
MEET THE BROTHERS
Maryland natives with deep local roots, Drew and Jackson Hutchison founded
Deep Blue Holdings to help homeowners sell on their timeline – offering simple, efficient solutions without the stress of showings, commissions, or repairs.
With a decade of experience, they now reach markets in Maryland, District of Columbia, Virginia, Pennsylvania, Delaware, Florida, and Vermont.
Experts in their industry – they guide every seller through a stress-free process

WHY CHOOSE DEEP BLUE?
LOCAL + FAMILY OWNED HOME BUYERS
Work directly with two Maryland brothers who treat every seller with honesty and respect.
FAIR CASH OFFERS – NO HASSLE
Sell your property as-is – no need for cleaning, repairs, or open houses.
NO FEES OR LISTING COMMISSIONS
Avoid agent commissions and hidden fees.
YOUR TIMELINE, YOUR DECISION
Choose a closing date that fits your needs and schedule.
THREE STEPS
NO SURPRISES
1. TELL US ABOUT IT
Fill out our offer form OR Call
We’ll have an honest conversation about your property, your timeline, and your goals — no pressure, no obligations
2. GET A FAIR CASH OFFER
We review the property and the local market, then deliver a clear, no-nonsense cash offer — typically within 24 hours
3. YOU PICK THE CLOSING DATE
Accept the offer and you choose when we close. We handle the paperwork, the title work, and every detail in between
REAL HOMES
REAL FAMILIES
We help property owners in all situations
Whatever your situation, we’ll walk you through your options and see if we’re the right fit.






TESTIMONIALS
Hear from homeowners who weren’t sure what to do — until they called.
*stock images for client privacy*

“Drew and Jackson made selling the house so easy!”
– James R. Towson, MD
“After my mother passed, the house was overwhelming. Deep Blue handled everything with such kindness and respect. It felt like working with family.”

“Honest, local, and truly caring.” – Douglas W. Halethorpe, MD
You can tell they care about people, not just houses. Jackson remembered my family story about my father’s golf clubs that we left in the clean out, years later when I chose to work with them again. Wonderful team!

“No repairs, no stress, just a fair deal.” – Margret T. Annapolis, MD
“Drew and Jackson made a hard situation easy. They gave us a fair offer the next day and let us close on our own timeline. We can’t recommend them enough.”

“The process was so simple.” – Lindsay and Mark P. Baltimore, MD
From first call to closing, it was smooth and straightforward.
