24415 Chestertown Road

Closed 10/30/25
Closed 10/30/25
Welcome to 24415 Chestertown Road
Front view of house
Living room--virtually staged
Living room--virtually staged
Living room--virtually stage
Dining Room
Dining room with slider access to patio
Kitchen
Kitchen
Bedroom 1
Bedroom 2
Bedroom 2
Unfinished basement
Unfinished basement
Hardwood floors throughout most of the house
Living Room
Living Room
Large backyard
Two driveways
Aerial view of lot
Backs to farmland
Backs to farmland
Large backyard
Large, level lot
Just 5 minutes to Chestertown
10 minutes to Rock Hall
Front yard
Driveway with attached carport
Make 24415 Chestertown your home
Sold
Last Sold Price
$264,900
2 beds1,110 sqft$239/sqft
24415 Chestertown Rd, Chestertown, MD 21620
Single FamilyProperty Type
1 acresLot Size
1962Year Built
$239/sq ftPrice per sq ft
11 carsParking Spaces

Description

Minutes from the heart of Chestertown and a short drive to Rock Hall, this 2-bedroom, 1-bath home offers the perfect balance of small-town convenience and peaceful countryside living. Inside, you’ll find warm hardwood floors and an unfinished basement—ideal for storage, a home gym, or even your future office space. Outside, the large, level yard provides plenty of room to garden, play, or simply relax while enjoying the rural backdrop. With two driveways for easy access and ample parking, this property...Minutes from the heart of Chestertown and a short drive to Rock Hall, this 2-bedroom, 1-bath home offers the perfect balance of small-town convenience and peaceful countryside living. Inside, you’ll find warm hardwood floors and an unfinished basement—ideal for storage, a home gym, or even your future office space. Outside, the large, level yard provides plenty of room to garden, play, or simply relax while enjoying the rural backdrop. With two driveways for easy access and ample parking, this property combines functionality with potential. Ready for your finishing touches, it’s a great opportunity to create your own Eastern Shore retreat.
  • Listed by: Courtney Chipouras 410.200.1224 courtney@mychesapeakehome.com • TTR Sotheby's International Realty
Listing closed: 10/30/2025 12:00 AM • Source: BRIGHT, MLS#: MDKE2005630

Recent comparable sales

Median sold price

$285,000

Avg days on market

41

Sale-to-list ratio

93.2%

Chestertown, MD

9 comparable properties found

a view of a house with a yard
1/36
1

$270,000

Sold 02/19/26

3
Bedrooms
960
Square Feet
0.46
Acres

24339 Chestertown Road, Chestertown, MD 21620

$310,000 | 24095 Chestertown Road, Chestertown, MD 21620
1/46
2

$310,000

Sold 08/15/25

3
Bedrooms
1,104
Square Feet
0.46
Acres

24095 Chestertown Road, Chestertown, MD 21620

$275,000 | 24105 Chestertown Road, Chestertown, MD 21620
1/18
3

$275,000

Sold 10/29/24

3
Bedrooms
1,317
Square Feet
0.46
Acres

24105 Chestertown Road, Chestertown, MD 21620

a front view of a house with a yard
1/6
4

$285,000

Sold 07/08/25

2
Bedrooms
2,142
Square Feet
2
Acres

10141 Flatland Road, Chestertown, MD 21620

$290,000 | 107 Malone Avenue, Chestertown, MD 21620
1/28
5

$290,000

Sold 01/16/26

3
Bedrooms
1,200
Square Feet
0.35
Acres

107 Malone Avenue, Chestertown, MD 21620

a view of a garden
1/39
6

$285,000

Sold 09/05/25

2
Bedrooms
1,160
Square Feet
0.18
Acres

9190 North Bayview Avenue, Chestertown, MD 21620

a view of a house
1/21
7

$155,000

Sold 05/13/26

2
Bedrooms
910
Square Feet
0.06
Acres

132 Prospect Street, Chestertown, MD 21620

$290,000 | 202 Glen Street, Chestertown, MD 21620
1/38
8

$290,000

Sold 05/08/25

3
Bedrooms
1,252
Square Feet
0.32
Acres

202 Glen Street, Chestertown, MD 21620

a view of a house with backyard porch and sitting area
1/19
9

$165,000

Sold 07/07/26

2
Bedrooms
1,082
Square Feet
0.08
Acres

144 Prospect Street, Chestertown, MD 21620

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of TTR Sotheby's International Realty

Sold By Remax Vision

Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$1,514 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,346

Property Taxes

$168

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 24415 Chestertown Road

Property Details
  • Taxes: $2,013 / year
  • MLS Type: Residential / Fee Simple
  • County: Kent County
  • Tax ID Number: 1506005365
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Cottage, Ranch/Rambler
  • Levels/Stories: 1
  • Waterfront: No
  • Views: Scenic Vista
  • Garage: No
  • Subdivision: NONE AVAILABLE
  • Subdivision: NONE AVAILABLE (KENT MD)
  • Total Parking Spaces: 11
  • Central Air: Yes
  • Basement: Yes
  • Above Grade Finished SQFT: 1,110.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Finished SQFT: .00
  • Below Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: 1,014.00
  • Below Grade Unfin SQFT Source: Assessor
  • Total Below Grade SQFT: 1,014.00
  • Total Below Grade SQFT Source: Assessor
  • New Construction: No
Building Information
  • Stories: 1
  • Year Built: 1962
  • Lot Size: 1.00 AC / 43,560 SF
Location
Location
  • In City Limits: No
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $182,933
  • Year Assessed: 2025
  • County Tax: $2,013
  • Improvement Assessed Value: $83,800
  • Land Assessed Value: $110,000
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: R
  • Zoning: AZD
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
Rooms
  • Room List: Living Room, Dining Room, Bedroom 2, Kitchen, Bedroom 1, Bathroom 1
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 2
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Built-Ins
Room 3
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile
Room 4
  • Room Type: Bedroom 1
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 5
  • Room Type: Bedroom 2
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 6
  • Room Type: Bathroom 1
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile, Bathroom - Tub Shower
Building Info
Building Info
  • Total Finished SQFT: 1,110.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Front Yard, Level, Rear Yard
  • Parcel ID: 4508768
Parking
Parking
  • Type Of Parking: Attached Carport, Driveway
  • Driveway - # of Spaces: 10
  • Attached Carport - # of Spaces: 1.0
  • Parking Features: Gravel Driveway
Interior Features
Interior Features
  • Interior Features: Bathroom - Tub Shower, Built-Ins, Dining Area, Floor Plan - Traditional, Water Treat System, Wood Floors
  • Fireplace: No
  • Accessibility Features: None
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Propane - Owned
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.selectlandandhomes.com

Property History for 24415 Chestertown Road

DateEvent & SourcePriceAppreciation
Oct 30, 2025

Closed (Public Record)

Public Record #1919789815

$264,900

+10.3% / yr

Oct 30, 2025

Closed

BRIGHT #MDKE2005630

$264,900—
Oct 22, 2025

Pending

BRIGHT #MDKE2005630

—
DateEvent & SourcePrice
10/30/2025

Closed (Public Record)

Public Record #1919789815

$264,900

+10.3% / yr

10/30/2025

Closed

BRIGHT #MDKE2005630

$264,900
10/22/2025

Pending

BRIGHT #MDKE2005630

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 24415 Chestertown Road

Taxable ValueLand-Additions-Total-
Tax Record2026$2,196 ($183 / month)
Home Facts
Beds0Baths1Total Finished SqFt1,110 SqFtAbove Grade Finished SqFt1,110 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1962Year Renovated1962ZoningAZDCountyKENTAPN06-005365

Schools near 24415 Chestertown Road

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
H. H. Garnett Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
Rock Hall Elementary School
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Rock Hall Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 21620

$1,195,000 | 302 South Mill Street, Chestertown, MD 21620
1/17
New

$1,195,000

2
Bedrooms
806
Square Feet
0.99
Acres

302 South Mill Street, Chestertown, MD 21620

$295,000 | 240 Round Top Road, Chestertown, MD 21620
1/30

$295,000

3
Bedrooms
1,132
Square Feet
1
Acres

240 Round Top Road, Chestertown, MD 21620

$369,000 | 101 South College Avenue, Chestertown, MD 21620
1/35

$369,000

2
Bedrooms
1,036
Square Feet
0.03
Acres

101 South College Avenue, Chestertown, MD 21620

$345,000 | 217 Edmore Road, Chestertown, MD 21620
Coming Soon

$345,000

3
Bedrooms
1,398
Square Feet
0.34
Acres

217 Edmore Road, Chestertown, MD 21620

$649,000 | 22400 Great Oak Landing Road, Chestertown, MD 21620
1/61

$649,000

4
Bedrooms
2,864
Square Feet
1.03
Acres

22400 Great Oak Landing Road, Chestertown, MD 21620

$524,900 | 1003 Twin Court, Chestertown, MD 21620
1/43

$524,900

3
Bedrooms
2,076
Square Feet
0.70
Acres

1003 Twin Court, Chestertown, MD 21620

a living room with furniture and kitchen with furniture
1/18

$295,000

1
Bedrooms
Unavailable
Square Feet

117 North Water Street, Unit 3B, Chestertown, MD 21620

a front view of a house with a yard
1/34
Active Under Contract

$440,000

2
Bedrooms
1,058
Square Feet
0.04
Acres

104 Church Alley, Chestertown, MD 21620

$750,000 | 216 Birch Run Road, Chestertown, MD 21620
1/52

$750,000

3
Bedrooms
2,176
Square Feet
0.63
Acres

216 Birch Run Road, Chestertown, MD 21620

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 24415 Chestertown Road, Chestertown, MD 21620
$264,900
2
1,110
43,560
24429 Chestertown Road, Chestertown, MD 21620
$265,000
–
2
2,016
39,247
24391 Chestertown Road, Chestertown, MD 21620
$95,500
3
–
46,609
24435 Chestertown Road, Chestertown, MD 21620
$65,000
3
–
43,560
24363 Chestertown Road, Chestertown, MD 21620
–
–
1.5
2,460
40,000
24349 Chestertown Road, Chestertown, MD 21620
$326,100
3
1,327
40,000

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 11/03/2025 11:50 PM