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Jimmy Rupert

MARYLAND REAL ESTATE EXPERT

Start Your Real Estate Journey

Whether you're buying your first home, upgrading, or investing, Jimmy is here to guide you every step of the way with local expertise, personalized service, and a commitment to helping you find the perfect place to call home.

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Jimmy Rupert Pasadena, MD Real Estate Agent Headshot

Meet Jimmy

I believe that honesty, integrity, loyalty, & trust are the foundations of great teamwork. Since I’ve always been a team player, those words hold a special significance. Those values continue to guide my life and bind me to my clients throughout their days as homeowners. Anyone whom I have the privilege of working with will see firsthand how those values are integral to the service I provide and how that service results in a first-rate buying or selling experience.
 
It would be my privilege to team up with you to sell your current home, and or find your next home.

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40 +

Sales last 12 months

474 +

TOTAL SALES

TOP 4%

IN THE REGION

WHAT MY CLIENTS SAY

We couldn’t have asked for a better experience finding our home in Kent Island, all thanks to Jimmy Rupert! From our first conversation to closing day, he was there every step of the way, making sure everything went smoothly. His coordination with inspections and contractors took so much stress off our plate, and his expertise made all the difference. If you’re looking for a dedicated, knowledgeable, and...

— Zoe B.

WHAT MY CLIENTS SAY

I would work with Jimmy again and recommend him to anyone who is looking for a home. He kept us informed every step of the way with our home-buying experience. This was our first time buying a home, and he was so great at explaining everything and answering all our questions. My family is so grateful that we worked with Jimmy to buy our home. In my opinion, he is the best realtor in Maryland. Thank you, ...

— Daniel W.

WHAT MY CLIENTS SAY

Jimmy is incredible! Hard working for all of his clients and is a pleasure to work with.

— Joe C.

WHAT MY CLIENTS SAY

We couldn’t be happier with our experience working with Jimmy! From day one, his professionalism, market knowledge, and attention to detail were outstanding. He gave us clear guidance on how to prepare our home for listing, used beautiful marketing materials, and made sure it reached the right buyers quickly. Thanks to his expertise and hard work, our home in Middle River, MD sold in less than a month—an...

— Shaun W.

WHAT MY CLIENTS SAY

After having our home sit on the market for 6-7 months, my husband and I made the decision to change our selling agent. I should probably backtrack a little. Prior to moving, I watched the lady next door struggle to sell her home. She finally became so frustrated that she fired her agent and hired a new guy. The new agent sold the house within two weeks! I knew at that time that I wanted to hire that age...

— Doris B.

WHAT MY CLIENTS SAY

Jimmy was fantastic, got us everything we wanted, and helped us get our perfect home!

— Brandy L.

WHAT MY CLIENTS SAY

We recently sold our first home after renting it out for 10 years, and Jimmy made the entire process so smooth. He walked us through every step, answered all of our questions, and guided us with patience and expertise. Thanks to Jimmy, selling our first home was an absolute breeze. We couldn’t have asked for a better experience!

— Sara S.

WHAT MY CLIENTS SAY

Jimmy Rupert handled the sale of our rental property with exceptional skill and unwavering dedication. From start to finish, he was the steady anchor keeping everything on track—coordinating seamlessly with the title company, the settlement company, and our family. Jimmy consistently went above and beyond to ensure the sale moved forward, communicating clearly and regularly with everyone involved. His pe...

— Myy Y.

WHAT MY CLIENTS SAY

In my opinion and experience, the stress of selling a home is up there in the top three of life's most stressful experiences. Then we met Jimmy Rupert and his team. His professionalism, knowledge, and experience of our local market gave us a sense of confidence that no other realtor we contacted had given us. From our first phone call to the final closing of the property, Jimmy was available, informed an...

— Dee C.

WHAT MY CLIENTS SAY

Jim and his team did an amazing job getting our home sold! The video and photos were awesome and just blew us away. They showcased the home for the market. Thank you so much. We appreciate you!

— Barb H.

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Featured Properties

Learn more about my exclusive property offerings and schedule a showing for more information.

Pending

2791 GOLDEN ASTER PLACE
$847,500

2791 GOLDEN ASTER PLACE, ODENTON, MD 21113

  • 5 BEDS
  • 5 BATHS
  • 4,467 Sq.Ft.

Pending

200 KENTUCKY AVENUE
$650,000

200 KENTUCKY AVENUE, PASADENA, MD 21122

  • 3 BEDS
  • 3 BATHS
  • 3,524 Sq.Ft.

For Sale

325 DOUBLE EAGLE DRIVE
$519,999

325 DOUBLE EAGLE DRIVE, LINTHICUM HEIGHTS, MD 21090

  • 4 BEDS
  • 3 BATHS
  • 2,282 Sq.Ft.

For Sale

379 DUBLIN DRIVE
$480,000

379 DUBLIN DRIVE, GLEN BURNIE, MD 21060

  • 3 BEDS
  • 2 BATHS
  • 1,901 Sq.Ft.

Coming Soon

2610 CHAPEL LAKE DRIVE 404
$460,000

2610 CHAPEL LAKE DRIVE 404, GAMBRILLS, MD 21054

  • 2 BEDS
  • 3 BATHS
  • 1,785 Sq.Ft.
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Annapolis

Annapolis

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Severna Park

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Recent Blog Posts

Recent Blog Posts

Stay informed with expert advice on buying, selling, investing, and living in Maryland. From market trends and home tips to neighborhood spotlights and community events—this blog is your go-to resource for all things real estate and lifestyle.

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WORK WITH JIMMY

Jimmy Rupert is a successful Maryland real estate agent and has helped hundreds of buyers and sellers turn their dreams into reality. Jimmy is committed to guiding you every step of the way-whether you’re buying or selling. Whatever your needs, he has you covered.

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Contact Details

JIMMY RUPERT

OFFICE PH
(410) 255-3690
CELL PHONE
(443) 618-5917

[email protected]

8221 Ritchie Highway Ste 101 Pasadena, MD 21122