OFF MARKET

Off Market Feb 2024 for $249K

$297,560

Est. refi paymentEst. refi $2,069/mo

•

1,102

sq ft

114 School Rd, Chestertown, MD 21620

About this home

Location, location, location! Located in College Heights and just a few short blocks from Washington College and a few more blocks from shopping and downtown Historic Chestertown! This home is move in ready with all new flooring throughout. Heat pump provides heating and cooling. There is a very small deck that overlooks the fenced in backyard. There is a full hallway bath as well a a half bath for the primary bedroom.

Single-familyProperty Type

1966Year Built

0.29 acresLot Size

$270Est. Price/Sq.Ft.

Listed by Doug Ashley • Doug Ashley Realtors, LLC

•410-810-0010 (broker)

Bought with Ruth Hosgood • Long & Foster Real Estate, Inc.

•410-643-2244 (broker)

Redfin checked: 2 minutes ago

•Source:BRIGHT MLS #MDKE2003372

Redfin Estimate

$297,560

$48K since sold in February 2024$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18% higher than the average sale price ($252K) of 6 comparable homes.

SOLD AUG 14, 2026
$318,000
A
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620
SOLD AUG 21, 2026
$289,000
B
3 beds1 bath1,248 sq ft
517 Round Top Rd, Chestertown, MD 21620
SOLD JUN 12, 2026
$249,000
C
3 beds1 bath1,356 sq ft
112 Elm St, Chestertown, MD 21620
SOLD JUN 8, 2026
$293,000
D
3 beds2 baths1,152 sq ft
301 Lincoln Dr, Chestertown, MD 21620
SOLD JUN 30, 2026
$85,000
E
3 beds1 bath910 sq ft
108 Pine St, Chestertown, MD 21620
SOLD MAY 14, 2026
$278,500
F
3 beds1 bath— sq ft
107 Longfellow Dr, Chestertown, MD 21620

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,973/mo

Redfin rental estimate

List your home for rent

Market trends in 21620, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.4%

+0.3% MoM

Median sale price

$355K

$7K MoM

Avg. days on market

48d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

$315,000
3 beds1 bath1,008 sq ft
24775 Langford Rd, Chestertown, MD 21620
(410) 398-9200
NEW 17 HRS AGO
$289,000
3 beds2 baths1,056 sq ft
8732 Elm Rd, Chestertown, MD 21620
(410) 778-0330
$1,295,000
4 beds3.5 baths3,383 sq ft
8276 Broad Neck Rd, Chestertown, MD 21620
(410) 810-3900
COMING SOON
$200,000
4 beds1 bath1,816 sq ft
223 Mount Vernon Ave, Chestertown, MD 21620
(443) 215-4663
$300,000
3 beds1 bath960 sq ft
104 Lincoln Dr, Chestertown, MD 21620
(443) 274-1900
COMING SOON
$568,900
4 beds2.5 baths2,464 sq ft
329 Union Church Rd, Chestertown, MD 21620
(443) 215-4663
$275,000
3 beds1 bath975 sq ft
7482 Poplar Ave, Chestertown, MD 21620
(301) 970-2447
$345,000
3 beds1.5 baths1,398 sq ft
217 Edmore Rd, Chestertown, MD 21620
(410) 810-0010
See all

Provided by Redfin

Sale history for 114 School Rd

Date

Event

Price

BRIGHT MLS #MDKE2003372

Feb 27, 2024

Sold

$249,900

$227/sq ft

Feb 23, 2024

Pending

—

Jan 26, 2024

Contingent

—

Jan 5, 2024

Relisted

—

Dec 22, 2023

Contingent

—

Dec 14, 2023

Relisted

—

Dec 11, 2023

Contingent

—

Nov 16, 2023

Listed

$249,900

$227/sq ft

MRIS #KE6510466

Apr 3, 2009

Delisted

—

Mar 13, 2009

Contingent

—

Mar 2, 2009

Price Changed

$147/sq ft

Mar 2, 2009

Relisted

—

Feb 19, 2009

Delisted

—

Jan 5, 2009

Price Changed

$153/sq ft

Sep 24, 2008

Price Changed

$161/sq ft

Aug 20, 2008

Relisted

—

Aug 17, 2008

Delisted

—

Jul 15, 2008

Listed

$163/sq ft

Public Records

Mar 19, 1976

Sold

$28,000

$25/sq ft

Public Records

Jul 17, 1975

Sold

$18,500

$17/sq ft

** Price available after signing in.

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2026

$2,865 (+5.4%)

2025

$2,719 (+5.0%)

2024

$2,589 (+6.0%)

$90,600 + $83,900

$174,500

2023

$2,442 (+7.1%)

2022

$2,281 (+0.4%)

2021

$2,272 (−0.2%)

$90,600 + $55,900

$146,500

2020

$2,277 (+0.6%)

2019

$2,263 (+1.1%)

2018

$2,239 (+3.8%)

2017

$2,158 (+0.4%)

2015

$2,149 (−5.2%)

$100,600 + $42,300

$142,900

2014

$2,267

$100,600 + $50,100

$150,700

2013

$2,267

2012

$2,267 (−16.7%)

2011

$2,722 (+9.7%)

2010

$2,480 (+44.8%)

2009

$1,713

Tax history for 114 School Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,865 (+5.4%)

2025

$2,719 (+5.0%)

2024

$2,589 (+6.0%)

$90,600 + $83,900

$174,500

2023

$2,442 (+7.1%)

2022

$2,281 (+0.4%)

2021

$2,272 (−0.2%)

$90,600 + $55,900

$146,500

2020

$2,277 (+0.6%)

2019

$2,263 (+1.1%)

2018

$2,239 (+3.8%)

2017

$2,158 (+0.4%)

2015

$2,149 (−5.2%)

$100,600 + $42,300

$142,900

2014

$2,267

$100,600 + $50,100

$150,700

2013

$2,267

2012

$2,267 (−16.7%)

2011

$2,722 (+9.7%)

2010

$2,480 (+44.8%)

2009

$1,713

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.29 Acres

Year renovated

—

Sq. Ft.

1,102

Year built

1966

Style

Single Family Residential

County

Kent County

APN

04 008421

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

Property details

Parking

Parking Information
On Street

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 1

Interior Information
Appliances: Dryer, Exhaust Fan, Refrigerator, Stove, Washer, Water Heater
Door Features: Storm
Flooring Type: Carpet, Laminate Plank
Interior Features: Attic, Carpet, CeilngFan(s), Combination Dining/Living, Dining Area, Floor Plan - Traditional
Living Area Sq.Ft. Source: Assessor
Wall & Ceiling Types: Dry Wall, Paneled Walls

Room Information
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Basement
Laundry Type: Basement

Basement Information
Basement: Yes
Full

Exterior

Property Information
Total Below Grade Sq. Ft.: 1080
Improvement Assessed Value: $55,900
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Construction Materials: Brick, Aluminum Siding
Foundation Details: Block
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Deck(s)
Roof: Architectural Shingle
Structure Type: Detached
Window Features: Double Pane
Other Structures: Shed

Exterior Information
Fencing: Rear

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $90,600

Above Grade Information
Finished Sq.Ft.: 1,102
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 1,080
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
City/Town Tax: $675
County Tax: $1,767
Tax Assessed Value: $155,833
Tax Year: 2023
Tax Annual Amount: $2,442

Assessments Information
Year Assessed: 2023

Utilities

Utilities Information
Central Air
Cooling Type: Ceiling Fan(s), Central A/C, Heat Pump(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Public Sewer
Water Source: Public

Location

School Information
School District Name: KENT COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent

Location Information
In City Limits
Directions: From Chester River Bridge in Chestertown take Maple Avenue north. Make right onto Philosophers Terrace. Make right onto Campus Avenue. Make left onto Rolling Road. Make left onto School Road. House on right.
Municipality: Chestertown

Public facts

Beds: —
Baths: 1.5
Sq. Ft.: 1,102
Stories: 1.0
Lot Size: 0.29 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: —
County: Kent County
APN: 04 008421

Home facts updated by county records on Aug 3, 2026

Around this home

Schools

H. H. Garnett Elementary School

Public PreK-5 • Assigned • 0.7mi

6/10

Kent County Middle School

Public 6-8 • Assigned • 0.2mi

3/10

Kent County High School

Public 9-12 • Assigned • 4.8mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

58% chance of strong winds in next 30 years

6/10 Air Factor

9 unhealthy days expected this year, 13 days in 30 years

Provided by First Street

Historical weather

Chestertown, MD • 21620

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$283,000 – $343,000

Sell confidently with a local market expert in Chestertown. 3 minutes to get started.

Nearby similar homes

$585,000

4 beds2.5 baths2,322 sq ft

12118 Still Pond Creek Rd, Worton, MD 21678

(302) 239-3000

$339,000

5 beds2.5 baths3,371 sq ft

6746 Quaker Neck Rd, Chestertown, MD 21620

(410) 810-0010

$429,900

4 beds2.5 baths2,160 sq ft

10781 Fermoy Rd, Chestertown, MD 21620

(855) 450-0442

$750,000

— beds1 bath2,045 sq ft

201 N Lynchburg St, Chestertown, MD 21620

(302) 234-3800

FOR SALE BY OWNER

$435,000

3 beds2 baths1,956 sq ft

233 Duke of Kent St, Chestertown, MD 21620

$90,000

3 beds2 baths1,424 sq ft

25028 Heather Ln, Worton, MD 21678

(410) 488-3124

New listings for sale in 21620

$315,000

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

(410) 398-9200

NEW 17 HRS AGO

$289,000

3 beds2 baths1,056 sq ft

8732 Elm Rd, Chestertown, MD 21620

(410) 778-0330

$1,295,000

4 beds3.5 baths3,383 sq ft

8276 Broad Neck Rd, Chestertown, MD 21620

(410) 810-3900

COMING SOON

$200,000

4 beds1 bath1,816 sq ft

223 Mount Vernon Ave, Chestertown, MD 21620

(443) 215-4663

$300,000

3 beds1 bath960 sq ft

104 Lincoln Dr, Chestertown, MD 21620

(443) 274-1900

COMING SOON

$568,900

4 beds2.5 baths2,464 sq ft

329 Union Church Rd, Chestertown, MD 21620

(443) 215-4663

$275,000

3 beds1 bath975 sq ft

7482 Poplar Ave, Chestertown, MD 21620

(301) 970-2447

$345,000

3 beds1.5 baths1,398 sq ft

217 Edmore Rd, Chestertown, MD 21620

(410) 810-0010

Home values near 114 School Rd

Data from public records.

Address	Redfin Estimate
107 School Road, Chestertown, MD 3 Beds \| 1 Baths \| 1356 Sq. Ft.	$304,934
119 School Road, Chestertown, MD - Beds \| 2 Baths \| 1406 Sq. Ft.	$314,742

Address	Redfin Estimate
113 School Road, Chestertown, MD 3 Beds \| 1 Baths \| 988 Sq. Ft.	$246,841
115 School Road, Chestertown, MD 3 Beds \| 2 Baths \| 1356 Sq. Ft.	$333,091

Address	Redfin Estimate
117 School Road, Chestertown, MD 3 Beds \| 2 Baths \| 1488 Sq. Ft.	$335,361
111 School Road, Chestertown, MD 3 Beds \| 1 Baths \| 1296 Sq. Ft.	$280,993

Property information provided by BRIGHT MLS when last listed in 2023. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Chestertown	Agents near me	Rockville, MD homes for sale	Chestertown Housing Market
Houses for sale near me	Baltimore, MD homes for sale	Frederick, MD homes for sale
Land for sale near me	Bethesda, MD homes for sale	Columbia, MD homes for sale
Open Houses near me	Silver Spring, MD homes for sale	Chestertown Property Records
Condos for sale near me	Bowie, MD homes for sale	MD New Listings

Aberdeen homes for sale
Stevensville homes for sale
Middle River homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 114 School Rd

Tax history for 114 School Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21620

Home values near 114 School Rd

More real estate resources