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Chestertown, MD

Restaurants

Chestertown, MD Restaurants for Sale

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Worton, MD Church Hill, MD Kennedyville, MD

Historic Chestertown Mixed-Use Property

Updated: Apr 24

Historic Chestertown Mixed-Use Property

327 CANNON St, Chestertown, MD 21620

$1,300,000

1,300 sqft

Mixed‑use property in historic Chestertown offers both commercial and residential income potential.
First level features a fully equipped 1300 sq ft commercial kitchen and dining area, currently leased to Occasions Catering.
Spacious upstairs apartment includes two bedrooms, each with an ensuite full bathroom.
Apartment boasts an open living space with vaulted ceilings, hardwood floors, a gas fireplace, and ample natural light.
Newly constructed in 2006, providing modern amenities and reduced maintenance in a historic setting.

Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center

Based on your search, we've compiled 23 Potential Opportunities for your consideration. Besides 1 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 14 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Turnkey Bar & Restaurant Building

Turnkey Bar & Restaurant Building

3814 NORTH POINT Boulevard, Dundalk, MD 21222

$699,000

0.34 AC lot

Freestanding bar and restaurant with outside patio, BD7 liquor license, and two upstairs apartments.

Turnkey Business Opportunity in Dundalk

Turnkey Business Opportunity in Dundalk

3814 NORTH POINT Blvd, Dundalk, MD 21222

$699,000

0.34 AC lot

Long-standing business with building, license, and apartments for sale.

Retail and Restaurant Pad Sites

Retail and Restaurant Pad Sites

10499 Campbell Blvd, White Marsh, MD 21220

Contact for pricing

1 sqft · 1.00 AC lot

Land available for retail and restaurant development in White Marsh.

Retail Pad Sites Development Opportunity

Retail Pad Sites Development Opportunity

10801 Philadelphia Rd, White Marsh, MD 21162

Contact for pricing

9.00 AC lot

9-acre parcel for retail development in White Marsh, Maryland.

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Commercial Land Development Opportunity

Commercial Land Development Opportunity

200A Back River Neck Road, Essex, MD 21221

$650,000

Entitled commercial land for retail/office building with active grading permit.

Pasadena Land: Rare Opportunity

Pasadena Land: Rare Opportunity

1635 WALL DRIVE, Pasadena, MD 21122

Contact for pricing

0.34 AC lot

0.339-acre lot in Pasadena, MD with grandfathered zoning.

Prime Commercial Lot in Perryville

Prime Commercial Lot in Perryville

1105 PERRYVILLE Road, Perryville, MD 21903

$489,900

1.10 AC lot

High-exposure commercial lot with frontage on Perryville Road and Aiken Avenue.

Commercial Parcels in Denton, MD

Commercial Parcels in Denton, MD

546 N 6TH St, Denton, MD 21629

$500,000

2.78 AC lot

2.78 acres of commercial land zoned Regional Highway Commercial.

Off-Market Properties in Chestertown, MD

Consider similar Off-Market properties in Chestertown, MD. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

903 Washington Ave

RESTAURANT

903 Washington Ave, Chestertown, MD 21620-3331

$525,000

Estimated value

3,528 sqft · 0.92 AC lot

RESTAURANT

834 High St, Chestertown, MD 21620-1135

Value Estimation by Request

2,376 sqft · 0.37 AC lot

RESTAURANT

229 High St, Chestertown, MD 21620

$1,020,000

Estimated value

3,862 sqft · 0.21 AC lot

BAR, TAVERN

337 High St, Chestertown, MD 21620-1363

Value Estimation by Request

2,248 sqft · 0.12 AC lot

DRIVE-THRU RESTAURANT, FAST FOOD

827 High St, Chestertown, MD 21620-1100

Value Estimation by Request

644 sqft · 0.07 AC lot

849 Washington Ave

RESTAURANT

849 Washington Ave, Chestertown, MD 21620-1003

Value Estimation by Request

4,980 sqft · 0.55 AC lot

RESTAURANT

98 Cannon St, Chestertown, MD 21620-1582

Value Estimation by Request

5,094 sqft · 0.42 AC lot

RESTAURANT

860 High St, Chestertown, MD 21620-3909

$565,000

Estimated value

4,000 sqft · 2.32 AC lot

8000 Rock Hall Rd

RESTAURANT

8000 Rock Hall Rd, Chestertown, MD 21620-4449

Value Estimation by Request

1,750 sqft · 1.52 AC lot

707 Washington Ave

DRIVE-THRU RESTAURANT, FAST FOOD

707 Washington Ave, Chestertown, MD 21620-1001

Value Estimation by Request

3,049 sqft · 0.96 AC lot

RESTAURANT

844 High St, Chestertown, MD 21620-1135

Value Estimation by Request

1,353 sqft · 0.37 AC lot

23141 Buck Nck Rd

RESTAURANT

23141 Buck Nck Rd, Chestertown, MD 21620-3704

Value Estimation by Request

2,735 sqft · 15.95 AC lot

875 Washington Ave

DRIVE-THRU RESTAURANT, FAST FOOD

875 Washington Ave, Chestertown, MD 21620-1003

Value Estimation by Request

2,935 sqft · 0.90 AC lot

717 Washington Ave

DRIVE-THRU RESTAURANT, FAST FOOD

717 Washington Ave, Chestertown, MD 21620-1001

Value Estimation by Request

1,786 sqft · 0.84 AC lot

Chestertown, MD Restaurants Market Trends and Statistics

Explore 15 restaurants for sale in Chestertown, MD on our real estate platform. These investment opportunities span a total of 1,300 square feet of properties for sale, with an estimated market value of $1,300,000.

Sale prices for restaurant properties in Chestertown, MD start at $1,300,000, averaging $1,300,000, and reaching up to $1,300,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 14K

Population Growth (5Y) +2.9%

Median Household Income $76,094

College Educated 32.4%

High-Yield Neighborhoods for Investment

Identify Chestertown submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
21620	$1.3M

Taxes & Financing

Tax Rate (average for all types) 1.34%

Property Tax per SF $23.81 per SF

Tax Rate vs County Average 0.07 pp above county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Kent County

New Delisted

Property Size Breakdown

The majority of commercial real estate listings in Chestertown fall within the 10,000 to 25,000 square foot range.

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