Specialties

Buyer's Agent, Listing Agent.

Licensed in MD
Client Testimonials

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★★★★★
"Jessica helped us buy a house and sell a house. We felt like we got exactly what we wanted in our purchase—down to the block we were hoping for! The house we were selling was a quirky, difficult house but Jessica was tenacious and kept working all angles until she got it sold (thank goodness!). Highly recommend Jessica Dailey for all Baltimore neighborhoods."

★★★★★
"Jessica was wonderful to work with from start to finish--she was super responsive to texts and emails, and it really felt like I had somebody in my corner, advocating for my best interests during an (at times) confusing process. She knows the city well, and had a lot of insight about the neighborhood where I wanted to buy. In addition, she helped refer me to professionals who could help me do all the inspection/titling/and other work that needs to be done to get to closing." - Greg

★★★★★
"Jessica helped my wife and I sell our house in Charles Village/ Abell this summer. We live out of state, where my wife is a realtor. Needless to say, we knew the qualities we were looking for in an agent: local market knowledge, consistent communication, attention to detail, and negotiation skills. Jessica made the transaction so easy for us and we truly feel that she went above and beyond. She has many clients to juggle at a time but she ALWAYS answered our texts, calls and emails. We'd highly recommend her to our friends in Baltimore!"

★★★★★
"Jessica helped me purchase a house in only a months time. From starting my search to narrowing it down to finally buying my new house she was there for me every step of the way. As a first time home buyer and she explained everything in an easy to understand way and helped in though every step. She had great knowledge of Hampden (the neighborhood I was looking in) and the surrounding area. She taught me a lot about the area from good restaurants to cute plant shops and farmers markets. I feel like she truly cared about helping me find the right house for me and she succeeded! I can say I would not be in my new house if it wasn’t for Jessica." - Jaclyn

★★★★★
"Jessica first helped me by a home in 2008 and because I was so happy with her work and the overall experience, I recommended her to both of my sisters, whom she has also subsequently worked with.

When I was considering buying an investment property, I consulted with her again. She was incredibly knowledgeable and helpful and gave sound advice, even though I wasn't quite ready to pull the trigger. About a year later, I was ready and reached out again. She was incredibly flexible in scheduling times to see homes and pragmatic and supportive when one offer wasn't accepted.

While we were both keeping our eyes out for potential options, she was the one who sent the listing that ended up being the house I bought. I probably wouldn't have requested seeing in on my own, but she had a sense of how and why it could be a good fit.
I especially appreciate her frank and practical manner and sense of humor. I highly recommend working with her!
"


About Jessica
When you are looking for a top real estate agent in the Greater Baltimore Metropolitan area and beyond, including Baltimore City and County, Anne Arundel, Harford, Howard, and Montgomery Counties, no one wants to rely on an apprentice or an outsider. You want an experienced Realtor, preferably one who has lived in the area and even contributed to the community. Jessica loves the challenge of matching people to property and believes that there is something for everyone if you’re willing to take the journey. As one of the top agents in town, year after year, she has participated in hundreds of millions in transactions, though she is more interested in celebrating the number of people that she has successfully guided towards achieving their real estate goals. When you work with Jessica, you work only with Jessica Dailey. 

 Jessica strives to provide the best representation for all of her buyer and seller clients. She is accessible and responsive to her client's needs full-time, seven days a week by phone, email, and text. She is professional, knowledgeable, articulate, and affable. Jessica appreciates her clients and continuously earns their trust through her driven, diligent work on their behalf, as well as her careful handling of their transactions. Most of Jessica’s business is by way of referrals from past clients and friends. Her rigorous mission is simply that all clients deserve above and beyond service that exceeds expectations. She achieves success through clear communication, organization, detailed follow-through, and advocating for her clients throughout the transaction. Jessica is always negotiating and strategizing on behalf of her clients so that no stone is left unturned.

Jessica's relationship with her clients goes far beyond that of contract and settlement. She works directly with home sellers through the entire process of marketing and selling their properties. She hosts an in-person meeting to discuss their specific needs, staging advice, professional photography for every home she lists, custom marketing, and possesses an innate ability to handle all details up and through closing to create a seamless experience. As a buyer’s agent, Jessica walks the buyers through every facet of the transaction, managing expectations and holding their hand from offer to settlement. 

 Originally from Capitol Hill in Washington DC, Jessica grew up in Baltimore's Charles Village neighborhood. She has a BFA from Tufts University and School of the Museum of Fine Arts in Boston. While living in Boston for thirteen years, she owned multiple investment properties before moving back to Baltimore in 2004. Jessica and her husband, accomplished chef, and restaurateur, George Dailey, live in Bolton Hill with their sixteen-year-old son, a student at Friends School of Baltimore, along with their two dogs and cat. Jessica and George own the two well-known Bolton Hill signature restaurants CookHouse and On the Hill Cafe. In her free time, Jessica enjoys spending time with her family, traveling, food, art and enjoying whatever life brings her way.

Jessica Dailey’s Listings

a car parked in front of a building
a front view of a house with a garden
a living room with furniture and wooden floor
a living room with furniture and wooden floor
a living room with furniture a dining table and chairs with wooden floor
a view of a dining room with furniture and wooden floor
a living room with furniture and a fireplace
a living room with furniture and wooden floor
a living room with furniture and wooden floor
a view of a livingroom with furniture window and wooden floor
a view of a utility room with dryer and washer
a kitchen with stainless steel appliances granite countertop a stove a sink and a microwave
a kitchen with a sink stove and refrigerator
a kitchen that has a lot of cabinets and wooden floor
a view of a dining room with furniture one side kitchen view and wooden floor
a view of a dining room with furniture a chandelier and wooden floor
a view of a dining room with furniture one side kitchen view and wooden floor
a view of a dining room with furniture one side kitchen view and wooden floor
a view of staircase with a metal railing and a projector
a view of staircase with a potted plant
a view of entryway and hall with wooden floor
a black and white photo of a room
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a fireplace
a living room with furniture a rug and a fireplace
a living room with furniture and a large window
a view of a dining room with furniture a fireplace and wooden floor
a bedroom with a bed and wooden floor
a bedroom with a bed and wooden floor
a bedroom with a bed and a chandelier
a bathroom with a sink a mirror and a bathtub
a black and white photo of a room
a bedroom with a bed and wooden floor
a bedroom with a bed and a chandelier
a view of an entryway
a bathroom with a sink a toilet and a mirror
a bathroom with a sink a toilet and shower
a view of a livingroom with furniture and a flat screen tv
a view of a livingroom with lounge chair and a large window
a picture of a room with a white wall and a white
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a fireplace and a table with wooden floor
a living room with furniture and wooden floor
a bedroom with a bed and a painting on the wall
a view of a kitchen with granite countertop stainless steel appliances a sink and counter space
a picture of a room with a white wall and a white wall
a view of a two chairs in the balcony
a view of balcony with wooden floor and outdoor seating
a backyard of a house with seating space
a view of a car park in front of a house
1/75
Listed By CompassActive Under Contract

$950,000

Bedrooms
4
Bathrooms
3.5
Square Feet
5,063
Acres
Unavailable
front view of a building with a yard
a view of entryway with a front door
a view of store room with washer and dryer
front view of a building
a view of a building with yard
a view of a city with tall building
a view of a building with a street
a living room with fireplace furniture and a chandelier
a living room filled with furniture and a chandelier
a view of a room with furniture and a chandelier
a room with chairs
a view of a balcony with furniture
a view of an empty room with a window and wooden floor
a view of an empty room with wooden floor and a window
a view of an empty room with window and fire place
a view of a room with wooden floor and furniture
a view of an empty room with window and wooden floor
a view of a hallway with wooden floor and cabinet
a view of empty room with wooden floor
a bedroom with a bed and a window
a view of an empty room with wooden floor and a window
a view of a room with wooden floor and windows
a view of an empty room with a window and chandelier fan
a kitchen with stainless steel appliances granite countertop a stove and a refrigerator
a kitchen with stainless steel appliances white cabinets a stove a sink and a microwave
a kitchen with a stove a sink and a refrigerator
a kitchen with granite countertop a sink a stove and cabinets
a kitchen with stainless steel appliances granite countertop a sink a refrigerator and a granite counter tops
a view of entryway with a front door
a utility room with dryer and washer
an empty room with wooden floor and windows
an empty room with wooden floor cabinet and windows
a view of empty room with wooden floor
a view of wooden door and wooden shelves
a bathroom with a shower
a bathroom with a sink a toilet and shower
a view of empty room with wooden floor and fan
a view of an empty room with wooden floor and a window
a view of an empty room with a window and wooden floor
a view of empty room with wooden floor
a bathroom with a sink and a mirror
a picture of floor plan
a view of a city with tall buildings
a swimming pool that has lawn chairs and a dining table under an umbrella
1/49
Listed By CompassActive Under Contract

$695,000

Bedrooms
3
Bathrooms
2
Square Feet
2,307
a front view of a house with a garden
a front view of a house with garden
a front view of a house with a garden
an empty room with windows
a view of an empty room with a window
a view of a room with wooden floor and ceiling fan
wooden floor in an empty room with a window
a view of empty room with stairs and wooden floor
a room with stairs and a wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a stove top oven a sink and dishwasher
a kitchen with stainless steel appliances granite countertop a refrigerator a sink and a stove
a kitchen with stainless steel appliances granite countertop a refrigerator a stove and a sink with wooden floor
a large kitchen with stainless steel appliances granite countertop a stove sink and cabinets
a kitchen with granite countertop wooden cabinets stainless steel appliances and window
a view of bathroom
a view of a hallway with wooden floor and stairs
wooden floor in an empty room with a window
an empty room with wooden floor fan and windows
wooden floor in an empty room
wooden floor in an empty room
wooden floor in an empty room with a window
a view of an empty room with a window
a view of a room with wooden floor and a ceiling fan
a bathroom with a sink toilet and shower
a view of a bedroom with bed and workspace
a view of a storage & utility room
a bathroom with a shower a toilet and sink
a view of a bathroom
a view of deck with patio
a sign board with a yard
a view of a room with wooden walls
a view of multiple house
a view of a house with a wooden fence
1/35
Listed By CompassOpen: 7/27 01:30PM - 03:00PM

$399,000

Bedrooms
3
Bathrooms
1
Square Feet
1,196
Acres
Unavailable
a front view of a residential apartment building with a yard
a view of parked car with outdoor seating
a view of an chairs with a table and chair in the balcony
a view of an entryway with sitting area
a living room with furniture and a window
a living room with furniture and a rug
a living room with furniture and rug
a bedroom with furniture and a bed
a living room with furniture a rug and a bookshelf
a view of a livingroom with furniture and wooden floor
a room with furniture and wooden floor
a kitchen with a refrigerator and a stove top oven
a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and white cabinets with wooden floor
a kitchen with cabinets a sink and appliances
a kitchen with stainless steel appliances granite countertop a refrigerator a stove and a wooden floors
a room with storage and utility
a white refrigerator freezer and a stove sitting inside of a kitchen
a view of a hallway with wooden floor and furniture
a street sign that is on a wall
a bedroom with a bed and a window
a bedroom with a bed and a large window
a bedroom with a bed and a window
a bedroom with a bed and a chandelier
a bedroom with furniture toys and painting on the wall
a bedroom with furniture and a book shelf
a bedroom with furniture and a window
a bathroom with a sink a mirror a potted plant and a shower
a living room with furniture and a window
a living room with furniture and a flat screen tv
a view of a workspace with furniture and a window
a view of a livingroom with furniture
a view of a storage room
a utility room with dryer and washer
a view of house with a outdoor space
a view of a patio with wooden floor
a view of a house with garden and pathway
a view of a house with a yard and plants
a backyard of a house with lots of green space
1/38
Listed By CompassActive Under Contract

$350,000

Bedrooms
3
Bathrooms
1
Square Feet
1,654
Acres
0.04
1/38
Listed By CompassActive Under Contract

$200,000

Bedrooms
3
Bathrooms
1
Square Feet
1,320
Acres
0.06