SOLD JAN 12, 2026

Off Market Jan 2026 for $590K

$583,917

Est. refi paymentEst. refi $3,799/mo

•

2,869

sq ft

206 Valley, Chestertown, MD 21620

About this home

Price improvement! Prepare to be wowed when you walk through the front door. Gleaming hardwood floors, huge floor-to-ceiling windows, high-end kitchen and primary bath. Floor plan that flows beautifully. 4 bedrooms and 2 baths. Wood burning fire place in the living room. House is filled with natural light. Two car garage under the house with unfinished basement. Windows, roof, appliances, and HVAC have all been replaced. Electric has been updated. The list of improvements goes on. Come see this for yourself. It's gorgeous!

Single-familyProperty Type

1957Year Built

0.81 acresLot Size

$204Est. Price/Sq.Ft.

2 car garageParking

Listed by Peter Heller • Coldwell Banker Chesapeake Real Estate Company

•410-778-0330 (broker)

Bought with Grace Crockett • Doug Ashley Realtors, LLC

•410-810-0010 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDKE2005762

Redfin Estimate

$583,917

$6,083 since sold in January 2026$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12% lower than the average sale price ($664K) of 6 comparable homes.

SOLD BY REDFIN JUL 30, 2026
$300,000
A
4 beds2 baths1,325 sq ft
304 Hadaway Dr, Chestertown, MD 21620
SOLD JUL 22, 2026
$365,000
B
3 beds2 baths1,934 sq ft
521 N Kent St, Chestertown, MD 21620
SOLD AUG 14, 2026
$1,200,000
C
4 beds3 baths2,292 sq ft
202 Royston Shores Rd, Chestertown, MD 21620
SOLD AUG 14, 2026
$318,000
D
3 beds2 baths1,397 sq ft
109 Cedar St, Chestertown, MD 21620
SOLD JUN 26, 2026
$1,050,000
E
5 beds3 baths2,956 sq ft
231 Richard Dr, Chestertown, MD 21620
SOLD APR 13, 2026
$749,500
F
3 beds2.5 baths3,136 sq ft
6 Byford Ct, Chestertown, MD 21620

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Earn from this home

Sell

$81,315

Est. take-home

List your home with Redfin and save $5,839

Refinance

Est. cash available

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Rent

$3,042/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

98.0%

1.0% MoM

Median sale price

$362K

$17K MoM

Avg. days on market

46d

14 days MoM

Recently sold homes

9 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$225,000
4 beds1.5 baths1,800 sq ft
533 Round Top Rd, Chestertown, MD 21620
(833) 335-7433
$304,000
3 beds2 baths1,232 sq ft
7464 Shortall St, Chestertown, MD 21620
(410) 476-2201
COMING SOON
$675,000
5 beds3 baths2,838 sq ft
212 Washington Ave, Chestertown, MD 21620
(410) 778-0330
$38,200,000
4 beds2 baths2,330 sq ft
8184 Rock Hall Rd, Chestertown, MD 21620
(410) 778-3779
$1,195,000
2 beds1 bath806 sq ft
302 S Mill St, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$345,000
3 beds1.5 baths1,398 sq ft
217 Edmore Rd, Chestertown, MD 21620
(410) 810-0010
$369,000
2 beds1.5 baths1,036 sq ft
101 S College Ave, Chestertown, MD 21620
(410) 810-0010
$649,000
4 beds3 baths2,864 sq ft
22400 Great Oak Landing Rd, Chestertown, MD 21620
(410) 778-0330
FOR SALE BY OWNER
$435,000
3 beds2 baths1,956 sq ft
233 Duke of Kent St, Chestertown, MD 21620
$524,900
3 beds2.5 baths2,076 sq ft
1003 Twin Ct, Chestertown, MD 21620
(410) 778-3779
See all

Provided by Redfin

Sale history for 206 Valley

Date

Event

Price

BRIGHT MLS #MDKE2005762

Jan 12, 2026

Sold

$590,000

$206/sq ft

Nov 20, 2025

Pending

—

Nov 5, 2025

Contingent

—

Nov 1, 2025

Price Changed

$615,000

$214/sq ft

Oct 9, 2025

Listed

$639,900

$223/sq ft

Sep 30, 2025

Coming Soon

$639,900

$223/sq ft

MRIS #KE9989156

May 10, 2018

Sold

$190,000

$66/sq ft

Apr 10, 2018

Pending

—

Aug 10, 2017

Price Changed

$87/sq ft

Jun 27, 2017

Listed

$111/sq ft

+15

BRIGHT MLS #1000084351

May 10, 2018

Sold

$190,000

$66/sq ft

Apr 25, 2018

Pending

—

Apr 10, 2018

Contingent

—

Jun 27, 2017

Listed

$249,000

$87/sq ft

+15

Public Records

Jun 27, 2003

Sold

$282,000

$98/sq ft

Public Records

Aug 31, 1998

Sold

$196,000

$68/sq ft

MRIS #KE2238328

Jul 30, 1998

Delisted

—

Jul 14, 1997

Listed

$73/sq ft

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2026

$5,990 (+9.1%)

2025

$5,492 (+5.2%)

2024

$5,222 (+5.2%)

$96,300 + $283,400

$379,700

2023

$4,962 (+5.9%)

2022

$4,684 (+0.6%)

2021

$4,654

$96,300 + $204,500

$300,800

2020

$4,654 (+0.9%)

2019

$4,614 (+0.6%)

2018

$4,584 (+3.3%)

$106,300 + $188,700

$295,000

2017

$4,437 (+1.4%)

$106,300 + $188,700

$295,000

2015

$4,375 (+1.3%)

2014

$4,319

$106,300 + $180,900

$287,200

2013

$4,319

2012

$4,319 (−20.8%)

2011

$5,452 (+9.5%)

2010

$4,980 (+10.5%)

2009

$4,507

Tax history for 206 Valley

Year

Property tax

Land + Additions

Assessment*

2026

$5,990 (+9.1%)

2025

$5,492 (+5.2%)

2024

$5,222 (+5.2%)

$96,300 + $283,400

$379,700

2023

$4,962 (+5.9%)

2022

$4,684 (+0.6%)

2021

$4,654

$96,300 + $204,500

$300,800

2020

$4,654 (+0.9%)

2019

$4,614 (+0.6%)

2018

$4,584 (+3.3%)

$106,300 + $188,700

$295,000

2017

$4,437 (+1.4%)

$106,300 + $188,700

$295,000

2015

$4,375 (+1.3%)

2014

$4,319

$106,300 + $180,900

$287,200

2013

$4,319

2012

$4,319 (−20.8%)

2011

$5,452 (+9.5%)

2010

$4,980 (+10.5%)

2009

$4,507

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.81 Acres

Year renovated

—

Sq. Ft.

2,869

Year built

1957

Style

Single Family Residential

County

Kent County

APN

04 005783

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Basement Garage
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Driveway, On Street, Off Street, Attached Garage

Interior

Bedroom Information
# of Bedrooms On Main Level: 4

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Built-In Microwave, Dishwasher, Dryer, Oven - Wall, Refrigerator, Stainless Steel Appliances, Washer, Cooktop
Interior Features: Bathroom - Walk-In Shower, Carpet, CeilngFan(s), Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Master Bath(s), Wood Floors
Living Area Sq.Ft. Source: Estimated

Room Information
# of Rooms: 10
Living Room, Dining Room, Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Bathroom 2, Master Bathroom
Laundry Type: Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Brick, Mantel(s), Wood

Basement Information
Basement: Yes
Connecting Stairway, Garage Access, Partial, Unfinished

Exterior

Property Information
Total Below Grade Sq. Ft.: 1112
Accessibility Features: Roll-in Shower
Improvement Assessed Value: $283,400
Ownership Interest: Fee Simple
Property Condition: Excellent
Year Built Source: Estimated

Building Information
Construction Materials: Brick
Foundation Details: Block
Other Structures: Above Grade
Structure Type: Detached

Lot Information
Tidal Water: No

Land Information
Land Assessed Value: $96,300

Above Grade Information
Finished Sq.Ft.: 2,869
Finished Sq.Ft. Source: Estimated

Below Grade Information
Unfinished Sq.Ft.: 1,112
Unfinished Sq.Ft. Source: Estimated

Financial

Tax Information
City/Town Tax: $1,530
County Tax: $4,008
Tax Assessed Value: $379,700
Tax Year: 2025
Tax Annual Amount: $5,538

Utilities

Utilities Information
Central Air
Cooling Type: Ceiling Fan(s), Central A/C
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

Location Information
In City Limits
Directions: From 213 take Greenwood Ave. Right on Pine St. Left on Valley. Property will be on the right.

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 2,869
Stories: 1.0
Lot Size: 0.81 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: —
County: Kent County
APN: 04 005783

Home facts updated by county records on Aug 3, 2026

Around this home

Schools

H. H. Garnett Elementary School

Public PreK-5 • Assigned • 0.5mi

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

60% 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

$555,000 – $672,000

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New listings for sale in 21620

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COMING SOON

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Home values near 206 Valley

Data from public records.

Address	Redfin Estimate
207 Valley Rd, Chestertown, MD - Beds \| 2 Baths \| 2248 Sq. Ft.	$480,457
202 Valley Rd, Chestertown, MD 3 Beds \| 1 Baths \| 1427 Sq. Ft.	$348,642

Address	Redfin Estimate
205 Valley Rd, Chestertown, MD 4 Beds \| 3 Baths \| 1740 Sq. Ft.	$447,390
224 Valley Rd, Chestertown, MD 3 Beds \| 2 Baths \| 1886 Sq. Ft.	$470,661

Address	Redfin Estimate
203 Valley Rd, Chestertown, MD - Beds \| 2 Baths \| 1632 Sq. Ft.	$365,134
201 Valley Rd, Chestertown, MD - Beds \| 4 Baths \| 2592 Sq. Ft.	$355,793

Property information provided by BRIGHT MLS when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 206 Valley

Tax history for 206 Valley

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 206 Valley

More real estate resources