Jessica Dailey

Jessica Dailey

REALTOR® at Compass
MARYLAND: 600667
  •   5   (207 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
64
Sold properties
$536k
Average sale price
$33.2m
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.

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Jessica's reviews

  5  
Jessica has 207 reviewsacross 27 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.
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Buyer review
Helpful and knowledgeable
4 days ago
Helpful and knowledgeable

Jessica was incredibly helpful and guided us through the entire process. She was always available to answer our questions, and most importantly, she was present at the closing to support us. We highly recommend her!

Buyer review
A patient and persistent expert
24 days ago
A patient and persistent expert

Jessica is an experienced, knowledgeable Baltimore real estate insider who helped us over our long pursuit of a particular home. We have it, we're in it, we love it! Thank you, Jessica!

Buyer review
Patient and Knowledgeable
about 1 month ago
Patient and Knowledgeable

Very responsive to questions, both elementary and complex. Skilled at adding context to various unit features and keeping deadlines and next steps organized. Highly knowledgeable about North Baltimore neighborhoods.

Buyer review
Outstanding Realtor In Every Way
2 months ago
Outstanding Realtor In Every Way

We had an outstanding experience working with Jessica from the first day of our home search through closing and even afterward. Since we were out of town during the initial search, she gave us detailed live video tours of homes, making us feel as though we were there in person. She was always available, took the time to understand our needs, welcomed our input, and provided honest, knowledgeable advice throughout the process. Her expertise in the Baltimore market and strong network of local professionals made every step seamless. Even after closing, she continues to help with recommendations and support. We highly recommend her to anyone looking to buy or sell a home. Jessica was very highly recommended to us by our colleagues and now we know why.

Buyer review
Our indispensible guide to finding a home in Baltimore
2 months ago
Our indispensible guide to finding a home in Baltimore

When we started our Baltimore home search, we had no more than a rough idea of what we wanted and what we wanted to pay. Jessica's rich trove of local knowledge and connections helped us turn our vague notions into reality in record time. On a whirlwind tour of homes around the Baltimore area one weekend in early May, Jessica helped us envision our new lives in Maryland, refining our understandings of what we wanted—and what we didn't want—in our new home. Ultimately, Jessica's relationships proved decisive. She found us a wonderful home in the city that hadn't yet been listed publicly, allowing us to tour the home before other buyers and put in an offer quickly. Throughout the closing process, she helped us navigate every unexpected twist in the road, making an inherently stressful process feel manageable.

Show all 207 reviews
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Jessica's properties

Jessica has 13 properties for sale and sold 64 properties in the last 12 months, showing 4, sorted by most recent activity

For Sale
$450,000
Laurens St
Baltimore MD 21217
4
1
Duplex
Listing courtesy of Compass
SoldSep 4, 2026
$525,000
2024 Park Ave
Baltimore MD 21217
5
3
1
Townhouse
Listing courtesy of Compass and Long & Foster Real Estate, Inc.
Under Contract
$475,000
Roland Avenue
Baltimore MD 21210
3
2
1
Single-Family
Listing courtesy of Compass
SoldAug 30, 2026
$489,000
2306 Bells Tower Court
Bel Air South MD 21015
Townhouse
Listing courtesy of Compass
Show all 77 properties

Jessica's sold properties

Jessica has sold 64 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
2024 Park Ave, Baltimore, MD, 21217
2024 Park Ave
Baltimore MD 21217
5
3
1
Townhouse$525,000Sep 4, 2026
2306 Bells Tower Court
Bel Air South MD 21015
Townhouse$489,000Aug 30, 2026
3/2306 Bells Tower Court
Bel Air South MD 21015
Townhouse$489,000Aug 30, 2026
1617 Bolton St, Baltimore, MD, 21217
1617 Bolton St
Baltimore MD 21217
5
6
Townhouse$950,000Aug 23, 2026

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