Jesse Highling

Advisor

Born and raised in Frederick County, Jesse’s passion for the outdoors and sustainable land practices has shaped his career from the very beginning. Starting in the agriculture industry, he gained hands-on experience in dairy and poultry farming, row crop production, nutrient management applications, and Non-GMO grain sales. This practical foundation gave Jesse a firsthand understanding of sustainable practices, which carried into his next professional chapter.

After transitioning into the construction field, Jesse excelled in site excavation and utilities, working on large-scale bioretention projects designed to address wastewater and storm water management. His contributions helped develop natural habitats, combining his interest in environmental stewardship with practical land-use solutions. These projects not only advanced Jesse’s technical skills but also reinforced his dedication to conservation efforts that balance human needs with environmental protection.

Now residing in Easton, Jesse took on a pivotal role in the launch of a startup hunting brand. His leadership in this venture included building strategic relationships with major outdoor brands and conservation organizations, positioning the brand as a respected player in the industry. Through his efforts, Jesse has become known as a connector within the outdoor and conservation communities, advocating for sustainable outdoor recreation and ethical land use.

As a lifelong outdoorsman and conservationist, Jesse’s mission is to inspire a love for nature while promoting responsible land stewardship. He is dedicated to helping his clients not only navigate the complexities of land ownership and investment but also understand the broader impact of their land-use decisions. Jesse’s deep roots in the mid-Atlantic outdoor community, coupled with his agriculture, construction and business development experience, make him a trusted guide for those seeking to align their land assets with sustainable practices and a passion for the outdoors.

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Listings

Featured Property

Woods Rd, Cambridge , MD 21613

Listing ID: 07286713, 07220189

Price: $850000

Status: active

Acres: 2

This 2.0± acre industrial parcel located on Woods Road in Cambridge, Maryland presents a rare opportunity to acquire or develop a fully serviced industrial site within an established and growing commercial corridor.The property is supported by public water and sewer infrastructure available at the road and is zoned Industrial, allowing for a wide range of uses including warehouse, flex industrial, contractor yard, and light manufacturing applications. A conceptual site plan has been completed illustrating the development of a ±36,319 square foot industrial building with associated parking, loading infrastructure, and site circulation. This positions the property as a near shovel-ready opportunity for owner-users, investors, or developers seeking a streamlined path to delivery. Ownership is offering the property for sale, ground lease, or build-to-suit, providing flexibility to accommodate a variety of user and investment profiles.
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Featured Property

24227 Thicket Point Ln, 24251 Thicket Point Ln, Onancock, VA 23417

Listing ID: 8300A000004700, 083A00100A00000, 083A00100000100, 083A00100000200, 083A00100000300,

Price: $2350000

Status: active

Acres: 44.95

Along a quiet stretch of Virginia’s Eastern Shore, where the Chesapeake Bay opens wide to endless horizon, lies Thicket Point, a 44.95± acre waterfront estate defined by privacy, scale, and potential. Set along a commanding reach of shoreline, this rare offering captures the essence of coastal living—expansive bay views, estuarian marshland, and a landscape shaped by water, light, and time. With no conservation easement in place, the property offers an uncommon level of freedom and long-term control rarely found among Chesapeake Bay holdings. At the heart of the estate are two distinct waterfront residences—Sunset House and Bayview House—each thoughtfully positioned to embrace the surrounding landscape and water views. Both homes are offered fully furnished, allowing for an immediate, seamless transition for personal use or continued short-term rental operation. Sunset House is oriented to the west, where each evening unfolds in panoramic color across the Bay. Designed with a relaxed coastal aesthetic, it offers an intimate and refined retreat—ideal for quiet escapes and elevated guest experiences. Bayview House reflects the character and charm of the Eastern Shore, with a more traditional design and a larger footprint suited for gatherings, extended stays, and multi-generational living. Together, the homes create a rare and highly functional composition—one that supports both private enjoyment and hospitality-driven income. The property is currently operated as a successful short-term rental, generating average annual income exceeding $100,000, while still allowing for personal use and flexibility. Beyond its current use, Thicket Point offers significant future upside, with identified utility expansion possibilities that present opportunities for further enhancement, additional improvements, or long-term strategic vision. The land itself is as compelling as the residences—nearly 45 acres of shoreline, marsh, and natural wildlife habitat. Owners and guests enjoy private beach access, kayaking along the Bay, hunting, fishing and crabbing just steps from shore, and the ever-changing presence of coastal wildlife across the surrounding marsh. Despite its sense of seclusion, the property is located just minutes from the historic town of Onancock—home to marinas, fine dining, galleries, and ferry access to Tangier Island—offering a seamless blend of privacy and accessibility. Thicket Point is more than a waterfront property—it is a fully furnished, turn-key Chesapeake Bay estate, offering the rare ability to live, host, invest, and create lasting value from day one.
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Featured Property

Folly Creek Rd, Accomac, VA 23301

Listing ID: 095-00-03-00-C000-00

Price: $699000

Status: active

Acres: 93

Situated in the heart of Virginia’s Eastern Shore, this 93-acre tract on Folly Creek Road offers a combination of agricultural productivity, timber value, coastal access, and rural development potential. Located just moments from the Folly Creek Boat Ramp, owners enjoy effortless access to one of Accomack County’s most scenic tidal creeks—well known for its quiet paddling waters, fishing, crabbing, and pathways out to Metompkin and Cedar Islands. The property consists of 61+/- acres if tillable land and 32 acres of Timber, underlain primarily by Bojack Soils, a well-regarded Eastern Shore series valued for its stability, drainage characteristics, and adaptability for a wide range of crops. With strong farming history and ample road frontage, the tract is well suited for continued agricultural use, recreational hunting property or exploration into rural residential home sites Located just minutes from the towns of Accomac, Parksley and Onancock the property provides convenient access to local amenities, historic downtowns, medical services, and Eastern Shore’s growing culinary and arts offerings. Outdoor recreation is abundant, with nearby public landings, barrier islands, pristine beaches, and thousands of acres of protected conservation lands. Whether envisioned as a farm expansion, timber and land investment, private estate or possible rural residentail project, this tract presents a unique opportunity to own acreage in a naturally rich and recreationally diverse area of the Eastern Shore.  
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Featured Property

2735 Lloyd Webb Rd, Crisfield, MD 21817

Listing ID: 12-009240

Price: $1499000

Status: active

Acres: 1119.42

Presenting, Lawson Marsh, Crisfield, Maryland – 1119.42+- acres. The habitat value of Lawson Marsh is significant both today as it was in the mid-1900s when the Ward Brothers were perfecting their decoy carving craft along Jenkins Creek and Lawson Marsh. This property includes a 7.43+- acre parcel on Lloyd Webb Rd featuring a 1,250 sq ft lodge. On the opposite side of the property along the shoreline, the various recreational activities are enhanced through the use of the cabin with pier to access the vast amount of acreage and to extend your stay on the marsh and water, as well as the offshore blind.     
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