OFF MARKET

Off Market Oct 2020 for $2.1M

$2,959,615

Est. refi paymentEst. refi $6,699/mo

•

4,000

sq ft

22738 Colonel Leonard, Rock Hall, MD 21661

About this home

"Kimbolton", You will be wowed as soon as you turn thru the tastefully fenced entrance on to the tree lined drive at this magnificent waterfront oasis. The property consists of 66+/- acres with approximately 3/4 mile of waterfrontage on the West Fork of Langford Creek with sweeping, panoramic, broad-water views. The property is improved with a comfortable Tidewater style main residence, a caretaker's home, a 2 car detached garage with guest quarters, substantial multi slip dock with covered lift and 8' MLW, newly restored Creekside gunite pool, tennis court, several auxiliary buildings and two ponds. Many recent upgrades including new roofs, new paint, new pool restoration, landscape restoration, new sewage disposal and more. This is a true Eastern Shore retreat of the finest kind with excellent location by both land and sea. The waterfowl and deer hunting are phenomenal. There is adequate space for cattle, horses, or other livestock. The quality of life at this property is like no other, truly a once in a lifetime offering! For full property website and video, Please visit, https://media. hometrack.net/properties/22738-colonel-leonard-road-kimbolton.

Single-familyProperty Type

1930Year Built

66 acresLot Size

$740Est. Price/Sq.Ft.

2 car garageParking

Listed by William Norris • Select Land & Homes, LLC

•410-810-3900 (broker)

•bnorrisselect@gmail.com (broker)

Listed by Miles Norris • Select Land & Homes, LLC

•410-810-3900 (broker)

•bnorrisselect@gmail.com (broker)

Bought with William Norris • Select Land & Homes, LLC

•410-810-3900 (broker)

•bnorrisselect@gmail.com (broker)

Bought with Miles Norris • Select Land & Homes, LLC

•410-810-3900 (broker)

•bnorrisselect@gmail.com (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDKE116620

Redfin Estimate

$2,959,615

$860K since sold in October 2020$20K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 104.1% higher than the average sale price ($1.45M) of 6 comparable homes.

SOLD AUG 14, 2026
$3,000,000
A
3 beds3 baths3,142 sq ft
25440 Learman Rd, Chestertown, MD 21620
SOLD OCT 17, 2025
$649,000
B
4 beds4 baths3,549 sq ft
6134 Rock Hall Rd, Rock Hall, MD 21661
SOLD AUG 14, 2026
$1,900,000
C
5 beds4.5 baths4,305 sq ft
7989 Quaker Neck Rd, Chestertown, MD 21620
SOLD NOV 8, 2025
$775,000
D
4 beds3 baths2,836 sq ft
8293 Brices Mill Rd, Chestertown, MD 21620
SOLD MAY 26, 2026
$825,000
E
4 beds3.5 baths4,145 sq ft
25475 Turnberry Ct, Chestertown, MD 21620
SOLD JUN 29, 2026
$1,550,000
F
5 beds2.5 baths2,700 sq ft
7761 Broad Neck Rd, Chestertown, MD 21620

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

Earn from this home

Sell

$1,301,648

Est. take-home

List your home with Redfin and save $29,596

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,360/mo

Redfin rental estimate

List your home for rent

Market trends in 21661, MD

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.4%

0.2% MoM

Median sale price

$355K

$13K MoM

Avg. days on market

45d

10 days MoM

Recently sold homes

2 MoM

New listings for sale

$359,000
3 beds1.5 baths1,120 sq ft
5780 Kent Ave, Rock Hall, MD 21661
(410) 639-4003
OPEN SAT, 1PM TO 3PM
$634,999
3 beds2.5 baths1,700 sq ft
21191 W Sharp St, Rock Hall, MD 21661
(410) 778-0330
See all

Provided by Redfin

Sale history for 22738 Colonel Leonard

Tax history for 22738 Colonel Leonard

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

40.02 Acres

Year renovated

—

Sq. Ft.

4,450

Year built

1930

Style

Single Family Residential

County

Kent County

APN

05 004535

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 3, 2026.

Property details

Parking

Parking Information
# of Detached Garage Spaces: 2
Garage Features: Other
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Gravel Driveway, Private
Detached Garage, Driveway, Other

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 3
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 3
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 3
# of Bathrooms (Half): 1
# of Bathrooms (Full): 4

Interior Information
Appliances: Refrigerator
Door Features: Double Entry
Flooring Type: Wood, Tile/Brick, Partially Carpeted, Ceramic Tile
Interior Features: Additional Stairway, Attic, Breakfast Area, Built-Ins, CeilngFan(s), Crown Moldings, Dining Area, Exposed Beams, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Recessed Lighting, Walk-in Closet(s), Wood Floors, Wine Storage
Living Area Sq.Ft. Source: Estimated
Wall & Ceiling Types: Dry Wall, Beamed Ceilings, Paneled Walls, Vaulted Ceilings, Wood Ceilings

Room Information
Laundry Type: Hookup, Main Floor

Fireplace Information
Has Fireplace
# of Fireplaces: 5
Brick, Mantel(s)

Basement Information
Basement: Yes
Partial, Outside Entrance, Poured Concrete, Shelving, Sump Pump, Unfinished

Exterior

Property Information
Accessibility Features: Other
Horse: Yes
Horse Amenities: Stable(s), Horses Allowed
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Estimated

Building Information
Construction Materials: Stick Built, Wood Siding, Frame
Main Entrance Orientation: East
Other Structures: Above Grade
Outdoor Living Structures: Porch(es), Screened
Pets Allowed: Yes
Pet Restrictions: No Pet Restrictions
Roof: Architectural Shingle, Asphalt, Metal, Shingle
Structure Type: Detached
Window Features: Casement, Double Hung, Storm
Other Structures: Barn, Boat House, Garage(s), Guest House, Horse Stable, Run-in Shed, Utility Building
Building Not Winterized

Exterior Information
BBQ Grill, Extensive Hardscape, Flood Lights, Outbuilding(s), Secure Storage, Sidewalks, Tennis Court(s), Other
Fencing: Board, Partially, Wood

Pool Information
Personal Pool
Gunite, In Ground

Lot Information
Lot Features: Additional Lot(s), Backs to Trees, Bulkheaded, Cleared, Front Yard, Irregular, Landscaping, Partly Wooded, Open, Pond, Poolside, Private, Rear Yard, Rip-Rapped, Road Frontage, Rural, Secluded, Unrestricted, Tidal Wetland, Stream/Creek
Navigable Water
Has Water View
Water Frontage In Feet: 3,900
Tidal Water: Yes

Land Information
Additional Parcels
Additional Parcels Description: Property consists of 3 separately deeded parcels. 40.02 WF acres with 3/4 mile of WF, 20.7 acre and 5.4 acre wooded parcels.
Soil Types: Mixed

Dock Information
Dock Type and Features: Hoist/Lift Electric, Material - Treated Lumber, Multiple Slip, Private, Storage Area
Dock/Slip Conveyance: Exclusive Use
# of Docks: 1
Dock/Slip Conveys: Yes

Above Grade Information
Finished Sq.Ft.: 4,000
Finished Sq.Ft. Source: Estimated

Financial

Tax Information
Agricultural Tax Due: No
Tax Assessed Value: $1,037,000
Tax Year: 2019
Tax Annual Amount: $11,773

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s), Heat Pump(s)
Cooling Fuel: Electric
Forced Air
Heating Fuel: Oil, Electric
Hot Water: Electric
Sewer Septic: Mound System, On Site Septic, Septic Permit Issued
Water Source: Well
Municipal Trash: No

Location

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

Location Information
Outside City Limits
Directions: Take Rt. 20 out of Chestertown towards Rock Hall to Left on Edesville Road to second left on Colonel Leonard Road. Property is straight ahead when you have to turn right to continue on Colonel Leonard.
Location Type: River
Mean Low Water Feet: 8
Road Surface Type: Tar and Chip, Gravel

Waterfrontage Information
Water Access Features: Fishing Allowed, Canoe/Kayak, Boat - Powered, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
Water Access
Private Dock Site, Rip-Rap
On Waterfront
Water Oriented
Water Body Type: River
Water Body Name: West Fork Langford Creek

Public facts

Beds: —
Baths: 4.5
Sq. Ft.: 4,450
Stories: 2.0
Lot Size: 40.02 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Kent County
APN: 05 004535

Home facts updated by county records on Aug 3, 2026

Around this home

Schools

Rock Hall Elementary School

Public PreK-5 • Assigned • 3.0mi

8/10

Kent County Middle School

Public 6-8 • Assigned • 8.7mi

3/10

Kent County High School

Public 9-12 • Assigned • 11.5mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 105° expected this year, 16 days in 30 years

6/10 Wind Factor

76% chance of strong winds in next 30 years

6/10 Air Factor

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

Provided by First Street

Historical weather

Rock Hall, MD • 21661

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 9.3 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.81M – $3.40M

Reach more buyers when you sell with Redfin. Save up to $29,596 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$370,000

3 beds2 baths1,574 sq ft

21384 E Sharp St, Rock Hall, MD 21661

(410) 275-2118

NEW CONSTRUCTION

$765,900

3 beds2.5 baths1,964 sq ft

#37 Landing Ln, Chestertown, MD 21620

(410) 275-2118

NEW CONSTRUCTION

$89,000

2 beds2 baths800 sq ft

5656 Circle Park Dr Park #5594, Rock Hall, MD 21661

(410) 639-4003

$649,900

4 beds3.5 baths2,944 sq ft

21173 and 21163 Chesapeake Ave, Rock Hall, MD 21661

(410) 810-0010

$249,000

3 beds1 bath1,000 sq ft

6179 E Dorlon Dr, Rock Hall, MD 21661

(443) 274-1900

NEW CONSTRUCTION

$1,099,900

4 beds3.5 baths2,784 sq ft

#25 Landing Ln, Chestertown, MD 21620

(410) 275-2118

New listings for sale in 21661

$359,000

3 beds1.5 baths1,120 sq ft

5780 Kent Ave, Rock Hall, MD 21661

(410) 639-4003

OPEN SAT, 1PM TO 3PM

$634,999

3 beds2.5 baths1,700 sq ft

21191 W Sharp St, Rock Hall, MD 21661

(410) 778-0330

Home values near 22738 Colonel Leonard

Data from public records.

Address	Redfin Estimate
22772 Colonel Leonard Rd, Rock Hall, MD 4 Beds \| 3.5 Baths \| 3350 Sq. Ft.	$1,594,071
22742 Colonel Leonard Rd, Rock Hall, MD - Beds \| 2 Baths \| 1621 Sq. Ft.	$958,097

Address	Redfin Estimate
22621 Colonel Leonard Rd, Rock Hall, MD 3 Beds \| 2 Baths \| 1656 Sq. Ft.	$338,104
22884 Colonel Leonard Rd, Rock Hall, MD 8 Beds \| 4 Baths \| 4260 Sq. Ft.	$1,447,347

Address	Redfin Estimate
22888 Colonel Leonard Rd, Rock Hall, MD 4 Beds \| 3.5 Baths \| 5218 Sq. Ft.	$1,899,050
22940 Colonel Leonard Rd, Rock Hall, MD 4 Beds \| 3.5 Baths \| 2731 Sq. Ft.	$1,490,366

Property information provided by BRIGHT MLS when last listed in 2020. This data may not match . Learn more.

More real estate resources

Zip Codes
Cities
Popular Searches

Join us

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 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	Rock Hall Property Records
Condos for sale near me	Bowie, MD homes for sale	MD New Listings
Agents near me	Rockville, MD homes for sale	Rock Hall Housing Market

Baltimore homes for sale
Annapolis homes for sale
Severna Park homes for sale