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Debra Crouch

Debra Crouch
Real Estate Agent (Salesperson)
Saint Michaels MD

Salesperson (MD: 306848)

35 years experience

REALTOR® 2 Active Listings Serves Talbot County, MD
View on Realtor.com

Contact Information

Brokerage
Benson & Mangold Real Estate

Office Website
Office Address
211 Talbot St N Po Box 728
Saint Michaels, MD  21663
(Talbot County)
Office Phone
410-745-0415
Office Fax
Mobile
410-924-0771
Email
dcro***@****************.com
Show Email for $5

Service Areas

Easton: MD Bozman: MD Neavitt: MD Royal Oak: MD St. Michaels: MD Tilghman Island: MD Sherwood: MD

About Debra Crouch

Debra discovered the Eastern Shore while on an 18-month sailing adventure that took her from Connecticut to Trinidad in the late 1980's The warm October weather dramatic sunsets and skies full of returning geese hooked her immediately Thirty years later she still finds it magical and loves sharing this special part of the world with her customers

Before her move Debra enjoyed a twelve-year Marketing career in Connecticut for Godiva Chocolates Pepperidge Farm and American Can After settling in Easton in 1989 she earned her real estate license and worked on several innovative projects including an adaptive reuse project creating upscale office space from a row of derelict buildings on West Street Victoria Walk - condominiums created from a series of historic homes and the redevelopment of Talbottown Shopping Center

Debra now lives on Harris Creek with her husband Tom and dog Ollie She has been involved with many organizations over the years including President of the Mental Health Association in Talbot County co-chair of the Academy Art Museum Craft Show co-chair of the Chesapeake Chamber Music Festival Marketing Committee member of Soroptimists of Talbot County and liaison for the annual Christmas in St Michaels house tour
Debra graduated from Duke University and has an MBA from New York University She and her husband Tom specialize in fine Talbot County properties

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

$1,226,137
Avg. Listing Price
From Debra's portfolio
3.5 / 3.0
Avg. Beds/Baths
Typical property size
2,864 sf
Avg. Square Footage
Interior living space
246
Active Listings
Current inventory

Talbot County, Maryland represents one of the Eastern Shore's most distinctive real estate markets, where waterfront properties and historic charm create a unique investment landscape. The county's real estate sector is supported by 362 total actively licensed agents, all of whom maintain current email contact information, reflecting a highly connected and professional agent network that serves this specialized market.

What makes Talbot County particularly intriguing is its blend of luxury waterfront estates along the Chesapeake Bay and more affordable inland properties, creating diverse opportunities for both investors and homebuyers. The market here operates with a level of sophistication that belies the county's rural character, driven largely by proximity to major metropolitan areas and the enduring appeal of Eastern Shore living.

Major Talbot County, Maryland Real Estate Markets

Easton serves as the county seat and primary commercial hub, featuring a mix of historic downtown properties, suburban developments, and executive homes that attract professionals commuting to Baltimore and Washington D.C. The town's strategic location and cultural amenities, including the Academy Art Museum and numerous festivals, have made it increasingly attractive to buyers seeking small-town charm with metropolitan accessibility.

St. Michaels and Oxford represent the county's premium waterfront markets, where historic maritime villages command some of Maryland's highest property values outside of major metropolitan areas. These communities attract second-home buyers, retirees, and investors drawn to the combination of Chesapeake Bay access, preserved colonial architecture, and yacht-friendly harbors that define Eastern Shore luxury living.

Market Dynamics and Geographic Complexity

Talbot County's real estate market operates on distinct seasonal patterns, with waterfront properties experiencing peak activity during spring and summer months when buyers can fully appreciate the maritime lifestyle. The county's geography, characterized by numerous creeks, rivers, and bay frontage, creates micro-markets where waterfront access, view quality, and proximity to marinas significantly impact property values and marketing strategies.

Agricultural preservation easements and historical district regulations add layers of complexity to property transactions, requiring agents with specialized knowledge of conservation programs, zoning restrictions, and renovation guidelines. These factors create opportunities for buyers seeking preserved landscapes and architectural integrity, while also presenting unique challenges that demand experienced local representation.

Why Businesses Need Talbot County, Maryland Agent Contact Data

Real estate service providers, from mortgage lenders to home inspectors, find Talbot County's concentrated agent network particularly valuable for building referral relationships in a market where personal connections drive business success. With all 362 licensed agents maintaining current email addresses, service companies can efficiently reach decision-makers who handle everything from historic home renovations to luxury waterfront transactions.

Property technology companies and investment firms targeting the Eastern Shore market benefit from direct access to agents who understand the nuances of waterfront property marketing, agricultural land sales, and the unique buyer profiles drawn to this region. These agents serve as gatekeepers to a sophisticated market where traditional marketing approaches must be adapted to reflect the county's distinct character and buyer expectations.

Current Property Listings

As of 2/13/2026, Debra Crouch has 2 properties for sale in Saint Michaels and surrounding areas.

$1,099,000

Listed 2025-11-22

100 Grace St
Saint Michaels, MD  21663

Beds: 2.0
Baths: 2.5
Sq Ft: 1,445
Lot: 7,841 sf
Single Family Map
View Full Details

$549,900

Listed 2025-09-16

228 Tyler Ave
Saint Michaels, MD  21663

Beds: 3.0
Baths: 2.5
Sq Ft: 1,922
Lot: 21,344 sf
Single Family Map
View Full Details

Current Property Rentals

Debra Crouch currently has no rental properties available in Saint Michaels and surrounding areas. Check back later.