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$3,000,000
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Property Description
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. Don't miss your chance to experience the charm and elegance of this extraordinary waterfront estate!
Full Property Details
Full Property Details for 25440 Learman Rd
General
- Sold For: $3,000,000
- Taxes: $18,103 (2026)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDKE2006468
- Added to Site: 83 day(s) ago
Interior
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Gas/Propane, Mantel(s), Metal, Screen, Wood, Brick
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 2
- Half Bathrooms: 2
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 3
- Main - Full Baths: 1
- Main - 1/2 Baths: 2
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 2
- Bedrooms Main & Up: 1
Other Rooms
- Laundry: Has Laundry, Main Floor
Additional Information
- Pool: Yes
- Private Pool: Yes
Parking
- Garage: Yes
- Garage Spaces: 4
- Total Spaces: 9
- Parking Features: Circular Driveway, Gravel Driveway, Asphalt Driveway, Private
- Parking Type: Attached Garage, Detached Garage, Driveway
- Garage Description: Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Location
- County: KENT
- Subdivision: QUAKER NECK
- Driving Directions: GPS
School Information
- School District: Kent County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C, Programmable Thermostat, Zoned
- Cooling Fuel: Electric
- Heating Type: Central, Programmable Thermostat, Zoned, Heat Pump - Gas BackUp
- Heating Fuel: Electric, Propane - Owned
- Water Heater: Bottled Gas, Instant Hot Water, Tankless
Utilities
- Sewer: Private Septic Tank, Septic Exists
- Water: Private, Well
- Dist. to Water: 50 Feet
Structural Information
- Architectural Style: Traditional, Coastal
- Structure Type: Detached
- Construction: Brick
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Outside Entrance, Unfinished, Sump Pump
- Foundation: Block
- Stories Description: Main, Upper 1
- Square Feet: 3,142
- Sq. Ft. Source: Estimated
- Living Area: 3,142 Sq. Ft.
- Finished Above Grnd: 3,142 Sq. Ft.
- Year Built: 1955
- Year Built Source: Estimated
Additional Structures
- Other Structures: 2nd House, Pole Barn
Lot Features
- Property View: River, Scenic Vista, Water
- Lot Size (Acres): 11
- Lot Size (Sq. Ft.): 479,160
- Lot Size Source: Estimated
- Zoning: RCD
- Lot Description: Backs to Trees, Front Yard, Landscaping, Partly Wooded, Private, Rear Yard, Secluded, Tidal Wetland
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Private Access
- Water Front Type: River
- Water Front Name: Chester River
- Dock/Slip Conveys: Yes
- Docks: 1
- Power Boats: 2
Financial Considerations
- Price Per Sq. Ft.: $954.81
- Assessment Year: 2026
- County Tax: $18,103
- County Tax Freq: Annually
- Tax w/Assessment: $1,606,867
- Tax Amount: $18,103
- Tax Year: 2026
- Terms: Standard Sale
Disclosures and Reports
- Ownership: Fee Simple
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Schools
Schools serving 25440 Learman Rd
School District:Kent County Public Schools
| Name | Grades | Distance |
|---|---|---|
H. H. Garnett Elementary School 320 Calvert Street, Chestertown, MD 21620 | PK-5 | 4.5 mi |
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620 | 6-8 | 5 mi |
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678 | 9-12 | 9.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 25440 Learman Rd
Date
Details
Price
Change
Source
8/14/2026
Sold
$3,000,000
—
MLS
6/04/2026
Listed
$3,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
25440 Learman Road, Chestertown, MD 21620 (MLS# MDKE2006468) is a Single Family property that was sold at $3,000,000 on August 14, 2026. This property was sold by Martha Janney from our Annapolis Church Circle Office.Want to learn more about 25440 Learman Road? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.


