27

Oakland, MD Homes under $100,000

Section Image
  • Lot 9 Pheasant Run, Oakland, MD 21550
    Lot 9 Pheasant Run, Oakland, MD 21550
    Lot 9 Pheasant Run, Oakland, MD 21550
    /10

    $65,000

    • Land
    • 6 Acres
    • $10,450 per Acre

    Lot 9 Pheasant Run, Oakland, MD 21550

    Lot 9 Pheasant Run Road is 6.22-acre building lot in the desirable Moss Creek subdivision at Deep Creek Lake. Gently wooded with small, easily clearable brush, this parcel offers stunning mountain views and western exposure—ideal for enjoying breathtaking sunsets. Conveniently located just minutes from Deep Creeks recreational amenities and the shops, dining, and services of Oakland, MD. This

    Zach Wesolowski Railey Realty, Inc.

    Lot 9 Pheasant Run, 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
    /13

    $25,500

    • Land
    • 0.12 Acre
    • $212,500 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
  • 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
    • 0.60 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

    Nick Fratz-Orr Railey Realty, Inc.

    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!

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 14 Dogwood Dr, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /5

    $99,000

    • Land
    • 9 Acres
    • $11,340 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,

    Julie Mead 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

    $61,000

    • Land
    • 7 Acres
    • $8,689 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

    Julie Mead 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

    $79,900

    • Land
    • 1.58 Acres
    • $50,570 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
  • 0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550
    /21

    $29,900

    • Land
    • 1.05 Acres
    • $28,476 per Acre

    0 Overlook Dr Unit 22 MDGA2009114, Oakland, MD 21550

    5 bedroom perc! Experience a quiet & secluded area of Deep Creek Lake. The Overlook is a lake view and water access community in the southernmost expanse of the lake. Lot 22 is close to the water & shares 21+/- acres of beautiful common area, including a lakeside walking/hiking trail and lakeside gazebo. Teeming with birds and other wildlife, the namesake stream 'Deep Creek' doesn't disappoint!

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Overlook Dr Unit 22 MDGA2009114, 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
    • 0.00 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
    /15

    $42,000

    • Land
    • 3.03 Acres
    • $13,861 per Acre

    Lot 1 Cherrywood Dr, Oakland, MD 21550

    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 electric in place

    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
    • 1.00 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! A 6-bedroom perc has been approved. No mobile homes permitted. No HOA. Easy access off Spring Glade Rd. Ideally situated between Oakland and Deep Creek Lake. Contact us 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
  • 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

    $27,000

    • Land
    • 1.48 Acres
    • $18,243 per Acre

    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
  • 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

    $35,000

    • Land
    • 2.10 Acres
    • $16,667 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
  • Lot 15 Overlook Dr, Oakland, MD 21550
    Lot 15 Overlook Dr, Oakland, MD 21550
    Lot 15 Overlook Dr, Oakland, MD 21550
    /13

    $29,900

    • Land
    • 1.18 Acres
    • $25,339 per Acre

    Lot 15 Overlook Dr, Oakland, MD 21550

    Affordable lake access building lot! Approved perc for a 4 bedroom dwelling, walkable access to Deep Creek Lake, and located in a gorgeous setting surrounded by beautiful homes and landscape. No short term vacation rentals in this community. Close to all area amenities such as Wisp Resort, Swallow Falls, Deep Creek Lake State Park, & more!

    Nina Beitzel Railey Realty, Inc.

    Lot 15 Overlook Dr, Oakland, MD 21550
  • 500 Seneca Ave, Oakland, MD 21550
    500 Seneca Ave, Oakland, MD 21550
    500 Seneca Ave, Oakland, MD 21550
    /13

    $67,500

    • 3 Beds
    • 1 Bath
    • 1,284 Sq Ft

    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
  • 0 Hamill St, Oakland, MD 21550
    0 Hamill St, Oakland, MD 21550
    0 Hamill St, Oakland, MD 21550
    /3

    $34,500

    • Land
    • 0.74 Acre
    • $46,622 per Acre

    0 Hamill St, Oakland, MD 21550

    .74 acre building lot near the southern border Oakland city limits. Enjoy the feeling of living in town with more open space and surrounded by beautiful Pleasant Valley and farm land. Lot can be accessed by either Hamill St or Tower St. Public water & sewer available.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Hamill St, Oakland, MD 21550
  • Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    /14

    $30,000

    • Land
    • 2.45 Acres
    • $12,245 per Acre

    Lot 5A Valley Rd, Oakland, MD 21550

    2.45 Acres in the Pleasant Valley area! Previously approved perc site will need re-evaluated by Health Department. Location is within 30 minutes to Timberline and Canaan Valley Resorts, as well as Deep Creek Lake and Wisp Resort! Call today to see how this can become your future homesite!

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 5A Valley Rd, 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!

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 6 Hoye Crest Rd, 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
  • 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!

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 25 W Big Piney 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

    $79,900

    • Land
    • 7 Acres
    • $11,414 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 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 27 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group