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Jimmy Hayden

5.0stars, 96 Reviews
RE/MAX Realty Group
149 Closed Sales
$55.2M Total Value
$180K - $2M Price Range
$370.4K Average Price
Prior five years

About Jimmy

As a St. Mary’s County native, born and raised in the Hollywood / Leonardtown area, and a former self employed business owner that tripled the business sales, I have the drive to excel in helping you with your real estate needs.

I am very involved in my community. I am the past President of the Hollywood Volunteer Fire Department and have held the offices of Treasurer and Vice President. I stay locally involved to keep my home town a town that all want to live in as past Chair of the St. Mary's County Chamber of Commerce and current Vice Chair of Cedar Lane Senior Living Center. In 2017, I was presented Citizen of the Year for Knights of Columbus Council 7914 and in 2013 and was inducted into the Philanthropy Hall of Fame for the Community Foundation of Southern Maryland. None of these awards and positions is taken lightly and I owe much of my success to the customer service I provide and my current and former employees. I strive to treat people of all walks of life like I want and expect to be treated as a client/customer.
Upon the sale of my business in 2006, I became a full time REALTOR® with and now have joined RE/MAX 100. In 2016 I was the company Property Manager at my former Broker, where I worked hard to provide landlords with quality tenants and provide a quality service to both understanding the importance of responsive updates to tenants and lower costs to landlords. I expanded the initial business to almost two times the properties from taking over the business. I believe that hard work and dedication to my clients will get me my next clients. I want each client to be 100% satisfied with my work and they will want to refer me to their family and friends. As an full time, local agent, I am available to address all of your real estate needs.
Home Types: House, Lot/Land, Townhouse, Commercial, Condo, Manufactured
Years of Experience: 18

Transaction History

Seller Deals

Total Deals
11
Total Value
$5,039,600
Average Sale Price
$458,145
Price Range
$300K - $765K

Buyer Deals

Total Deals
12
Total Value
$4,675,300
Average Sale Price
$389,608
Price Range
$165K - $510K

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals
29
Total Value
$11,741,300
Average Sale Price
$404,872
Price Range
$95K - $765K

Buyer Deals

Total Deals
17
Total Value
$7,078,210
Average Sale Price
$416,365
Price Range
$165K - $660K

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals
103
Total Value
$38,821,320
Average Sale Price
$376,906
Price Range
$45K - $2M

Buyer Deals

Total Deals
46
Total Value
$16,367,442
Average Sale Price
$355,814
Price Range
$75K - $660K

Production Over Time

5 Year View

Jimmy's Listings and Deals

Other Experience

Distressed Properties, First Time Home Buyers, Foreclosures, Investments, Luxury Homes, Military Families, New Construction, Property Management, Senior Communities, Short Sales, Timeshares, Veteran Programs

Jimmy's Reviews

5.0stars, 96 Reviews

10/25/25Andrea Dyson

Google Review

Today I bought a new home! 🏠 🌳
And yes, I am currently furloughed! 😔
When I say the amount of stress I’ve been under for the past 45 days has been immense, I mean it. Mentally and physically. But when this house became available, I knew it was meant to be. I’ve looked at this house for YEARS.
I always knew it was perfect for us.

I can’t thank my DREAM TEAM enough. Starting with Jimmy Hayden, Realtor from ReMax Realty Group, Jimmy has been my friend for over 20 years. But I’ve never needed him until now. He MADE this sooo easy on me. His constant communication, exceptional wealth of knowledge, work with local veterans, and his HONESTY made him my most valuable player.
Thank you Jimmy! I couldn’t have done this without you.

10/20/25Chris Turner

Google Review

Jimmy is an outstanding realtor who takes the time to help his clients with all their real estate needs, whether buying or selling. Jimmy has cultivated relationships with the communities in the areas he serves and stands out as one of the best.

9/29/25Ryan Tonstad

Google Review

As a first-time homebuyer, I couldn’t have asked for a better realtor than Jimmy! From day one, he worked incredibly fast and was always available to answer my questions, no matter the time. He made what could have been a stressful process feel easy and straightforward. His knowledge, communication, and dedication truly stood out. Highly recommend Jimmy if you’re looking for someone who will go above and beyond to make sure everything runs smoothly!

Agent Photo

Jimmy Hayden