CHARIS REALTY GROUP
Agent Jenny Jackson

Jenny Jackson

AGENT

(301) 367-8300

jenny@charisrealty.com

Personal website

About Jenny

Welcome to the beautiful mountains of Western Maryland!

As a lifelong Allegany County native, I genuinely appreciate everything this region has to offer—and I’m passionate about helping others experience it, too. With deep knowledge of our local culture, neighborhoods, schools, restaurants, outdoor activities, and hidden gems, I’m here to guide you toward the perfect place to call home. 

Whether you’re searching for your next home or ready to sell and begin a new chapter, I’ll provide the expertise, communication, and dedication needed to make your journey seamless.

Let’s turn your real estate dreams into reality—together. 

Featured Listings

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Discover unparalleled privacy and potential on this extraordinary 76-acre estate, featuring a beautifully crafted 4,000+ sq ft residence, designed for comfort, functionality, and timeless elegance. Nestled amidst the Appalachian foothills, this 4-bedroom, 3 bath home offers a perfect blend of rural tranquility and high-end living. Inside, the expansive floor plan boasts soaring ceilings, generous living spaces, and panoramic views of the surrounding countryside. The gourmet kitchen is a chef’s dream, with premium appliances, granite countertops, custom cabinetry, and a large island for entertaining. The spacious primary suite includes a spa-like granite bathtub and walk in closet while three additional bedrooms offer plenty of room for family or guests. Step outside and enjoy the perfect setting for gatherings or quiet evenings on the patio, complete with a built-in grill station—ideal for outdoor entertaining. A 2-car attached garage adds everyday convenience and extra storage Outdoors, the possibilities are endless. In addition to the pristine acreage—ideal for farming, hunting, or recreational use—the property includes a large outbuilding for tractor and equipment storage, and a separate 2,400+ sq ft blacksmith/metalworking/woodshop. Whether you’re a hobbyist, craftsman, or artisan, this estate has the infrastructure to support your passions. Located just minutes from Rocky Gap Resort, downtown Cumberland, Western MD scenic railroad and the historic C&O Canal, with convenient access to major highways this property offers both seclusion and accessibility.
#MDAL2012220

FLINTSTONE

13200 CROSSOVER ROAD NE

4 Beds

2 Baths

4,719 Sq.Ft.

$890,000

MLS#: MDAL2012220

Excellent investment opportunity in the heart of Cumberland, Maryland. This well maintained four-unit apartment building with a ground level commercial space is in excellent condition, mostly rented and priced to sell. The versatile commercial space on the ground floor offers additional income potential- ideal for office, retail or storage. Located close to downtown amenities, shops and restaurants, this is a fantastic investment opportunity. Each unit has separate electric and water. Unit 1: 1 bedroom/1 full bath -rented at $875/month. Features hardwood floors, in unit laundry and a new hot water heater. Unit 2: 2 bedroom/2 bath - rented at $775/month - One of the bedrooms is being updated and will have new flooring Unit 3: 2 bedroom/2 bath -currently vacant. Offers in unit laundry, hardwood floors, an open kitchen with island and fantastic city and mountain views. (Formally rented for $950/month) Unit 4: 1 bedroom/1 bath - rented at $850/month. Features new hot water tank, new carpet, new floors, fresh paint and new kitchen countertops. This unit has central air. The bottom unit has street front windows perfect for office space. The basement has been waterproofed in 2024 and a new sump pump was installed. With strong rental income, minimal maintenance, and multiple income streams, this property offers immediate cash flow and long-term growth potential. A solid addition to any investment portfolio in a revitalizing downtown area.
#MDAL2013158

CUMBERLAND

301 BALTIMORE AVENUE

6 Beds

None Baths

4,712 Sq.Ft.

$350,000

MLS#: MDAL2013158

Excellent investment opportunity in the heart of Cumberland, Maryland. This well maintained four-unit apartment building with a ground level commercial space is in excellent condition, mostly rented and priced to sell. The versatile commercial space on the ground floor offers additional income potential- ideal for office, retail or storage. Located close to downtown amenities, shops and restaurants, this is a fantastic investment opportunity. Each unit has separate electric and water. Unit 1: 1 bedroom/1 full bath -rented at $875/month. Features hardwood floors, in unit laundry and a new hot water heater. Unit 2: 2 bedroom/2 bath - rented at $775/month - One of the bedrooms is being updated and will have new flooring Unit 3: 2 bedroom/2 bath -currently vacant. Offers in unit laundry, hardwood floors, an open kitchen with island and fantastic city and mountain views. (Formally rented for $950/month) Unit 4: 1 bedroom/1 bath - rented at $850/month. Features new hot water tank, new carpet, new floors, fresh paint and new kitchen countertops. This unit has central air. The bottom unit has street front windows perfect for office space. The basement has been waterproofed in 2024 and a new sump pump was installed. With strong rental income, minimal maintenance, and multiple income streams, this property offers immediate cash flow and long-term growth potential. A solid addition to any investment portfolio in a revitalizing downtown area.
#MDAL2013112

CUMBERLAND

301 BALTIMORE AVENUE

None Beds

None Baths

4,712 Sq.Ft.

$350,000

MLS#: MDAL2013112

Prepare to be amazed!! This 2007 Foxcraft built home checks all the boxes and is ready for a new owner to call it HOME! There are picturesque views from the back deck as they overlook the above ground pool and into the mountains! The main level features a dining room, living room, half bath, kitchen with an island and a large family room with French doors to the deck. Appliances all convey and are only 3 years old. There is an oversized primary bedroom upstairs that has a walk in closet and full bathroom. Two other bedrooms are located upstairs with another full bathroom. The basement is partially finished and could be used as a rec room or 4th bedroom. There is a full bath and laundry in the basement. There is a paved driveway that leads to the rear of the house. The furnace, central air unit and hot water tank are 2 years old. Carpet is a year old. There is a 10x20 shed and a 12x16 shed in the back yard along with the above ground pool which is only 3 years old. The top deck was put on last year. It has Anderson windows and the roof was recently sealed.
#MDAL2013040

LAVALE

515 GEORGES CREEK BOULEVARD

4 Beds

3 Baths

2,016 Sq.Ft.

$334,000

MLS#: MDAL2013040

Nestled among the country roads of West Virginia is this 3 bedroom 2 bath home located just minutes from Kingwood, WV. Preston High School and Mon Health Preston Memorial Hospital are also only 10 minutes away! Sitting on a spacious lot, this property offers comfortable living with room to grow! It features a large living room with a pellet stove that can heat the whole house, dining room, kitchen, laundry, primary bedroom with 2 closets and a full bathroom with tile shower and 2 more bedrooms with a full bathroom. Outside there is a wood deck to enjoy the views, an oversized 34x24 detached garage and an extra storage shed. The garage is perfect for a mechanic, hobbyist or anyone in need of a workspace. It has a built in air compressor and its own electric. All new plumbing Sept 2025, metal roof (9 years old), septic pumped in Nov 2024!
#WVPR2000336

NEWBURG

2031 PRATT HILL ROAD

3 Beds

2 Baths

1,400 Sq.Ft.

$175,000

MLS#: WVPR2000336

Who wouldn't want to watch a parade or the classic cars of Cruisin' Main Street from the front porch of this charming 5-bedroom home, 2 bath home in Frostburg's Historic District? Bursting with character and timeless charm, this home offers beautiful detail and plenty of space for comfortable living. The main level features a dining room with on of Frostburg's original gas fireplaces, a large office (or optional main level bedroom) with built in bookshelves, a cozy living room with Venetian Plaster walls and a brick fireplace, a well sized kitchen, and a convenient laundry/pantry area along with a full bathroom. Upstairs you will find five bedrooms and a full bathroom. Two staircases provide easy access between levels adding to the home's historic appeal. The rear of the home offers a two-story deck, large yard and off-street parking for 3 vehicles. Additional highlights are the original hardwood floors beneath the carpeting and a pull-down attic offering ample storage This home has been lovingly maintained and is ready for it's next chapter - just waiting for your personal touch.
#MDAL2013060

FROSTBURG

51 W MAIN STREET

5 Beds

2 Baths

2,316 Sq.Ft.

$170,000

MLS#: MDAL2013060

Prime investment opportunity on National highway! This duplex is conveniently located to all the amenities of Lavale, and it is fully rented with rental income at $1,700/month!! The top unit features 2 bedrooms, full bathroom, living room and kitchen. The bottom unit features 3 bedrooms, full bathroom, living room and kitchen. Full basement.
#MDAL2012724

LAVALE

982 NATIONAL HIGHWAY

5 Beds

None Baths

2,244 Sq.Ft.

$139,000

MLS#: MDAL2012724

Welcome home! This charming 3 bedroom 1 bathroom home perfectly blends character and comfort and it's move in ready! Step through the inviting enclosed sun porch, a idea spot for morning coffee, and enter a warm and inviting main level. The spacious living room, featuring a cozy gas fireplace, flows effortlessly into the bright dining area and kitchen perfect for everyday living and entertaining. Upstairs you will find three comfortable bedrooms and a full bathroom. The partially finished basement offers endless possibilities - use it as a home office, extra bedroom or recreation space plus there's plenty of storage in the attic that spans the house. Outside enjoy a private patio, yard and garage. Conveniently located near downtown Cumberland, shopping and local amenities. This home has everything you need to settle in and start making memories.
#MDAL2013180

CUMBERLAND

865 GEPHART DRIVE

3 Beds

1 Baths

1,344 Sq.Ft.

$137,900

MLS#: MDAL2013180

Investment opportunity! Within walking distance to Frostburg State University and all the amenities of Main Street, each side of this duplex features 2 large bedrooms, living room, kitchen, and a full bathroom. There is potential to finish the basement for another bedroom and full bathroom. Each side has its own laundry and utilities. It also has a large yard.
#MDAL2012666

FROSTBURG

49-51 MCCULLOH STREET

4 Beds

None Baths

2,058 Sq.Ft.

$115,000

MLS#: MDAL2012666

This income producing half of a duplex has had the original hardwood floors refinished and has an updated kitchen. There is a rear yard with off street parking. It features a living room, dining room kitchen, 3 bedrooms and one full bathroom. Currently rented for $950/month on a year lease. Tenants pay all utilities.
#MDAL2013114

CUMBERLAND

132 ARCH STREET

3 Beds

1 Baths

1,434 Sq.Ft.

$99,000

MLS#: MDAL2013114

This duplex is located in the heart of Keyser and is perfect for anyone seeking affordable living and functional design. On the main level, each side features a spacious living area, dining room, kitchen, half bath and laundry off the kitchen. Upstairs there is 3 bedrooms (one with porch access) and a full bathroom. There is a walk-up attic on each side with plenty of storage. There are separate electric meters, furnaces and hot water tanks.
#WVMI2003742

KEYSER

150 E PIEDMONT STREET 152

6 Beds

None Baths

2,766 Sq.Ft.

$95,000

MLS#: WVMI2003742

Bring you vision to this 3-bedroom, 1 bath home right outside of Oakland, Maryland. Features a spacious living room, updated kitchen and a cozy front deck. With a little love and final touches, the property could shine again - ideal for a renovation project or investment opportunity. There is a nice yard and off street parking. Great opportunity for buyers looking to invest or customize a home to their liking.
#MDGA2010692

OAKLAND

60 GORMAN STREET

3 Beds

1 Baths

1,488 Sq.Ft.

$75,000

MLS#: MDGA2010692

!!INVESTOR ALERT!! All reasonable offers will be considered. This current property has 3 bedrooms and 1 full bath. It is in need of rehab.
#MDAL2011086

CUMBERLAND

468 BALTIMORE AVENUE

3 Beds

1 Baths

1,300 Sq.Ft.

$41,000

MLS#: MDAL2011086

!!!INVESTOR ALERT!! All reasonable offers will be considered. This property is the tri-plex and is in need of rehab. The one bottom unit has 1 bedroom/1 bathroom/living and kitchen. The other bottom unit has 2 bedrooms/1 bathroom/kitchen/living. The top unit has potential for 3-4 bedrooms/living/kitchen/full bathroom.
#MDAL2011050

CUMBERLAND

30 W FIRST STREET W

6 Beds

None Baths

2,580 Sq.Ft.

$34,000

MLS#: MDAL2011050

Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
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Selling Your Home for More $$
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