198

Homes for Sale in 21550

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  • 3395 Fingerboard Rd, Oakland, MD 21550
    3395 Fingerboard Rd, Oakland, MD 21550
    3395 Fingerboard Rd, Oakland, MD 21550
    /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
  • 519 Paradise Heights, Oakland, MD 21550
    519 Paradise Heights, Oakland, MD 21550
    519 Paradise Heights, Oakland, MD 21550
    /17

    $765,000

    • 4 Beds
    • 3 Baths
    • 2,112 Sq Ft

    519 Paradise Heights, Oakland, MD 21550

    Secluded 4 bedroom 3 bath log home with lake access and single dock slip located in the heart of Deep Creek Lake Resort Area Full unfinished basement, front covered porch and rear deck. Call Office for particulares.

    Linda Deremer Appalachian Realty

    519 Paradise Heights, Oakland, MD 21550
  • Lot 36 Fox Tail Rd, Oakland, MD 21550
    Lot 36 Fox Tail Rd, Oakland, MD 21550
    Lot 36 Fox Tail Rd, Oakland, MD 21550
    /18

    $4,000

    • Land
    • 0.47 Acre
    • $8,511 per Acre

    Lot 36 Fox Tail Rd, Oakland, MD 21550

    Discover your mountain escape in Yough Mountain Resort, a gated recreational community in the scenic mountains of Western Maryland, just a short drive to Deep Creek Lake. This amenity-rich community is designed for outdoor enthusiasts, offering ATV and snowmobile trails, Yough River access, nearby state parks, hunting opportunities, plus a playground and pavilion area for gathering.This

    Shannon McWilliams Taylor Made Deep Creek Real Estate

    Lot 36 Fox Tail Rd, Oakland, MD 21550
  • 2725 Stockslager Rd, Oakland, MD 21550
    2725 Stockslager Rd, Oakland, MD 21550
    2725 Stockslager Rd, Oakland, MD 21550
    /115

    $2,350,000

    • 5 Beds
    • 6.5 Baths
    • 5,376 Sq Ft

    2725 Stockslager Rd, Oakland, MD 21550

    Welcome to 2725 Stockslager Road, one of Deep Creek Lake's most coveted properties. This custom-built log home is set against a picturesque landscape in Western Maryland, offering breathtaking nature views and embodying mountain charm and adventure. This home showcases impeccable craftsmanship, seamlessly blending with its natural surroundings while providing unrivaled comfort. Nestled on 1.03

    Shelia McCracken Taylor Made Deep Creek Real Estate

    2725 Stockslager Rd, Oakland, MD 21550
  • Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    /5

    $27,500

    • Land
    • 0 Acre

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550

    Building lot located in the premier subdivision - Gallatin Woods! This beautifully wooded community is located in the heart of the Deep Creek Lake. This is a condominium ownership type in regards to the land itself, but is buildable for a single family home! There are 8 pre-approved building plans designed and engineered by Mountaineer Log Homes that range anywhere from 1571 to 3908 square feet.

    Nina Beitzel Railey Realty, Inc.

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
  • 1307 Broadford Rd, Oakland, MD 21550
    1307 Broadford Rd, Oakland, MD 21550
    1307 Broadford Rd, Oakland, MD 21550
    /22

    $200,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    1307 Broadford Rd, Oakland, MD 21550

    Nestled in the scenic countryside of Oakland, this charming ready to move in 2 bed 1 Bath home offers the perfect blend of privacy, space, and small-town convenience. Situated on a beautiful property along Broadford Road, the home provides peaceful surroundings while remaining just minutes from downtown Oakland, schools, shopping, and plenty of outdoor recreation areas.. Properties in this area

    Bill Kenny Keller Williams Realty Centre

    1307 Broadford Rd, Oakland, MD 21550
  • 422 Maple Ave, Oakland, MD 21550
    422 Maple Ave, Oakland, MD 21550
    422 Maple Ave, Oakland, MD 21550
    /22

    $60,000

    • 2 Beds
    • 1 Bath
    • 1,600 Sq Ft

    422 Maple Ave, Oakland, MD 21550

    Investor opportunity in a highly desirable location! This property has been gutted and is ready for your vision. A rare chance to renovate and customize to your exact specifications. Ideal for resale, rental investment, or personal use. Ideally located near Loch Lynn Heights Wetland Trails, soccer complex, and community park. Great potential for the right buyer. RAILEY REALTY IS NOT THE CARETAKER

    Nicole Jackson Railey Realty, Inc.

    422 Maple Ave, Oakland, MD 21550
  • 181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
    /25

    $259,900

    • 2 Beds
    • 1 Bath
    • 670 Sq Ft

    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550

    Discover comfort and convenience in this charming 2-bedroom, 1-bath unit ideally located in the desirable Roman Ridge at Traders Landing community. Enjoy peaceful lake views from your covered front deck—the perfect spot to relax with your morning coffee or unwind in the evening. Inside, you’ll find a warm and inviting living space featuring a wood-burning fireplace to take the chill off during

    Larry Smith Railey Realty, Inc.

    181 Jeffrey Ln Unit 23-A, Oakland, MD 21550
  • 137 Paradise Gardens Rd, Oakland, MD 21550
    137 Paradise Gardens Rd, Oakland, MD 21550
    137 Paradise Gardens Rd, Oakland, MD 21550
    /71

    $1,049,000

    • 4 Beds
    • 2 Baths
    • 2,730 Sq Ft

    137 Paradise Gardens Rd, Oakland, MD 21550

    Remodeled 4BR/2BA lakefront A-frame with two deep water dock slips! Impressive renovation from top to bottom, this home has everything you are seeking in a vacation home AND a huge, fenced in yard surrounded by massive trees, fire pit and storage building. Features include a massive stone fireplace (wood burning), hot tub with lake views, large kitchen with island, custom tile showers & bathrooms

    Jay Ferguson Taylor Made Deep Creek Real Estate

    137 Paradise Gardens Rd, Oakland, MD 21550
  • 0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
    /5

    $25,000

    • Land
    • 0.34 Acre
    • $73,529 per Acre

    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550

    Love Deep Creek Lake living. This 0.34 acre wooded lot sits near the heart of everything that makes the lake special. Launch the boat at nearby marinas, hike and swim at Deep Creek Lake State Park, and enjoy four season adventure at Wisp Resort with skiing, tubing, and mountain rides. Restaurants, shops, and local events are just down the road, while your homesite feels peaceful and private. Do

    Debra Hayne Cummings & Co. Realtors

    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
  • 18 Ollie North Rd, Oakland, MD 21550
    18 Ollie North Rd, Oakland, MD 21550
    18 Ollie North Rd, Oakland, MD 21550
    /48

    $289,000

    • 4 Beds
    • 2 Baths
    • 1,956 Sq Ft

    18 Ollie North Rd, Oakland, MD 21550

    Welcome to 18 Ollie North in Oakland, MD—an exceptionally well-maintained home offering comfort, functionality, and space both inside and out. This inviting 4-bedroom, 2-full bath residence spans two levels and showcases meticulous care throughout. Inside, you’ll find a bright and welcoming layout with a well-appointed kitchen featuring stainless steel appliances, perfect for everyday living or

    Nina Beitzel Railey Realty, Inc.

    18 Ollie North Rd, Oakland, MD 21550
  • Lot 14 Warnick Way, Oakland, MD 21550
    Lot 14 Warnick Way, Oakland, MD 21550
    Lot 14 Warnick Way, Oakland, MD 21550
    /3

    $45,900

    • Land
    • 1.02 Acres
    • $45,000 per Acre

    Lot 14 Warnick Way, Oakland, MD 21550

    Enjoy mountain views from this 1.02-acre, mostly wooded lot! No mobile homes permitted. No HOA. Easy access off Spring Glade Rd. Ideally situated between Oakland and Deep Creek Lake. Contact me today for more info!

    Nicole Jackson Railey Realty, Inc.

    Lot 14 Warnick Way, Oakland, MD 21550
  • 22 Elm Dr, Oakland, MD 21550
    22 Elm Dr, Oakland, MD 21550
    22 Elm Dr, Oakland, MD 21550
    /24

    $18,000

    • Land
    • 0.6 Acre
    • $30,000 per Acre

    22 Elm Dr, Oakland, MD 21550

    Build your dream getaway in the gated community of Youghiogheny Mountain Resort! This flat 0.60-acre lot offers an ideal setting for easy building. Perfect for a full-time home or weekend retreat. Enjoy miles of ATV trails, hunting, and fishing, all while being just minutes from Wisp Resort, Deep Creek Lake, and Swallow Falls State Park. Approved for a sand mound septic system and located within

    Laura Newhall Taylor Made Deep Creek Real Estate

    22 Elm Dr, Oakland, MD 21550
  • 267 San Francisco St, Oakland, MD 21550
    267 San Francisco St, Oakland, MD 21550
    267 San Francisco St, Oakland, MD 21550
    /30

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 3,278 Sq Ft

    267 San Francisco St, Oakland, MD 21550

    Welcome to your secluded Deep Creek retreat! This stunning property offers expansive lake views! So clear you’ll catch the slopes of Wisp in the distance. Includes 3 lots and the privacy is unmatched. This house was torn down to the foundation and a new house was built in 2009. Inside, you’ll find four spacious bedrooms, two and a half baths, and soaring vaulted ceilings and a grand fireplace.

    Bradley West HomeSmart

    267 San Francisco St, Oakland, MD 21550
  • 961 Cedar Ln, Oakland, MD 21550
    961 Cedar Ln, Oakland, MD 21550
    961 Cedar Ln, Oakland, MD 21550
    /50

    $359,000

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

    961 Cedar Ln, Oakland, MD 21550

    Tucked away in the woods on 1.72 acres, this stunning 4-bedroom, 2.5-bath mountain retreat offers privacy, comfort, and plenty of space to unwind. Step inside to find a warm and inviting main level highlighted by a stone fireplace, cozy dining area, and galley-style kitchen. Relax on the screened-in porch complete with a hot tub under roof, perfect for year-round enjoyment. The finished basement

    Laura Newhall Taylor Made Deep Creek Real Estate

    961 Cedar Ln, Oakland, MD 21550
  • 178 Winding Trail Ln Unit 5B, Oakland, MD 21550
    178 Winding Trail Ln Unit 5B, Oakland, MD 21550
    178 Winding Trail Ln Unit 5B, Oakland, MD 21550
    /47

    $589,000

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

    178 Winding Trail Ln Unit 5B, Oakland, MD 21550

    Tucked into a peaceful, wooded setting yet right in the heart of everything Deep Creek Lake has to offer, Whispering Pines is the ultimate turnkey mountain retreat. This impeccably maintained 5-bedroom townhome spans three levels of inviting living space and features an attached garage—perfect for hosting family, friends, or guests year-round. Enjoy the best of both worlds: a private, serene

    Nina Beitzel Railey Realty, Inc.

    178 Winding Trail Ln Unit 5B, Oakland, MD 21550
  • 36 Irwin Way, McHenry, MD 21541
    36 Irwin Way, McHenry, MD 21541
    36 Irwin Way, McHenry, MD 21541
    /64

    $1,249,000

    • 6 Beds
    • 6.5 Baths
    • 3,384 Sq Ft

    36 Irwin Way, McHenry, MD 21541

    Welcome to All The Time, a beautifully crafted mountain retreat in the heart of Deep Creek Lake and right along Lodestone Golf Course. Blending modern comfort with rustic charm, this inviting getaway is designed for unforgettable moments with family and friends. Inside, the bright open-concept living area features a cozy fireplace and plenty of space to gather after a day of adventure. The fully

    Nina Beitzel Railey Realty, Inc.

    36 Irwin Way, McHenry, MD 21541
  • 215 H St, Oakland, MD 21550
    215 H St, Oakland, MD 21550
    215 H St, Oakland, MD 21550
    /52

    $379,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 2,388 Sq Ft

    215 H St, Oakland, MD 21550

    Welcome to the Maggie Watson Cottage, where historic charm meets modern convenience in the heart of Mountain Lake Park. This beautifully renovated home offers 3 bedrooms and 3 full bathrooms, thoughtfully updated to provide today’s comforts while preserving its timeless character. The interior features updated paint, flooring, and a modern gourmet kitchen designed for both everyday living and

    Rachel Bruch Railey Realty, Inc.

    215 H St, Oakland, MD 21550
  • Lot 47 Mountaintop Rd, McHenry, MD 21550
    Lot 47 Mountaintop Rd, McHenry, MD 21550
    Lot 47 Mountaintop Rd, McHenry, MD 21550
    /26

    $169,000

    • Land
    • 0.57 Acre
    • $296,491 per Acre

    Lot 47 Mountaintop Rd, McHenry, MD 21550

    Build your dream mountain retreat in the prestigious Deep Creek Highlands! This prime building lot is ideally situated next to a serene association common area, offering added privacy and natural beauty. Distinctive rock outcroppings on the property create the perfect canvas for a truly unique architectural design that blends seamlessly with the landscape. Enjoy all the community amenities

    Larry Smith Railey Realty, Inc.

    Lot 47 Mountaintop Rd, McHenry, MD 21550
  • 0 Garrett Trail Unit MDGA2010758, Oakland, MD 21550
    0 Garrett Trail Unit MDGA2010758, Oakland, MD 21550
    0 Garrett Trail Unit MDGA2010758, Oakland, MD 21550
    /4

    $29,900

    • Land
    • 1.09 Acres
    • $27,431 per Acre

    0 Garrett Trail Unit MDGA2010758, Oakland, MD 21550

    1+ acre building lot. Fairly leveled cleared lot with some distant mountain views. Paved County road frontage with private road/drive access to lot. Approved for private septic and well. Electric on-site. Located approx. 10+ mins from Deep Creek Lake and approx. less than 5 minutes from Oakland. Located within small 8 lot development, "The Homestead".

    Chip Smith 1 Real Estate Source LLC

    0 Garrett Trail Unit MDGA2010758, Oakland, MD 21550
  • 931 Black Oak Dr, Oakland, MD 21550
    931 Black Oak Dr, Oakland, MD 21550
    931 Black Oak Dr, Oakland, MD 21550
    /53

    $349,999

    • 3 Beds
    • 1 Bath
    • 990 Sq Ft

    931 Black Oak Dr, Oakland, MD 21550

    Very motivated sellers!!!Escape to Your Profitable Mountain Sanctuary: The Yough Mountain CabinUnveiling the Ultimate Turnkey Retreat & High-Performing InvestmentNestled in the breathtaking heart of the exclusive Yough Mountain Resort, this stunning 3-bedroom cabin offers the perfect harmony of rustic soul and modern investment savvy. Whether you are looking for a private family getaway

    ANGELA BOSLEY Taylor Made Deep Creek Real Estate

    931 Black Oak Dr, Oakland, MD 21550
  • 467 Paradise Ridge Rd, Oakland, MD 21550
    467 Paradise Ridge Rd, Oakland, MD 21550
    467 Paradise Ridge Rd, Oakland, MD 21550
    /60

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 3,780 Sq Ft

    467 Paradise Ridge Rd, Oakland, MD 21550

    Panoramic mountain and lake views set the tone at this lake access home in Paradise Ridge, one of Deep Creek’s most sought-after communities! Perched at the top of the hill on 1.29 acres, this 4-bedroom, 3 full and 1 half bath retreat offers 3,780 finished square feet across three levels. Abundant glass frames the surrounding ridgelines with views of Deep Creek Lake from every room in the house!

    Jon Bell Railey Realty, Inc.

    467 Paradise Ridge Rd, Oakland, MD 21550
  • Lot 3 Deer Run Rd, 14, West Oakland, MD 21550
    Lot 3 Deer Run Rd, 14, West Oakland, MD 21550
    Lot 3 Deer Run Rd, 14, West Oakland, MD 21550
    /11

    $122,500

    • Land
    • 13.57 Acres
    • $9,027 per Acre

    Lot 3 Deer Run Rd, 14, West Oakland, MD 21550

    Rare Opportunity in Youghiogheny Mountain Resort – 13.57 Acres on Deer Run RoadThis is a unique chance to own a substantial 13.57-acre parcel in Youghiogheny Mountain Resort (YMR), a private, gated community where most lots have already been subdivided into much smaller parcels. Whether you're seeking privacy, recreation, or a place to build your dream home or cabin, Lot 3 on Deer Run

    Thomas Long Railey Realty, Inc.

    Lot 3 Deer Run Rd, 14, West Oakland, MD 21550
  • 62 Wild Turkey Ct, Oakland, MD 21550
    62 Wild Turkey Ct, Oakland, MD 21550
    62 Wild Turkey Ct, Oakland, MD 21550
    /30

    $249,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,390 Sq Ft

    62 Wild Turkey Ct, Oakland, MD 21550

    Current new home construction project underway, but Builder not going to complete at this time due too busy. So, ready for who may wish to complete project themselves or have completed by others, or current Builder may consider completing for Buyer. Current structure is a custom engineered modular home. This is not a completed or intended by Builder to be completed house project at this time .

    Chip Smith 1 Real Estate Source LLC

    62 Wild Turkey Ct, Oakland, MD 21550
  • 0 Highline Dr Unit MDGA2006792, Mc Henry, MD 21541
    0 Highline Dr Unit MDGA2006792, Mc Henry, MD 21541
    0 Highline Dr Unit MDGA2006792, Mc Henry, MD 21541
    /35

    $130,000

    • Land
    • 0.51 Acre
    • $254,902 per Acre

    0 Highline Dr Unit MDGA2006792, Mc Henry, MD 21541

    Happy New Year with a price adjustment on this mountaintop lot in the Highline community! If you love the mountains, the lake, snow and golf-take a look at this location and bring your home plans that will take advantage of all these beautiful aspects of Garrett County! Natural wooded landscapes surround you. It is an easy walk along the community's slope access trail to the Main Street slopes.

    Kathy Gibson Railey Realty, Inc.

    0 Highline Dr Unit MDGA2006792, Mc Henry, MD 21541
  • 315 Coolidge Ave, Oakland, MD 21550
    315 Coolidge Ave, Oakland, MD 21550
    315 Coolidge Ave, Oakland, MD 21550
    /53

    $269,500

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    315 Coolidge Ave, Oakland, MD 21550

    Well maintained brick rancher located in the heart of Oakland. This home offers a large kitchen open to the living room with a built-in fireplace, separate dining room, and new carpet through out. The basement is very clean, offering a clean slate for whatever you would like to do. The rear covered porch, deck and fenced in yard makes a great space to enjoy family and friends. The location is

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    315 Coolidge Ave, Oakland, MD 21550
  • 12 Greenbrier Dr, Mc Henry, MD 21541
    12 Greenbrier Dr, Mc Henry, MD 21541
    12 Greenbrier Dr, Mc Henry, MD 21541
    /14

    $130,000

    • Land
    • 0.79 Acre
    • $164,557 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
  • 565 Glendale Rd Unit 103B, Oakland, MD 21550
    565 Glendale Rd Unit 103B, Oakland, MD 21550
    565 Glendale Rd Unit 103B, Oakland, MD 21550
    /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
  • 20160 Garrett Hwy Unit G507, Oakland, MD 21550
    20160 Garrett Hwy Unit G507, Oakland, MD 21550
    20160 Garrett Hwy Unit G507, Oakland, MD 21550
    /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
  • 448 Biltmore View, Mc Henry, MD 21541
    448 Biltmore View, Mc Henry, MD 21541
    448 Biltmore View, Mc Henry, MD 21541
    /59

    $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
  • 104 Pine Top Trail, Oakland, MD 21550
    104 Pine Top Trail, Oakland, MD 21550
    104 Pine Top Trail, Oakland, MD 21550
    /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
  • 891 Mountainview Dr, Oakland, MD 21550
    891 Mountainview Dr, Oakland, MD 21550
    891 Mountainview Dr, Oakland, MD 21550
    /82

    $875,000

    • 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 with lake access, 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

    Brent Housley Railey Realty, Inc.

    891 Mountainview Dr, Oakland, MD 21550
  • 449 S 3rd St, Oakland, MD 21550
    449 S 3rd St, Oakland, MD 21550
    449 S 3rd St, Oakland, MD 21550
    /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
  • Lot 40 Fawn Dr, Oakland, MD 21550
    Lot 40 Fawn Dr, Oakland, MD 21550
    Lot 40 Fawn Dr, Oakland, MD 21550
    /18

    $3,500

    • Land
    • 0.56 Acre
    • $6,250 per Acre

    Lot 40 Fawn Dr, Oakland, MD 21550

    Lot 40 Fawn Drive is a 0.56-acre wooded, NON-BUILDABLE membership lot located in Youghiogheny Mountain Resort community in Oakland, MD. This lot's ownership offers full membership access to the community’s amenities, including over 50 miles of private roads and trails perfect for ATV riding, UTVs, dirt bikes, hiking, and outdoor recreation. Ideal for outdoor enthusiasts seeking a private escape

    Shannon McWilliams Taylor Made Deep Creek Real Estate

    Lot 40 Fawn Dr, Oakland, MD 21550
  • 3749 Maryland Hwy, Oakland, MD 21550
    3749 Maryland Hwy, Oakland, MD 21550
    3749 Maryland Hwy, Oakland, MD 21550
    /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
  • 3500 Area Maryland Hwy, Oakland, MD 21550
    3500 Area Maryland Hwy, Oakland, MD 21550
    3500 Area Maryland Hwy, Oakland, MD 21550
    /8

    $200,000

    • Land
    • 5 Acres
    • $40,000 per Acre

    3500 Area Maryland Hwy, Oakland, MD 21550

    The parcel is being sold by an estate. Wooded vacant land located at the 3400 area of Maryland Highway, Route 135. There is no record of Perc test on file at the Garrett County Health Department.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    3500 Area Maryland Hwy, Oakland, MD 21550
  • 18 Green Jacket Ct, Mc Henry, MD 21541
    18 Green Jacket Ct, Mc Henry, MD 21541
    18 Green Jacket Ct, Mc Henry, MD 21541
    /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
  • 3.35 acres </> 4th St, Oakland, MD 21550
    3.35 acres </> 4th St, Oakland, MD 21550
    3.35 acres </> 4th St, Oakland, MD 21550
    /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
  • 0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550
    0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550
    0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550
    /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
  • 6 Irwin Way, Sang Run, MD 21541
    6 Irwin Way, Sang Run, MD 21541
    6 Irwin Way, Sang Run, MD 21541
    /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

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