About 329 High St
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.
Features of 329 High St
| MLS® # | MDKE2005172 |
|---|---|
| Price | $1,250,000 |
| Bathrooms | 0.00 |
| Square Footage | 3,900 |
| Acres | 0.09 |
| Year Built | 1880 |
| Type | Commercial Sale |
| Sub-Type | Mixed Use |
| Status | Active |
Community Information
| Address | 329 High St |
|---|---|
| City | CHESTERTOWN |
| County | KENT-MD |
| State | MD |
| Municipality | Chestertown |
| Zip Code | 21620 |
Amenities
| Utilities | Electric Available |
|---|---|
| Parking | Private |
| View | Street |
| Is Waterfront | No |
Interior
| Heating | Heat Pump(s) |
|---|---|
| Cooling | Heat Pump(s), Central A/C |
| Has Basement | No |
| Fireplace | No |
Exterior
| Exterior | Brick and Siding |
|---|---|
| Lot Description | Lot Premium |
| Roof | Metal, Rubber, Other, Wood |
School Information
| District | KENT COUNTY PUBLIC SCHOOLS |
|---|
Additional Information
| Date Listed | May 9th, 2025 |
|---|---|
| Days on Market | 127 |
| Zoning | C-2 |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Cross Street Realtors LLC |
|---|---|
| Contact Info | 4434803453 |
