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Jay R Phillips

Jay R Phillips
Real Estate Agent (Salesperson)
Ocean City MD

Salesperson (MD: 523297)

30 years experience

REALTOR® 7 Active Listings Serves Worcester County, MD
View on Realtor.com

Contact Information

Brokerage
Holiday Real Estate Inc

Office Website
Office Address
7700 Coastal Hwy
Ocean City, MD  21842
(Worcester County)
Office Phone
410-524-7700
Office Fax
410-524-7055
Mobile
410-726-8631
Email
j**@********************.com
Show Email for $5

Service Areas

West Ocean City: MD Newark: MD Berlin: MD Ocean Pines: MD Bishopville: MD Ocean City: MD Snow Hill: MD

About Jay Phillips

What distinguishes myself from the rest of the Realtors in the area I have a Family history of over 150 years in the lowers Shore of Md and DE with a total sales volume exceeding 500 million in sales and over 1300 Transactions in the past 25 years My unsurpassed knowledge insight and contacts are a valuable resource when making a decision to purchase or sell your property I can provide you with most accurate information including the unseen pros and cons of the area including locations subdivisions buildings associations features land uses zoning codes etc Secondly I know the market and values better than most search engines as I am always searching and educating myself daily Most importantly I handle every transaction from start to finish which is rare in today's Real Estate world I do not pass you along a team of people but instead I am involved in every aspect of the transaction My success has been awarded with being the areas Top Producer and Industry Leader in the top 1% of my Market

Search Engines and the information from the web can only provide you with the basic details estimated values statistics 3D aerials and so forth to get you started I can provide you with information that can only be acquired from my personal knowledge and experience For Example: Why should you buy in this building and not the other this area is better suited for biking or jogging why is the value of this property value higher or lower than the others Did you know that this association may have a special assessment coming up next year etc There are many variables that need to be considered when making a decision on buying a property Why not receive the best advice you can get

I am confident that I can provide you with the best quality professional service that the area has to offer I grew up in West Ocean City on the water My father's family was born into farming owning a majority of the lands east of Berlin Our family also owned several large tracts of land and Lodges on Assateague Island which I grew up enjoying as a child My Mother's family owned and operated Hotels in Ocean City since they were first being built Their last property was sold on 60th "Nassau Motel" in 2004 which is now the "Meridian" My mother and Father were both Real Estate Agents and Investors I took up Real Estate a few years after graduating from Salisbury University with a Degree in Business Marketing and Finance I married my high school romance and have enjoyed being a parent for the past 18 years It would be hard for me to imagine living anywhere else and not because I have not seen it as I have traveled most parts of the world extensively but because the quality of living in the area is so great Coastal living lifestyle is second to none


I enjoy what I do and I am passionate about it I will always put you first and that is my guarantee to you

Worcester County, MD Real Estate Market Analysis (Single Family Homes)

$663,661
Avg. Listing Price
From Jay's portfolio
3.7 / 2.8
Avg. Beds/Baths
Typical property size
2,277 sf
Avg. Square Footage
Interior living space
356
Active Listings
Current inventory

Worcester County, Maryland represents one of the most distinctive real estate markets on the Eastern Shore, where coastal charm meets agricultural heritage in a unique blend of seasonal and year-round housing demand. With 892 actively licensed real estate agents serving this coastal county, the market demonstrates remarkable resilience despite its relatively small permanent population, driven largely by Ocean City's massive tourism economy and the growing trend of remote work enabling year-round coastal living.

The county's real estate landscape tells a fascinating story of transformation, where traditional farming communities like Snow Hill and Pocomoke City now compete with waterfront developments and vacation rental properties for buyer attention. What makes Worcester County particularly intriguing is how its 892 licensed agents navigate extreme seasonal fluctuations, with summer months generating intense activity around Ocean City and Berlin, while winter periods focus more on the county's inland residential markets and agricultural properties.

Major Worcester County, Maryland Real Estate Markets

Ocean City dominates Worcester County's real estate conversation, functioning as both a major resort destination and an increasingly popular year-round residence for retirees and remote workers. The market extends beyond the famous boardwalk to include West Ocean City's residential neighborhoods, where single-family homes offer more affordable entry points into coastal living. Berlin has emerged as a particularly hot market, benefiting from its proximity to Ocean City while maintaining a charming small-town character that attracts both vacation home buyers and permanent residents seeking a quieter coastal lifestyle.

The inland markets of Snow Hill, Pocomoke City, and Newark offer dramatically different opportunities, featuring historic properties, waterfront homes along the Pocomoke River, and expansive agricultural land that appeals to investors and lifestyle buyers. These communities represent some of Maryland's most affordable real estate markets, creating unique opportunities for first-time homebuyers and investors willing to look beyond the immediate coastal areas. The contrast between oceanfront condominiums selling for premium prices and inland farmhouses available at fraction of the cost creates diverse portfolio opportunities.

Market Dynamics and Geographic Complexity

Worcester County's real estate market operates on multiple seasonal rhythms that create both challenges and opportunities for agents and investors. Summer months see explosive activity in vacation rental properties and second homes, while fall and winter periods favor permanent residential sales and commercial property transactions. The county's position as Maryland's only oceanfront county outside of the Baltimore-Washington corridor means it captures demand from multiple metropolitan areas, including Philadelphia, Washington D.C., and Baltimore buyers seeking coastal retreats.

Agricultural preservation programs and environmental regulations add layers of complexity to land development and sales, particularly in the county's substantial rural areas. Waterfront properties command premium prices whether they face the Atlantic Ocean, Assawoman Bay, or the numerous creeks and rivers that define the county's geography. Climate change considerations increasingly influence buyer decisions, with elevation and flood zone designations becoming critical factors in both residential and commercial transactions.

Why Businesses Need Worcester County, Maryland Agent Contact Data

The complete contact database of Worcester County's 892 licensed agents provides invaluable access to professionals who understand both seasonal tourism markets and year-round residential sales across diverse price points and property types. These agents possess specialized knowledge of vacation rental regulations, waterfront property considerations, and the unique financing challenges that coastal properties often present. For mortgage lenders, insurance companies, and real estate service providers, connecting with these agents means accessing a market where average transaction values often exceed state medians due to waterfront premiums.

Worcester County agents serve as crucial intermediaries in a market where out-of-state buyers represent a significant portion of transactions, making them valuable partners for title companies, home inspection services, and property management firms looking to expand their coastal Maryland presence. The fact that all 892 agents have email addresses reflects the tech-savvy approach necessary to serve buyers who often begin their search remotely, making digital marketing partnerships and lead generation services particularly relevant for businesses targeting this professional network.

Current Property Listings

As of 2/17/2026, Jay Phillips has 7 properties for sale in Ocean City and surrounding areas.

$1,990,000

Listed 2025-11-05

Rt 317
Georgetown, DE  19947

Beds:
Baths:
Sq Ft:
Lot: 3,937,388 sf
Land Map
View Full Details

$2,300,000

Listed 2025-05-27

11114 Spring Branch Ln
Berlin, MD  21811

Beds: 6.0
Baths: 6.5
Sq Ft: 5,936
Lot: 61,420 sf
Single Family Map
View Full Details

$114,500

Listed 2025-08-26

Rt 12
Snow Hill, MD  21863

Beds:
Baths:
Sq Ft:
Lot: 124,146 sf
Land Map
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$599,900

Listed 2025-09-22

240 Charleston Rd
Ocean Pines, MD  21811

Beds: 4.0
Baths: 3.5
Sq Ft: 3,174
Lot: 14,810 sf
Single Family Map
View Full Details

$11,000,000

Listed 2025-05-21

29031 Howell Point Rd
Trappe, MD  21673

Beds: 4.0
Baths: 3.0
Sq Ft: 9,833
Lot: 28,872,004 sf
Farm Map
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$11,000,000

Listed 2026-01-22

29245 Howell Point Rd
Trappe, MD  21673

Beds: 4.0
Baths: 3.5
Sq Ft: 6,000
Lot: 29,185,200 sf
Single Family Map
View Full Details

$179,000

Listed 2025-03-03

Casher Wells Rd
Pittsville, MD  21850

Beds:
Baths:
Sq Ft:
Lot: 278,348 sf
Land Map
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Current Property Rentals

Jay Phillips currently has no rental properties available in Ocean City and surrounding areas. Check back later.