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Debbie Bennington

Debbie Bennington
Real Estate Agent (Salesperson)
Berlin MD

Salesperson (MD: 621595)

20 years experience

REALTOR® 4 Active Listings Serves Worcester County, MD
View on Realtor.com

Contact Information

Brokerage
Berkshire Hathaway Homeservices Penfed Realty
Office Address
11001 Manklin Meadows Ln
Berlin, MD  21811
(Worcester County)
Office Phone
410-208-3500
Office Fax
410-208-3501
Mobile
410-208-3500
Email
debb**********@*****.com
Show Email for $5

Service Areas

West Ocean City: MD Newark: MD Berlin: MD Ocean Pines: MD Ocean City: MD

About Debbie Bennington

This Washington DC native made the decision to move to the place she loves: THE BEACH! Debbie’s sales background inspired her career in Real Estate and for the last 18 years she’s expertly assisted her clients with all of their real estate needs

Why you should work with Debbie:
• Whether you are looking to buy or sell your primary vacation and second home Debbie is your go-to Ocean Pines agent
• She is one of the consistent award winning top producers with PenFed Realty
• Debbie’s many years of experience will give you a tremendous advantage when buying or selling a home
• She will always go above and beyond your expectations of an average REALTOR®
• Her extensive knowledge and experience working with top home builders
• She specializes in the specific needs wants and ‘must haves’ of first time home buyers active adults and seniors

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

$663,661
Avg. Listing Price
From Debbie'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, Debbie Bennington has 4 properties for sale in Berlin and surrounding areas.

$549,000

Listed 2026-02-04

13100 Coastal Hwy Phs 2 & 1607
Ocean City, MD  21842

Beds: 2.0
Baths: 2.0
Sq Ft: 1,015
Condos Map
View Full Details

$325,000

Listed 2026-01-22

9530 Peerless Rd
Bishopville, MD  21813

Beds: 2.0
Baths: 1.0
Sq Ft: 900
Lot: 24,394 sf
Single Family Map
View Full Details

$575,000

Listed 2026-02-15

8 Long Point Ct
Ocean Pines, MD  21811

Beds: 4.0
Baths: 3.0
Sq Ft: 2,808
Lot: 5,663 sf
Single Family Map
View Full Details

$449,000

Listed 2026-02-11

14 Liberty St
Ocean Pines, MD  21811

Beds: 3.0
Baths: 2.0
Sq Ft: 1,739
Lot: 10,454 sf
Single Family Map
View Full Details

$569,000

Listed 2025-09-07

13 Dog Leg Ct
Ocean Pines, MD  21811

Beds: 4.0
Baths: 2.5
Sq Ft: 2,354
Lot: 7,841 sf
Single Family Map
View Full Details

Current Property Rentals

Debbie Bennington currently has no rental properties available in Berlin and surrounding areas. Check back later.