland Sang Run Rd, Oakland, MD 21550
    4643 Oakland Sang 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 $186,513

    Last Listing Agent Jon Bell Railey Realty, Inc.

    4643 Oakland Sang Run Rd, Oakland, MD 21550
    • 19398 Garrett Hwy, Oakland, MD 21550
      19398 Garrett Hwy, Oakland, MD 21550
      19398 Garrett Hwy, Oakland, MD 21550
      /49

      Est $338,770 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,414 Sq Ft

      19398 Garrett Hwy, Oakland, MD 21550

      19398 Garrett Hwy, Oakland, MD 21550
  • 0 Longview Ln, Oakland, MD 21550
    0 Longview Ln, Oakland, MD 21550
    0 Longview Ln, Oakland, MD 21550
    /9

    $49,900

    • Land
    • 1 Acre
    • $49,900 per Acre

    0 Longview Ln, Oakland, MD 21550

    1.00 Acre wooded lot loacted in George Brunson Subdivision. Close to Deep Creek Lake, Wisp Ski Resort and Oakland. Approved perc

    Linda Deremer Appalachian Realty

    0 Longview Ln, Oakland, MD 21550
  • Lot 42 Winding Estates Dr, Mc Henry, MD 21550
    Lot 42 Winding Estates Dr, Mc Henry, MD 21550
    Lot 42 Winding Estates Dr, Mc Henry, 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
    • 1070 Sunrise Dr, Oakland, MD 21550
      1070 Sunrise Dr, Oakland, MD 21550
      1070 Sunrise Dr, Oakland, MD 21550
      /33

      Est $257,457 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,144 Sq Ft

      1070 Sunrise Dr, Oakland, MD 21550

      1070 Sunrise Dr, Oakland, MD 21550
  • TBD Biltmore Ridge Trail, McHenry, MD 21541
    TBD Biltmore Ridge Trail, McHenry, MD 21541
    TBD Biltmore Ridge Trail, McHenry, MD 21541
    /12

    $209,000

    • Land
    • 0.96 Acre
    • $217,708 per Acre

    TBD Biltmore Ridge Trail, McHenry, MD 21541

    Discover the perfect setting for your dream mountain retreat with Lots 42 & 43—a rare double-lot opportunity in the prestigious Biltmore community at Deep Creek Lake. Overlooking the scenic Lodestone Golf Course and nestled between two stunning custom homes, these lots offer privacy, paved road access, and sweeping mountain and fairway views. Whether you're envisioning a private family compound

    Thomas Long Railey Realty, Inc.

    TBD Biltmore Ridge Trail, McHenry, MD 21541
  • 72 Cliff Dr, Oakland, MD 21550
    72 Cliff Dr, Oakland, MD 21550
    72 Cliff Dr, Oakland, MD 21550
    /65

    $558,000 Sold Nov 10, 2025

    72 Cliff Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft
    • Built 1988

    Last Sold Summary

    • $256/SF
    • 32 Days On Market

    Last Listing Agent Larry Smith Railey Realty, Inc.

    72 Cliff Dr, Oakland, MD 21550
    • 607 L St, Oakland, MD 21550
      607 L St, Oakland, MD 21550
      607 L St, Oakland, MD 21550
      /45

      Est $188,179 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,920 Sq Ft

      607 L St, Oakland, MD 21550

      607 L St, Oakland, MD 21550
  • 1737 King Wildesen Rd, Oakland, MD 21550
    1737 King Wildesen Rd, Oakland, MD 21550
    1737 King Wildesen Rd, Oakland, MD 21550
    /46

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1737 King Wildesen Rd, Oakland, MD 21550

    Nestled on 10 secluded acres of serene woodland and open fields, this traditional cedar-sided home offers the perfect blend of rustic charm and modern comfort—all just 10 minutes from downtown Oakland. This well-maintained home features 3 spacious bedrooms and 2 full bathrooms, including a main floor master suite for added convenience. Inside, you’ll find brand-new luxury vinyl plank (LVP)

    Justin Liller Railey Realty, Inc.

    1737 King Wildesen Rd, Oakland, MD 21550
  • 113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    /65

    $379,000 Sold Oct 08, 2025

    113 G St, Oakland, MD 21550

    • 9 Beds
    • 3.5 Baths
    • 3,840 Sq Ft
    • Built 1903

    Last Sold Summary

    • $99/SF
    • 40 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    113 G St, Oakland, MD 21550

Showing Results 521 - 560, Page 14 of 18

Maryland Garrett County Oakland 21550

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