10,792

Garrett, MD Homes

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  • 15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    /37

    $440,000

    • 2 Beds
    • 1 Bath

    15 Village Dr Unit 1, Oakland, MD 21550

    Escape to a simpler time with all the modern conveniences you desire at this 2-bedroom log cabin in the Yellowstone Village. The main level envelops you with the uniqueness and charm from the great room with an old-fashioned stone fireplace to warm up the chilling evenings and furniture that begs you to sit a while, to the quaint, yet full-sized kitchen with the cutest dining table. Venture up

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 255-9771

    15 Village Dr Unit 1, Oakland, MD 21550
  • 604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    604 E Oak St, Oakland, MD 21550
    /11

    $1,090 per month

    • 1 Bed
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 E Oak St, Oakland, MD 21550

    Charming one-Bedroom Apartment Recently Renovated, Prime Location!Welcome to this beautifully renovated three-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Key Features:Complete Renovation: Enjoy a fresh and stylish space with all-new

    Sharon Mokhtari Fairfax Realty of Tysons

    604 E Oak St, 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

    $399,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,404 Sq Ft

    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
    • 565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      /30

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 382 Sq Ft

      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      565 Glendale Rd Unit 123-A, Oakland, MD 21550
  • 621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    /97

    $695,000

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    621 Paradise Heights, Oakland, MD 21550

    Opportunity to own one of Deep Creek Lake's most unique homes! 621 Paradise Heights is a geodesic dome house offering 4 bedrooms, 3 full bathrooms and over 4300 square feet of interior space. Become the ultimate host of guests with the many entertainment spaces in the house including main level living room, parlor with wet bar, expansive deck, stacked stone fireplace, fit pit in back yard and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 240-3916

    621 Paradise Heights, 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
    • 314 Morning Glory Dr, Oakland, MD 21550
      314 Morning Glory Dr, Oakland, MD 21550
      314 Morning Glory Dr, Oakland, MD 21550
      /60

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft

      314 Morning Glory Dr, Oakland, MD 21550

      314 Morning Glory Dr, Oakland, MD 21550
  • 20160 Garrett Hwy Unit H708, Oakland, MD 21550
    20160 Garrett Hwy Unit H708, Oakland, MD 21550
    20160 Garrett Hwy Unit H708, Oakland, MD 21550
    /47

    $300,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H708, Oakland, MD 21550

    Welcome to Will O' the Wisp Condominiums, where premium upgrades meet penthouse-level lakefront living at Deep Creek Lake! This fully furnished, beautifully updated, rarely available, top-floor two-level condo features one bedroom and one bath, offering 550 square feet of comfort, charm, and versatility — perfect as a vacation home, year-round retreat, or income-producing rental.Start

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (301) 479-6357

    20160 Garrett Hwy Unit H708, 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
    • 565 Glendale Rd Unit 208, Oakland, MD 21550
      565 Glendale Rd Unit 208, Oakland, MD 21550
      565 Glendale Rd Unit 208, Oakland, MD 21550
      /20

      Est $207,470 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 484 Sq Ft

      565 Glendale Rd Unit 208, Oakland, MD 21550

      565 Glendale Rd Unit 208, Oakland, MD 21550
  • 62 Duck Cove Rd, Oakland, MD 21550
    62 Duck Cove Rd, Oakland, MD 21550
    62 Duck Cove Rd, Oakland, MD 21550
    /75

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 4,150 Sq Ft

    62 Duck Cove Rd, Oakland, MD 21550

    Panoramic lakefront living greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefront home with 231' of premium lakefront facing east, offering amazing sunrises looking down a long stretch of the lake toward Turkeyneck! 1 oversize attached garage spaces offer plenty of space for your vehicles on the street side and 2 attached garage spaces provide room for your lake toys on the

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 837-8381

    62 Duck Cove Rd, 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
    • 7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      /3

      Not Listed For Sale

      7 Cherrywood Dr, Oakland, MD 21550

      7 Cherrywood 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

    $1,075,000

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    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

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 895-9233

    267 Woodlands Hill Ln, 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
    • 128 Tarn Dr, Oakland, MD 21550
      128 Tarn Dr, Oakland, MD 21550
      128 Tarn Dr, Oakland, MD 21550
      /16

      Not Listed For Sale

      128 Tarn Dr, Oakland, MD 21550

      128 Tarn Dr, Oakland, MD 21550
  • 65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    /52

    $715,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    65 Village Dr Unit 6, Oakland, MD 21550

    Looking for that cozy cabin getaway at the lake? 65 Village Drive offers cabin living at its finest with 3 full bedrooms and 3 full bathrooms minutes from all of Deep Creek Lake's most popular amenities. Two wood burning fireplaces give ultimate ambiance in the main level living room and four seasons room where the hot tub is also located. The Yellowstone Village community offers one of Deep

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 820-3626

    65 Village Dr Unit 6, 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
    • 565 Glendale Rd Unit 206-B, Oakland, MD 21550
      565 Glendale Rd Unit 206-B, Oakland, MD 21550
      565 Glendale Rd Unit 206-B, Oakland, MD 21550
      /46

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 777 Sq Ft

      565 Glendale Rd Unit 206-B, Oakland, MD 21550

      565 Glendale Rd Unit 206-B, Oakland, MD 21550
  • Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    /15

    $44,900

    • Land
    • 6 Acres
    • $7,337 per Acre

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

    Opportunity to own over 6 acres on Backbone Mountain adjoining the Highest Point in Maryland! This lot will offer some of the best views from Maryland's highest point with western exposure. Approved perc and electric on site . Ready for you to build your dream home! Lots in this community have been selling fast. Call today to claim this one before it sells too!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 869-6858

    Lot 6 Hoye Crest Rd, 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
    • 1 Overlook Ridge Dr SE, Oakland, MD 21550
      1 Overlook Ridge Dr SE, Oakland, MD 21550
      1 Overlook Ridge Dr SE, Oakland, MD 21550
      /22

      Not Listed For Sale

      • 4 Beds

      1 Overlook Ridge Dr SE, Oakland, MD 21550

      1 Overlook Ridge Dr SE, Oakland, MD 21550
  • Lot 25 W Big Piney Dr, Oakland, MD 21550
    Lot 25 W Big Piney Dr, Oakland, MD 21550
    /2

    $4,000

    • Land
    • 0.46 Acre
    • $8,696 per Acre

    Lot 25 W Big Piney Dr, Oakland, MD 21550

    Membership lot in Youghiogheny Mountain Resort on the corner of Big Piney and Rabbit Run! Lot sale is for access to community and membership only. Non-Buildable lot. Experience over 50 miles of trails for recreational use, riding side by sides, fishing at Muddy Creek and more! Call today!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 332-0716

    Lot 25 W Big Piney Dr, 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
    • 20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      /48

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      20160 Garrett Hwy Unit 502/702, 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

    $19,000 Pending

    • Land
    • 0.69 Acre
    • $27,536 per Acre

    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

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-8525

    Lot 31 Fawn Dr, 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
    • 305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      /64

      Est $615,247 Not Listed For Sale

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

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
  • 0 E Water St, Oakland, MD 21550
    0 E Water St, Oakland, MD 21550
    /2

    $10,000 Pending

    • Land
    • 0.33 Acre
    • $30,303 per Acre

    0 E Water St, Oakland, MD 21550

    Affordable building lot in Oakland with access to public water and sewer! This 0.33 acre lot offers a level building site with frontage on the Little Youghiogheny River, conveniently located close to all of Oakland's amenities and attractions. Call today for more information!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-9591

    0 E Water St, 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
    • 18113 Garrett Hwy, Oakland, MD 21550
      18113 Garrett Hwy, Oakland, MD 21550
      18113 Garrett Hwy, Oakland, MD 21550
      /22

      Est $265,920 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,208 Sq Ft

      18113 Garrett Hwy, Oakland, MD 21550

      18113 Garrett Hwy, Oakland, MD 21550
  • 1056 Sunrise Dr, Oakland, MD 21550
    1056 Sunrise Dr, Oakland, MD 21550
    1056 Sunrise Dr, Oakland, MD 21550
    /60

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    1056 Sunrise Dr, Oakland, MD 21550

    Welcome to 1056 Sunrise Drive! This 4-bedroom, 2-bath home offers the perfect blend of comfort and style in the heart of Oakland MD. Inside, enjoy recent renovations that add a cozy appeal throughout, including a bright and open main living area, and a refreshed kitchen and bathrooms. The fully finished basement adds valuable living space, perfect for a rec room, home office, or guest suite. Set

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 219-8052

    1056 Sunrise Dr, 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
    • 77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      /24

      Est $173,750 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft

      77 Racoon Dr, Oakland, MD 21550

      77 Racoon Dr, 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

    $89,000

    • Land
    • 4.00 Acres
    • $22,250 per Acre

    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

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 349-7682

    4.00 Acres Moose Crossing, 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
    • 232 Jeffrey Ln Unit 33, Oakland, MD 21550
      232 Jeffrey Ln Unit 33, Oakland, MD 21550
      232 Jeffrey Ln Unit 33, Oakland, MD 21550
      /48

      Est $399,536 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,480 Sq Ft

      232 Jeffrey Ln Unit 33, Oakland, MD 21550

      232 Jeffrey Ln Unit 33, Oakland, MD 21550
  • 163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    /50

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    163 Crestview Dr, Oakland, MD 21550

    Welcome to 163 Crestview Drive — a beautifully maintained 3-bedroom, 2.5-bath home nestled in the Mitchell Manor neighborhood. This inviting Cape Cod offers timeless charm, modern updates, and a peaceful setting just minutes from downtown Oakland. Many recent improvements including HVAC, water treatment/filtration system, flooring and landscaping! Step inside to an open, light-filled floor plan

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 363-0878

    163 Crestview Dr, 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
    • 157 Jeffrey Ln Unit 21B, Oakland, MD 21550
      157 Jeffrey Ln Unit 21B, Oakland, MD 21550
      157 Jeffrey Ln Unit 21B, Oakland, MD 21550
      /46

      Est $288,662 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 550 Sq Ft

      157 Jeffrey Ln Unit 21B, Oakland, MD 21550

      157 Jeffrey Ln Unit 21B, Oakland, MD 21550

Showing Results 1 - 40, Page 1 of 18

Maryland Garrett County Oakland

Real Estate & Homes

Home Trends in Oakland, MD

On average, homes in Oakland, MD sell after 113 days on the market compared to the national average of 70 days. The median sale price for homes in Oakland, MD over the last 12 months is $490,000, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$595,000
Median Townhouse Sale Price
$369,900
Median 2 Bedroom Sale Price
$440,000
Median 1 Bedroom Sale Price
$270,000
Average Price Per Sq Ft
$392
Number of Homes for Sale
38
Last 12 months Home Sales
62
Months of Supply
7.40
Median List Price
$525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-10%
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