100 Prospect Street, Chestertown, MD 21620 - Photo 1

1/1

$215,000

Sold
Closed
Single Family
3 Beds
1 Full Bath
1,373 Sq. Ft.

1/1

Property Description

Fully Renovated Rancher in the Heart of Chestertown - Walk to Everything. Most homes in this price range make you choose: updated systems or a great location. This one delivers both. Tucked on a quiet corner lot just steps from Washington College, the Chester River marina, weekend Farmers Market, and Chestertown's thriving restaurant and shop scene, 100 Prospect Ave puts the best of the Eastern Shore's most walkable town right outside your front door - without the noise or traffic. The home has been completely overhauled from the outside in. New metal roof, gutters, downspouts, vinyl siding, and windows protect your investment from the elements before you ever step inside. Inside, a new HVAC system, updated 200-amp electrical panel, new hot water heater, and fully replaced water main and plumbing mean zero deferred maintenance - just move in and live. Refinished hardwood floors and new vinyl flooring run throughout open, light-filled spaces. The updated bathroom features a new vanity, and the laundry room comes equipped with a brand-new washer and dryer. The kitchen opens directly into the dining area and flows into the family room - a layout that makes everyday living easy and entertaining effortless. Start your mornings on the enclosed porch. Host friends on a generous corner lot with room to breathe. Park conveniently on the private gravel pad with direct kitchen access. This is what move-in ready actually looks like. Schedule your tour today.

Full Property Details

Full Property Details for 100 Prospect St

General

Sold For: $215,000
Taxes: $2,744 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDKE2006544
Added to Site: 83 day(s) ago

Interior

Number of Rooms: 7
Interior Features: Attic, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Dining, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Eat-In, Wood Floors
Appliances: Dryer - Electric, Washer, Oven/Range - Electric
Flooring: Hardwood, Laminated

Rooms

Bathrooms

Total Bathrooms: 1
Full Bathrooms: 1
Main Floor Baths: 1
Main - Full Baths: 1

Bedrooms

Total Bedrooms: 3
Bedrooms Main & Up: 3

Other Rooms

Laundry: Has Laundry

Additional Information

Security/Safety: Carbon Monoxide Detector(s), Smoke Detector

Exterior

Exterior Features: Play Area, Sidewalks

Parking

Parking Features: Crushed Stone
Parking Type: Driveway, Off Street

Location

Municipality: Chestertown
County: KENT
Subdivision: CHESTERTOWN
Cross Streets: N College Ave
Driving Directions: High St to College Ave to Prospect ST , 1st house
Location Details: Corner Lot/Unit
City Limits: Yes

School Information

School District: Kent County Public Schools
High School: Kent County

Heating & Cooling

Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Public Sewer
Water: Public
Dist. to Water: 1 Miles
Utility Description: Electric Available

Structural Information

Architectural Style: Ranch/Rambler
Structure Type: Detached
Construction: Vinyl Siding, Frame
Foundation: Crawl Space
Roof: Metal
Windows: Double Pane, Energy Efficient
Doors: Storm
Stories Description: Main
Square Feet: 1,373
Sq. Ft. Source: Assessor
Living Area: 1,373 Sq. Ft.
Finished Above Grnd: 1,373 Sq. Ft.
Year Built: 1953
Year Built Source: Assessor

Lot Features

Property View: Street, Trees/Woods
Lot Size (Acres): 0.08
Lot Size (Sq. Ft.): 3,475
Lot Size Source: Assessor
Street/Road Desc.: Black Top
Zoning: R-5
Lot Description: Level, Corner

Water Features

Water Front Type: Bay
Water Front Name: Chester River

Financial Considerations

Price Per Sq. Ft.: $156.59
Assessment Year: 2026
City/TownTax: $758
City/TownTax Freq: Annually
County Tax: $1,986
County Tax Freq: Annually
Tax w/Assessment: $177,567
Tax Amount: $2,744
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 1373

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 3

Listed by Real Broker, LLC - Chester, David J. Moore
Sold by Bayside Realty, Dale C. Hunter, Jr.

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Listing agent

— 100 Prospect St —

David J. Moore

Real Broker, LLC - Chester

Listing Office Email: dmvbroker@therealbrokerage.com

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Schools

Schools serving 100 Prospect St

School District:Kent County Public Schools

Name	Grades	Distance
H. H. Garnett Elementary School 320 Calvert Street, Chestertown, MD 21620	PK-5	0.1 mi
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620	6-8	0.5 mi
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678	9-12	5 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 100 Prospect St

Date

Details

Price

Change

Source

7/21/2026

Sold

$215,000

—

MLS

6/04/2026

Listed

$215,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

10725 Worton Rd, Worton, MD 21678 - Photo 1

Just Listed

$349,000

10725 Worton Rd Worton, MD 21678

Single Family
Active
Updated 5 days ago

2
Beds
2
Total Baths
1,089
Sq. Ft.

Listed by Select Land & Homes, LLC, Hayley A Norris and Select Land & Homes, LLC, William H Norris III

11037 Bottom Rd, Worton, MD 21678 - Photo 1

Just Listed

$305,000

11037 Bottom Rd Worton, MD 21678

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,300
Sq. Ft.

Listed by Keller Williams Select Realtors of Annapolis, Andrew F Batch Jr.

458 Eagle Manor Dr, Church Hill, MD 21623 - Photo 1

Just Listed

$695,000

458 Eagle Manor Dr Church Hill, MD 21623

Single Family
Active
Updated 23 hours ago

4
Beds
3
Total Baths
2,456
Sq. Ft.

Listed by Clark & Co Realty, LLC, Karen T Clark

151 Fox Den Rd, Church Hill, MD 21623 - Photo 1

Just Listed

$540,500

151 Fox Den Rd Church Hill, MD 21623

Single Family
Active
Updated 10 hours ago

4
Beds
4
Total Baths
3,720
Sq. Ft.

Listed by Real Estate Professionals, Inc., Amy K Occorso

116 Reeand Ln, Church Hill, MD 21623 - Photo 1

116 Reeand Ln Church Hill, MD 21623

Single Family
Active
Updated 1 day ago

3
Beds
3
Total Baths
2,698
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Kristina L Hyland

14136 Kentmore Park Rd, Kennedyville, MD 21645 - Photo 1

Price Reduced

-$16,000 (-3.11%)

$499,000

14136 Kentmore Park Rd Kennedyville, MD 21645

Single Family
Active
Updated 3 days ago

4
Beds
2
Total Baths
3,564
Sq. Ft.

Listed by Gunther-McClary Real Estate, Patricia L Kern

5862 N Main St, Rock Hall, MD 21661 - Photo 1

Price Reduced

-$4,000 (-1.15%)

$345,000

5862 N Main St Rock Hall, MD 21661

Single Family
Active
Updated 1 day ago

3
Beds
2
Total Baths
1,381
Sq. Ft.

Listed by LPT Realty, LLC, Jordan Evan Larigan

122 Lently Farm Ln, Centreville, MD 21617 - Photo 1

Price Reduced

-$12,000 (-2.04%)

$575,000

122 Lently Farm Ln Centreville, MD 21617

Single Family
Active
Updated 6 days ago

4
Beds
3
Total Baths
2,784
Sq. Ft.

Listed by Clark & Co Realty, LLC, Karen T Clark

423 Calvert St, Chestertown, MD 21620 - Photo 1

Sold

$190,000

423 Calvert St Chestertown, MD 21620

Townhouse
Closed

3
Beds
2
Total Baths
1,136
Sq. Ft.

Listed by Compass, Ashley Elizabeth Earle
Sold by Chesapeake Real Estate Associates, LLC, James M. Cronin

107 Conley Dr, Chestertown, MD 21620 - Photo 1

Sold

$245,000

107 Conley Dr Chestertown, MD 21620

Townhouse
Closed
Updated 17 hours ago

3
Beds
1
Total Bath
1,140
Sq. Ft.

Listed by Benson & Mangold, LLC, Taylor Leaverton
Sold by Cummings & Co. Realtors, Thomas W Chroniger Jr.

513 Round Top Rd, Chestertown, MD 21620 - Photo 1

Sold

$220,000

513 Round Top Rd Chestertown, MD 21620

Single Family
Closed

4
Beds
1
Total Bath
1,248
Sq. Ft.

Listed by Cummings & Co. Realtors, Benjamin J Garner
Sold by Century 21 Don Gurney, Cynthia E Teeter

221 Dutchess Rd, Chestertown, MD 21620 - Photo 1

Sold

$228,000

221 Dutchess Rd Chestertown, MD 21620

Single Family
Closed

3
Beds
2
Total Baths
2,260
Sq. Ft.

Listed by Doug Ashley Realtors, LLC, Michele A Palmer
Sold by Non Subscribing Office, Non Subscribing Member

100 Prospect Street, Chestertown, MD 21620 (MLS# MDKE2006544) is a Single Family property that was sold at $215,000 on July 21, 2026. Want to learn more about 100 Prospect Street? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

100 Prospect St Chestertown, MD 21620