30

Oakland, MD Homes for Sale under $100,000

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  • Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    Lot 15 Little Mountain Rd, Oakland, MD 21550
    /9

    $30,000

    • Land
    • 2.71 Acres
    • $11,070 per Acre

    Lot 15 Little Mountain Rd, Oakland, MD 21550

    Welcome to Backbone Ridge, where privacy, natural beauty, and mountain living converge. This 2.71-acre parcel is perfectly situated near the highest point in Maryland, offering breathtaking mountain views and a tranquil, secluded setting.Located in one of the region’s most desirable areas, this property is ready for your dream home. The homesite is already cleared, a gravel driveway in place,

    Agent Photo

    ADAM MURRAY

    BHHS Touchdown Home Pros Realty

    (240) 797-1759

    Lot 15 Little Mountain Rd, Oakland, MD 21550
  • Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    /16

    $50,000

    • Land
    • 0.6 Acre
    • $83,333 per Acre

    Lot 2 Cedar Ln, Oakland, MD 21550

    Cleared, perc approved and ready to build! Lot 2 Cedar Lane sits on a 0.6 acre level lot at the beginning of Cedar Lane which sits close to the community center, tennis courts, pavilion and only a short ride to Muddy Creek and the access to Youghiogheny River! Youghiogheny Mountain Resort offers over 50 miles of trails for riding ATV’s, side by sides, fishing at Muddy Creek and much more! The

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-8377

    Lot 2 Cedar Ln, Oakland, MD 21550
  • Lot 14 Dogwood Dr, Oakland, MD 21550
    Lot 14 Dogwood Dr, Oakland, MD 21550
    Lot 14 Dogwood Dr, Oakland, MD 21550
    /19

    $35,000

    • Land
    • 0.59 Acre
    • $59,322 per Acre

    Lot 14 Dogwood Dr, Oakland, MD 21550

    Buildable lot in Youghiogheny Mountain Resort! This .59 acre lot offers a level homesite with approval for a sand mound septic system. The YMR community is a gated community offering the ultimate recreational experience with over 50 miles of trails, access to state lands, Youghiogheny River and much more. Looking for a site to build your getaway? This property may be for you!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 981-5866

    Lot 14 Dogwood Dr, 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
    • 6.12 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) 652-2465

    Lot 6 Hoye Crest Rd, 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) 434-0180

    Lot 25 W Big Piney Dr, Oakland, MD 21550
  • 28 Wild Turkey Ln, Oakland, MD 21550
    28 Wild Turkey Ln, Oakland, MD 21550
    28 Wild Turkey Ln, Oakland, MD 21550
    /6

    $35,000

    • Land
    • 1 Acre
    • $35,000 per Acre

    28 Wild Turkey Ln, Oakland, MD 21550

    Discover a serene slice of paradise with this stunning 1-acre land opportunity, perfectly nestled among lush trees and tranquil woods. This picturesque setting offers a peaceful retreat from the hustle and bustle of city life, inviting you to create your dream home in a natural haven. This lot is partially cleared on the front and completely level. Close to Deep Creek Lake and all it's amenities

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    28 Wild Turkey Ln, Oakland, MD 21550
  • lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550
    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550
    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550
    /15

    $39,000

    • Land
    • 2.57 Acres
    • $15,175 per Acre

    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550

    2 lots (7 & 8) totaling 2.57 acres, on gently sloping wooded area. Nestled between Cannan Valley & Deep Creek Lake, this promises to be a perfect blend of convenience and tranquility. Nature surrounds you - the perfect spot for a cozy cabin! Call agent for more information!

    Julie Mead The KW Collective

    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550
  • 809 N St, Oakland, MD 21550
    809 N St, Oakland, MD 21550
    809 N St, Oakland, MD 21550
    /19

    $65,000

    • 792 Sq Ft

    809 N St, Oakland, MD 21550

    This home needs work and is a possible teardown. Due to square footage restrictions, a complete teardown would require the buyer to check with the town of Mt. Lake Park for rebuilding stipulations. Being sold "As Is". Caution: Entering this property is at your own discretion and responsibility.RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. PROSPECTIVE PURCHASERS

    Kathy Gibson Railey Realty, Inc.

    809 N St, Oakland, MD 21550
  • 0 Longview Ln, Oakland, MD 21550
    0 Longview Ln, Oakland, MD 21550
    0 Longview Ln, Oakland, MD 21550
    /9

    $49,900

    • Land
    • 1 Acre
    • $49,900 per Acre

    0 Longview Ln, Oakland, MD 21550

    1.00 Acre wooded lot loacted in George Brunson Subdivision. Close to Deep Creek Lake, Wisp Ski Resort and Oakland. Approved perc

    Linda Deremer Appalachian Realty

    0 Longview Ln, Oakland, MD 21550
  • 0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
    /5

    $30,000

    • Land
    • 0.34 Acre
    • $88,235 per Acre

    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550

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

    Debra Hayne Cummings & Co. Realtors

    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
  • 9 & 10 Grouse Run Rd, Oakland, MD 21550
    9 & 10 Grouse Run Rd, Oakland, MD 21550
    9 & 10 Grouse Run Rd, Oakland, MD 21550
    /20

    $28,000

    • Land
    • 0.96 Acre
    • $29,167 per Acre

    9 & 10 Grouse Run Rd, Oakland, MD 21550

    Don’t miss this rare opportunity to own a .96-acre double lot with perc approval for a 3-bedroom sand mound septic system—and a driveway already installed, making it even easier to bring your dream home or getaway cabin to life. Nestled within the quiet, wooded community of Yough Mountain Resort, this property offers the perfect blend of peace, privacy, and outdoor adventure. Enjoy access to over

    Brent Housley Railey Realty, Inc.

    9 & 10 Grouse Run Rd, Oakland, MD 21550
  • Lot 27 Stool Rock Rd, Oakland, MD 21550
    Lot 27 Stool Rock Rd, Oakland, MD 21550
    Lot 27 Stool Rock Rd, Oakland, MD 21550
    /4

    $3,500

    • Land
    • 0.51 Acre
    • $6,863 per Acre

    Lot 27 Stool Rock Rd, Oakland, MD 21550

    Nestled in the scenic mountains of Western Maryland, this unbuildable lot offers the perfect gateway to the peaceful surroundings, beautiful views, and abundant wildlife of the Youghiogheny Mountain Resort. This membership lot provides exclusive access to over 50 miles of private roads and trails perfect for ATV and side-by-side riding, fishing at Muddy Creek, and outdoor recreation. Community

    Elizabeth Broadwater Taylor Made Deep Creek Vacations & Sales

    Lot 27 Stool Rock Rd, Oakland, MD 21550
  • Lot 7 Backbone Ridge Rd, Oakland, MD 21550
    Lot 7 Backbone Ridge Rd, Oakland, MD 21550
    Lot 7 Backbone Ridge Rd, Oakland, MD 21550
    /7

    $29,950

    • Land
    • 4 Acres
    • $7,488 per Acre

    Lot 7 Backbone Ridge Rd, Oakland, MD 21550

    This 4-acre building lot in the Backbone Ridge community offers breathtaking mountain views and a 3-bedroom perc approval — ready for your dream home. Perfectly positioned near Deep Creek Lake, WISP Ski Resort, Canaan Valley, Timberline Ski Resort, and Blackwater Falls State Park, outdoor adventure is just minutes away. Whether you're building a year-round residence or a weekend escape, enjoy the

    Brent Housley Railey Realty, Inc.

    Lot 7 Backbone Ridge Rd, Oakland, MD 21550
  • 8760 Oakland Sang Run Rd, Oakland, MD 21550
    8760 Oakland Sang Run Rd, Oakland, MD 21550
    8760 Oakland Sang Run Rd, Oakland, MD 21550
    /28

    $82,500

    • Land
    • 2.53 Acres
    • $32,609 per Acre

    8760 Oakland Sang Run Rd, Oakland, MD 21550

    Attention outdoor enthusiasts! This 2.53 acre lot just across the road from state-owned land down to the world-famous Youghiogheny River is a whitewater lover or fisherman's dream. Complete with a gravel driveway up to a flat gravel pad and electric meter ready to go, perfect for a camper or a forever home. Perc-approved for 3 bedrooms and less than half a mile from easy public Yough access.

    Elizabeth Ware Railey Realty, Inc.

    8760 Oakland Sang Run Rd, Oakland, MD 21550
  • Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
    /11

    $23,000

    • Land
    • 0.12 Acre
    • $191,667 per Acre

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550

    Gallatin Woods is a unique log home community located on Lakeshore Drive in the innermost part of Deep Creek Lake. Each owner may build within the building cylinder indicated on the plat and have exclusive use of the parking area and the additional land that immediately surrounds the home site. All other land within the community is condominiumized to keep the area wooded and carefree. Owners

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /5

    $79,000

    • Land
    • 8.73 Acres
    • $9,049 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT A= 8.73 acre parcel, located off Bethlehem Rd, in Western Maryland! Separate lot B (7.02 acres) behind this lot, also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools,

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /4

    $51,000

    • Land
    • 7.02 Acres
    • $7,265 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT B= 7.02 acre parcel, located off Bethlehem Rd, in Western Maryland! Adjoins lot A (8.73 acres) also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools, shopping and

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
    /12

    $55,000

    • Land
    • 1.58 Acres
    • $34,810 per Acre

    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550

    Rare opportunity! Impressive views of the Oakland golf course, pond and scenic vista! 5 lots in Country Club Acres Section 2, lots 66, 67, 68, 69 and 70, totaling 1.58+/- acres of land, all fronting on hole #13. Private driveway access already in place off Oakland Sang Run Rd. Public sewer nearby via Crosby Drive. Well water. One home can be built in total and there is flexibility on where you

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
  • Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    /5

    $27,500

    • Land
    • 0 Acre

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550

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

    Nina Beitzel Railey Realty, Inc.

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
  • Lot 1 Cherrywood Dr, Oakland, MD 21550
    Lot 1 Cherrywood Dr, Oakland, MD 21550
    Lot 1 Cherrywood Dr, Oakland, MD 21550
    /17

    $38,500

    • Land
    • 3.03 Acres
    • $12,706 per Acre

    Lot 1 Cherrywood Dr, Oakland, MD 21550

    NOW ONLY $38,500!! Discover the perfect blend of space, privacy, and convenience with this 3.03 acre lot, a short drive from downtown Oakland, Deep Creek Lake, Potomac State Forest and Garrett State Forest! With a 5-bedroom perc on file, this property is ready for your dream home. This beautiful property is located in Cherrywood Ridge Subdivision, with only 7 lots in the community. Underground

    Amy Skipper Railey Realty, Inc.

    Lot 1 Cherrywood Dr, Oakland, MD 21550
  • 12 Stool Rock Rd, Oakland, MD 21550
    12 Stool Rock Rd, Oakland, MD 21550
    12 Stool Rock Rd, Oakland, MD 21550
    /32

    $6,000

    • Land
    • 0.74 Acre
    • $8,108 per Acre

    12 Stool Rock Rd, Oakland, MD 21550

    Unbuildable membership lot in Yough Mtn Resort! Community amenities include common playground area, pavilion & community building, hunting and fishing areas as well as over 50 miles of private roads & trails for ATV riding. Call today for details!

    Michael Fenton Railey Realty, Inc.

    12 Stool Rock Rd, Oakland, MD 21550
  • 111 Tarn Dr, Oakland, MD 21550
    111 Tarn Dr, Oakland, MD 21550
    111 Tarn Dr, Oakland, MD 21550
    /20

    $57,900

    • Land
    • 1 Acre
    • $57,900 per Acre

    111 Tarn Dr, Oakland, MD 21550

    Can't find the home you're looking for? Buy land and build it your way at Deep Creek Lake! This 1 acre parcel is in the lake access community Mountainside and is centrally located to Wisp Resort, State Parks and local Restaurants. Community offers Marina Club, tennis, hiking and biking. Great vacation rental potential. Public water and sewer hook-ups are available. Enjoy what Deep Creek Lake has

    Amy Grubby AEK Real Estate, LLC

    111 Tarn Dr, Oakland, MD 21550
  • Lot 14 Warnick Way, Oakland, MD 21550
    Lot 14 Warnick Way, Oakland, MD 21550
    Lot 14 Warnick Way, Oakland, MD 21550
    /3

    $45,900

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

    Lot 14 Warnick Way, Oakland, MD 21550

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

    Nicole Jackson Railey Realty, Inc.

    Lot 14 Warnick Way, Oakland, MD 21550
  • Lot 20 Maple Del Ln, Oakland, MD 21550
    Lot 20 Maple Del Ln, Oakland, MD 21550
    Lot 20 Maple Del Ln, Oakland, MD 21550
    /5

    $67,500

    • Land
    • 1.02 Acres
    • $66,176 per Acre

    Lot 20 Maple Del Ln, Oakland, MD 21550

    Land Listing: Prime 1-Acre Lot Near Deep Creek LakeDiscover the perfect opportunity to build your dream retreat in the desirable Maple Del community.This 1-acre lot is ideally situated across the street from the stunning Deep Creek Lake, offering convenient access to outdoor activities and beautiful views.Property Features:• Location: Maple Del Community, across from Deep Creek

    Michael Cumerlato Jason Mitchell Group

    Lot 20 Maple Del Ln, Oakland, MD 21550
  • 0 N Hammond St, Oakland, MD 21550
    0 N Hammond St, Oakland, MD 21550
    0 N Hammond St, Oakland, MD 21550
    /3

    $29,900

    • Land
    • 0.54 Acre
    • $55,370 per Acre

    0 N Hammond St, Oakland, MD 21550

    If you are looking for an affordable building lot located in the beautiful town of Oakland, this is it! This .54-acre lot is just steps to downtown Oakland, and minutes to restaurants, shopping, and grocery stores. Offering public water and sewer, the possibilities are endless.

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 N Hammond St, Oakland, MD 21550
  • LOT 181 Santa fe Trail, Oakland, MD 21550
    LOT 181 Santa fe Trail, Oakland, MD 21550
    LOT 181 Santa fe Trail, Oakland, MD 21550
    /12

    $45,000

    • Land
    • 0.34 Acre
    • $132,353 per Acre

    LOT 181 Santa fe Trail, Oakland, MD 21550

    Don't miss the opportunity to own a lake area lot near the one and only Deep Creek Lake. 0.34 acre wooded lot, close to multiple local attractions. Call today! Verify utilities with Garrett County Environmental Department. Being sold subject to successful perc.

    Amy Skipper Railey Realty, Inc.

    LOT 181 Santa fe Trail, Oakland, MD 21550
  • 14 Yough View Dr, Oakland, MD 21550
    14 Yough View Dr, Oakland, MD 21550
    14 Yough View Dr, Oakland, MD 21550
    /32

    $30,000

    • Land
    • 2.1 Acres
    • $14,286 per Acre

    14 Yough View Dr, Oakland, MD 21550

    Motivated Seller. Bring an offer!!!!! Build your dream home fronting on the Youghiogheny River!!! This 2 acre lot fronts to the community access area, so you are an easy walk to the river's edge. Perc approved for a 3 bedroom home. The Timbers on the Yough gated community features access to the river as well as hiking trails. Close to the town of Oakland, local parks, and unlimited outdoor

    Rachel Bruch Railey Realty, Inc.

    14 Yough View Dr, Oakland, MD 21550
  • 0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
    /4

    $29,900

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

    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550

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

    Chip Smith 1 Real Estate Source LLC

    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
  • 62 Crosby Dr, Oakland, MD 21550
    62 Crosby Dr, Oakland, MD 21550
    62 Crosby Dr, Oakland, MD 21550
    /5

    $37,500

    • Land
    • 0.63 Acre
    • $59,524 per Acre

    62 Crosby Dr, Oakland, MD 21550

    Beautiful building lot in Country Club Acres. Lot 62 and 63 combine for a total 0.629-acre lot and backs up to the Oakland Golf course. Conveniently located close to schools, shopping, restaurants and more. Call today for more info!

    Jon Bell Railey Realty, Inc.

    62 Crosby Dr, Oakland, MD 21550
  • 0 Sassafras Hill Unit MDGA2009382, Oakland, MD 21550
    0 Sassafras Hill Unit MDGA2009382, Oakland, MD 21550
    0 Sassafras Hill Unit MDGA2009382, Oakland, MD 21550
    /4

    $59,000

    • Land
    • 7 Acres
    • $8,429 per Acre

    0 Sassafras Hill Unit MDGA2009382, Oakland, MD 21550

    If you have been looking to live the mountain / lake lifestyle this 7 AC lot could be for you. The approved site plan for Minnetoska Lake Lot 18 is uploaded, and shows where the proposed house and approved well site and sewage disposal areas are. The lot is approved for a 4 bedroom maximum house. This lot is minutes away from Deep Creek Lake, several state parks and forests, the famous WISP

    Rob Freyer Charis Realty Group

    0 Sassafras Hill Unit MDGA2009382, Oakland, MD 21550
Maryland Garrett County Oakland

Real Estate & Homes in Oakland, MD under $100,000

How to Buy a Home How to Finance a Home How to Sell a Home

In Oakland, there are currently 30 homes for sale priced under $100,000, providing budget-friendly options for prospective buyers. Whether you're in search of houses for sale under 100k or other property types, there are opportunities to discover your ideal home within your budget in Oakland, MD. From cozy starter homes to properties awaiting your personal touch, these affordable residences offer an entry point into the housing market or an opportunity for real estate investment without stretching your finances.

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