10,714

Oakland, MD Homes

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  • 1674 Paradise Point Rd, Oakland, MD 21550
    1674 Paradise Point Rd, Oakland, MD 21550
    1674 Paradise Point Rd, Oakland, MD 21550
    /53

    $1,599,900

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    1674 Paradise Point Rd, Oakland, MD 21550

    Beautifully remodeled lakefront home offering private dock and stunning views of Deep Creek Lake! Located on Paradise Point Rd, this home faces south for abundant natural light. 4 Bedrooms, 2.5 Bathrooms and sold fully furnished providing a gorgeous contemporary aesthetic throughout. Brand-new roof caps the Bright and Open Space with lots of glass to bring in the scenic lake views! Cozy fireplace

    Jon Bell Railey Realty, Inc.

    1674 Paradise Point Rd, Oakland, MD 21550
  • 0 E Reese St, Oakland, MD 21550
    0 E Reese St, Oakland, MD 21550
    0 E Reese St, Oakland, MD 21550
    /4

    $12,000 Sold Sep 25, 2025

    • Land
    • 0.25 Acre
    • $48,000 per Acre
    • 4 Days On Market

    0 E Reese St, Oakland, MD 21550

    Lot in town. Easy access to main roads and the Town of Oakland. Quiet St. Paved.

    Thomas Long Railey Realty, Inc.

    0 E Reese St, Oakland, MD 21550
    • 94 Lehman Ln Unit 31, Oakland, MD 21550
      94 Lehman Ln Unit 31, Oakland, MD 21550
      94 Lehman Ln Unit 31, Oakland, MD 21550
      /39

      Est $736,127 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,340 Sq Ft

      94 Lehman Ln Unit 31, Oakland, MD 21550

      94 Lehman Ln Unit 31, Oakland, MD 21550
  • 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
  • 215 N 10th St, Oakland, MD 21550
    215 N 10th St, Oakland, MD 21550
    215 N 10th St, Oakland, MD 21550
    /48

    $289,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,518 Sq Ft

    215 N 10th St, Oakland, MD 21550

    Welcome home to this recently renovated ranch featuring 3 bedrooms, 1 bathroom, and approximately 1,500 sq ft of bright, single-level living. Timeless hardwood floors flow through an open, easy layout that's ideal for everyday life and effortless entertaining. New windows invite generous natural light throughout, and the refreshed kitchen with modern finishes anchors the heart of the home,

    Agent Photo

    ADAM MURRAY

    BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    (240) 262-4001

    215 N 10th St, Oakland, MD 21550
    • 189 Maple Del Ln, Oakland, MD 21550
      189 Maple Del Ln, Oakland, MD 21550
      189 Maple Del Ln, Oakland, MD 21550
      /62

      Est $534,114 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,260 Sq Ft

      189 Maple Del Ln, Oakland, MD 21550

      189 Maple Del Ln, Oakland, MD 21550
  • 415 Nazelrod Rd, Oakland, MD 21550
    415 Nazelrod Rd, Oakland, MD 21550
    415 Nazelrod Rd, Oakland, MD 21550
    /106

    $3,249,000 New Construction

    • 4 Beds
    • 5 Baths
    • 6,036 Sq Ft

    415 Nazelrod Rd, Oakland, MD 21550

    One of Garrett County's most unique and breathtaking mountain estates, this completely custom masterpiece was designed and built with exceptional craftsmanship and attention to detail. The 6000 +/- sq ft custom newly built home is located in the beautiful mountains of Garrett County, Maryland and offers the new owner one-of-a-kind unobstructed panoramic views, serenity, privacy and endless

    Larry Smith Railey Realty, Inc.

    415 Nazelrod Rd, Oakland, MD 21550
  • 4.00 Acres Moose Crossing, Oakland, MD 21550
    4.00 Acres Moose Crossing, Oakland, MD 21550
    4.00 Acres Moose Crossing, Oakland, MD 21550
    /18

    $75,000 Sold Sep 25, 2025

    • Land
    • 4 Acres
    • $18,750 per Acre
    • 27 Days On Market

    4.00 Acres Moose Crossing, Oakland, MD 21550

    Welcome to Moose Crossing – a rare opportunity to own a mostly level, open 4-acre parcel in a peaceful rural setting. This expansive lot offers minimal clearing with no major trees, making it easy to begin building. Approved for up to a 3-bedroom home, it’s the perfect canvas for your full-time residence, vacation retreat, or investment property. No zoning or HOA! Enjoy the tranquility of country

    Nick Fratz-Orr Railey Realty, Inc.

    4.00 Acres Moose Crossing, Oakland, MD 21550
    • 319 Basswood Way Unit LOT 21, Oakland, MD 21550
      319 Basswood Way Unit LOT 21, Oakland, MD 21550
      319 Basswood Way Unit LOT 21, Oakland, MD 21550
      /32

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,784 Sq Ft

      319 Basswood Way Unit LOT 21, Oakland, MD 21550

      319 Basswood Way Unit LOT 21, Oakland, MD 21550
  • 102 Mountainview Ct, Oakland, MD 21550
    102 Mountainview Ct, Oakland, MD 21550
    102 Mountainview Ct, Oakland, MD 21550
    /113

    $900,000 Pending

    • 7 Beds
    • 4.5 Baths
    • 5,376 Sq Ft

    102 Mountainview Ct, Oakland, MD 21550

    Mountainside Luxury Log Home. "Boulder Escape" is a stunning 7-bedroom, 4.5 bath lake access home on 1.6 acres in this prestigious mountaintop community. This income-producing property, offering over 5600 square feet, has an open concept floor plan with amazing expansive space on all levels. You will find an easy flow throughout the living, dining, and kitchen areas. Comfort and ambiance are

    Kathy Gibson Railey Realty, Inc.

    102 Mountainview Ct, Oakland, MD 21550
  • 2045 Swallow Falls Rd, Oakland, MD 21550
    2045 Swallow Falls Rd, Oakland, MD 21550
    2045 Swallow Falls Rd, Oakland, MD 21550
    /79

    $910,000 Sold Sep 25, 2025

    • 5,416 Sq Ft
    • $168/SF
    • 82 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2023

    2045 Swallow Falls Rd, Oakland, MD 21550

    Craftsman elegance awaits you at this newly built home just minutes from Deep Creek Lake, Wisp Resort, Swallow Falls the Youghiogheny River and all of western Maryland's finest attractions! No details were missed! it would be very difficult to recreate this home today at this price with today's building costs. Offering 5 bedrooms, 3.5 bathrooms and over 5400 square feet of living space, this home

    Nick Fratz-Orr Railey Realty, Inc.

    2045 Swallow Falls Rd, Oakland, MD 21550
    • 48 Skippers Estates Dr, Oakland, MD 21550
      48 Skippers Estates Dr, Oakland, MD 21550
      48 Skippers Estates Dr, Oakland, MD 21550
      /61

      Est $619,479 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,454 Sq Ft

      48 Skippers Estates Dr, Oakland, MD 21550

      48 Skippers Estates Dr, Oakland, MD 21550
  • 870 Holy Cross Dr, Oakland, MD 21550
    870 Holy Cross Dr, Oakland, MD 21550
    870 Holy Cross Dr, Oakland, MD 21550
    /93

    $3,600,000 Under Contract

    • 7 Beds
    • 6.5 Baths
    • 5,681 Sq Ft

    870 Holy Cross Dr, Oakland, MD 21550

    A magnificent waterfront retreat in The Reserve at Holy Cross on the shores of Deep Creek Lake, representing the pinnacle of lake life living. This incomparable estate captures the essence of refined waterfront with a private dock, expansive outdoor entertaining spaces, and tranquil lakeside ambiance. Featuring 7 total bedrooms, 5 of which are en-suites, this home was thoughtfully designed with

    Russell Bounds Railey Realty, Inc.

    870 Holy Cross Dr, Oakland, MD 21550
  • 267 Woodlands Hill Ln, Oakland, MD 21550
    267 Woodlands Hill Ln, Oakland, MD 21550
    267 Woodlands Hill Ln, Oakland, MD 21550
    /72

    $975,000 Sold Sep 25, 2025

    • 2,232 Sq Ft
    • $437/SF
    • 136 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    267 Woodlands Hill Ln, Oakland, MD 21550

    267 Woodlands Hill Lane offers mountain living at its finest! This custom, 2021 built chalet is designed for ultimate comfort and enjoyment. The mountain setting offers breathtaking views with a location close to all of the areas most desirable amenities. Offering 4 bedrooms, 3.5 bathrooms and 3 levels of living, this home offers plenty of room for entertaining guests. You'll be greeted with oak

    Nick Fratz-Orr Railey Realty, Inc.

    267 Woodlands Hill Ln, Oakland, MD 21550
    • 36 Cherokee Ln, Oakland, MD 21550
      36 Cherokee Ln, Oakland, MD 21550
      36 Cherokee Ln, Oakland, MD 21550
      /62

      Est $202,201 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 864 Sq Ft

      36 Cherokee Ln, Oakland, MD 21550

      36 Cherokee Ln, Oakland, MD 21550
  • 20676 Garrett Hwy, Oakland, MD 21550
    20676 Garrett Hwy, Oakland, MD 21550
    20676 Garrett Hwy, Oakland, MD 21550
    /58

    $1,479,000 Under Contract

    • 5 Beds
    • 4.5 Baths
    • 2,280 Sq Ft

    20676 Garrett Hwy, Oakland, MD 21550

    Stunning Lakefront Log Home at Deep Creek Lake!Welcome to your dream retreat on Deep Creek Lake! This finely appointed 5-bedroom, 4.5-bathroom lakefront log vacation home was built in 2015 and offers the perfect blend of rustic charm and modern luxury. Boasting incredible lake views, a private Type A boat dock, and gently sloping lakefront, this property has everything you need for

    Mike Kennedy Railey Realty, Inc.

    20676 Garrett Hwy, Oakland, MD 21550
  • 20160 Garrett Hwy Unit D310, Oakland, MD 21550
    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    /41

    $485,000 Sold Sep 22, 2025

    • 1,379 Sq Ft
    • $352/SF
    • 41 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    20160 Garrett Hwy Unit D310, Oakland, MD 21550

    A unique opportunity to own a lakefront/ lake view 2-bedroom, 2-bath with a bonus room at Will O' The Wisp Prestige Condominiums, unit D310/410. The 'D” units are highly sought after as there are only 4 D units and this one offers a bonus room. The unit was remodeled with new drywall, new insulation was installed for heating and cooling efficiency. Upgrades are not just cosmetic and include an

    Stephanie Smith Select Premium Properties, Inc

    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    • 3365 Mayhew Inn Rd, Oakland, MD 21550
      3365 Mayhew Inn Rd, Oakland, MD 21550
      3365 Mayhew Inn Rd, Oakland, MD 21550
      /68

      Est $732,416 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,158 Sq Ft

      3365 Mayhew Inn Rd, Oakland, MD 21550

      3365 Mayhew Inn Rd, Oakland, MD 21550
  • 16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
    /70

    $589,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550

    Welcome to this impeccably crafted 4-bedroom, 3-bath home in the desirable Silver Ridge community at Deep Creek Lake. From the moment you arrive, the home’s curb appeal is undeniable—classic craftsman-style architecture, a bold red exterior with stone accents, and a welcoming covered porch create an immediate sense of charm and quality. With four private deeded parking spaces located directly in

    Justin Liller Railey Realty, Inc.

    16 Silver Ridge Ct Unit 41/2, Oakland, MD 21550
  • 793 Mountainview Dr, Oakland, MD 21550
    793 Mountainview Dr, Oakland, MD 21550
    793 Mountainview Dr, Oakland, MD 21550
    /42

    $545,000 Sold Sep 22, 2025

    • 1,564 Sq Ft
    • $348/SF
    • 23 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    793 Mountainview Dr, Oakland, MD 21550

    It’s here! And priced to sell! An updated rustic-modern home with lots of privacy on a large wooded lot in the coveted Mountainside Resort of Deep Creek Lake.Discover rustic elegance and modern comfort in this beautifully updated 3-bedroom, 2.5-bath lake access home nestled on a private, wooded 1.18-acre lot in the coveted Mountainside community at Deep Creek Lake. Offering one-level

    Mike Kennedy Railey Realty, Inc.

    793 Mountainview Dr, Oakland, MD 21550
    • 135 Tarn Dr, Oakland, MD 21550
      135 Tarn Dr, Oakland, MD 21550
      135 Tarn Dr, Oakland, MD 21550
      /25

      Not Listed For Sale

      135 Tarn Dr, Oakland, MD 21550

      135 Tarn Dr, Oakland, MD 21550
  • 1006 Lake Shore Dr, Oakland, MD 21550
    1006 Lake Shore Dr, Oakland, MD 21550
    1006 Lake Shore Dr, Oakland, MD 21550
    /61

    $689,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,935 Sq Ft

    1006 Lake Shore Dr, Oakland, MD 21550

    Located in the scenic Deep Creek Lake area, this well-kept 4-bedroom home offers comfort, space, and convenience with filtered lake views and a functional layout that allows for one-level living if desired. Sold turn key and situated on a generous lot, the property features an oversized front and back yard, ideal for outdoor enjoyment, along with a large wrap-around paved driveway and an attached

    Nina Beitzel Railey Realty, Inc.

    1006 Lake Shore Dr, Oakland, MD 21550
  • 320 Coolidge Ave, Oakland, MD 21550
    320 Coolidge Ave, Oakland, MD 21550
    320 Coolidge Ave, Oakland, MD 21550
    /28

    $135,000 Sold Sep 22, 2025

    • 720 Sq Ft
    • $188/SF
    • 47 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    320 Coolidge Ave, Oakland, MD 21550

    This charming 2 bedroom, 1 bath rancher in the heart of Oakland, MD is the perfect blend of comfort, convenience, and affordability. Move-in ready, this home features one-level living with a functional layout and low-maintenance design—ideal for first-time buyers, downsizers, or anyone looking for a simple, cozy retreat. Enjoy peace of mind with a brand-new boiler system being installed, ensuring

    Nina Beitzel Railey Realty, Inc.

    320 Coolidge Ave, Oakland, MD 21550
    • 17 Old Chestnut Dr, Oakland, MD 21550
      17 Old Chestnut Dr, Oakland, MD 21550
      17 Old Chestnut Dr, Oakland, MD 21550
      /49

      Est $901,253 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 966 Sq Ft

      17 Old Chestnut Dr, Oakland, MD 21550

      17 Old Chestnut Dr, Oakland, MD 21550
  • 247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    /82

    $569,900 Under Contract

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

    247 Winding Trail Ln Unit 6B, Oakland, MD 21550

    Overlooking Deep Creek Lake, this modern townhome delivers luxury, comfort, and unbeatable convenience. Located in Timberlake Village, the 5-bedroom, 4.5-bath retreat is minutes from top restaurants, marinas, state parks, and Wisp Resort. The main level was recently reimagined with contemporary lighting and timber accents, a modern kitchen featuring granite counters, stainless appliances, and a

    Jon Bell Railey Realty, Inc.

    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
  • 421 Penn Cove Rd, Oakland, MD 21550
    421 Penn Cove Rd, Oakland, MD 21550
    421 Penn Cove Rd, Oakland, MD 21550
    /107

    $1,350,000 Sold Sep 19, 2025

    • 4,284 Sq Ft
    • $315/SF
    • 54 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    421 Penn Cove Rd, Oakland, MD 21550

    Exquisite Lakefront Log Home Retreat at Deep Creek Lake. Nestled on a private, wooded 1-acre lot with 169 feet of pristine lakefront along a serene cove on the southern end of Deep Creek Lake, this well-maintained log home offers the perfect balance of rustic charm and luxurious lakefront living. From the moment you arrive, the home’s park-like setting and lush landscaping welcome you

    Steven Ritchie Railey Realty, Inc.

    421 Penn Cove Rd, Oakland, MD 21550
    • 503 Southern Pines Dr, Oakland, MD 21550
      503 Southern Pines Dr, Oakland, MD 21550
      503 Southern Pines Dr, Oakland, MD 21550
      /10

      Est $223,500 Not Listed For Sale

      503 Southern Pines Dr, Oakland, MD 21550

      503 Southern Pines Dr, Oakland, MD 21550
  • 36 Ridgewood Dr, Oakland, MD 21550
    36 Ridgewood Dr, Oakland, MD 21550
    36 Ridgewood Dr, Oakland, MD 21550
    /60

    $525,000 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 1,713 Sq Ft

    36 Ridgewood Dr, Oakland, MD 21550

    Looking for the secluded cabin in the woods but want to be close to everything the Lake has to offer? Look no further! This 3 bedroom 3 1/2 bath home offers just that! Located in the established and sought after community of Mountainside, this home is an inviting and place where you can get away from it all. Cozy up to the large stone wood burning fireplace in the living room, open concept

    Larry Smith Railey Realty, Inc.

    36 Ridgewood Dr, Oakland, MD 21550
  • 186 Thornberry Rd, Oakland, MD 21550
    186 Thornberry Rd, Oakland, MD 21550
    186 Thornberry Rd, Oakland, MD 21550
    /74

    $915,000 Sold Sep 15, 2025

    • 2,347 Sq Ft
    • $390/SF
    • 48 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1992

    186 Thornberry Rd, Oakland, MD 21550

    186 Thornberry is a lovely lake access contemporary in the much sought after Blakeslee community on the shores of Deep Creek Lake. This home feels warm and inviting from the moment you pull in the driveway. The detail to the landscaping and beautiful shrubbery makes a very nice first impression. Upon entering, the layout flows very nicely with two stone wood burning fireplaces, a great enclosed

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    186 Thornberry Rd, Oakland, MD 21550
    • 15 Fawn Dr, Oakland, MD 21550
      15 Fawn Dr, Oakland, MD 21550
      15 Fawn Dr, Oakland, MD 21550
      /32

      Est $176,000 Not Listed For Sale

      15 Fawn Dr, Oakland, MD 21550

      15 Fawn Dr, Oakland, MD 21550
  • 50 Village Dr Unit 7, Oakland, MD 21550
    50 Village Dr Unit 7, Oakland, MD 21550
    50 Village Dr Unit 7, Oakland, MD 21550
    /34

    $459,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    50 Village Dr Unit 7, Oakland, MD 21550

    Nirvana in Yellowstone Village – Deep Creek Lake!Discover the perfect mountain retreat in this 2-bedroom, 2 full bath log chalet, ideally situated in the highly sought-after Yellowstone Village community at Deep Creek Lake. This inviting home blends rustic charm with modern comfort, offering both a relaxing escape and an excellent investment opportunity.Step inside to a warm and open

    Mike Kennedy Railey Realty, Inc.

    50 Village Dr Unit 7, Oakland, MD 21550
  • 2571 Shady Dell Rd, Oakland, MD 21550
    2571 Shady Dell Rd, Oakland, MD 21550
    2571 Shady Dell Rd, Oakland, MD 21550
    /18

    $200,000 Sold Sep 15, 2025

    • 1,678 Sq Ft
    • $119/SF
    • 62 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    2571 Shady Dell Rd, Oakland, MD 21550

    They call it Pleasant Valley for a reason! The property features a 2+ acre wooded area, a serene stream, several berry plants, 2 sheds, chicken coop, and a rear deck. Front porch and a fenced-in front yard. Inside, there is a large, bright living room, an updated kitchen with plenty of cabinet space, appliances, and sliding glass doors leading to the deck. The bathrooms have been updated. Full

    Paul Macy Garrett Land Sales, PC

    2571 Shady Dell Rd, Oakland, MD 21550
    • 18 Autumn Way, Oakland, MD 21550
      18 Autumn Way, Oakland, MD 21550
      18 Autumn Way, Oakland, MD 21550
      /11

      Not Listed For Sale

      18 Autumn Way, Oakland, MD 21550

      18 Autumn Way, Oakland, MD 21550
  • 30 Village Dr Unit 3, Oakland, MD 21550
    30 Village Dr Unit 3, Oakland, MD 21550
    30 Village Dr Unit 3, Oakland, MD 21550
    /35

    $409,000

    • 2 Beds
    • 1 Bath
    • 916 Sq Ft

    30 Village Dr Unit 3, Oakland, MD 21550

    Love Shack in Yellowstone Village at Deep Creek Lake!Welcome to your mountain retreat! This beautiful 2-bedroom, 1-bath log cabin in the sought-after Yellowstone Village community offers rustic charm with all the modern comforts.Step inside to find a bright, open layout with vaulted ceilings, gleaming wood floors, and a stone wood-burning fireplace—perfect for cozy evenings after a day at

    Mike Kennedy Railey Realty, Inc.

    30 Village Dr Unit 3, Oakland, MD 21550
  • 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

    • 864 Sq Ft
    • $208/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1979

    4643 Oakland Sang Run Rd, Oakland, MD 21550

    Set between Oakland and Deep Creek, this main-level ranch runs new granite, black stainless, six-burner gas, and dual-ice fridge. Baths are tiled with updated vanities and floors. Plank flooring throughout. Basement is unfinished with storage, laundry, walkout, and room to expand. Heat pump with electric backup and central air. Vinyl siding, newer roof, wraparound deck. Extra wooded lot next door

    Jon Bell Railey Realty, Inc.

    4643 Oakland Sang Run Rd, Oakland, MD 21550
    • 20476 Garrett Hwy, Oakland, MD 21550
      20476 Garrett Hwy, Oakland, MD 21550
      20476 Garrett Hwy, Oakland, MD 21550
      /82

      Est $1,304,853 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 2,635 Sq Ft

      20476 Garrett Hwy, Oakland, MD 21550

      20476 Garrett Hwy, Oakland, MD 21550
  • 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
  • 502 E Oak St, Oakland, MD 21550
    502 E Oak St, Oakland, MD 21550
    502 E Oak St, Oakland, MD 21550
    /41

    $239,900 Sold Sep 12, 2025

    • 1,680 Sq Ft
    • $143/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1956

    502 E Oak St, Oakland, MD 21550

    Welcome to this meticulously maintained one-level home in the heart of Oakland, MD! Boasting a spacious and thoughtfully designed interior, this 3-bedroom, 2-bathroom residence offers comfortable, easy living with room to relax and entertain. The open layout includes a bright living area, a well-appointed kitchen, and generous bedrooms that provide the perfect balance of privacy and convenience.

    Nina Beitzel Railey Realty, Inc.

    502 E Oak St, Oakland, MD 21550
    • 33 Laurel Brook Dr, Oakland, MD 21550
      33 Laurel Brook Dr, Oakland, MD 21550
      33 Laurel Brook Dr, Oakland, MD 21550
      /47

      Est $321,042 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,120 Sq Ft

      33 Laurel Brook Dr, Oakland, MD 21550

      33 Laurel Brook Dr, Oakland, MD 21550
  • 1567 Pergin Farm Rd, Oakland, MD 21550
    1567 Pergin Farm Rd, Oakland, MD 21550
    1567 Pergin Farm Rd, Oakland, MD 21550
    /67

    $1,749,000

    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    1567 Pergin Farm Rd, Oakland, MD 21550

    An extraordinary lakefront sanctuary awaits on this pristine 2-acre parcel representing a rare opportunity within Deep Creek Lake's coveted Pergin Farm. This incomparable custom residence captures the essence of mountain lake lifestyle living with vaulted ceilings, dramatic native stone fireplaces, and territorial views across the lake and surrounding mountains. Log crafted with standing dead

    Russell Bounds Railey Realty, Inc.

    1567 Pergin Farm Rd, Oakland, MD 21550

Showing Results 81 - 120, Page 3 of 18

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