189

Homes for Sale in 21550

Section Image
  • 5024 Cranesville Rd, Oakland, MD 21550
    5024 Cranesville Rd, Oakland, MD 21550
    5024 Cranesville Rd, Oakland, MD 21550
    /67

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    5024 Cranesville Rd, Oakland, MD 21550

    Charming 3-Bedroom Home with Scenic Mountain & Valley Views. Nestled on a 1.68-acre hillside in a beautiful conservation area, this 3-bedroom, 2.5-bath home combines natural charm with modern comfort. The native stone exterior and peaceful setting set the tone for this inviting residence.Inside, the main level features a spacious primary suite with a jetted tub, double vanity, and shower, a

    Rich Orr Railey Realty, Inc.

    5024 Cranesville Rd, Oakland, MD 21550
  • 200 Kendall Camp Cir, McHenry, MD 21541
    200 Kendall Camp Cir, McHenry, MD 21541
    200 Kendall Camp Cir, McHenry, MD 21541
    /70

    $850,000

    • 5 Beds
    • 3 Baths
    • 2,135 Sq Ft

    200 Kendall Camp Cir, McHenry, MD 21541

    Experience true mountain living in this rustic 5BR, 3BA retreat perched atop Wisp Ski Resort at Deep Creek Lake—just steps from the slopes! Located in the exclusive, gated Kendall Camp community, this home offers unmatched ski-in/ski-out access on the Main Street slope, less than 100 yards to Chair #4, and within close proximity to other main chairlifts, the ASCI whitewater course, and all the

    Mike Kennedy Railey Realty, Inc.

    200 Kendall Camp Cir, McHenry, MD 21541
  • 90 Biltmore Ridge Trail, McHenry, MD 21541
    90 Biltmore Ridge Trail, McHenry, MD 21541
    90 Biltmore Ridge Trail, McHenry, MD 21541
    /90

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 4,016 Sq Ft

    90 Biltmore Ridge Trail, McHenry, MD 21541

    This “Lil Slice of Heaven” is a masterfully designed 5-bedroom, 4.5-bath cedar retreat along Hole #7 of Lodestone Golf Course, offering privacy, luxury, and stunning views in one of Deep Creek’s most desirable locations. Crafted from premium cedar, this home stands apart for its natural durability, warmth, and timeless appeal — superior to standard pine. Inside, the open layout features vaulted

    Kelsey Meyers Railey Realty, Inc.

    90 Biltmore Ridge Trail, McHenry, MD 21541
  • 282 McComas Beach Terrace, Oakland, MD 21550
    282 McComas Beach Terrace, Oakland, MD 21550
    282 McComas Beach Terrace, Oakland, MD 21550
    /150

    $4,200,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 4,354 Sq Ft

    282 McComas Beach Terrace, Oakland, MD 21550

    Discover The Birch Bower, a rare architect-designed lakefront sanctuary offering 600 feet of private shoreline on Deep Creek Lake. Completed in 2021, this 6-bedroom, 5.5-bath residence exemplifies modern luxury, combining meticulous design, serene natural surroundings, and proven short-term rental performance. Offered turn-key and fully furnished, this extraordinary lakefront estate presents a

    Morgan Boyer Hunt Country Sotheby's International Realty

    282 McComas Beach Terrace, Oakland, MD 21550
  • 116 Wisp Mountain Rd, Mc Henry, MD 21541
    116 Wisp Mountain Rd, Mc Henry, MD 21541
    116 Wisp Mountain Rd, Mc Henry, MD 21541
    /78

    $1,399,900

    • 6 Beds
    • 5 Baths
    • 4,227 Sq Ft

    116 Wisp Mountain Rd, Mc Henry, MD 21541

    Luxury Log Home Perched atop Wisp Mountain – This 6 Bed, 5 Bath chalet offers 4227 sq ft, and features three stories of outdoor living space, vaulted ceilings, timber accents, and lots of glass to let in the mountain/lake views! Modern kitchen with stone tops and stainless appliances. Rugged stacked stone fireplace in the great room with a second fireplace on the lower level. Fully finished

    Jon Bell Railey Realty, Inc.

    116 Wisp Mountain Rd, Mc Henry, MD 21541
  • 0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
    /30

    $490,000

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

    0 George Washington Hwy Unit Lot WP001 18623689, 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

    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
  • 47 Fern Loop Dr, Mc Henry, MD 21541
    47 Fern Loop Dr, Mc Henry, MD 21541
    47 Fern Loop Dr, Mc Henry, MD 21541
    /11

    $98,000

    • Land
    • 0.6 Acre
    • $163,333 per Acre

    47 Fern Loop Dr, Mc Henry, MD 21541

    Take a look at Lot #47 in Sandy Shores Heights! This 4 season mountaintop location is just minutes to everything fun in the Deep Creek Lake area-Wisp Ski Resort, Lodestone Golf, Fork Run Recreation area and so many incredible state parks for outdoor enjoyment! Public water & sewer hookups available with underground utilities to the site. Level wooded lot to build your dream home and enjoy the

    Kathy Gibson Railey Realty, Inc.

    47 Fern Loop Dr, Mc Henry, MD 21541
  • 2 Overlook Ridge Dr S, Oakland, MD 21550
    2 Overlook Ridge Dr S, Oakland, MD 21550
    2 Overlook Ridge Dr S, Oakland, MD 21550
    /11

    $199,900

    • Land
    • 0.11 Acre
    • $1,817,273 per Acre

    2 Overlook Ridge Dr S, Oakland, MD 21550

    Enjoy the best the lake has to offer from 'Overlook Ridge'! Boasting year-round lake views, yet tucked away in a peaceful and serene community setting. Short drive to the community lake access area for swimming and fishing! Dock Slips may be leased through HOA. Utilities to site and ready to build your perfect four-season Deep Creek getaway. Located just off of Rt. 219, with easy access to all

    Jon Bell Railey Realty, Inc.

    2 Overlook Ridge Dr S, Oakland, MD 21550
  • 41 Boyd Paugh Ln, Oakland, MD 21550
    41 Boyd Paugh Ln, Oakland, MD 21550
    41 Boyd Paugh Ln, Oakland, MD 21550
    /103

    $2,399,000 Pre-Foreclosure

    • 7 Beds
    • 5 Baths
    • 4,691 Sq Ft

    41 Boyd Paugh Ln, Oakland, MD 21550

    Gorgeous 7 bedroom home with dock slip! This newer construction home sits on a quiet corner of Deep Creek Lake with 200 feet of lake frontage. Located in the beautiful and quiet Heron Cove community and comes with two community lake access points, one with a sandy beach area, tennis courts, and walking trails. The level lot is surrounded by trees and designed for privacy and outdoor enjoyment,

    Rachel Bruch Railey Realty, Inc.

    41 Boyd Paugh Ln, Oakland, MD 21550
  • 3898 Underwood Rd, Oakland, MD 21550
    3898 Underwood Rd, Oakland, MD 21550
    3898 Underwood Rd, Oakland, MD 21550
    /31

    $1,800,000

    • 4 Beds
    • 6 Baths
    • 5,117 Sq Ft

    3898 Underwood Rd, Oakland, MD 21550

    One of a kind 4 BR 4 BA brick Home. 5,100 sq. ft. + 3 car garage. Situated on 23.47 elevated acres with unbelievable panoramic views of Pleasant Valley and surrounding farming community. Living area on one level with full unfinished basement. Views from every room. Massive amount of closet space The opportunities are abundant with this property.

    Robert Custer Custer Realty & Auction

    3898 Underwood Rd, Oakland, MD 21550
  • 697 Monte Vista Rd, Oakland, MD 21550
    697 Monte Vista Rd, Oakland, MD 21550
    697 Monte Vista Rd, Oakland, MD 21550
    /56

    $339,000

    • 5 Beds
    • 3.5 Baths
    • 3,682 Sq Ft

    697 Monte Vista Rd, Oakland, MD 21550

    Tucked away just minutes from downtown Oakland, MD, lies a home that truly surprises with over 3,500 sq. ft. of living space on 1.88 acres with breathtaking farm and mountain views. Step inside the main level, where the master suite awaits along with two additional large bedrooms and a full bath, plus a mudroom area with a convenient half bath—perfect for entertaining. Cozy evenings are made even

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    697 Monte Vista Rd, Oakland, MD 21550
  • LOT 7 Grand Estates Dr, Sang Run, MD 21541
    LOT 7 Grand Estates Dr, Sang Run, MD 21541
    LOT 7 Grand Estates Dr, Sang Run, MD 21541
    /8

    $69,000

    • Land
    • 0.66 Acre
    • $104,545 per Acre

    LOT 7 Grand Estates Dr, Sang Run, MD 21541

    Looking for the perfect spot to build your Deep Creek Lake getaway? This prime mountaintop lot in Lago Vista is ready for your dream home. With public utilities available, you can start planning your mountain retreat, full-time residence, or investment property with ease. Enjoy having Wisp Resort and Lodestone Golf Club practically in your backyard, plus all the fun and adventure of Deep Creek

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    LOT 7 Grand Estates Dr, Sang Run, MD 21541
  • 126 Leo Friend Rd, Oakland, MD 21550
    126 Leo Friend Rd, Oakland, MD 21550
    126 Leo Friend Rd, Oakland, MD 21550
    /50

    $529,900

    • 4 Beds
    • 3 Baths
    • 2,235 Sq Ft

    126 Leo Friend Rd, Oakland, MD 21550

    Perched above the treetops with panoramic lake views, this three-level retreat blends comfort with clean, considered upgrades. Vaulted ceilings and a spacious loft crown 2,235 square feet of living space, wrapped in new flooring with fresh paint inside and out. The kitchen, smartly updated with new countertops, connects to open dining and living anchored by a wood stove. A detached garage sits

    Jon Bell Railey Realty, Inc.

    126 Leo Friend Rd, Oakland, MD 21550
  • 0 Crosby Dr Unit 64/65, Oakland, MD 21550
    0 Crosby Dr Unit 64/65, Oakland, MD 21550
    0 Crosby Dr Unit 64/65, Oakland, MD 21550
    /55

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,986 Sq Ft

    0 Crosby Dr Unit 64/65, Oakland, MD 21550

    TO BE BUILT on lots 64 & 65 Country Club Acres - 3BR, 2BA new construction with full walkout basement & attached 2 car garage fronting on hole #13 of the Oakland golf course. Impressive views from .61+/- acres of land, rare privacy and modern floor plan. 1,986 sf of finished living space on the first floor and 1,986 sq ft unfinished basement will have a full bath rough-in and can be finished

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Crosby Dr Unit 64/65, Oakland, MD 21550
  • 0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
    /6

    $119,000

    • Land
    • 3.1 Acres
    • $38,387 per Acre

    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550

    This is the building site you've been waiting for! Lot 29 is located in a subdivision called the View, and it lives up to the name! Offering a generous 3.10 Acres with possible lake views this attractive location is close to lake amenities while giving a sense of privacy. Call today for more information!

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
  • 565 Glendale Rd Unit 106B, Oakland, MD 21550
    565 Glendale Rd Unit 106B, Oakland, MD 21550
    565 Glendale Rd Unit 106B, Oakland, MD 21550
    /27

    $239,900

    • 1 Bed
    • 1 Bath

    565 Glendale Rd Unit 106B, Oakland, MD 21550

    Ground-floor end unit with lake views at Silver Tree Suites. This one-bedroom layout packs in a gas fireplace, full bath with tub/shower, and a tidy kitchenette with microwave, dishwasher, and full fridge. Balcony doors open to Deep Creek air and filtered lake scenes. Community perks include sauna, gym, game room and more. Sold turn-key, fully furnished. Ductless units for heat and A/C. Monthly

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 106B, Oakland, MD 21550
  • 1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    /27

    $245,000

    • 3 Beds
    • 1 Bath
    • 1,408 Sq Ft

    1570 Garrett Rd, Oakland, MD 21550

    Located between Oakland and Deep Creek Lake, this log ranch is situated on 14.82 acres, including a stream, pond, barn and outbuildings with many possibilities to include potential subdivision configurations. The log home needs some TLC and updates; it is being sold as part of an estate. Some items of personal property remain in the house and on grounds. Those items are being removed. More photos

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    1570 Garrett Rd, Oakland, MD 21550
  • 102 Roanoke Ave, Oakland, MD 21550
    102 Roanoke Ave, Oakland, MD 21550
    102 Roanoke Ave, Oakland, MD 21550
    /7

    $130,000

    • 4 Beds
    • 1.5 Baths
    • 1,932 Sq Ft

    102 Roanoke Ave, Oakland, MD 21550

    4-bedroom, 1.5-bath home located on a spacious corner lot in Loch Lynn. This two-story property features generous living space and several recent updates, including a new furnace, roof, windows, and stove. A newer deck offers additional outdoor enjoyment. The home is conveniently located near the Loch Lynn soccer fields and just a few minutes from downtown Oakland. Solid structure with great

    Heather Homberg Taylor Made Deep Creek Vacations & Sales

    102 Roanoke Ave, Oakland, MD 21550
  • 809 N St, Oakland, MD 21550
    809 N St, Oakland, MD 21550
    809 N St, Oakland, MD 21550
    /19

    $65,000

    • 792 Sq Ft

    809 N St, Oakland, MD 21550

    This home needs TLC with the possibility to rebuild on existing foundation if you want to rehab. Buyer to confirm with the county and the town of Mt. Lake Park for rebuilding stipulations. Being sold "As Is". Caution: Entering this property is at your own discretion and responsibility.RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. PROSPECTIVE PURCHASERS AND THEIR

    Kathy Gibson Railey Realty, Inc.

    809 N St, Oakland, MD 21550
  • 40 Fern Loop, Sang Run, MD 21541
    40 Fern Loop, Sang Run, MD 21541
    40 Fern Loop, Sang Run, MD 21541
    /10

    $88,900

    • Land
    • 0.6 Acre
    • $148,167 per Acre

    40 Fern Loop, Sang Run, MD 21541

    Escape to the mountains and relax on your own piece of paradise on "Fern Loop". Build your dream home on this beautiful wooded homesite-"Lot 40" in the peaceful community of Sandy Shores Heights. On the mountaintop with easy access to the Lodestone Golf Course and a convenient hop to Deep Creek Lake, Fork Run, Yough River & Wisp Ski Resort. Ready to build with public water/sewer. Call today to

    Kathy Gibson Railey Realty, Inc.

    40 Fern Loop, Sang Run, MD 21541
  • 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
  • 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
  • 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
  • ±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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 46 Sandstone Cir, Sang Run, MD 21541
    46 Sandstone Cir, Sang Run, MD 21541
    46 Sandstone Cir, Sang Run, MD 21541
    /41

    $119,900

    • Land
    • 0.48 Acre
    • $249,792 per Acre

    46 Sandstone Cir, Sang Run, MD 21541

    Golf course building lot. Beautiful wooded, gently sloping lot directly adjoining Hole 8 of Lodestone Golf Course atop WISP resort ski mountain situated above the shores of Deep Creek Lake. Small gated community with paved and private maintained roads. Lot positioning on cul-de-sac road assists with no through, and very minimal traffic otherwise. Very nice building lot for nearly any style of

    Chip Smith 1 Real Estate Source LLC

    46 Sandstone Cir, Sang Run, MD 21541
  • Lot 7 Backbone Ridge Rd, Oakland, MD 21550
    Lot 7 Backbone Ridge Rd, Oakland, MD 21550
    Lot 7 Backbone Ridge Rd, Oakland, MD 21550
    /7

    $29,950

    • Land
    • 4 Acres
    • $7,488 per Acre

    Lot 7 Backbone Ridge Rd, Oakland, MD 21550

    This 4-acre building lot in the Backbone Ridge community offers breathtaking mountain views and a 3-bedroom perc approval — ready for your dream home. Perfectly positioned near Deep Creek Lake, WISP Ski Resort, Canaan Valley, Timberline Ski Resort, and Blackwater Falls State Park, outdoor adventure is just minutes away. Whether you're building a year-round residence or a weekend escape, enjoy the

    Brent Housley Railey Realty, Inc.

    Lot 7 Backbone Ridge Rd, Oakland, MD 21550
  • LOT 25 Holy Cross Dr, Oakland, MD 21550
    LOT 25 Holy Cross Dr, Oakland, MD 21550
    LOT 25 Holy Cross Dr, Oakland, MD 21550
    /25

    $499,999

    • Land
    • 1.34 Acres
    • $373,134 per Acre

    LOT 25 Holy Cross Dr, Oakland, MD 21550

    Discover the perfect blend of privacy, prestige, and natural beauty with Lot 25 in The Reserve at Holy Cross—a premier wooded lakefront homesite tucked into a serene private cove on Deep Creek Lake. Boasting 1.34 acres and an impressive 251 feet of lake frontage, this exceptional lot offers the ideal setting to build your dream retreat. Enjoy direct access to the water with two dedicated boat

    Steven Ritchie Railey Realty, Inc.

    LOT 25 Holy Cross Dr, Oakland, MD 21550
  • LOT 12 Boulder Ridge Dr, McHenry, MD 21541
    LOT 12 Boulder Ridge Dr, McHenry, MD 21541
    LOT 12 Boulder Ridge Dr, McHenry, MD 21541
    /17

    $349,000

    • Land
    • 0.34 Acre
    • $1,026,471 per Acre

    LOT 12 Boulder Ridge Dr, McHenry, MD 21541

    BOULDER RIDGE #12: A premier lot in this gated community sits atop Wisp Resort. This location provides incredible lake and mountain views and is just minutes away from Deep Creek Lake, acres of state parks, world-class whitewater rafting, and a variety of golf venues for all levels of the sport! With easy access to the Eyeopener and Main Street slopes, you can hop on the trails to enjoy the first

    Kathy Gibson Railey Realty, Inc.

    LOT 12 Boulder Ridge Dr, McHenry, MD 21541
  • 565 Glendale Rd Unit 204B, Oakland, MD 21550
    565 Glendale Rd Unit 204B, Oakland, MD 21550
    565 Glendale Rd Unit 204B, Oakland, MD 21550
    /51

    $195,000

    • 1 Bed
    • 1 Bath
    • 460 Sq Ft

    565 Glendale Rd Unit 204B, Oakland, MD 21550

    Don’t miss this opportunity to own a beautifully updated 1-bedroom unit at Silver Tree Suites on Deep Creek Lake! This turn-key condo features recent flooring upgrades and is truly turn key, making it an ideal vacation retreat or income-producing rental. This particular unit offers a unique L-shaped layout, providing extra square footage and a more spacious feel compared to other efficiency

    Rachel Bruch Railey Realty, Inc.

    565 Glendale Rd Unit 204B, Oakland, MD 21550
  • 116 Chimney Rock Ln, McHenry, MD 21541
    116 Chimney Rock Ln, McHenry, MD 21541
    116 Chimney Rock Ln, McHenry, MD 21541
    /64

    $879,900 New Construction

    • 5 Beds
    • 4.5 Baths
    • 2,964 Sq Ft

    116 Chimney Rock Ln, McHenry, MD 21541

    Tucked inside a gated ridgetop community beside Lodestone Golf, this new-build chalet keeps it clean and classic. Eight-inch logs frame the vaulted living room, anchored by a two-story stone fireplace and wide plank floors. The kitchen cuts sharp with granite, hardwood cabinetry, and stainless appliances. 5 bedrooms, 4.5 baths, and nearly 3,000 square feet stretch across three levels, including a

    Jon Bell Railey Realty, Inc.

    116 Chimney Rock Ln, McHenry, MD 21541
  • Lot G Randall Way, Oakland, MD 21550
    Lot G Randall Way, Oakland, MD 21550
    Lot G Randall Way, Oakland, MD 21550
    /10

    $325,000

    • Land
    • 2.07 Acres
    • $157,005 per Acre

    Lot G Randall Way, Oakland, MD 21550

    Pergin Farm lake access lot with 2 acres and one boat slip. A private wooded setting in one of Deep Creeks most desirable, warm, and inviting locations.

    Russell Bounds Railey Realty, Inc.

    Lot G Randall Way, Oakland, MD 21550
  • Lot 1 Cherrywood Dr, Oakland, MD 21550
    Lot 1 Cherrywood Dr, Oakland, MD 21550
    Lot 1 Cherrywood Dr, Oakland, MD 21550
    /17

    $38,500

    • Land
    • 3.03 Acres
    • $12,706 per Acre

    Lot 1 Cherrywood Dr, Oakland, MD 21550

    NOW ONLY $38,500!! Discover the perfect blend of space, privacy, and convenience with this 3.03 acre lot, a short drive from downtown Oakland, Deep Creek Lake, Potomac State Forest and Garrett State Forest! With a 5-bedroom perc on file, this property is ready for your dream home. This beautiful property is located in Cherrywood Ridge Subdivision, with only 7 lots in the community. Underground

    Amy Skipper Railey Realty, Inc.

    Lot 1 Cherrywood Dr, Oakland, MD 21550
  • 1875 Pysell Crosscut Rd, Oakland, MD 21550
    1875 Pysell Crosscut Rd, Oakland, MD 21550
    1875 Pysell Crosscut Rd, Oakland, MD 21550
    /67

    $769,000

    • 5 Beds
    • 5 Baths
    • 3,664 Sq Ft

    1875 Pysell Crosscut Rd, Oakland, MD 21550

    With a new price you don't want to miss this chance! Beautifully maintained 5 bedroom 5 bathroom lake area chalet. Beautifully landscaped and situated on 4 +/- acres with partial views of the south side of Deep Creek Lake. Recently Professionally appraised for $868,000! This home offers it's new owners a tremendous amount of room for storage and entertaining. As well as 3 levels of finished

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    1875 Pysell Crosscut Rd, Oakland, MD 21550

Showing Results 41 - 80, Page 2 of 5

Maryland Garrett County Oakland 21550

Real Estate & Homes for Sale in 21550

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group