10,714

Oakland, MD Homes

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    • 352 Fawn Dr, Oakland, MD 21550
      352 Fawn Dr, Oakland, MD 21550
      352 Fawn Dr, Oakland, MD 21550
      /49

      Est $287,276 Not Listed For Sale

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

      352 Fawn Dr, Oakland, MD 21550

      352 Fawn Dr, Oakland, MD 21550
  • 39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    /33

    $950,000

    • 3 Beds
    • 3.5 Baths
    • 3,897 Sq Ft

    39 Leo Friend Rd, Oakland, MD 21550

    **In the process of having new pictures taken. To see the pictures on the prior listing, go to MSL listing

    Andrew Orr The KW Collective

    39 Leo Friend Rd, Oakland, MD 21550
  • Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
    /12

    $154,900 Sold Aug 25, 2025

    • Land
    • 0.6 Acre
    • $258,167 per Acre
    • 17 Days On Market

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550

    Nestled among the forest and wildlife along a peaceful back road, this exceptional offering includes two lots, totaling just under 3⁄4 of an acre. The land is already cleared and build-ready, boasting filtered lake views and a serene, wooded setting, perfect for those seeking both privacy and proximity to the Deep Creek Lake area’s finest attractions and amenities.No HOA means no fees or

    Andrew Eiswert Railey Realty, Inc.

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
    • 1793 Kempton Rd, Oakland, MD 21550
      1793 Kempton Rd, Oakland, MD 21550
      1793 Kempton Rd, Oakland, MD 21550
      /31

      Est $403,641 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 2,280 Sq Ft

      1793 Kempton Rd, Oakland, MD 21550

      1793 Kempton Rd, Oakland, MD 21550
  • 336 Paradise Heights, Oakland, MD 21550
    336 Paradise Heights, Oakland, MD 21550
    336 Paradise Heights, Oakland, MD 21550
    /94

    $1,499,000

    • 5 Beds
    • 3 Baths
    • 2,826 Sq Ft

    336 Paradise Heights, Oakland, MD 21550

    Architecturally unique, private and spacious, lakefront home with a perfect central location!Step into a home that blends striking architectural design with the best of lake living. The living room showcases a dramatic wall of glass and a floor-to-ceiling stone fireplace, while a large glass-walled rec room on the lower level offers another light-filled space to relax or entertain. This

    Susan Bell Railey Realty, Inc.

    336 Paradise Heights, Oakland, MD 21550
  • 3472 Lake Shore Dr, Oakland, MD 21550
    3472 Lake Shore Dr, Oakland, MD 21550
    3472 Lake Shore Dr, Oakland, MD 21550
    /76

    $775,000 Sold Aug 25, 2025

    • 2,904 Sq Ft
    • $267/SF
    • 112 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2007

    3472 Lake Shore Dr, Oakland, MD 21550

    Situated in the sought after area of Lake Shore Drive is this expansive contemporary home with lake views! Built in 2007, this residence boasts five en suites, two stone propane fireplaces, hardwood flooring, granite countertops and a great laundry room. The heart of the home is the open concept kitchen/dining/living room area, making it ideal for everyday living and entertaining. Two levels of

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    3472 Lake Shore Dr, Oakland, MD 21550
    • 218 Weber Rd, Oakland, MD 21550
      218 Weber Rd, Oakland, MD 21550
      218 Weber Rd, Oakland, MD 21550
      /67

      Est $276,004 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,605 Sq Ft

      218 Weber Rd, Oakland, MD 21550

      218 Weber Rd, Oakland, MD 21550
  • 66 Paradise Ridge Rd, Oakland, MD 21550
    66 Paradise Ridge Rd, Oakland, MD 21550
    66 Paradise Ridge Rd, Oakland, MD 21550
    /24

    $650,000

    • 4 Beds
    • 4 Baths
    • 2,550 Sq Ft

    66 Paradise Ridge Rd, Oakland, MD 21550

    Welcome to 66 Paradise Ridge Rd, a charming single-familyhome in the picturesque town of Oakland, MD. LAKE ACCESS WITH DEEDED DOCK. Builtin 1984, this two-story residence offers a spacious layout with 4 bathrooms and 2,550square feet of finished living space. Situated on a generous 21,780-square-foot lot, theproperty provides plenty of room to roam and enjoy the natural

    Joseph Hawkins Hawkins Real Estate Company

    66 Paradise Ridge Rd, Oakland, MD 21550
  • Lot 31 Fawn Dr, Oakland, MD 21550
    Lot 31 Fawn Dr, Oakland, MD 21550
    Lot 31 Fawn Dr, Oakland, MD 21550
    /24

    $17,000 Sold Aug 22, 2025

    • Land
    • 0.69 Acre
    • $24,638 per Acre
    • 19 Days On Market

    Lot 31 Fawn Dr, Oakland, MD 21550

    Lot 31 Fawn Drive offers a serene 0.69-acre wooded setting in the desirable Youghiogheny Mountain Resort—a gated community perfect for outdoor enthusiast. This peaceful parcel is approved for a sand mound septic system, making it a great spot for your future mountain getaway or full-time residence. Engineering plans on file for the sand mound system, ready for you to begin building your dream

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 31 Fawn Dr, Oakland, MD 21550
    • 589 Mountainview Dr, Oakland, MD 21550
      589 Mountainview Dr, Oakland, MD 21550
      589 Mountainview Dr, Oakland, MD 21550
      /71

      Est $869,155 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,665 Sq Ft

      589 Mountainview Dr, Oakland, MD 21550

      589 Mountainview Dr, Oakland, MD 21550
  • 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
  • 307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    /43

    $587,500 Sold Aug 22, 2025

    • 3,300 Sq Ft
    • $178/SF
    • 9 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2019

    307 Winding Trail Ln Unit 12B, Oakland, MD 21550

    Introducing Gather Inn, a beautifully appointed 2019-built duplex-style townhome offering the perfect blend of rustic charm and modern convenience, all with stunning views of Deep Creek Lake! This spacious retreat features three fully finished levels and five generously sized bedrooms, including three bedrooms with private en-suite bathrooms, and a total of 4.5 bathrooms—ideal for large families

    Mike Kennedy Railey Realty, Inc.

    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    • 193 Red Run Rd Unit 1B1, Oakland, MD 21550
      193 Red Run Rd Unit 1B1, Oakland, MD 21550
      193 Red Run Rd Unit 1B1, Oakland, MD 21550
      /39

      Est $515,026 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      193 Red Run Rd Unit 1B1, Oakland, MD 21550

      193 Red Run Rd Unit 1B1, Oakland, MD 21550
  • 969 Hoyes Run Rd, Oakland, MD 21550
    969 Hoyes Run Rd, Oakland, MD 21550
    969 Hoyes Run Rd, Oakland, MD 21550
    /56

    $725,000

    • 5 Beds
    • 3 Baths
    • 3,614 Sq Ft

    969 Hoyes Run Rd, Oakland, MD 21550

    Tucked among towering pines and hardwoods, this fully TURN KEY 5-bedroom log chalet blends natural beauty with cozy, upscale charm. The home sits on a gentle slope overlooking a meandering stream, its melodic sounds carrying through the trees and adding a tranquil soundtrack to life. A wraparound deck offers views of the forest and stream bank. Inside, the open floor plan welcomes you with a

    Roberta McNamara RE/MAX Results

    969 Hoyes Run Rd, Oakland, MD 21550
  • 254 Middleton Rd, Oakland, MD 21550
    254 Middleton Rd, Oakland, MD 21550
    254 Middleton Rd, Oakland, MD 21550
    /63

    $920,000 Sold Aug 22, 2025

    • 2,400 Sq Ft
    • $383/SF
    • 19 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1994

    254 Middleton Rd, Oakland, MD 21550

    Lake access Craftsman with a dock slip in Deep Creek’s premiere community – The Blakeslee! This turnkey 4-bed, 4-bath home hits the sweet spot between comfort and class. Full acre of wooded privacy. Gourmet kitchen. Wood floors. Stone and cedar exterior. Rustic wood burning fireplace. Two-car garage. Beautiful covered front porch. Your very own assigned dock slip provides full access to the lake

    Jon Bell Railey Realty, Inc.

    254 Middleton Rd, Oakland, MD 21550
    • 193 Red Run Rd Unit 1A2, Oakland, MD 21550
      193 Red Run Rd Unit 1A2, Oakland, MD 21550
      193 Red Run Rd Unit 1A2, Oakland, MD 21550
      /38

      Est $542,634 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft

      193 Red Run Rd Unit 1A2, Oakland, MD 21550

      193 Red Run Rd Unit 1A2, 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

    $547,500

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

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550

    Amazing and rare opportunity in Trader's Landing! These wonderful stand alone homes in this community do not come up for sale very often. Offering 4 bedrooms, 4 and a half baths, and over 3,100 finished square feet on 4 levels of living space, this is one of the largest homes in the development! Enjoy relaxing with some nice views on the spacious deck or go for a soak in the hot tub on the

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
  • 181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    /40

    $311,500 Sold Aug 22, 2025

    • 800 Sq Ft
    • $389/SF
    • 167 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1997

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550

    UPDATE: Community roads to be paved after Labor Day and the assessment for this has been paid. Million-dollar expansive lake/mountain views whether you're on the deck or looking out any of the front/side windows for one-third the price! This move-in ready 2 bed/1.5 bath unit is fully renovated with numerous upgrades (see full list) and most major internal/external furnishings included. Ideal

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    • 181 Skippers Point Rd, Oakland, MD 21550
      181 Skippers Point Rd, Oakland, MD 21550
      181 Skippers Point Rd, Oakland, MD 21550
      /84

      Est $997,229 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,209 Sq Ft

      181 Skippers Point Rd, Oakland, MD 21550

      181 Skippers Point Rd, Oakland, MD 21550
  • 355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    /22

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    355 Lonesome Pine Rd, Oakland, MD 21550

    Escape to your own private mountain retreat! This contemporary 2-bed, 2-bath home is perfectly situated on approximately 84 acres of pristine land, offering breathtaking views overlooking a picturesque 7-acre field. Expansive windows, high vaulted ceilings and an open layout maximize the stunning scenery, allowing natural light to flood the space. Whether you're seeking a peaceful getaway, an

    Brody Monahan Lake Homes Realty, LLC

    355 Lonesome Pine Rd, Oakland, MD 21550
  • 4960 Hutton Rd, Oakland, MD 21550
    4960 Hutton Rd, Oakland, MD 21550
    4960 Hutton Rd, Oakland, MD 21550
    /32

    $139,000 Sold Aug 15, 2025

    • 1,080 Sq Ft
    • $129/SF
    • 205 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    4960 Hutton Rd, Oakland, MD 21550

    Discover the endless potential of this 2-bedroom, 1-bathroom single-level bungalow, nestled on a generous 0.88-acre lot. Featuring large, airy rooms filled with natural light, this home offers a comfortable and versatile living space. Whether you're seeking a move-in-ready residence or envisioning a renovation project to make it uniquely yours, this property has it all. Located just minutes from

    Justin Liller Railey Realty, Inc.

    4960 Hutton Rd, Oakland, MD 21550
    • 3241 Pleasant Valley Rd, Oakland, MD 21550
      3241 Pleasant Valley Rd, Oakland, MD 21550
      3241 Pleasant Valley Rd, Oakland, MD 21550
      /100

      Est $410,890 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,496 Sq Ft

      3241 Pleasant Valley Rd, Oakland, MD 21550

      3241 Pleasant Valley Rd, Oakland, MD 21550
  • 565 Glendale Rd Unit 307A, Oakland, MD 21550
    565 Glendale Rd Unit 307A, Oakland, MD 21550
    565 Glendale Rd Unit 307A, Oakland, MD 21550
    /43

    $299,900

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft

    565 Glendale Rd Unit 307A, Oakland, MD 21550

    Third-level unit at Silver Tree Suites with direct lake frontage and stunning water views. One-bedroom plus loft, one bath, and a cozy fireplace create the perfect getaway. Strong rental potential, top-tier amenities, and direct access to the lake’s best restaurant. Professional on-site management handles everything, so you don’t have to. Hit the gym, unwind in the sauna, or kick back in the game

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 307A, Oakland, MD 21550
  • 414 D St, Oakland, MD 21550
    414 D St, Oakland, MD 21550
    414 D St, Oakland, MD 21550
    /45

    $150,000 Sold Aug 14, 2025

    • 936 Sq Ft
    • $160/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    414 D St, Oakland, MD 21550

    Charming & Move-In Ready Home with Room to Grow! Don't miss this one-of-a-kind property, ideally located just minutes from schools, shopping, and everyday conveniences. This well-kept 2-bedroom, 1-bathroom home features brand-new cabinetry, sleek stainless steel appliances, and a freshly updated bathroom. Enjoy the peaceful outdoor setting with a yard that borders a small stream and includes a

    Michelle Clark Taylor Made Deep Creek Vacations & Sales

    414 D St, Oakland, MD 21550
    • 48 Spring Ln, Oakland, MD 21550
      48 Spring Ln, Oakland, MD 21550
      48 Spring Ln, Oakland, MD 21550
      /61

      Est $285,019 Not Listed For Sale

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

      48 Spring Ln, Oakland, MD 21550

      48 Spring Ln, Oakland, MD 21550
  • 6652 George Washington Hwy, Oakland, MD 21550
    6652 George Washington Hwy, Oakland, MD 21550
    6652 George Washington Hwy, Oakland, MD 21550
    /33

    $695,000

    • 6 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    6652 George Washington Hwy, Oakland, MD 21550

    Beautiful home sitting on 35 acres, built by the current owners. Enter the main level into a grand foyer, with a lofty ceiling and beautiful chandelier. To the left is a separate dining room which leads to the large kitchen and living room. Off the living room is the primary bedroom with a huge walk-in closet and a full bathroom, including a newly installed walk-in shower. On the other side of

    Jessie Railey Railey Realty, Inc.

    6652 George Washington Hwy, Oakland, MD 21550
  • 723 E Oak St, Oakland, MD 21550
    723 E Oak St, Oakland, MD 21550
    723 E Oak St, Oakland, MD 21550
    /43

    $132,000 Sold Aug 13, 2025

    • 988 Sq Ft
    • $134/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    723 E Oak St, Oakland, MD 21550

    Nice starter or ender upper home located in Oakland on a level lot. Home features 3BR-1BA, hardwood flooring, hot water baseboard heating with natural gas. Home needs a little TLC but very affordable at this price. Paved driveway off of Poplar Street for easy access although the home has an Oak Street address. Roof being pressure washed 07/12/2025 and gutters cleaned out same day. Full basement

    Kevin Liller Railey Realty, Inc.

    723 E Oak St, Oakland, MD 21550
    • 72 Crabtree Hill, Oakland, MD 21550
      72 Crabtree Hill, Oakland, MD 21550
      72 Crabtree Hill, Oakland, MD 21550
      /48

      Est $473,786 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,006 Sq Ft

      72 Crabtree Hill, Oakland, MD 21550

      72 Crabtree Hill, Oakland, MD 21550
  • 565 Glendale Rd Unit 115-A, Oakland, MD 21550
    565 Glendale Rd Unit 115-A, Oakland, MD 21550
    565 Glendale Rd Unit 115-A, Oakland, MD 21550
    /63

    $299,000

    • 1 Bed
    • 1 Bath
    • 484 Sq Ft

    565 Glendale Rd Unit 115-A, Oakland, MD 21550

    Silver Tree Suites unit facing the lake with 1 bedroom on the main level. This is vacation rental that did $27,175 in 2021, $22,225 in 2022, and $22,936 in 2023. Property has on-site management and reservations. Silver Tree Suites is a waterfront condo community that has access to the lake, fitness center, sauna, laundry & game room. Next door to one of Deep Creek Lake's finest restaurants.

    Kevin Liller Railey Realty, Inc.

    565 Glendale Rd Unit 115-A, Oakland, MD 21550
  • 612 Harvey Winters Dr, Oakland, MD 21550
    612 Harvey Winters Dr, Oakland, MD 21550
    612 Harvey Winters Dr, Oakland, MD 21550
    /70

    $465,000 Sold Aug 12, 2025

    • 2,473 Sq Ft
    • $188/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2010

    612 Harvey Winters Dr, Oakland, MD 21550

    Welcome to 612 Harveys Winter Drive, a charming and spacious family home that perfectly combines comfort and functionality. This well maintained home features three bedrooms on the main level, one of which is a primary suite with his and hers closets, a jacuzzi tub, and tiled shower. On the other side of the home are spacious bedrooms with a shared bathroom. Above the oversized two-car garage is

    Zach Wesolowski Railey Realty, Inc.

    612 Harvey Winters Dr, Oakland, MD 21550
    • 20917 Garrett Hwy, Oakland, MD 21550
      20917 Garrett Hwy, Oakland, MD 21550
      20917 Garrett Hwy, Oakland, MD 21550
      /22

      Est $501,370 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft

      20917 Garrett Hwy, Oakland, MD 21550

      20917 Garrett Hwy, Oakland, MD 21550
  • 20 Maple Del Ln, Oakland, MD 21550
    20 Maple Del Ln, Oakland, MD 21550
    20 Maple Del Ln, Oakland, MD 21550
    /17

    $549,000 New Construction

    • 2 Beds
    • 1 Bath

    20 Maple Del Ln, Oakland, MD 21550

    *To be built A frame* Looking for a newly built home on a wooded lot close to everything Deep Creek Lake offers. This home can be delivered complete in a 4 month time span. Call today for details

    Michael Cumerlato Jason Mitchell Group

    20 Maple Del Ln, Oakland, MD 21550
  • 1220 Broadford Rd, Oakland, MD 21550
    1220 Broadford Rd, Oakland, MD 21550
    1220 Broadford Rd, Oakland, MD 21550
    /52

    $365,000 Sold Aug 12, 2025

    • 2,092 Sq Ft
    • $174/SF
    • 58 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1971

    1220 Broadford Rd, Oakland, MD 21550

    Spacious 4-Bedroom Home Near Broadford Lake! Welcome to your dream home in one of the area's most desirable neighborhoods in Oakland, MD. This beautifully maintained property features 4 generous bedrooms, 2.5 bathrooms, and two large living areas offering plenty of room for relaxing or entertaining guests. Enjoy the convenience of an attached 2-car garage and the luxury of an expansive, flat

    Nina Beitzel Railey Realty, Inc.

    1220 Broadford Rd, Oakland, MD 21550
    • 763 Pysell Crosscut Rd, Oakland, MD 21550
      763 Pysell Crosscut Rd, Oakland, MD 21550
      763 Pysell Crosscut Rd, Oakland, MD 21550
      /35

      Est $286,483 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,854 Sq Ft

      763 Pysell Crosscut Rd, Oakland, MD 21550

      763 Pysell Crosscut Rd, Oakland, MD 21550
  • 20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    /39

    $485,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550

    Lakefront Luxury at Will O’ The Wisp – Nicely renovated Unit 308/408 offers a 2 BR, 2 Bath 2- level floor plan perfect for guests or steady rental income. Enjoy breathtaking Deep Creek Lake views from every bedroom and the main living space. Resort-Style Amenities Include:Indoor Pool with Waterfall Hot Tub, Cedar-Lined Sauna, Fitness Room & Game Room, Sandy Lakefront Beach with Community

    Rich Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
  • 142 Matthew Rd, Oakland, MD 21550
    142 Matthew Rd, Oakland, MD 21550
    142 Matthew Rd, Oakland, MD 21550
    /5

    $44,000 Sold Aug 11, 2025

    • Land
    • 1.83 Acres
    • $24,044 per Acre
    • 12 Days On Market

    142 Matthew Rd, Oakland, MD 21550

    1.83 acre building lot on a quiet road with well and septic already in place. Take advantage of the cost savings that come with a well being drilled and a septic system being installed on this expansive lot. Close to everything that Deep Creek Lake and Oakland, MD has to offer. **There is an uninhabitable mobile home currently in place that would need to be removed. Contact listing agent about

    Brent Housley Railey Realty, Inc.

    142 Matthew Rd, Oakland, MD 21550
    • 2607 Maryland Hwy, Oakland, MD 21550
      2607 Maryland Hwy, Oakland, MD 21550
      2607 Maryland Hwy, Oakland, MD 21550
      /36

      Est $246,312 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,357 Sq Ft

      2607 Maryland Hwy, Oakland, MD 21550

      2607 Maryland Hwy, Oakland, MD 21550
  • 620 Crosby Dr, Oakland, MD 21550
    620 Crosby Dr, Oakland, MD 21550
    620 Crosby Dr, Oakland, MD 21550
    /21

    $555,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    620 Crosby Dr, Oakland, MD 21550

    BRAND NEW CONSTRUCTION! 4BR/3.5BA home with attached 2 car garage in Country Club Acres! Perched at the very top of the mountain overlooking Oakland golf course, 2,850 sf and 2.84 acres of land (lots 73-79 combined). Modern design offering plenty of natural light, open living and elite finishes. Features include Andersen windows & sliders, multiple ensuites, custom tile bathrooms, fireplace,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    620 Crosby Dr, Oakland, MD 21550
  • 343 Maple Del Ln, Oakland, MD 21550
    343 Maple Del Ln, Oakland, MD 21550
    343 Maple Del Ln, Oakland, MD 21550
    /47

    $405,000 Sold Aug 08, 2025

    • 1,404 Sq Ft
    • $288/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1993

    343 Maple Del Ln, Oakland, MD 21550

    Private & peaceful, 3 Bedroom Mountain home. Large level front yard with fire pit, nicely surrounded by trees, so much privacy with this home on 1 acre, just minutes to Deep Creek Lake, Swallow falls & DCL State Park. 3-level home has room for everyone to spread out, yet manageable size to come & go easily, for 2nd homeowners. Finished basement level has a rec/living room w/electric fireplace

    Julie Mead The KW Collective

    343 Maple Del Ln, Oakland, MD 21550
    • 37 Laurel Brook Dr, Oakland, MD 21550
      37 Laurel Brook Dr, Oakland, MD 21550
      37 Laurel Brook Dr, Oakland, MD 21550
      /43

      Est $314,892 Not Listed For Sale

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

      37 Laurel Brook Dr, Oakland, MD 21550

      37 Laurel Brook Dr, Oakland, MD 21550

Showing Results 161 - 200, Page 5 of 18

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