Jessica Dailey

Jessica Dailey

REALTOR® at Compass
MARYLAND: 600667
  •   5   (201 reviews)

Jessica's sales performance at a glance

See how Jessica has performed in the last 12 months on RateMyAgent*

33
Reviews
13
Properties for sale
62
Sold properties
$519k
Average sale price
$31.1m
Total sales value

*Includes all properties sold (last 12 months) where the agent was a part of the transaction and published on ratemyagent.com. It may not be complete and can exclude off-market, private sales and undisclosed pricing and sold dates. Contact agent for full sales history.

  • priceExpertbadge

    Consistently meets client expectations for property purchase price.

  • aotybadge

    Recognized for going above & beyond for their clients.

Jessica's customer service awards

See what RateMyAgent awards Jessica has won

  • National Top 100United States
  • Region Top 20Mid-Atlantic Region
  • State WinnerMaryland
  • County WinnerBaltimore County
  • 4x County Top 5Baltimore County - 2026, 2025, 2024, 2023
  • 3x County WinnerBaltimore County - 2026, 2025, 2024
  • 3x City WinnerBaltimore - 2026, 2025, 2024
  • 2x State Top 10Maryland - 2026, 2024

About Jessica

Baltimore Magazine Top Agent 2025 #1 Solo Sales Agent Compass Central Maryland in 2024 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 202 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 eighteen 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.

Social profiles

Jessica's reviews

  5  
Jessica has 201 reviewsacross 25 different locations, showing 6.
Review Jessica
Jessica's qualities as told by our client reviews: reliable, great negotiation, well-prepared, clear communication, supportive, responsive, local expert.
Was this helpful?
Seller review
My condo was slow to sell, but Jessica was helpful and engaged.
1 day ago
My condo was slow to sell, but Jessica was helpful and engaged.

Jessica was always prompt in keeping me up to date. She went the extra mile by contacting the buyer's agent (whom she knew) to make the sale happen. Her knowledge of the markt and of the area is comprehensive. I will definitely recommend her to others.

Seller review
Jessica exceeded all of my expectations throughout the entire process.
1 day ago
Jessica exceeded all of my expectations throughout the entire process.

Jessica exceeded all of my expectations throughout the entire process. Her knowledge of the real estate market and expertise in every aspect of the transaction gave me complete confidence from start to finish. She was always professional, responsive, and one step ahead, making everything feel smooth and stress-free. It's clear that she truly cares about her clients and is passionate about what she does. I highly recommend Jessica to anyone looking for a knowledgeable, dedicated, and exceptional real estate professional. Thank you for going above and beyond!

Seller review
She truly made a challenging process feel smooth at fast pace and expertly guided.
8 days ago
She truly made a challenging process feel smooth at fast pace and expertly guided.

Jessica Dailey did a phenomenal job selling our home. She was an absolute professional in all areas and provided an extremely high level of service and support in all phases of the sale. She truly made a challenging process feel smooth at fast pace and expertly guided. Jessica Dailey is an extremely approachable, responsive, and patient realtor. She took the time to explain every step along the way and answer all of our many questions. She did a great job drawing on his experience and expertise to make strategic recommendations while also listening to our preferences on approach and timing. Overall, Jessica Dailey is a fantastic realtor that I couldn’t recommend more highly. Great for first time buyers/sellers as well as those with more experience/properties.

Buyer review
Dedicated realtor
19 days ago
Dedicated realtor

We are so fortunate to have Jessica as our realtor! Once we were ready to seriously hunt for our home, Jessica was there for us at every step. We visited homes from out of town, and she was able to spend all weekend with us. We found our dream home through her community connections. Her deep knowledge of Baltimore was very valuable as we decided on neighborhoods and home types. She was always quick to respond to our questions and even anticipated questions and concerns we had. We never felt alone during the home process and felt empowered because of Jessica’s support.

Buyer review
Just listen to Jessica and everything will work out!
2 months ago
Just listen to Jessica and everything will work out!

I had interviewed 5 other realtors before meeting with Jessica. After we first met I was confident that Jessica would be the best fit for me. She has a lot of experience in the field, knowledge of Baltimore communities, and does not waste any time getting you into your perfect house. Jessica was not afraid to tell me when a house was not for me and took the time to educate me about why exactly that is. As a first-time homebuyer it was a daunting experience but I never felt like I was making a wrong decision with Jessica on my team. It didn’t take long for us to find the right home and we ended up having to move quick and put an offer in the day of the tour. Jessica tailored the offer perfectly to fit the needs of the seller and I ended up getting the house the next day! Jessica remained helpful throughout the whole process and had many great connections for the inspections/ renovations. Jessica continues to be helpful after closing and I feel like I have all of the tools I need to be a successful homeowner. I would recommend her to anyone buying a home in a heartbeat!

Show all 201 reviews
map

Jessica's properties

Jessica has 13 properties for sale and sold 62 properties in the last 12 months, showing 4, sorted by most recent activity

For Sale
$880,000
401 Edgevale Road
Baltimore MD 21210
3
3
1
Single-Family
Listing courtesy of Compass
SoldJun 21, 2026
$1,607,500
6 Elmhurst Road
Baltimore MD 21210
6
4
2
Single-Family
Listing courtesy of Compass
SoldJun 15, 2026
$370,000
133 S Robinson St
Baltimore MD 21224
4
4
Townhouse
Listing courtesy of LPT Realty, LLC and Compass
SoldJun 14, 2026
$370,000
133 S Robinson St
Baltimore MD 21224
4
4
Townhouse
Listing courtesy of Compass
Show all 75 properties

Jessica's sold properties

Jessica has sold 62 properties in the past 12 months, showing 4.

Enter your property details to filter

I'm selling a
bedroom
with
bathrooms in
Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
6 Elmhurst Road, Baltimore, MD, 21210
6 Elmhurst Road
Baltimore MD 21210
6
4
2
Single-Family$1,607,500Jun 21, 2026
133 S Robinson St, Baltimore, MD, 21224
133 S Robinson St
Baltimore MD 21224
4
4
Townhouse$370,000Jun 15, 2026
133 S Robinson St
Baltimore MD 21224
4
4
Townhouse$370,000Jun 14, 2026
693 Gladstone Avenue
Baltimore MD 21210
Single-Family$650,000Jun 11, 2026

Browse nearby locations

SMS
© 2026 RateMyAgent