Some of the many properties Murphy has listed are included in this Blog Category. His current listings can be viewed using this link  Current Listings.

 A Boater’s Paradise at 110 Channel Marker Way #203

For buyers seeking a luxury waterfront home with boating access and minimal exterior maintenance, 110 Channel Marker Way #203 in Grasonville offers a remarkable Eastern Shore lifestyle.

Located in the Wells Cove community, this four-bedroom, four-bathroom residence provides approximately 2,653 square feet of living space across three levels. A private elevator makes every floor easily accessible.

The main level is warm and inviting, with an open kitchen, fireplace, and guest bedroom with an en-suite bathroom. That bedroom is currently used as an office, demonstrating the floor plan’s flexibility.

Upstairs, the primary suite opens to a private balcony overlooking the water. Two additional…

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Country Elegance in the Clearview Community at 24274 Waterview Drive

For buyers who want space, privacy, and access to the water without maintaining a private waterfront estate, 24274 Waterview Drive in Worton offers a compelling alternative.

This updated Cape Cod is located in the water-oriented community of Clearview, only minutes from Historic Chestertown. The neighborhood includes Franklin Pond, open community space, and access to Churn Creek.

The four-bedroom residence offers approximately 3,006 square feet of finished living space on 4.39 acres. Over the last two years, the home has undergone a significant transformation that includes updates to the kitchen, bathrooms, flooring, landscaping, and HVAC system.

The main-level primary…

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Waterfront Recreation and Privacy at 24050 Macs Lane 

 24050 Macs Lane in Worton is much more than a home near the water. It is a 5.48-acre waterfront retreat designed around the outdoor experiences that make Maryland’s Eastern Shore so special.

The property sits along Churn Creek and includes a private dock with boating access to the Chesapeake Bay. Owners can fish, crab, sail, waterski, kayak, and explore the region’s waterways directly from home.

Closer to the shoreline, a board-and-batten cabin creates a convenient base camp for water sports and afternoons by the creek. The grounds also include a barn with a stall suitable for a horse or sheep, a detached two-car garage with a lounge above it, and a nature trail for walking through the…

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The Tilley Residence: Historic Architecture Reimagined at 105 High Street

Some homes occupy an address. Others become part of a town’s identity. 105 High Street in Chestertown belongs firmly in the second category.

Known as the Tilley Residence, this five-bedroom home was rebuilt in 1863 and is an exceptional example of Second Empire architecture. Its prominent position near the foot of High Street places it across from the historic Custom House and only one block from the Chester River waterfront.

The residence underwent an extensive restoration completed in 2025. The work respects the home’s architectural character while introducing updated systems, refined finishes, and the comforts expected in a modern luxury property.

Inside,…

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Country Living and Flexible Income Potential at 12712 and 12714 Still Pond Road

If you are searching for a versatile property near Chestertown, Maryland, 12712 and 12714 Still Pond Road deserves a closer look. This six-bedroom duplex offers approximately 4,305 square feet of space and several compelling ways to use it.

An owner could live in one side while renting the other, lease both residences as an investment, or create a comfortable multigenerational home. That flexibility is what makes the property particularly interesting. It provides room for changing family needs while also presenting an opportunity to generate income.

The oversized garage adds even more usable space. It includes a kitchenette, full bathroom, and loft that could…

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201 Birch Run Road in Chestertown offers a compelling blend of updates, outdoor living, and walkable lifestyle—all set on a quiet cul-de-sac with views of the Chester River and close proximity to Washington College, shops, restaurants, and parks.

Thoughtful Updates

This home has been improved where it counts. In 2021, updates included joist work, flooring, crawl space encapsulation, and rear fencing, creating a strong foundation for long-term ownership. In 2025, the rough cut cedar siding was freshly repainted, enhancing both durability and curb appeal.

Indoor-Outdoor Living

The property is designed to be enjoyed. A private courtyard with a water feature offers a quiet retreat, while the spacious, partially shaded backyard with deck and…

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A Rare Development Opportunity on Maryland’s Eastern Shore

Opportunities like this are becoming increasingly rare in today’s market.

Located just minutes from Downtown Chestertown, 0 Round Top Road offers 5.81 acres of cleared, level land positioned along a key commercial corridor. With Suburban Commercial (SC) zoning, this property presents a unique chance for investors, developers, and business owners to secure land in one of the Eastern Shore’s most desirable and steadily growing areas.

Strategic Location with Real Potential

Location is everything in real estate. This property delivers.

Round Top Road sits in a highly accessible area just outside the historic core of Chestertown. It offers excellent visibility and convenience while…

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A Property That Offers More Than Just Land — It Offers Possibility

Opportunities like this are becoming increasingly rare on Maryland’s Eastern Shore.

Located at 1517 Dudley Corners Road in Millington, this unique offering combines 12 acres of land, two homes, and multiple outbuildings into one compelling package—perfect for buyers looking to create a homestead, invest, or simply expand their lifestyle beyond the ordinary.

With approximately 2,948 square feet, 6 bedrooms, and 3 full bathrooms, the main residence provides the space needed for multi-generational living, rental potential, or flexible use.

But what truly sets this property apart is not just what’s here—it’s what it can become.

A True Eastern Shore Homestead Opportunity

This…

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If you’ve been searching for a true boater’s paradise on Maryland’s Eastern Shore, 110 Channel Marker Way #203 in Grasonville delivers the perfect blend of luxury, convenience, and waterfront lifestyle.

Located just over the Bay Bridge, this three-level waterfront residence offers sweeping Chesapeake views from every floor — all easily accessed by your private elevator. Every detail reflects thoughtful design and impeccable maintenance.

Waterfront Living Designed Around the View

From the moment you enter, the first floor feels warm and inviting. A fireplace anchors the living space, flowing seamlessly into the open kitchen — ideal for entertaining after a day on the water. A guest bedroom with an ensuite full bath (currently used as an…

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First Floor

A Landmark Home in the Heart of Chestertown’s Historic District

Few homes capture the spirit of Chestertown quite like this. Built in 1863, the residence at 105 High Street stands as a rare opportunity to own a piece of Eastern Shore history — thoughtfully restored for modern living. This five-bedroom, four-and-a-half-bath Victorian combines 19th-century craftsmanship with 21st-century comfort. From the moment you step inside, you’re greeted by soaring ceilings, intricate millwork, and a grand three-story staircase that defines the home’s timeless character.

A Blend of History and Modern Comfort

Every detail tells a story. The chef’s kitchen has been fully updated with stainless appliances and elegant finishes, offering the perfect…

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