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Chester, MD

Retail

Chester, MD Retail Properties & Spaces for Sale

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Stevensville, MD Grasonville, MD Queenstown, MD Annapolis, MD Centreville, MD Rock Hall, MD Pasadena, MD Arnold, MD

Freestanding Walgreens NNN

Updated: Apr 11

Freestanding Walgreens NNN

1802 Main St, Chester, MD 21619

Contact for pricing

Freestanding Walgreens NNN in Chester, Maryland on the historic Kent Island
Located at a busy signalized corner of Main St. and Dominion Rd.
Near University of Maryland Urgent Care
Close to major nearby retailers including Safeway, Kent Island True Value Hardware Store, Big Lots, Sherwin‑Williams, and more
Within 5 miles, average annual household income is $134,604

Gas Station Convenience Store

Updated: Apr 11

Gas Station Convenience Store

120 Chester Station Ln, Chester, MD 21619

Contact for pricing

Operating gas station and convenience store on commercial land
Attached vacant fast food restaurant on‑site
Located just off Route 50 West in Chester, Maryland
Road frontage just east of the Chesapeake Bay Bridge

Route 50 Accessible Retail Buildings

Route 50 Accessible Retail Buildings

100-104 Olde Point Road, Chester, MD 21619

$1,500,000

Two retail/office buildings with direct highway access for sale.

Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center

Based on your search, we've compiled 54 Potential Opportunities for your consideration. Besides 3 Active listings in Chester, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 43 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.

Storefront Complex With Service Bays

Storefront Complex With Service Bays

1406 Main Street, Stevensville, MD 21666

Contact for pricing

12,034 sqft 1.78 AC lot

The property combines retail storefronts with separate service space and dual road frontage.

Multi-Building Retail and Service Site

Multi-Building Retail and Service Site

1406 Main Street, Stevensville, MD 21666

Contact for pricing

12,034 sqft 1.78 AC lot

Three-building retail and service complex on a corner site with dual frontage on U.S. Route 50/301 and Main Street.

Annapolis Retail Opportunity

Annapolis Retail Opportunity

45 Randall Street, Annapolis, MD 21401

Contact for pricing

240 sqft

Prime retail space in Annapolis, near U.S. Naval Academy.

Downtown Annapolis Boutique Storefront Opportunity

Downtown Annapolis Boutique Storefront Opportunity

45 RANDALL St, Annapolis, MD 21401

$475,000

Charming storefront in the heart of downtown Annapolis.

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.

Waterfront Land in Rock Hall

Waterfront Land in Rock Hall

21190 GREEN Ln, Rock Hall, MD 21661

$850,000

10.40 AC lot

Two adjoining parcels with waterfront and commercial zoning.

50 Acres Mixed-Use Development Land

50 Acres Mixed-Use Development Land

ROCK HALL Road, Rock Hall, MD 21661

$1,250,000

49.83 AC lot

50 acres in Rock Hall, MD, ideal for mixed-use development.

Commercial Land on Ocean Gateway

Commercial Land on Ocean Gateway

9719 Ocean Gateway, Easton, MD 21601

$2,700,000

3.25 AC lot

3.25 acres of commercially zoned land for sale.

Commercial Lot in Easton, MD

Commercial Lot in Easton, MD

26 S WASHINGTON Street, Easton, MD 21601

$895,000

0.17 AC lot

Commercial lot available in Easton, Maryland.

Off-Market Properties in Chester, MD

Consider similar Off-Market properties in Chester, 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.

12 Chester Plz

DRIVE-THRU RESTAURANT, FAST FOOD

12 Chester Plz, Chester, MD 21619-2418

$430,000

Estimated value

4,915 sqft 1.31 AC lot

1802 Main St

RETAIL STORES (PERSONAL SERVICES)

1802 Main St, Chester, MD 21619-2604

$7,265,000

Estimated value

14,473 sqft 1.73 AC lot

1925 Main St

MINI-MALL

1925 Main St, Chester, MD 21619-2607

$855,000

Estimated value

6,000 sqft 7.37 AC lot

1713 Main St

RETAIL STORES (PERSONAL SERVICES)

1713 Main St, Chester, MD 21619-2641

$265,000

Estimated value

1,920 sqft 0.49 AC lot

2106 Didonato Dr

SHOPPING CENTER, STRIP CENTER

2106 Didonato Dr, Chester, MD 21619-2628

$1,765,000

Estimated value

17,000 sqft 5.49 AC lot

1423 Main St

FINANCIAL BUILDING

1423 Main St, Chester, MD 21619

Value Estimation by Request

4,242 sqft 2.07 AC lot

110 Piney Narrows Rd

RESTAURANT

110 Piney Narrows Rd, Chester, MD 21619-2439

$485,000

Estimated value

5,621 sqft 0.55 AC lot

115 Piney Rd

RETAIL STORES (PERSONAL SERVICES)

115 Piney Rd, Chester, MD 21619-2619

$6,100,000

Estimated value

12,036 sqft 1.54 AC lot

1509 Postal Rd

AUTO REPAIR, GARAGE

1509 Postal Rd, Chester, MD 21619-2255

$325,000

Estimated value

3,617 sqft 0.59 AC lot

2212 Piney Crk Rd

AUTO REPAIR, GARAGE

2212 Piney Crk Rd, Chester, MD 21619-2412

$285,000

Estimated value

7,200 sqft 0.55 AC lot

1619 Postal Rd

RETAIL STORES (PERSONAL SERVICES)

1619 Postal Rd, Chester, MD 21619-2601

$245,000

Estimated value

280 sqft 0.30 AC lot

1607 Postal Rd

RETAIL STORES (PERSONAL SERVICES)

1607 Postal Rd, Chester, MD 21619-2601

$250,000

Estimated value

896 sqft 0.24 AC lot

1539 Postal Rd

SHOPPING CENTER, STRIP CENTER

1539 Postal Rd, Chester, MD 21619-2255

$3,585,000

Estimated value

36,420 sqft 2.54 AC lot

1814 Crab Aly Dr

AUTO REPAIR, GARAGE

1814 Crab Aly Dr, Chester, MD 21619-2757

$315,000

Estimated value

1,728 sqft 1.39 AC lot

100 Dominion Rd

CONVENIENCE STORE

100 Dominion Rd, Chester, MD 21619-2707

$210,000

Estimated value

1,431 sqft 0.83 AC lot

120 Chester Sta Ln

CONVENIENCE STORE

120 Chester Sta Ln, Chester, MD 21619-2803

$475,000

Estimated value

3,685 sqft 4.66 AC lot

210 Country Day Rd

GYM, HEALTH SPA

210 Country Day Rd, Chester, MD 21619-2603

$1,080,000

Estimated value

37,202 sqft 3.23 AC lot

1845 Main St

DRIVE-THRU RESTAURANT, FAST FOOD

1845 Main St, Chester, MD 21619-2605

$440,000

Estimated value

4,451 sqft 1.94 AC lot

1626 Postal Rd

RETAIL STORES (PERSONAL SERVICES)

1626 Postal Rd, Chester, MD 21619-2625

$250,000

Estimated value

1,194 sqft 0.44 AC lot

101 Castle Marina Rd

SERVICE STATION (FULL SERVICE)

101 Castle Marina Rd, Chester, MD 21619-2417

$280,000

Estimated value

1,411 sqft 0.87 AC lot

600 Abruzzi Dr

SHOPPING CENTER, STRIP CENTER

600 Abruzzi Dr, Chester, MD 21619-2198

$305,000

Estimated value

2,400 sqft 0.96 AC lot

Chester, MD Retail Properties & Spaces Market Trends and Statistics

Explore 46 retail properties & spaces for sale in Chester, MD, showcased through 3 active listings on our real estate platform.

Sale prices for stores in Chester, MD average $1,500,000 — 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 5,905

Population Growth (5Y) +0.2%

Median Household Income $100,359

College Educated 47.4%

High-Yield Neighborhoods for Investment

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

Neighborhood	Average Price
21619	$1.5M

Taxes & Financing

Tax Rate (average for all types) 0.94%

Property Tax per SF $25.82 per SF

Tax Rate vs County Average 0.06 pp below county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Queen Anne's County

New Delisted

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