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Whitehead Real Estate Executives

Your Premier Real Estate Brokerage

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If you are looking to buy or sell real estate, it’s best to be well informed and work with a professional who has the experience you need. Our Team strives to exceed your expectations with the home buying and selling process.

Whitehead Real Estate Executives was voted the 2022 “Best Real Estate Company” for Wicomico County by Coastal Style Magazine. For the last 5 years ( 2018-2022) our team has won “Best Real Estate Team” for Wicomico County. This year Darron Whitehead was awarded “Best Realtor” for Wicomico County for the 6th year in a row. He also received “Best Businessman” in Wicomico County for the last 3 years in a row (2020-2022)! We are honored and blessed to have received these awards and will continue to work hard to provide all the guidance you need. Send us an email and we can get started on finding you the perfect home!

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Get to know the amazing agents that make up Whitehead Real Estate Executives!

Darron Whitehead

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Austin Whitehead

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Colby Phippin

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Andy Rayne

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Christy Bierman

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Brooks Bowden

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Kelly Matthews

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Dawit Demissie

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Teresa Porta

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Paige Carey

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Ben Smith

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Shelly Lewis

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Newest Listings

New Homes

Looking for a unique private property with ample storage? Check out 27268 Riverside Dr! This 3,808 sqft home offers 5 bedrooms and 4 bathrooms. The remodeled kitchen features beautiful white cabinets, soft-close drawers, stainless steel appliances, a stylish backsplash with a pot filler, and a large island with a breakfast bar. Adjacent to the kitchen, the formal dining room includes cabinets and a wine/beverage cooler and flows into the spacious living room with vaulted ceilings, a cozy fireplace, and double sliding doors leading to the rear deck. A staircase in the living room takes you to a large bonus room, which has attic storage on both sides. On the main floor, you'll find four bedrooms, including the primary suite with a walk-in closet, built-in shelves, reading lights, and an attached bathroom. The primary bathroom boasts a large walk-in shower, a lovely vanity with a tiled backsplash, and double circular sinks. A large home office with built-in desks and a beautiful arched window provides plenty of natural light on this level. Above the two-car drive-through attached garage is the fifth bedroom, offering abundant storage, additional attic space, and a closet, along with its own bathroom. Step outside to explore the 2.53-acre property, including a large pole building with a 12' door at the front. Lastly, a big upgrade is the roof being just three years old. Call today to arrange a private showing! $650,000 ACTIVE UNDER CONTRACT

27268 Riverside Drive Ext Salisbury, Maryland

5 Beds 4 Baths 3,808 SqFt 2.53 Acres

Discover the perfect blend of space, comfort, and versatility at 27905 Ocean Gateway. This stunning 5-bedroom, 3-bathroom home spans 2,650 square feet and includes a full unfinished basement, offering endless potential for customization. On the main level, enjoy the convenience of a first-floor master suite and an additional bedroom with a nearby full bath. The second floor features three additional bedrooms and a full bath, providing ample space for everyone. Cozy up in the living area by the real wood-burning fireplace, adding warmth and charm to this inviting home. The kitchen boasts modern stainless steel appliances, combining style and functionality. Outside, this property is built for storage and hobbies alike. It includes a 40x30 insulated pole building with two 12-foot doors—perfect for a workshop, storage, or parking large vehicles. There's also a 12x24 shed for additional storage. The home has a newer metal roof (only 2 years old) and upgraded 200-amp electrical service, giving you peace of mind and energy efficiency. The exterior features fresh landscaping and new grass, creating a lush outdoor environment. Whether you’re looking for a spacious family home or a property with hobby space, 27905 Ocean Gateway has it all. Schedule your tour today to see all that this Salisbury gem has to offer! $500,000 ACTIVE

27905 Ocean Gateway Salisbury, Maryland

5 Beds 3 Baths 2,650 SqFt 3.95 Acres

Welcome to 29113 Contessa Ct, located in Laurel, Delaware! This beautifully designed 3-bedroom, 2-bathroom property offers 2,170 square feet of stylish and comfortable living space. This home boasts an open concept layout, seamlessly blending the living, dining, and kitchen areas—perfect for entertaining or cozy gatherings. The kitchen is a dream, featuring sleek stainless steel appliances, a large island with seating, and plenty of counter space. Durable LVP flooring runs throughout the main living areas, offering a modern aesthetic and easy maintenance. The master suite is a true retreat, complete with an ensuite bathroom that includes a dual vanity and a luxurious tiled shower. The home also features a versatile flex space, perfect for a home office, playroom, or extra living area, tailored to your needs. Additional features include a 2-car attached garage for convenient parking and storage, a high-efficiency Rinnai tankless water heater for endless hot water and energy savings, as well as a a paver-stone walkway to a stunning fire pit area in the backyard. This home combines modern design with practical amenities, offering both style and functionality. Schedule your tour today and experience all that 29113 Contessa Ct has to offer! $455,000 ACTIVE

29113 Contessa Court Laurel, Delaware

3 Beds 2 Baths 2,170 SqFt 0.92 Acres

Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom home that blends comfort with style. Boasting 2,832 square feet of living space, this home is situated on a generous 2-acre lot, offering ample privacy and room to entertain. Step inside to find a stunning kitchen featuring sleek quartz countertops, a large island, and elegant backsplash. The kitchen is equipped with modern appliances designed for both style and functionality. It features a double wall oven, perfect for preparing multiple dishes at once. The spacious family room is perfect for relaxing, complete with a cozy gas fireplace, creating the ideal ambiance for those chilly evenings. Upstairs, the large primary bedroom offers a peaceful retreat with its own four-piece ensuite bathroom, featuring a double sink vanity. The primary bedroom also features a walk-in closet. One of the additional bedrooms includes a charming nook, ideal for a reading spot or quiet escape with built-in bench storage. The fourth bedroom upstairs is exceptionally spacious, offering plenty of room for customization to suit your needs. Outside, you'll enjoy a spacious rear deck perfect for outdoor dining and a beautiful front porch with a relaxing swing – the perfect spot to unwind after a long day. The attached two-car garage provides ample storage and convenience. This home offers a perfect blend of functionality, charm, and elegance, all within a peaceful, expansive setting. Don’t miss your chance to make this stunning property your new home! Call today to schedule your private showing. $450,000 ACTIVE UNDER CONTRACT

10010 Stewart Neck Road Princess Anne, Maryland

4 Beds 3 Baths 2,832 SqFt 2 Acres

Testimonials

Austin was attentive, caring, responsive and very knowledgeable during the whole process, from prospecting to final close. He was critical to my success, and I can't thank him enough for going above and beyond to help me purchase my home.
John GiornClient
Whitehead Reality made the sale of the house almost seem easy. There is so much to do when selling a house and Darron and his team seemed to stay one step ahead of everything. From the contractors they recommended to helping me handle all issues, big and small, there was never a moment I was alone. The team went above and beyond all expectations and I highly recommend Whitehead Reality to anyone looking to buy or sell a house.
Erin GentzelClient
Whitehead Reality made the sale of the house almost seem easy. There is so much to do when selling a house and Darron and his team seemed to stay one step ahead of everything. From the contractors they recommended to helping me handle all issues, big and small, there was never a moment I was alone. The team went above and beyond all expectations and I highly recommend Whitehead Reality to anyone looking to buy or sell a house.
Erin GentzelClient
When we were searching for a starter home for one of our children, Darren Whitehead helped us locate the right house at the right price. Darron is the consummate professional: responsive and very involved at all points in the process, from visiting homes to closing on the property. He genuinely cares about his clients, all of his clients, no matter how large or small their home-buying budgets. Our family highly recommends Darren Whitehead to anyone preparing to engage in any real estate transaction.
Kim Gallagher-MosesClient
I have known Darron for many years, his professionalism speaks volumes for him and his team. Darron will personally go above and beyond to assist you, whether you're purchasing or selling your home. Darron recently sold my home. I had a signed contract before I could decide on where I was moving to. That's how fast my house sold. I highly recommend Darron if you're buying or selling your home.
M J ArmstrongClient
Austin is a great professional. He is always available and make sure to clarify all your questions throughout the buying process. It was our first time buying a home and Austin was great in understanding our needs and showing us properties that would fit our goals. I would definitely recommend Austin to anyone trying to find a property in the area.
Gustavo SchneiderClient
Darron was a consummate professional from beginning to end. He is extraordinarily knowledgeable and answered every question we had (first home buyers- so the questions were numerous). He always made himself available and is very personable. Would highly recommend and will be using Whitehead Real Estate for all of our future needs. Thanks Darron!
Kyle WardClient
Darron Whitehead is great at what does.He helped making our home selling experience easy.Darron was there always available day or night to answer any questions we had.He helped from day one at setting a fair market price.He was very knowledgeable and made the process of selling incredibly easy.I would definitely use his service again.
Patricia GriffithClient
Darron and Traci were excellent - extremely supportive and helpful during the purchase of our home. They went above and beyond to make the process quick and painless. I would recommend Whitehead Realty without reservation.
Katie ArensmeyerClient
Darron and his team at Whitehead, have helped us buy and sell several properties. The dedication and ethics, provided the opportunity for us to move forward. The purchase of 22 acres to put a home and horse stables on same property was huge. We had lived in a lovely neighborhood with rented barn and stables. After years of going back and forth, we now are 200 feet from the house, to the horse barn. It was a huge undertaking, but the vision came to life, because of the fact we found the property. You have to have to have a realtor, who stay in contact. If your realtor doesn't return call for a couple of days, you will miss the opportunity. Darron does due diligence for all his clients. Highly recommend Darron and his team.
Jackie KeyesClient
Darron was very helpful in guiding us through the home buying process and answered all our questions in a timely manner. He went above and beyond to look at homes we inquired about very quick. He was also very approachable when we had any questions or concerns. We appreciate all of the work Darron and his team put forth to ensure we are satisfied customers! I highly recommend!
Martin KoernerClient
Nine years ago, Darron helped me purchase my first home. For a first time home buyer, he walked me through the process and helped with any questions. Ultimately, he ended up helping me find a perfect house and when it was time to list the house as we have outgrown it, I knew just who to call. Darron was great to work with, always available to help, and even after selling our home has still checked in with us. I would highly recommend anyone to use Darron & his team!
Katherine CronshawClient

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Address:

Whitehead Real Estate Exec.
1325 Mount Hermon Rd #11A, Salisbury, MD 21804

Phone:

(410) 749-4663

Email:

office@whiteheadre.com

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