Jessica Dailey

Jessica Dailey

REALTOR® at Compass
MARYLAND: 600667
  •   5   (208 reviews)

Jessica's sales performance at a glance

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

27
Reviews
14
Properties for sale
62
Sold properties
$566k
Average sale price
$32.3m
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 208 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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Seller review
Jessica Dailey, a Trustworthy Real Estate Agent who Goes the Extra Mile
11 days ago
Jessica Dailey, a Trustworthy Real Estate Agent who Goes the Extra Mile

I was not able to be on site to supervise the rehab of the Lanvale house. Jessica Dailey handled the entire rehab from hiring reliable contractors to making sure the work was done properly. She sought my permission for each expenditure, and told me the price up front. As a result of her efforts, the house sold for a considerable amount more than had been offered before the rehab, and after expenses were paid, the profit was also substantially higher. Jessica Dailey researched the property, told me in advance what deductions to expect at closing, and sought my decision for every step. Her excellent communication skills were particularly important because for much of the time I was out of state. In fact, she even arranged to have a notary sent to my home in Florida to sign the closing documents. My trust in her good judgement, extensive knowledge of her job, and responsiveness is demonstrated by the fact that my cousin and I have engaged her to sell another property in Maryland.

Buyer review
Helpful and knowledgeable
about 2 months 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
2 months 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
3 months 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
4 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.

Show all 208 reviews
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Jessica's properties

Jessica has 14 properties for sale and sold 62 properties in the last 12 months, showing 4, sorted by most recent activity

SoldOct 27, 2026
$450,000
210 Laurens St
Baltimore MD 21217
4
1
Duplex
Listing courtesy of Compass and American Premier Realty, LLC
SoldOct 26, 2026
$878,710
2210 East Pratt Street
Baltimore MD 21231
4
3
2
Townhouse
Listing courtesy of Compass
For Sale
$615,000
1333 Lowman Street
Baltimore MD 21230
3
4
3
Townhouse
Listing courtesy of Compass
SoldOct 20, 2026
$500,000
404 East Timonium Road
Lutherville Timonium MD 21093
4
2
2
Single-Family
Listing courtesy of Compass and Cummings & Co. Realtors
Show all 76 properties

Jessica's sold properties

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

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
210 Laurens St, Baltimore, MD, 21217
210 Laurens St
Baltimore MD 21217
4
1
Duplex$450,000Oct 27, 2026
2210 East Pratt Street, Baltimore, MD, 21231
2210 East Pratt Street
Baltimore MD 21231
4
3
2
Townhouse$878,710Oct 26, 2026
404 East Timonium Road, Lutherville Timonium, MD, 21093
404 East Timonium Road
Lutherville Timonium MD 21093
4
2
2
Single-Family$500,000Oct 20, 2026
122 West Lanvale Street, Baltimore, MD, 21217
122 West Lanvale Street
Baltimore MD 21217
4
2
Townhouse$480,000Oct 16, 2026

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