

About Jeffrey
My name is Jeffrey Messick and I have grown up here in the Ocean City area since I was 3 years old. I attended Worcester Preparatory School in Berlin, Maryland where I developed a deep respect for academics and my community. I have a very approachable personality and sincere manner that is reflected in my work. If there is anything that I can do to help you in your persuit of a new home here on the Eastern Shore don't hesitate to contact me, or if you are looking to sell your home or investment property here I can help.
Feel free to check out my Web Site Link below
or contact me at (410)-251-2196 or jeffrey.messick@penfedrealty.com
There are plenty of investment opportunities here at the beach.
Transaction History
- 1 Year
- 2 Year
- 5 Year
Seller Deals
Buyer Deals
Production Over Time
1 Year View by Quarter
Seller Deals
Buyer Deals
Production Over Time
2 Year View by Quarter
Seller Deals
Buyer Deals
Production Over Time
5 Year View
Neighborhoods Jeffrey is Experienced In
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44 Sales
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23 Sales
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12 Sales
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11 Sales
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10 Sales
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6 Sales
Jeffrey's Listings and Deals
Jeffrey's Recent Active Listings
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$187,500
- 2 Beds
- 1 Bath
- 726 Sq Ft
- 380 Seahawk Ln
- Ocean Pines, MD
Excellent opportunity in White Horse Park! This turn-key 2-bedroom, 1-bath home offers strong rental history, grossing $25,000 annually for the past seven years. Ideally located on a corner lot with 2 parking spots and a detached shed, this home has been well maintained with a new roof (transferable warranty), HVAC updated in 2018, and newer appliances. White Horse Park is a gated community
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$385,000
- 1 Bed
- 1.5 Baths
- 720 Sq Ft
- 10002 Coastal Hwy
- Unit 905
- Ocean City, MD
Wake up to breathtaking ocean views in this beautifully updated 1-bedroom, 1.5-bath oceanfront condo in Ocean City, MD. Step onto your private balcony and enjoy sunrise over the Atlantic, or unwind year-round at the indoor community pool. Inside, you’ll find an open living space filled with natural light, a well-equipped kitchen, and a spacious bedroom with an en suite half bath for added
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$385,000
- 1 Bed
- 1.5 Baths
- 720 Sq Ft
- 10002 Coastal Hwy
- Unit 1105
- Ocean City, MD
This oceanfront 1-bedroom, 1.5-bath condo delivers spectacular views and year-round enjoyment with access to an indoor community pool and a private balcony overlooking the ocean. The open living area offers plenty of space to relax or entertain, while the primary suite features an en suite half bath and plenty of comfort. Perfect as a vacation home or income-producing rental, this condo’s
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$564,900
- 2 Beds
- 2 Baths
- 912 Sq Ft
- 11700 Coastal Hwy
- Unit 1109
- Ocean City, MD
Wake up to the sound of the surf and sweeping views of the Atlantic from this beautifully appointed 2-bedroom, 2-bath oceanfront condo at The Carousel. Featuring stainless steel appliances, tile flooring throughout the main living spaces, and luxury vinyl plank flooring in the bedrooms, this home blends modern comfort with coastal charm. The open layout flows seamlessly to a private oceanfront
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$575,000
- Land
- 2.7 Acres
- $212,963 per Acre
- Lot #20 S Hills Dr
- Berlin, MD
Build your dream home on this 2.7-acre cleared lot located in the desirable community of Synepuxent Landing in Southpoint. This spacious parcel offers privacy, a peaceful setting, and access to a private community marina and boat ramp with your own private boat slip within the marina!! There is also a kayak and canoe launch area, and crabbing pier. Enjoy world class boating and fishing at your
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$345,000
- 3 Beds
- 2.5 Baths
- 2,144 Sq Ft
- 157 Bobbys Branch Rd
- Unit 25
- Millsboro, DE
Pondfront Living in The Villages at Millwood!Welcome to this well maintained 3 bedroom, 2.5 bath home, on one of the larger lots, with serene pond views in the sought-after Villages at Millwood. The first-floor master suite offers convenience and comfort, while the spacious open-concept living area flows into a well-equipped kitchen and dining space. Upstairs, you’ll find two additional
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$315,000
- 2 Beds
- 1.5 Baths
- 994 Sq Ft
- 13334 Colonial Rd
- Ocean City, MD
Welcome to your perfect beach retreat in the highly desirable Montego Bay community in North Ocean City! This well-maintained 2-bedroom, 1.5-bath single-wide mobile home is situated on a quiet street and offers the best of coastal living. Inside, you’ll find an open and bright floor plan, eat-in kitchen, and plenty of natural light throughout. The primary bedroom features its own half bath for
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$399,000
- 4 Beds
- 2.5 Baths
- 3,494 Sq Ft
- 101 N Church St
- Snow Hill, MD
Brand New HVAC system installed in the upstairs of the home last week. Timeless Victorian Charm in the Heart of Snow Hill Step into a piece of history with this charming Victorian-style home, built circa 1900, nestled on a corner lot in the heart of Snow Hill, MD—the county seat of Worcester County. This four-bedroom, two-and-a-half-bath residence beautifully blends historic elegance with modern
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
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$299,000
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
- 115 Alexandreas Ct
- Unit 8
- Millsboro, DE
Back to active due to buyer health issues. Price improvement too!!!! Welcome to this beautifully maintained coastal contemporary home in the sought-after Villages at Millwood located in Millsboro, DE. Built in 2015, this 3-bedroom, 2-bath single-family residence offers 1,407 square feet of thoughtfully designed living space. The open-concept layout features gleaming hardwood floors throughout the
Jeffrey Messick Berkshire Hathaway HomeServices PenFed Realty-WOC
Awards and Designations
- NAR - National Association of Realtors
- ABR - Accredited Buyer Representative
Other Experience
Jeffrey's Reviews
3/12/23Zach Reid
Google Review
Jeff was a great relator to work with! He turned a long day of home viewing into a great experience. He was helpful explaining the ins and outs of buying our house and was always exceedingly reachable. 10/10 would recommend!
9/30/22Christine Guest
Google Review
Jeff Messick has been such a pleasure to work with during my home buying experience. He was always so eager to show me a property at anytime that worked my schedule. I will recommend Jeff to anyone and if I ever need help in the future, he will be the first person I call. Thanks for everything!
9/25/22Kristin Elburn
Google Review
Awesome experience having Jeff as our agent buying our little place at the beach! He was super helpful each step of the way! And his quick responses made it a very smooth process.
8/29/22And All Publishing
Google Review
Jeff was the ideal choice for the sale of our property. Not only did he take care of it and brighten the home up, but he was extremely efficient and on top of things. With Jeff, we did not have to worry about a single detail - he was friendly and very professional at the same time. He paid special attention to every detail in the home and for our taxation purposes, even as he offered sound advice at all times. We would highly recommend Jeffrey for all kinds of real estate deals.
6/29/22Sarah Dougherty
Google Review
6/28/22Paul Huffman
Google Review
Jeff is a Rock-Star realtor who was instrumental in all aspects of my wife and I acquiring our vacation home. His knowledge of the area, coupled with his tireless efforts to make sure you are satisfied with the whole buying experience speaks volumes to his expertise and customer-first ethos. Jeff is an O.C native which is a huge plus for anyone looking for their next home in this hot vacation spot. He was fully committed to our needs and not only did we get a great agent and home, we got an awesome friend. We can't thank him enough!
6/23/22Nick Ellis
Google Review
Jeff is knowledgeable, organized and experienced. We were selling from out of state and Jeff made it seamless. If there is a bump in the road or a need for a contractor, Jeff has a great network of solutions. I would totally use Jeff again and recommend him to my friends and family. 🤩
6/20/22Bill Haase
Google Review
Jeff was making it happen!
6/17/22Nathan Allen
Google Review
Jeff was very helpful in our recent house purchase! He was responsive, thorough, and knowledgeable every step of the way.
6/10/22james cathell
Google Review
Jeff messick is a solid realtor!! Listens to his clients and looks out for their best interests!!
5/24/22Jessica Martin
Google Review
Jeff was amazing. In this competitive market where everyone is offering over asking , it made it hard for us to secure a property and we could have never found the perfect second home without his help . His knowledge of the current market and dedication to his job was top notch! He was determined and eager to find us the perfect property and he didn’t let us down . He strives to satisfy us during the entire process and his work ethic was extraordinary alongside his sunny disposition ( which helped when someone outbid us on the first property) We can’t wait to work with him again and are great-full to have found him to couch us throughout and after we closed on our new home .
He has my highest recommendation!
5/21/22Ben
Google Review
Great working with Jeff. I would highly suggest using him to find your next home.
4/26/22David Morice
Google Review
4/25/22Sam Greenfeld
Google Review
Jeff was very knowledgeable and was very easy to get a hold of for any information. Highly recommend!
3/29/22Janice Stevenson
Google Review
Jeff is an excellent agent! Could not have asked for anyone better. He is very personable, easy to get in touch with, quick to get back to us with answers.Our sale was not an easy one due to various issues but Jeff worked hard and was persistent in making it work. Our settlement went well and we are happy with our profit! Jeff is definitely an A++ agent whom we highly recommend!
3/25/22April S
Google Review
Jeff was extremely helpful in finding what we wanted in a 2nd home near Bethany Beach. Responsiveness was spot on and flexibility was above and beyond. Thanks, Jeff!
3/22/22geisha geisha
Google Review
My husband and I were making a last ditch attempt at finding a new home to call our own. Our Bank Lender highly recommended Jeff M. and we were very happy and pleased that Jeff made sure that we found the best home to fit our budget! He went above and beyond as a Realtor! Awesome👍🏾👍🏾👍🏾🏡
2/20/22Michael Eder
Google Review
Jeff is a knowledgeable realtor who is extremely familiar with the Eastern Shore. He was able to help answer several questions that I had during the home buying process. Jeff has a keen eye for detail and great personality. Thank you Jeff for making my purchase a pleasurable experience.
2/19/22Laura McKenzie Turner
Google Review
Jeff was amazing to work with! He gave valuable information on what to expect throughout the entire process of selling a house. He was prompt with every visit and always responsive to calls, texts, and emails. I would highly recommend him to anyone looking to buy to sell!
2/16/22Victoria Robles
Google Review
Jeff was incredibly patient and helpful with providing referrals and information to my mother-in-law after she relocated to MD from TX. Although she ultimately decided to wait on buying in the area, Jeff connected her with colleagues in the DC metro area og Maryland that provided her guidance on buying in the area. We are truly appreciative of Jeff's above and beyond work ethic and friendly customer service!
2/16/22Todd Tabor
Google Review
Highly recommended…as Jeff is the best! He was thorough and professional and great to work with. He always kept us apprised about available appointments and always let us know as soon as a new showing was scheduled. He was honest and forthright- no games. Made a Friend, and Realtor for Life!!!
2/13/22Dave Kochel
Google Review
Jeff worked tirelessly for us. From many offers that we didn’t get till we were finally accepted. Even in the end and after we closed he was still there when needed. Thanks Jeff
2/12/22Russell Laurenzano
Google Review
I’ve worked with Jeff on the last 4 transactions I’ve done. I highly recommend him, and have to friends, who would also say the same.Jeff is a Great realtor!!!!
2/12/22Lisa Skiles
Google Review
Jeffrey was our realtor when we bought our home and again 5 years later when we sold, he did a great job for us and I am proud to consider him our friend!!!
2/12/22Aaron Weiss
Google Review
Excellent experience working with Jeff. Patient, knowledgeable and always available. Highly recommended for first time home buyers.
2/10/22Bill Kelly
Google Review
I worked with Jeff on one of my last deals! If you are looking for a true professional look no further
2/9/22Lisa Collins
Google Review
Jeff was my realtor when I sold a property and bought a property. But his service didn't end there! Everytime I need a good recommendation for a contractor or repairman, I contact Jeff. He knows the best!
9/19/20B C
Google Review
My husband and I were fortunate enough to work with Jeff while shopping for our home. We put in an offer on two homes before we finally had an offer accepted for a new construction home. While we started to grow weary with home shopping and putting in offers, Jeff did not. Jeff remained optimistic and knowledgeable. Jeff guided us through the process with all of his knowledge but always kept in mind our desires for a home. Jeff was extremely responsive to all of our questions. Throughout the process, we knew that if we reached out to Jeff, he would Respond quickly and pleasantly. I would give Jeff’s knowledge, customer service, and overall attitude a 5 out of 5 stars and I recommend him to anyone searching for a home.
3/17/20Brenda Hignutt
Google Review
Ther Is a lot I could say about Jeff , but comes down
To just simply the best , how he treated us , traveled long distance to show homes , Treated us like we’ve known him. I was and still very pleased with him. I will only call upon Jeff for all my real estate needs.
9/30/19Rob Ridgewell
Google Review