Jessica Dailey's Profile Photo

Jessica Dailey

RealtorĀ®
jessica.dailey@compass.com
M: 443-838-8204
O: 410-886-7342

Revenue

Recent Sales Portfolio

2024 Sales

2023 Sales

2022 Sales

Awards

#1 Solo Sales Agent Compass Central Maryland in 2023
Baltimore Magazine Top Agent 2024
#1 Solo Sales Agent Compass Central Maryland in 2023
Baltimore Magazine Top Agent 2023
#1 Solo Sales Agent Compass Central Maryland in 2022
Baltimore Magazine Top Agent 2022
Baltimore Magazine Top Agent 2021
Baltimore Magazine Top Agent 2020

Specialties

State of Maryland Real Estate Licensee
Listing Agent
Buyer Agent
Relocation
Staging
Specialized Marketing
Historic Homes

Licensed in MD
Client Testimonials

Scroll down for more

ā˜…ā˜…ā˜…ā˜…ā˜…
"Jessica helped us buy a house and sell a house. We felt like we got exactly what we wanted in our purchaseā€”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."

ā˜…ā˜…ā˜…ā˜…ā˜…
"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

ā˜…ā˜…ā˜…ā˜…ā˜…
"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!"

ā˜…ā˜…ā˜…ā˜…ā˜…
"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 wasnā€™t for Jessica." - Jaclyn

ā˜…ā˜…ā˜…ā˜…ā˜…
"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
jessica awards and designations

#1 SOLO AGENT CENTRAL MARYLAND - 2024, 2023, 2022

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 youā€™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 Jessicaā€™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 buyerā€™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 son a graduate of Friends School of Baltimore and a sophmore at Temple University, along with their two dogs and cat. Jessica and George own the two well-known Bolton Hill award winning 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 Daileyā€™s Listings

$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
$630,000 | 2641 North Calvert Street, Baltimore, MD 21218
1/47
Listed By CompassPending

$630,000

5
Bedrooms
3,039
Square Feet
Unavailable
Acres

2641 North Calvert Street, Baltimore, MD 21218

a cars parked in front of a building
a cars parked in front of a building
a building with trees in front of it
a living room with furniture and a flat screen tv
a living room with furniture and a fireplace
a kitchen with stainless steel appliances granite countertop a sink and a refrigerator
a bedroom with two beds and a couch
a bed room with a bed and a couch
a bathroom with a sink toilet and shower
a bathroom with a sink mirror vanity and toilet
a bathroom with a shower curtain
a bedroom with a bed and a flat screen tv
a bedroom with bed and a tv
a bathroom with a sink toilet and a bathtub
a kitchen with stainless steel appliances granite countertop a stove a sink and a refrigerator
a kitchen with white cabinets and white appliances
a view of a livingroom with furniture and wooden floor
a bed room with furniture and a window
a bedroom with furniture and a chair
a bedroom with furniture and a large window
a bed room with a bed and a chandelier
a view of a room with gym equipment
a bed room with a bed and a walk in closet
a bathroom with a toilet sink and mirror
view of a workspace
a view of a workspace with furniture and toys
a view of a workspace with furniture and toys
a living room with furniture and a flat screen tv
a bedroom with furniture and a book shelf
a view of a kitchen with fridge and a window
a kitchen with stainless steel appliances granite countertop a sink dishwasher stove and cabinets
a view of storage and utility room
a utility room with dryer and washer
a view of door
a view of entryway
a view of a house with a patio
1/36
Listed By CompassActive Under Contract

$350,000

Unavailable
Bedrooms
Unavailable
Bathrooms
2,880
Square Feet
Unavailable
Acres

906 Whitelock Street, Baltimore, MD 21217

$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
$350,000 | 3212 Keswick Road, Baltimore, MD 21211
1/26
Listed By Compass

$350,000

2
Bedrooms
1,248
Square Feet
Unavailable
Acres

3212 Keswick Road, Baltimore, MD 21211

$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
$325,000 | 3704 North Charles Street, Unit 303, Baltimore, MD 21218
1/49
Listed By CompassPending

$325,000

2
Bedrooms
1,760
Square Feet

3704 North Charles Street, Unit 303, Baltimore, MD 21218

a living room with furniture and a large window
a view of a building with sitting area
a view of a building with a yard and sitting area
a outdoor space with lots of furniture and windows
a outdoor space with seating
a kitchen with stainless steel appliances granite countertop sink refrigerator and microwave
a view of a kitchen with furniture and wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a sink a dining table and chairs with wooden floor
a kitchen with granite countertop a refrigerator and a sink
a kitchen with stainless steel appliances a sink a stove and a wooden floors
a kitchen with kitchen island granite countertop a sink a counter and chairs
a kitchen with stainless steel appliances granite countertop a stove top oven a sink dishwasher a dining table and chairs with wooden floor
a living room with furniture a table and large windows
a living room with furniture fireplace and a large window
a view of an empty room with a large window and potted plants
a dining room with furniture and wooden floor
a dining room with furniture and wooden floor
a dining room with furniture and wooden floor
a living room with furniture and a window
a bedroom with a bed and a window
a bed room with a bed and a window
a bedroom with a bed and a lamp
a view of a room with racks on the wall
a bathroom with double vanity sinks and a mirror
a bathroom with a double vanity sink toilet and shower
an empty room with windows
a view of an empty room
a bathroom with a sink a toilet and a mirror
a view of a hallway with washer and dryer
a view of a building from a balcony
a view of a house with a glass door
a view of a room with gym equipment
a balcony with table and chairs
a car parked in front of a building
1/34
Listed By CompassNew Construction

$305,000

2
Bedrooms
1,482
Square Feet

1209 North Charles Street, Unit 314, Baltimore, MD 21201

a car parked in front of a building
a living room with furniture and wooden floor
a living room with furniture and a lamp
a living room with a couch and a potted plant
a dining room with furniture and wooden floor
a view of a dining room with furniture and wooden floor
a view of a room with a table and chairs
a bathroom with a toilet and a sink
a kitchen with appliances a sink and cabinets
a view of a kitchen with wooden floor and electronic appliances
a kitchen with cabinets and stainless steel appliances
a kitchen with stainless steel appliances a refrigerator sink and cabinets
a picture of a room with a floor plan
a view of an empty room with window and wooden floor
a view of an empty room with wooden floor
a bathroom with a toilet a sink and a mirror
a bathroom with a sink and a mirror
a view of an empty room with wooden floor and a window
a view of a room with wooden floor and bench
a picture of a room that has a window in it
a bedroom with a bed and wooden floor
a bedroom with a bed and a window
a view of an empty walk in closet
a bedroom with a bed and a night stand
a bathroom with a toilet sink and mirror
a bathroom with a toilet and a shower
a picture of a bench in front of a door
a view of entryway with wooden floor
a view of an empty room with stairs and ventilation
a white toilet sitting next to a bathroom sink
a view of a hallway with wooden floor
a room with a bed and a dresser
a close up of a street sign
a picture of a room with a wall
a picture of floor plan
$250,000 | 1722 McCulloh Street, Baltimore, MD 21217
1/36
Listed By CompassActive Under Contract

$250,000

4
Bedrooms
3,650
Square Feet
Unavailable
Acres

1722 McCulloh Street, Baltimore, MD 21217

$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
$225,000 | 5715 Simmonds Avenue, Baltimore, MD 21215
1/30
Listed By CompassVirtual Tour

$225,000

Unavailable
Bedrooms
Unavailable
Bathrooms
1,280
Square Feet
Unavailable
Acres

5715 Simmonds Avenue, Baltimore, MD 21215

a front view of a building with windows
a view of a building with many windows
a living room with a flat screen tv and a fireplace
a living room with furniture a flat screen tv and a fireplace
a view of a dining room with furniture and a window
a living room with a table chairs and entryway
a living room with furniture and a flat screen tv
a balcony with wooden floor
a kitchen with white cabinets stainless steel appliances and sink
a kitchen with a refrigerator and white cabinets
a kitchen with stainless steel appliances a stove microwave and refrigerator
a bathroom with a sink a mirror and a window
a white toilet sitting next to a shower
a utility room with dryer and washer
a bed room with a bed and a window
a bedroom with bed and window
a bedroom with a bed and a chandelier
a bedroom with a bed and a dresser
a bedroom with a bed and a window
a view of walk in closet with clothes and shoes
a bathroom with a sink mirror and toilet
a bathroom with a toilet and a shower
a view of storage and utility room
a view of a backyard
a house with swimming pool in front of it
a view of a house with a tub and wooden bench in a patio
a backyard of a house
$160,000 | 236 South Gilmor Street, Baltimore, MD 21223
1/28
Listed By Compass

$160,000

2
Bedrooms
Unavailable
Square Feet
0.02
Acres

236 South Gilmor Street, Baltimore, MD 21223