329 High Street Chestertown, MD $ 1,250,000
329 High Street
$ 1,250,000
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329 High Street

Chestertown, MD, 21620
$ 1,250,000
Bedrooms-- Baths-- Sq 3,900

Monthly Estimate*

$ 7,798

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Commercial Property for sale in Chestertown, MD

for $1,250,000. This 3,900 square foot building was built in 1880 on a lot size of 0.09.

Own a Piece of the Legacy reimagined for todays 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 Chestertowns architectural heritage. Pippen, whose work helped shape the towns 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 Chefs 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.

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Commercial Active

Price

$ 1,250,000

Property Type

Commercial

Taxes

$ 7,011

Style

Restaurant/Bar,Hair Salon and Spa,Health Club,/Gen

Lot Size

0.09

Year Built

1880

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2005172

Features
Interior
Heating Fuel Electric
Flooring Wood Concrete
Hot Water Other
Heating Y/N Y
Central Air Y/N Y
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General
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Heat Pump(s) Central A/C
Utilities Electric Available
Possession Settlement
Roof Metal Rubber Other Wood
Zoning C-2
Construction Materials Brick
Year Built 1880
View Street
Property Subtype Mixed Use
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Municipality Chestertown
Business Type Restaurant/Bar Hair Salon and Spa Health Club Other/General Retail
Accessibility Other
County KENT
New Construction N
Property Type Commercial Sale
Possible Use Apartments Bar/Tavern/Lounge Barber/Beauty Clothing Commercial Food & Beverage Mixed Use
Water Access Y/N N
Status ACTIVE
Directions GPS Downtown Chestertown High Street
City CHESTERTOWN
Number Of Units Total 2
Lot Size Units Square Feet
Lot Size Square Feet 3996.00
Tax Annual Amount 7011.0
Property Condition Excellent
Price Per Sq Ft Total AG 277.78
Acceptable Financing Conventional Cash
Historic Y/N Y
Lease Considered Y/N N
Vacation Rental Y/N N
Location Type Business District
Standard Status Active
Year Built Source Assessor
Association Recreation Fee N
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Exterior
Parking Features Private
Lot Features Premium
Water Source Public
Type of Parking Parking Lot
Water View Y/N N
Building Area Total 4500.00
Lot Size Acres 0.09
Lot Size Source Assessor
Waterfront Y/N N
Road Responsibility City/County
Land Assessed Value 170800.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 329
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* Excluded Features
List By
Cross Street Realtors Llc

Broker

rdkeaveney@gmail.com

Email

Affordability Calculator

$8,383
Per Month
93%
7%
0%
Monthly Principal & Interest
$7,798
Monthly Property Taxes
$584
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2136830 Elementary School
2137124 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/9/2025$1,200,000 Listed Price

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329 High Street, Chestertown, MD, 21620 is a Commercial Property for sale at $1,250,000 with 3,900 sqft and a lot size of 0.09. 329 High Street was built in 1880. The property's zip code is 21620 which is in Chestertown, MD