291

Recently Sold Homes in 21550

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  • 1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    /62

    $1,399,000 Sold Sep 05, 2025

    • 1,872 Sq Ft
    • $747/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2020

    1589 Lake Shore Dr, Oakland, MD 21550

    Exquisite one of a kind contemporary tucked away on sought after Lake Shore Drive. 128 feet of lake frontage on quiet Bee Tree Hollow Cove, with 20-foot-deep water depths off spacious Type A dock and total privacy. Perched high above the cove “The Birdhouse” offers expansive four-season views from every window. The property was thoughtfully designed and planned by current owners and local

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    1589 Lake Shore Dr, Oakland, MD 21550
  • 648 S 3rd St, Oakland, MD 21550
    648 S 3rd St, Oakland, MD 21550
    648 S 3rd St, Oakland, MD 21550
    /61

    $275,000 Sold Sep 05, 2025

    • 1,488 Sq Ft
    • $185/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    648 S 3rd St, Oakland, MD 21550

    An extremely charming 3 bed 2 full bath home located on one of the most desired and convenient streets in Oakland and the gateway to the valley. This home has had recent tasteful upgrades and TLC making it move-in ready and with a sturdy oversized garage and partially fenced in side yard, the comforts of home are everywhere.

    Andrew Eiswert Railey Realty, Inc.

    648 S 3rd St, Oakland, MD 21550
  • 1419 Sandy Shores Rd, Mc Henry, MD 21541
    1419 Sandy Shores Rd, Mc Henry, MD 21541
    1419 Sandy Shores Rd, Mc Henry, MD 21541
    /75

    $1,525,000 Sold Sep 04, 2025

    • 3,696 Sq Ft
    • $413/SF
    • 125 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1999

    1419 Sandy Shores Rd, Mc Henry, MD 21541

    Set in a peaceful, wooded landscape, this stunning lakefront home offers a perfect mix of comfort and natural beauty right in the heart of Deep Creek Lake. With 5 spacious bedrooms and 5 well-appointed baths, this three-level retreat provides breathtaking views from multiple vantage points. The main level features an inviting open-concept design, a gourmet kitchen, and a bright, airy living space

    Nina Beitzel Railey Realty, Inc.

    1419 Sandy Shores Rd, Mc Henry, MD 21541
  • 200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    200 Lake Shore Dr, Oakland, MD 21550
    /31

    $745,000 Sold Sep 02, 2025

    • 2,559 Sq Ft
    • $291/SF
    • 16 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    200 Lake Shore Dr, Oakland, MD 21550

    Don’t miss your chance to own a new Gosnell home on the highly sought-after Lake Shore Dr! This spacious 4 bedroom, 4 bathroom home sits on a beautiful wooded one-acre lot, offering privacy, natural surroundings, and easy access to everything the lake has to offer. Every room boasts expansive windows with breathtaking views of the custom landscape design, truly bringing the outdoors in. Designed

    Jonathan Minerick Homecoin.com

    200 Lake Shore Dr, Oakland, MD 21550
  • 939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    /61

    $820,000 Sold Sep 02, 2025

    • 18 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1990

    939 Glendale Rd, Oakland, MD 21550

    This is the one you've been waiting for—low-maintenance lakefront living at its finest! Boasting one of the most breathtaking views on Deep Creek Lake, this beautifully updated 3-level, 3-bedroom, 3-bath townhome offers “Majestic Views” from every floor. Enjoy a mostly level lakefront with just a few easy steps from your walk-out lower level to the water and dock. Inside, all bathrooms have been

    Sean Sober Taylor Made Deep Creek Vacations & Sales

    939 Glendale Rd, Oakland, MD 21550
  • 285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    /50

    $559,250 Sold Sep 02, 2025

    • 3,300 Sq Ft
    • $169/SF
    • 62 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2008

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550

    Welcome to this stunning 5-bedroom, 4.5-bathroom duplex-style home at Deep Creek Lake, offering the perfect blend of mountain charm, modern finishes, and exceptional rental potential. This meticulously maintained retreat spans three finished levels and boasts a spacious, professionally designed lower-level patio featuring a cozy fire pit, relaxing mountain views, and a brand-new 2024 hot

    Mike Kennedy Railey Realty, Inc.

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
  • 416 Shenandoah Ave, Oakland, MD 21550
    416 Shenandoah Ave, Oakland, MD 21550
    416 Shenandoah Ave, Oakland, MD 21550
    /56

    $157,000 Sold Aug 29, 2025

    • 975 Sq Ft
    • $161/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    416 Shenandoah Ave, Oakland, MD 21550

    Charming 3 Bedroom Cape Cod in Loch Lynn!This 3 Bedroom, 1.5 Bath Cape Cod-style home sits on a half-acre corner lot in Loch Lynn. Featuring recent updates, two detached garages for extra storage, and convenient parking on the street or off the alley, this property offers the perfect blend of space, charm, and value.Priced to sell — don’t miss out!Schedule your showing today!

    Rich Orr Railey Realty, Inc.

    416 Shenandoah Ave, Oakland, MD 21550
  • 710 Hunters Ridge Dr, Oakland, MD 21550
    710 Hunters Ridge Dr, Oakland, MD 21550
    710 Hunters Ridge Dr, Oakland, MD 21550
    /54

    $550,000 Sold Aug 29, 2025

    • 1,736 Sq Ft
    • $317/SF
    • 70 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    710 Hunters Ridge Dr, Oakland, MD 21550

    Grab your part of the Log Cabin experience in Hunters Ridge Estates! Quiet and secluded among the trees, yet 10 minutes to all that Deep Creek and Oakland have to offer. And, with over 5 acres, there is plenty of space to call your own. Authentic log cabin features throughout include all solid wood interior doors, beautifully hewn logs on exterior walls, an expansive wrap-around deck, and a

    Andrew Orr Railey Realty, Inc.

    710 Hunters Ridge Dr, Oakland, MD 21550
  • 0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    /18

    $160,000 Sold Aug 28, 2025

    • Land
    • 25 Acres
    • $6,400 per Acre
    • 44 Days On Market

    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550

    LOOKING FOR A SECLUDED PARCEL FOR YOUR MOUNTAIN GETAWAY? LOOK NO FURTHER! Welcome to Lot 1 on Betts Lane. This 25 acre parcel is primarily wooded with a cleared area for a potential homesite. There is an established driveway, an existing well and it has been perked for a 4 bedroom home. There is an electric box at the start of the driveway. Per the HOA and covenants, the lot can be subdivided

    Ally Litten Mountainside Home Realty

    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
  • 3 Edens Ridge Rd, Oakland, MD 21550
    3 Edens Ridge Rd, Oakland, MD 21550
    3 Edens Ridge Rd, Oakland, MD 21550
    /6

    $57,500 Sold Aug 27, 2025

    • Land
    • 5.00 Acres
    • $11,500 per Acre
    • 12 Days On Market

    3 Edens Ridge Rd, Oakland, MD 21550

    Discover 5 acres of prime building potential in a quiet neighborhood of estate-sized lots. Take in the sweeping pastoral views and enjoy the space and privacy this setting provides. The property is approved for a 4-bedroom perc and is perfectly situated just 10 minutes from Deep Creek Lake and the town of Oakland — offering easy access to recreation, dining, and conveniences while maintaining a

    Brent Housley Railey Realty, Inc.

    3 Edens Ridge Rd, Oakland, MD 21550
  • 216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    /86

    $1,100,000 Sold Aug 27, 2025

    • 4,769 Sq Ft
    • $231/SF
    • 122 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2020

    216 Tarn Dr, Oakland, MD 21550

    Breathtaking turn-key home located in the well-established Mountainside community. This newer home is simply stunning from the moment you enter. The cathedral ceilings, granite countertops, luxury vinyl flooring, sunroom with hot tub, and bonus room above the garage checks off all the boxes. The attention to detail is felt throughout this home, from the first level laundry room to the office/den,

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    216 Tarn Dr, Oakland, MD 21550
  • 0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    /18

    $19,500 Sold Aug 27, 2025

    • Land
    • 1.48 Acres
    • $13,176 per Acre
    • 348 Days On Market

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550

    1.48 wooded acres bordering Garrett State Forest and Herrington Manor. Perfect for all your off-grid or grand living dreams! This plat has a little bit of everything! Beginning at a flat and high clearing surveyed at 108' X 141', take in the near-panoramic views. Live every day to the fullest as you wake with the sun and join Blue Trail, located merely feet away and hike to Herrington Manor to

    Brady Harden Coldwell Banker Premier

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
  • 5 Laurel Brook Dr, Oakland, MD 21550
    5 Laurel Brook Dr, Oakland, MD 21550
    5 Laurel Brook Dr, Oakland, MD 21550
    /29

    $187,500 Sold Aug 26, 2025

    • 1,400 Sq Ft
    • $134/SF
    • 304 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    5 Laurel Brook Dr, Oakland, MD 21550

    **WOW, DON'T LET THIS ONE GET AWAY - HUGE PRICE REDUCTION** A great 2 Bedroom, 2 Bathroom, one of the larger square footage Townhomes in the Laurel Brook Community, just minutes from Deep Creek Lake, State Parks, restaurants and fun activities! Freshly painted throughout, updated 1st level Bathroom, new LVP on entire 1st level, new LVP in 2nd level Bathroom, newly stained Deck and front ramp, 2

    Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, 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
    • 0.60 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
  • 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
  • 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
  • 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
  • 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
  • 181 Grand Estates Dr, Mc Henry, MD 21541
    181 Grand Estates Dr, Mc Henry, MD 21541
    181 Grand Estates Dr, Mc Henry, MD 21541
    /46

    $660,000 Sold Aug 22, 2025

    • 2,640 Sq Ft
    • $250/SF
    • 56 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2018

    181 Grand Estates Dr, Mc Henry, MD 21541

    If you're seeking a log-style home in a wooded mountain setting atop Wisp Mountain, 181 Grand Estates Drive offers the perfect blend of luxury, comfort, and natural beauty. Located in the Lago Vista community, you have easy access to Lodestone Golf Course and the mountaintop parking area for Wisp Ski Resort. This home offers three levels of living space, granite counters, luxury vinyl flooring

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    181 Grand Estates Dr, Mc Henry, MD 21541
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 462 Skippers Point Rd, Oakland, MD 21550
    462 Skippers Point Rd, Oakland, MD 21550
    462 Skippers Point Rd, Oakland, MD 21550
    /66

    $490,000 Sold Aug 08, 2025

    • 1,620 Sq Ft
    • $302/SF
    • 51 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1983

    462 Skippers Point Rd, Oakland, MD 21550

    This 5-bedroom home offers filtered lake views and features a finished bonus room above the two-car garage. Located just off the lake along Skippers Point Rd, near the Lake Dam, the property boasts over half an acre, providing ample privacy to enjoy the spacious backyard, gazebo, and stone fire pit. The living room features a large brick fireplace, creating a cozy atmosphere. The primary bedroom

    Dale Carpenter Railey Realty, Inc.

    462 Skippers Point Rd, Oakland, MD 21550
  • Lot 18 Moss Creek Cir, Oakland, MD 21550
    Lot 18 Moss Creek Cir, Oakland, MD 21550
    Lot 18 Moss Creek Cir, Oakland, MD 21550
    /25

    $42,000 Sold Aug 06, 2025

    • Land
    • 3.61 Acres
    • $11,634 per Acre
    • 58 Days On Market

    Lot 18 Moss Creek Cir, Oakland, MD 21550

    Discover the perfect blend of privacy and convenience with this 3.61-acre wooded lot in the Moss Creek subdivision at Deep Creek Lake. Approved for up to a 5-bedroom home, this property provides ample space to build your mountain retreat or year-round residence. Enjoy a central location just minutes from the desirable Deep Creek Lake, and Oakland MD amenities. With mature trees and a peaceful

    Zach Wesolowski Railey Realty, Inc.

    Lot 18 Moss Creek Cir, Oakland, MD 21550
  • 1100 S Blakeslee Rd, Oakland, MD 21550
    1100 S Blakeslee Rd, Oakland, MD 21550
    1100 S Blakeslee Rd, Oakland, MD 21550
    /127

    $2,550,000 Sold Aug 01, 2025

    • 6,572 Sq Ft
    • $388/SF
    • 0 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1998

    1100 S Blakeslee Rd, Oakland, MD 21550

    A spectacular Deep Creek Lake offering! Here is your rare opportunity to experience the best in lake living at the Blakeslee, Deep Creek Lake's most complete development. Located on the desirable southwest portion of the lake, the level wooded lakefront lot faces directly across the lake to the yacht club and offers opportunities to view spectacular sailboat races. from your private

    Bill Weissgerber Railey Realty, Inc.

    1100 S Blakeslee Rd, Oakland, MD 21550
  • 20160 Garrett Hwy Unit H712, Oakland, MD 21550
    20160 Garrett Hwy Unit H712, Oakland, MD 21550
    20160 Garrett Hwy Unit H712, Oakland, MD 21550
    /28

    $339,000 Sold Aug 01, 2025

    • 450 Sq Ft
    • $753/SF
    • 124 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1972

    20160 Garrett Hwy Unit H712, Oakland, MD 21550

    Welcome to this stunning Will-O-The-Wisp Loft Unit that has beenfully remodeled to offer the perfect blend of modern luxury and breathtaking views of Deep Creek Lake. This unit offers an unparalleled living experience of convenience and location. Every detail has been carefully crafted, from high-end finishes making this home truly one-of-a-kind. The open-concept living space is bathed in

    Larry Smith Railey Realty, Inc.

    20160 Garrett Hwy Unit H712, Oakland, MD 21550
  • 10 Laurel Brook Dr, Oakland, MD 21550
    10 Laurel Brook Dr, Oakland, MD 21550
    10 Laurel Brook Dr, Oakland, MD 21550
    /39

    $210,000 Sold Aug 01, 2025

    • 421 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    10 Laurel Brook Dr, Oakland, MD 21550

    Welcome to 10 Laurel Brook Drive! Experience lake area living with leisure and low maintenance condo lifestyle! This condo offers 2 bedrooms and 2 full bathrooms and is just minutes from all of Deep Creek Lake's amenities. Only about 15 minutes to the town of Oakland. This could make a great second home or primary residence.

    Michael Cumerlato Jason Mitchell Group

    10 Laurel Brook Dr, Oakland, MD 21550
  • 500 Seneca Ave, Oakland, MD 21550
    500 Seneca Ave, Oakland, MD 21550
    500 Seneca Ave, Oakland, MD 21550
    /13

    $62,000 Sold Aug 01, 2025

    • 1,284 Sq Ft
    • $48/SF
    • 577 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    500 Seneca Ave, Oakland, MD 21550

    A little TLC and this bungalow would make a nice first home or investment property. Corner lot in residential neighborhood, close to Loch Lynn Town Park and Athletic Fields. Convenient one floor living space also includes appliances, hot tub, two sheds, and back deck.

    Paul Macy Garrett Land Sales, PC

    500 Seneca Ave, Oakland, MD 21550
  • 4012 Maryland Hwy, Oakland, MD 21550
    4012 Maryland Hwy, Oakland, MD 21550
    4012 Maryland Hwy, Oakland, MD 21550
    /55

    $280,000 Sold Jul 31, 2025

    • 1,824 Sq Ft
    • $154/SF
    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1968

    4012 Maryland Hwy, Oakland, MD 21550

    Tucked back off the beaten path with room to breathe - this solid split-level sits on nearly an acre just 8 minutes from Oakland and 12 from Deep Creek Lake. Meticulously cared for with strong bones and classic charm. Detached garage for tools or toys. Large driveway with plenty of off-street parking. Private back patio surrounded by trees. Roomy half bath with space to convert. 2nd Living area

    Michael Fenton Railey Realty, Inc.

    4012 Maryland Hwy, Oakland, MD 21550
  • 707 Sunshine Dr, Oakland, MD 21550
    707 Sunshine Dr, Oakland, MD 21550
    707 Sunshine Dr, Oakland, MD 21550
    /68

    $310,000 Sold Jul 31, 2025

    • 2,052 Sq Ft
    • $151/SF
    • 94 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    707 Sunshine Dr, Oakland, MD 21550

    Expansive 3 bedroom 2 bathroom rancher on a full walkout basement! All 3 bedrooms are large with walk in closets. Master suite features his and her walk in closets, linen closet in the bathroom, double vanities, soaking tub and standup shower. Huge kitchen with pantry. Two car garage with laundry/mudroom into the home. Expansive back deck overlooking the pond! The walk out basement is ready to be

    Tyler Burch Burch Real Estate Group, LLC

    707 Sunshine Dr, Oakland, MD 21550
  • 1484 Paradise Point Rd, Oakland, MD 21550
    1484 Paradise Point Rd, Oakland, MD 21550
    1484 Paradise Point Rd, Oakland, MD 21550
    /47

    $1,762,500 Sold Jul 29, 2025

    • 3,360 Sq Ft
    • $525/SF
    • 16 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2022

    1484 Paradise Point Rd, Oakland, MD 21550

    "In the Groove" is a newly constructed, high-end lakefront home offering 5 bedrooms, 4.5 bathrooms, and over 3,300 square feet of finished living space on a level lakefront lot in a quiet no-wake cove of Deep Creek Lake. This property features 85 ft of lakefront, a Type A dock with a jet ski port included, no HOA, and a high-grade automatic fire sprinkler system with a dedicated control panel for

    Kelsey Meyers Railey Realty, Inc.

    1484 Paradise Point Rd, Oakland, MD 21550
  • 5154 Maryland Hwy, Oakland, MD 21550
    5154 Maryland Hwy, Oakland, MD 21550
    5154 Maryland Hwy, Oakland, MD 21550
    /65

    $375,000 Sold Jul 29, 2025

    • 2,860 Sq Ft
    • $131/SF
    • 23 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1980

    5154 Maryland Hwy, Oakland, MD 21550

    Welcome to this lovely home in the country setting with endless opportunity. This 5 bedroom/ 2 bathroom home has an incredible layout with plenty of space for entertaining guest inside and out. Located just outside of Oakland and situated on 2.30acres. The covered wrap around porch is great spot to relax or grill out with family and friends throughout the year. The main level features large

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    5154 Maryland Hwy, Oakland, MD 21550
  • 1681 Shady Dell Rd, Oakland, MD 21550
    1681 Shady Dell Rd, Oakland, MD 21550
    1681 Shady Dell Rd, Oakland, MD 21550
    /31

    $189,000 Sold Jul 24, 2025

    • 960 Sq Ft
    • $197/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1985

    1681 Shady Dell Rd, Oakland, MD 21550

    3 Bedroom Home in Pleasant Valley! Discover the perfect blend of comfort, privacy, and potential with this 3-bedroom, 1-bath home nestled in the heart of Pleasant Valley. Situated on just under an acre and surrounded by mature woods, this property offers the serenity of country living with convenient access to local amenities. Full basement and Multiple heat sources. Schedule a showing today.

    Tim Macauley Taylor Made Deep Creek Vacations & Sales

    1681 Shady Dell Rd, Oakland, MD 21550
  • 300 Santa fe Trail, Oakland, MD 21550
    300 Santa fe Trail, Oakland, MD 21550
    300 Santa fe Trail, Oakland, MD 21550
    /29

    $431,000 Sold Jul 24, 2025

    • 1,080 Sq Ft
    • $399/SF
    • 102 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1967

    300 Santa fe Trail, Oakland, MD 21550

    Updated Lake-Area A-Frame – Turnkey & Ready to Enjoy! This beautifully upgraded A-frame is the perfect Deep Creek getaway. Freshly painted inside and out, this charming retreat features upscale furnishings and is being sold fully turnkey. Enjoy the open-concept living area with a stunning stone fireplace, a spacious wrap-around deck for outdoor relaxation, and a cozy loft for extra sleeping

    Lauren McCann Railey Realty, Inc.

    300 Santa fe Trail, Oakland, MD 21550
  • 29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    /32

    $260,000 Sold Jul 21, 2025

    • 960 Sq Ft
    • $271/SF
    • 98 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    29 Sloan Tract Rd, Oakland, MD 21550

    Affordable Deep Creek Lake Opportunity – Act Now!Don’t miss this chance to own in the Deep Creek Lake watershed at an unbeatable price! This 3-bedroom, 2-bath home needs some TLC but promises a strong return on investment. Located just off Lake Shore Dr, it features an oversized front deck with filtered lake views—perfect for relaxing or entertaining. The open kitchen/family room layout

    Thomas Long Railey Realty, Inc.

    29 Sloan Tract Rd, Oakland, MD 21550

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