Own a Piece of the Legacy
reimagined for today’s entrepreneurs, creatives, & visionaries

329 High Street | Chestertown, Maryland
A Landmark Reinvented | Circa 1880

Designed by renowned local architect Walter Pippen, 329 High Street is a masterfully restored piece of Chestertown’s architectural heritage. Pippen, whose work helped shape the town’s historic identity, imbued this structure with timeless character that now meets modern-day performance.

HISTORIC SOUL. MODERN BACKBONE. PRIME LOCATION.

Mixed-Use Potential
- 2,400 SF Commercial Space (Main Level)
- 1,600 SF Luxury 3BD / 2.5BA Apartment (Upper Level)
- 3 Separate Entrances + Ample Parking

Turnkey Infrastructure
- 650 AMP Electric Service
- New Water Main
- Fire Suppression System
- New HVAC + Roof

Restored with Intention
- Custom Mahogany Facade & Windows
- Repointed Brick with Lime Mortar
- High-End, Energy-Efficient Finishes Throughout

POTENTIAL USES INCLUDE:
Culinary Studio
Chef’s Table Experience
Farm to Fork Bistro
Seasonal Tasting Room
Culinary Collective
Pop-up Restaurant Space
Shared Commercial Kitchen
Food Incubator
Artisan Bakehouse
Morning Loaf & Latte Bar
Elevated Botanical Apothecary
Holistic Herb & Remedy Studio
Custom Cobbler Boutique
Private Practice with Character
Tech/Media Studio

Chestertown, MD; nestled along the Chester River, Chestertown is a vibrant waterfront community steeped in colonial history, cultural richness, and artistic spirit.