Recently Viewed Properties
See This Home
Save This Listing
Close

$215,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1,373 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
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 for 100 Prospect St

General

  • Price: $215,000
  • Taxes: $2,744 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDKE2006544
  • Updated: 5/12/2026
  • Added to Site: 14 day(s) ago
  • Expected Market Date: 5/28/2026

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
  • Tax Total Finished Sq. Ft.: 1373

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 3

Listed by Real Broker, LLC, David J. Moore

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 100 Prospect St —

  • David J. Moore

    Real Broker, LLC

Listing Office Email: dmvbroker@therealbrokerage.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 100 Prospect St

School District:Kent County Public Schools
NameGradesDistance
H. H. Garnett Elementary School
320 Calvert Street, Chestertown, MD 21620
PK-50.1 mi
Kent County Middle School
402 East Campus Avenue, Chestertown, MD 21620
6-80.5 mi
Kent County High School
25301 Lambs Meadow Road, Worton, MD 21678
9-125 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/12/2026
Listed
$215,000
17.87%
MLS
9/30/2021
Sold
$182,400
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 100 Prospect St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,744
18%
$175,100
18%
2024
$2,330
56%
$148,667
22%
2023
$1,492
—
$122,233
28%
2022
$1,492
100%
$95,800
—
2020
100%
$95,567
—
2020
-100%
$95,100
—
2019
$1,170
9%
$95,100
—
2018
$1,078
291%
$95,100
-1%
2016
$276
-39%
$96,300
-1%
2014
$452
—
$97,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 100 Prospect St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Real Broker, LLC, David J. Moore

Similar Properties near 100 Prospect St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

139 Prospect St, Chestertown, MD 21620 - Photo 1
$225,000

139 Prospect St  Chestertown, MD 21620

  • Single Family
  • Active
  • 3
    Beds
  • 1
    Total Bath
  • 1,200
    Sq. Ft.
Listed by Redfin Corp, Barbara A McCaffrey
223 New St, Church Hill, MD 21623 - Photo 1 Just Listed
$215,000

223 New St  Church Hill, MD 21623

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,152
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Warren S Hogan

Just Listed near 100 Prospect St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

223 New St, Church Hill, MD 21623 - Photo 1 Just Listed
$215,000

223 New St  Church Hill, MD 21623

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 1,152
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Warren S Hogan
12712 and 12714 Still Pond Rd, Still Pond, MD 21667 - Photo 1 Just Listed
$549,000

12712 and 12714 Still Pond Rd  Still Pond, MD 21667

  • Single Family
  • Active
  • Updated 4 days ago
  • 4,305
    Sq. Ft.
Listed by Coldwell Banker Chesapeake Real Estate Company, Michael ONeill
12712 and 12714 Still Pond Rd, Still Pond, MD 21667 - Photo 1 Just Listed
$549,000
Open House

12712 and 12714 Still Pond Rd  Still Pond, MD 21667

  • Single Family
  • Active
  • Updated 4 days ago
  • 6
    Beds
  • 6
    Total Baths
  • 4,305
    Sq. Ft.
Listed by Coldwell Banker Chesapeake Real Estate Company, Michael ONeill
107 2nd St, Crumpton, MD 21628 - Photo 1 Just Listed
$110,000

107 2nd St  Crumpton, MD 21628

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,206
    Sq. Ft.
Listed by Ashland Auction Group LLC, Adam M Shpritz and Ashland Auction Group LLC, Lee M Shpritz

Price Reduced near 100 Prospect St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

11060 Plum Dr, Worton, MD 21678 - Photo 1 Price Reduced
-$9,000 (-3.01%)
$290,000

11060 Plum Dr  Worton, MD 21678

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,008
    Sq. Ft.
Listed by Patterson-Schwartz Real Estate, ALICE Bennett
26765 Dutchtown Rd, Still Pond, MD 21667 - Photo 1 Price Reduced
-$9,001 (-5.33%)
$159,999

26765 Dutchtown Rd  Still Pond, MD 21667

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 0.5
    Acres
Listed by DMV Prime Properties, Michael A. Kelczewski
21733 Centennial Ln, Rock Hall, MD 21661 - Photo 1 Price Reduced
-$6,000 (-1.52%)
$389,000

21733 Centennial Ln  Rock Hall, MD 21661

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,162
    Sq. Ft.
Listed by Rock Hall Properties Real Estate, Sarah A Ulrick and Rock Hall Properties Real Estate, Cindy Genther
5807 Blue Claw Ct, Rock Hall, MD 21661 - Photo 1 Price Reduced
-$13,000 (-2.17%)
$585,000

5807 Blue Claw Ct  Rock Hall, MD 21661

  • Single Family
  • Active
  • Updated 19 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,672
    Sq. Ft.
Listed by Rock Hall Properties Real Estate, Cindy Genther

Recent Sales near 100 Prospect St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

100 Metcalf Rd, Chestertown, MD 21620 - Photo 1 Sold
$240,000

100 Metcalf Rd  Chestertown, MD 21620

  • Townhouse
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,140
    Sq. Ft.
Listed by Bayside Realty, Dale C. Hunter, Jr.
Sold by Douglas Realty LLC, Barbara A McPhail
7521 Pine Ave, Chestertown, MD 21620 - Photo 1 Sold
$235,000

7521 Pine Ave  Chestertown, MD 21620

  • Single Family
  • Closed
  • 3
    Beds
  • 1
    Total Bath
  • 1,040
    Sq. Ft.
Listed by Chesapeake Real Estate Associates, LLC, Maryn J. LeClair
Sold by Doug Ashley Realtors, LLC, Andrew Hanson Meikle
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
26109 Lambs Meadow Rd, Worton, MD 21678 - Photo 1 Sold
$235,000

26109 Lambs Meadow Rd  Worton, MD 21678

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,618
    Sq. Ft.
Listed by Coldwell Banker Chesapeake Real Estate Company, Kristina L Hyland
Sold by TTR Sotheby's International Realty, Liddy Campbell

100 Prospect Street, Chestertown, MD 21620 (MLS# MDKE2006544) is a Single Family property with 3 bedrooms and 1 full bathroom. 100 Prospect Street is currently listed for $215,000 and was received on May 12, 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.

Tour this property