25440 Learman Road Chestertown, MD $ 3,000,000
25440 Learman Road
$ 3,000,000
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25440 Learman Road

Chestertown, MD, 21620
$ 3,000,000
Bedrooms3 Baths2.2 Sq 3,142

Monthly Estimate*

$ 18,472

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Single Family Home for sale in Chestertown, MD

for $3,000,000 with 3 bedrooms and 2 full baths, 2 half baths. This 3,142 square foot home was built in 1955 on a lot size of 11.

Welcome to the epitome of Eastern Shore waterfront luxury, offered for the first time in almost 60 years. This stunning 11-acre estate offers an unparalleled lifestyle, featuring 560 feet of prime water frontage on the Chester River and a private 140-foot dock with 7 feet of mean low water, perfect for all your adventures. ** The heart of this property is the beautifully renovated 3-bedroom, 2 full bath, 2 half bath main home, meticulously remodeled in 2018 with the highest quality materials and fixtures. The residence boasts sweeping water views from nearly every room, allowing you to enjoy picturesque sunrises Chester River. ** As you enter, you are greeted by a grand living room featuring a striking five-foot fireplace set within a soaring vaulted ceiling, creating a warm and inviting atmosphere. Expansive windows frame the breathtaking views and fill the space with natural light, enhancing the open-concept design that is perfect for both relaxing and entertaining. ** The gourmet kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, custom cabinetry, an oversized island with seating, and elegant custom stone and wood countertops. This thoughtfully designed space allows for effortless meal preparation and entertaining. ** Retreat to the luxurious primary suite, a true sanctuary featuring its own private walled garden, offering a serene escape for relaxation and outdoor enjoyment. The suite also includes a cozy fireplace, perfect for creating a romantic ambiance. The spa-like bathroom is designed for ultimate relaxation, a spacious glass-enclosed double head shower, and dual vanities with exquisite finishes. A generous walk-in closet provides ample storage, ensuring organization and convenience. ** The outdoor living features of this luxurious estate are truly exceptional, designed to create an idyllic sanctuary for relaxation and entertainment. At the heart of the outdoor space is a stunning waterfront concrete pool, refurbished in 2018, offering a refreshing retreat on warm summer days while providing breathtaking views of the Chester River. Surrounding the home, the professionally designed landscaping enhances the natural beauty of the property, featuring lush gardens, vibrant plantings, and mature ornamental trees. The side patio, complete with a charming brick fire pit, invites gatherings with friends and family, perfect for cozy evenings under the stars. The poolside patio off the main living room makes alfresco dining a breeze. Additionally, the private walled garden serves as a tranquil oasis, offering a serene space to unwind amidst nature, making this outdoor area the perfect complement to the luxurious lifestyle this estate offers. ** Accommodate guests or staff in the charming 3-bedroom, 2-bath guest/caretaker's cottage, built in 2013. A spacious 2.5-bay workshop provides ample storage for your outdoor equipment and hobbies. ** This exceptional property seamlessly blends luxury and tranquility, offering a unique opportunity to own a piece of paradise on the Eastern Shore. Dont miss your chance to experience the charm and elegance of this extraordinary waterfront estate!

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Single Family Active

Price

$ 3,000,000

Bedrooms

3

Full Bath

2

Half Bath

2

Property Type

Single Family

Taxes

$ 18,103

Style

Traditional,Coastal

Lot Size

11

Year Built

1955

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2006468

Features
General
Living Area 3142
Sewer Private Septic Tank Septic Exists
Heating Central Programmable Thermostat Zoned Heat Pump - Gas BackUp
Cooling Central A/C Programmable Thermostat Zoned
Possession Settlement Subject to Existing Lease
Zoning RCD
Garage Spaces 4.00
Architectural Style Traditional Coastal
Construction Materials Brick
School District KENT COUNTY PUBLIC SCHOOLS
Year Built 1955
View River Scenic Vista Water
Levels 2
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Waterfront Features Private Dock Site Rip-Rap
Accessibility Doors - Swing In Level Entry - Main
County KENT
New Construction N
Property Type Residential
HOA N
Subdivision Name QUAKER NECK
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions GPS
City CHESTERTOWN
Body of Water Chester River
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 479160.00
Tax Annual Amount 18103.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 954.81
Vacation Rental Y/N N
Virtual Tour https://bit.ly/25440LearmanRoad
Standard Status Active
Year Built Source Estimated
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Interior
Heating Fuel Electric Propane - Owned
Basement Outside Entrance Unfinished Sump Pump
Total Fireplaces 2
Fireplace Features Gas/Propane Mantel(s) Metal Screen Wood Brick
Hot Water Bottled Gas Instant Hot Water Tankless
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3142
Half Baths 2
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Has Laundry Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Pool Yes - Personal
Parking Features Circular Driveway Gravel Driveway Asphalt Driveway Private
Lot Features Backs to Trees Front Yard Landscaping Partly Wooded Private Rear Yard Secluded Tidal Wetland
Water Source Private Well
Garage Features Garage - Side Entry Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage Detached Garage Driveway
Foundation Details Block
Water View Y/N Y
Lot Size Acres 11.00
Water Body Type River
Lot Size Source Estimated
Waterfront Y/N Y
Water Access Features Private Access
Number of Docks 1
Land Assessed Value 696000.00
Navigable Water Y/N Y
Number of Slips 2
Water Oriented Y/N Y
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Internal Only
Street Number 1 25440
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* Excluded Features
List By
Ttr Sotheby's International Realty

Broker

lcampbell@ttrsir.com

Email

Affordability Calculator

$19,980
Per Month
92%
8%
0%
Monthly Principal & Interest
$18,472
Monthly Property Taxes
$1,509
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535796 Elementary School
3533824 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/26/2026$3,000,000 Listed Price

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25440 Learman Road, Chestertown, MD, 21620 is a Single Family Home for sale at $3,000,000 with 3,142 sqft and a lot size of 11. 25440 Learman Road has 3 bedrooms, 2.2 baths, and was built in 1955. The property's zip code is 21620 which is in Chestertown, MD