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Anna Montgomery

Anna Montgomery
Real Estate Agent (Salesperson)
Ocean City MD

Salesperson (MD: 667270)

9 years experience

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

Contact Information

Brokerage
Long & Foster Ocean City

Office Website
Office Address
11701 Coastal Hwy
Ocean City, MD  21842
(Worcester County)
Office Phone
410-524-1700
Office Fax
Mobile
410-913-7247
Email
anna***********@*************.com
Show Email for $5
Website

About Anna Montgomery

I have been in the finance business of home ownership for over 14 plus years I enjoy working with clients to find that perfect home
Listing your home we have the perfect team to get the job done for you You can be assured that I will stay on top of all details and provide a smooth and enjoyable transaction for each client

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

$663,661
Avg. Listing Price
From Anna'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, Anna Montgomery has 7 properties for sale in Ocean City and surrounding areas.

$699,000

Listed 2025-10-13

203 S Heron Dr Unit 104D
Ocean City, MD  21842

Beds: 3.0
Baths: 2.0
Sq Ft: 1,352
Condos Map
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$469,900

Listed 2025-10-24

9900 Coastal Century I Hwy Unit 413
Ocean City, MD  21842

Beds: 2.0
Baths: 2.0
Sq Ft: 1,116
Condos Map
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$270,000

Listed 2025-10-30

13318 Colonial Rd
Ocean City, MD  21842

Beds: 3.0
Baths: 1.0
Sq Ft: 948
Lot: 3,485 sf
Single Family Map
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$325,000

Listed 2025-11-13

12301 Jamaica Ave Unit 138K1
Ocean City, MD  21842

Beds: 1.0
Baths: 1.0
Sq Ft: 534
Condos Map
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$749,900

Listed 2026-02-04

787 94th St Unit 787
Ocean City, MD  21842

Beds: 3.0
Baths: 2.5
Sq Ft: 1,444
Condos Map
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$460,000

Listed 2025-10-08

43 Tail of the Fox Dr
Ocean Pines, MD  21811

Beds: 3.0
Baths: 2.5
Sq Ft: 2,210
Lot: 18,295 sf
Single Family Map
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$239,000

Listed 2026-02-14

14201 Tunnel Ave Unit 16
Ocean City, MD  21842

Beds: 1.0
Baths: 1.0
Sq Ft: 672
Condos Map
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$259,900

Listed 2026-02-13

412 E State St
Delmar, MD  21875

Beds: 4.0
Baths: 2.0
Sq Ft: 1,484
Lot: 7,841 sf
Single Family Map
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Current Property Rentals

As of 2/17/2026, Anna Montgomery has the following rental properties available in Ocean City and surrounding areas.

$2,000

Listed 2025-11-25

119 Clam Shell Rd
Ocean City, MD  21842

Beds: 2.0
Baths: 1.0
Sq Ft: 732
Lot: 3,485 sf
Single Family Map
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$14,500

Listed 2025-12-28

507 Robin Dr Unit 203
Ocean City, MD  21842

Beds: 2.0
Baths: 1.0
Sq Ft: 792
Condos Map
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$1,800

Listed 2025-07-23

327 Robin Dr Unit 2
Ocean City, MD  21842

Beds: 2.0
Baths: 1.0
Sq Ft: 852
Apartment Map
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$4,000

Listed 2025-08-09

157 Old Wharf Rd
Ocean City, MD  21842

Beds: 4.0
Baths: 3.0
Sq Ft: 1,344
Lot: 7,405 sf
Single Family Map
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$1,700

Listed 2025-07-23

8 121st St Unit 303A
Ocean City, MD  21842

Beds: 1.0
Baths: 1.0
Sq Ft: 616
Apartment Map
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$2,200

Listed 2025-08-21

8908 Rusty Anchor Rd Unit 20501
Ocean City, MD  21842

Beds: 2.0
Baths: 2.0
Sq Ft: 858
Apartment Map
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$2,450

Listed 2025-09-10

14002 Sand Dune Rd
Ocean City, MD  21842

Beds: 3.0
Baths: 2.0
Sq Ft: 1,152
Lot: 4,356 sf
Single Family Map
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$2,500

Listed 2025-09-11

13908 N Ocean Rd Unit 8C
Ocean City, MD  21842

Beds: 3.0
Baths: 2.0
Sq Ft: 1,220
Lot: 1,307 sf
Single Family Map
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$4,000

Listed 2025-09-19

9800 Coastal Hwy Unit 906
Ocean City, MD  21842

Beds: 3.0
Baths: 2.0
Sq Ft: 1,647
Apartment Map
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$1,600

Listed 2025-09-29

2815 Tern Dr Unit 11202
Ocean City, MD  21842

Beds: 2.0
Baths: 2.0
Sq Ft: 864
Apartment Map
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