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Take a look at this 3BR-1BA home in Oakland with town water, sewer, natural gas. Home could use some TLC but is a wonderful starter or ender-upper home. Vinyl sided, from porch and deck. One car integral garage. Some hardwood flooring. Why rent when you can buy and have a lower monthly payment.

3 Beds ⋅ 1 Baths

Take a look at this 3BR-1BA home in Oakland with town water, sewer, natural gas. Home could use some TLC but is a wonderful starter or ender-upper home. Vinyl sided, from porch and deck. One car integral garage. Some hardwood flooring. Why rent when you can buy and have a lower monthly payment.

1003 E High St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$619,000

Turnkey Deep Creek Lake getaway and investment opportunity! This charming lake-view property offers the perfect combination of mountain charm, comfortable living, and income-producing potential. Currently operating as an active short-term rental, this property is ready for its next owner to enjoy or continue generating rental income. The inviting open floor plan and abundance of windows bring the beautiful surrounding scenery indoors, while the spacious front deck provides the perfect setting for relaxing, grilling, and entertaining after a day at the lake. Numerous improvements have been completed within the past three years, including a new electrical panel, updated kitchen, new flooring, renovated main-level bathroom, updated upstairs tile bathroom, and a wall-mounted mini-split unit. Even better, this property is being offered fully furnished, including the hot tub, making it an exceptional turnkey opportunity! Conveniently located near Deep Creek Lake State Park, Wisp Resort, golf, restaurants, shopping, and year-round recreation, this property offers something to enjoy in every season. Whether you're looking for an established short-term rental investment, a weekend getaway, or your own mountain retreat, this is an opportunity you won't want to miss!

3 Beds ⋅ 3 Baths

Turnkey Deep Creek Lake getaway and investment opportunity! This charming lake-view property offers the perfect combination of mountain charm, comfortable living, and income-producing potential. Currently operating as an active short-term rental, this property is ready for its next owner to enjoy or continue generating rental income. The inviting open floor plan and abundance of windows bring the beautiful surrounding scenery indoors, while the spacious front deck provides the perfect setting for relaxing, grilling, and entertaining after a day at the lake. Numerous improvements have been completed within the past three years, including a new electrical panel, updated kitchen, new flooring, renovated main-level bathroom, updated upstairs tile bathroom, and a wall-mounted mini-split unit. Even better, this property is being offered fully furnished, including the hot tub, making it an exceptional turnkey opportunity! Conveniently located near Deep Creek Lake State Park, Wisp Resort, golf, restaurants, shopping, and year-round recreation, this property offers something to enjoy in every season. Whether you're looking for an established short-term rental investment, a weekend getaway, or your own mountain retreat, this is an opportunity you won't want to miss!

161 Marys Ln, Oakland

Listing courtesy of White Diamond Realty, LLC. Contact:

$225,000

Currently configured and listed as a small commercial store, this versatile property offers exciting potential for conversion to a residential use, subject to applicable approvals and the addition of a required sprinkler system. Enjoy beautiful mountain views and a convenient location just minutes from downtown Oakland, offering easy access to shopping, dining, entertainment, and local amenities. A unique opportunity for an owner-user, investor, or buyer looking to create a residence in a desirable and convenient location. Bring your vision and explore the possibilities!

1 Baths

Currently configured and listed as a small commercial store, this versatile property offers exciting potential for conversion to a residential use, subject to applicable approvals and the addition of a required sprinkler system. Enjoy beautiful mountain views and a convenient location just minutes from downtown Oakland, offering easy access to shopping, dining, entertainment, and local amenities. A unique opportunity for an owner-user, investor, or buyer looking to create a residence in a desirable and convenient location. Bring your vision and explore the possibilities!

5423 Gorman Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact:

$265,000

"RANCHER WITH IN GROUND POOL" REDUCED!! Well maintained Cedar Siding Rancher on large level lot with 3 bedrooms, 1 1/2 baths, beautiful hardwood floors on main level, Living room with wood burning brick fireplace, Large eat-in-kitchen/ dining area, with door that leads to deck overlooking in ground pool! Fenced yard and huge shed/pool storage, lower level finished great room for family entertaining with cozy wood stove which will be great for chilly days. New roof, hot water heater, cedar just stained/sealed! AND NEW DRIVEWAY 10/2026 COST WAS $8K - Come take a look!

3 Beds ⋅ 2 Baths

"RANCHER WITH IN GROUND POOL" REDUCED!! Well maintained Cedar Siding Rancher on large level lot with 3 bedrooms, 1 1/2 baths, beautiful hardwood floors on main level, Living room with wood burning brick fireplace, Large eat-in-kitchen/ dining area, with door that leads to deck overlooking in ground pool! Fenced yard and huge shed/pool storage, lower level finished great room for family entertaining with cozy wood stove which will be great for chilly days. New roof, hot water heater, cedar just stained/sealed! AND NEW DRIVEWAY 10/2026 COST WAS $8K - Come take a look!

216 N 12th St, Oakland

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$365,000

PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With three separate units, you'll have the potential for three streams of rental income from one property. Buyer could live in one unit and rent the other units out to help offset mortgage costs! Whether you're a seasoned investor or just getting started, this turnkey property offers updated finishes, strong income potential, and a prime location just steps from shops, restaurants, and everything downtown has to offer. Top floor is 1-bedroom and 1-bathroom. Middle floor is 2-bedroom and 1-bathroom. Bottom floor is 2-bedroom, 1-bathroom and has a laundry hookup. Contact me today with any questions or to schedule a time to tour the property!

5 Beds ⋅ 3 Baths

PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With three separate units, you'll have the potential for three streams of rental income from one property. Buyer could live in one unit and rent the other units out to help offset mortgage costs! Whether you're a seasoned investor or just getting started, this turnkey property offers updated finishes, strong income potential, and a prime location just steps from shops, restaurants, and everything downtown has to offer. Top floor is 1-bedroom and 1-bathroom. Middle floor is 2-bedroom and 1-bathroom. Bottom floor is 2-bedroom, 1-bathroom and has a laundry hookup. Contact me today with any questions or to schedule a time to tour the property!

615 E Oak St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$259,900

Very well maintained 3Br-2BA traditional style home in Oakland with huge 24X24 deck, paved driveway and one car detached garage. Home features almost 2000 square feet of living area, stainless steel appliances, and updated bathrooms. Great place to watch the Autumn Glory parade from you covered front porch. Hot water radiant heat with natural gas being the heat source. Newer replacement windows, roof replaced recently and as an added bonus this home features a whole house generator back-up. Convenient to all town activities, schools, and the hospital. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

3 Beds ⋅ 2 Baths

Very well maintained 3Br-2BA traditional style home in Oakland with huge 24X24 deck, paved driveway and one car detached garage. Home features almost 2000 square feet of living area, stainless steel appliances, and updated bathrooms. Great place to watch the Autumn Glory parade from you covered front porch. Hot water radiant heat with natural gas being the heat source. Newer replacement windows, roof replaced recently and as an added bonus this home features a whole house generator back-up. Convenient to all town activities, schools, and the hospital. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

102 N 3rd St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$230,000

Commercially zoned 0.57 acre level building lot in downtown Oakland, MD. Conveniently located off E Oak St and Town Park Lane with easy access to local shops, restaurants, and businesses along S Second St and E Alder St. Public utilities available on-site. Great opportunity for commercial development in a central location! Call today for more information!

116 E Oak St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$195,000

This charming 3-bedroom, 1-bathroom ranch-style home in the desirable Oakland Sang Run Rd area near the Youghiogheny River offers a blend of modern upgrades and classic appeal. Recently renovated in 2022, the interior features an open floor plan with luxury vinyl tile flooring, built-ins, and a gourmet kitchen equipped with stainless steel appliances and upgraded countertops. Enjoy the convenience of main floor laundry and double-pane windows for energy efficiency. Set on a generous 4.88-acre lot, the exterior includes an outbuilding and a wood/metal shed, perfect for storage or hobbies. The property provides ample driveway parking and a serene outdoor space for relaxation. Located in a vibrant community, residents benefit from nearby parks, excellent schools, and convenient public services. This home is ideal for those seeking a peaceful retreat with easy access to local amenities. Don't miss the opportunity to make this property your own! "Bank Approved Price"

3 Beds ⋅ 1 Baths

This charming 3-bedroom, 1-bathroom ranch-style home in the desirable Oakland Sang Run Rd area near the Youghiogheny River offers a blend of modern upgrades and classic appeal. Recently renovated in 2022, the interior features an open floor plan with luxury vinyl tile flooring, built-ins, and a gourmet kitchen equipped with stainless steel appliances and upgraded countertops. Enjoy the convenience of main floor laundry and double-pane windows for energy efficiency. Set on a generous 4.88-acre lot, the exterior includes an outbuilding and a wood/metal shed, perfect for storage or hobbies. The property provides ample driveway parking and a serene outdoor space for relaxation. Located in a vibrant community, residents benefit from nearby parks, excellent schools, and convenient public services. This home is ideal for those seeking a peaceful retreat with easy access to local amenities. Don't miss the opportunity to make this property your own! "Bank Approved Price"

2918 Oakland Sang Run Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$350,000

Aww shucks - the sellers have reduced the price!! Perfect one level retirement retreat or 2nd vacation home! Spacious and beautifully maintained all-brick rancher offering approximately 3,660 square feet of living space with room for everyone! This impressive home features 5 bedrooms, 2 full bathrooms, and a fully finished basement with its own private entrance—perfect for in-law potential, extended family living, or flexible multi-generational use. Inside, you’ll find a welcoming living room with custom built-in cabinetry, a separate formal dining room, hardwood floors, and two cozy fireplaces that add warmth and character throughout the home. The bright and inviting sunroom provides the perfect place to relax year-round with abundant natural light and additional living space for entertaining or quiet mornings at home. Outdoor living is just as impressive with a large, fully fenced rear yard, rear deck ideal for entertaining, plenty of parking, a one-car garage, and an oversized 28x12 shed offering exceptional storage or workshop space. Additional updates include replacement windows and an HVAC system approximately 6 years old for added peace of mind. Conveniently located within walking distance to town, hospital and medical offices, pharmacy, dining, and banking, this home combines space, comfort, and accessibility in one exceptional property.

5 Beds ⋅ 2 Baths

Aww shucks - the sellers have reduced the price!! Perfect one level retirement retreat or 2nd vacation home! Spacious and beautifully maintained all-brick rancher offering approximately 3,660 square feet of living space with room for everyone! This impressive home features 5 bedrooms, 2 full bathrooms, and a fully finished basement with its own private entrance—perfect for in-law potential, extended family living, or flexible multi-generational use. Inside, you’ll find a welcoming living room with custom built-in cabinetry, a separate formal dining room, hardwood floors, and two cozy fireplaces that add warmth and character throughout the home. The bright and inviting sunroom provides the perfect place to relax year-round with abundant natural light and additional living space for entertaining or quiet mornings at home. Outdoor living is just as impressive with a large, fully fenced rear yard, rear deck ideal for entertaining, plenty of parking, a one-car garage, and an oversized 28x12 shed offering exceptional storage or workshop space. Additional updates include replacement windows and an HVAC system approximately 6 years old for added peace of mind. Conveniently located within walking distance to town, hospital and medical offices, pharmacy, dining, and banking, this home combines space, comfort, and accessibility in one exceptional property.

321 N 3rd St, Oakland

Listing courtesy of CENTURY 21 New Millennium. Contact:

$224,900

Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy living area, a full kitchen, laundry room, bedroom, and full bath. But the real bonus? A spacious 2-car garage with its own entrance. It is perfect for a workshop, extra storage, or even a rental opportunity. With separate entrances for the garage and living space, this property offers built-in flexibility for income potential or multi-purpose use. Plus, the location is minutes to lake activities and downtown Oakland. Don't miss out on the chance to own this versatile gem. Schedule a showing today!

1 Beds ⋅ 1 Baths

Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy living area, a full kitchen, laundry room, bedroom, and full bath. But the real bonus? A spacious 2-car garage with its own entrance. It is perfect for a workshop, extra storage, or even a rental opportunity. With separate entrances for the garage and living space, this property offers built-in flexibility for income potential or multi-purpose use. Plus, the location is minutes to lake activities and downtown Oakland. Don't miss out on the chance to own this versatile gem. Schedule a showing today!

206 Mayhew Inn Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact:

$69,999

Beautiful 1.04-acre wooded lot offering privacy and a peaceful natural setting. The property provides a wonderful opportunity to build your dream home surrounded by trees while still being conveniently located near local amenities, restaurants, shopping, and commuter routes.

5280 Cedar St, West River

Listing courtesy of Engel & Volkers Annapolis. Contact:

$89,900

If you've been looking for a place to build while enjoying some peace and quiet, this 15.75± acre wooded property is worth a look. Tucked away off Bethlehem Road just minutes from town and close to the Potomac State Forest, it offers the privacy of a country setting without being far from everyday conveniences. One of the biggest advantages is the 7.02-acre buildable lot (Lot 8 on the recorded plat), giving you a great spot to build a home or cabin surrounded by mature trees and wildlife. The remaining acreage provides plenty of room to explore, hunt, hike, or simply enjoy the outdoors. You'll also be close to the Potomac River for fishing, kayaking, and other outdoor activities, with thousands of acres of nearby state forest ready to explore. Finding a property that offers buildable land, privacy, and this much acreage at an affordable price is getting harder to do. Come walk the property and see if it's the right fit for your plans. Give us a call today for more information or to schedule a showing.

15.75 Acres Bethlehem Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$204,000

216 E Alder St, Oakland

Listing courtesy of Eagle Commercial Realty. Contact:

$264,500

Well maintained brick rancher located in the heart of Oakland. This home offers a large kitchen open to the living room with a built-in fireplace, separate dining room, and new carpet through out. The basement is very clean, offering a clean slate for whatever you would like to do. The rear covered porch, deck and fenced in yard makes a great space to enjoy family and friends. The location is just minutes to grocery stores, schools, shopping and restaurants. This home won't last long, call today to preview!

3 Beds ⋅ 2 Baths

Well maintained brick rancher located in the heart of Oakland. This home offers a large kitchen open to the living room with a built-in fireplace, separate dining room, and new carpet through out. The basement is very clean, offering a clean slate for whatever you would like to do. The rear covered porch, deck and fenced in yard makes a great space to enjoy family and friends. The location is just minutes to grocery stores, schools, shopping and restaurants. This home won't last long, call today to preview!

315 Coolidge Ave, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact:

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