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Jimmy Hayden

5.0stars, 94 Reviews
RE/MAX Realty Group
154 Closed Sales
$56.1M Total Value
$180K - $2M Price Range
$364.6K 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 Vice President of the Hollywood Volunteer Fire Department and have held the offices of Treasurer and President. I stay locally involved to keep my home town a town that all want to live in as current 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
16
Total Value
$6,074,600
Average Sale Price
$379,663
Price Range
$185K - $530K

Buyer Deals

Total Deals
10
Total Value
$3,562,900
Average Sale Price
$356,290
Price Range
$165K - $510K

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals
34
Total Value
$12,783,200
Average Sale Price
$375,976
Price Range
$95K - $750K

Buyer Deals

Total Deals
13
Total Value
$5,099,410
Average Sale Price
$392,262
Price Range
$165K - $660K

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals
108
Total Value
$39,959,220
Average Sale Price
$369,993
Price Range
$45K - $2M

Buyer Deals

Total Deals
46
Total Value
$16,187,642
Average Sale Price
$351,905
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, 94 Reviews

8/31/25Diane Harding

Google Review

Jimmy represented us with the listing and sale of our existing home, and purchase of our new home. Throughout the entire process he was extremely responsive, knowledgeable, patient, and handled both transactions with great integrity and professionalism. Born and raised in Southern Maryland, Jimmy is the real deal and can be trusted to handle all of your real estate needs. He loves our community, and is a big supporter and donor of local organizations and charities. I highly recommend his services!

8/30/25Joey Capristo

Google Review

This was our first time buying a home and jimmy was very patient and helpful with the whole process. The whole experience was very smooth and worry free. Jimmy is very knowledgeable and well connected, he answers questions quickly and clearly, and is always staying in touch throughout the process. Overall was a great experience and would recommend jimmy to anyone looking for a realtor.

8/24/25Ryan Carson

Google Review

Agent Photo

Jimmy Hayden