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Berkshire Hathaway HomeServices Homesale Realty

+18003833535

25440 Learman Road, Chestertown, MD 21620Asking Price of: $3,000,000

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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!
Scannable QR Code Link for 25440 Learman Road property details

Photos for 25440 Learman Road, Chestertown, MD 21620

+18003833535

Scannable QR Code Link for 25440 Learman Road property details

Details for 25440 Learman Road, Chestertown, MD 21620

+18003833535

Property Details

  • Address: 25440 Learman Road, Chestertown, MD 21620
  • Bedrooms: 3
  • Bathrooms: 2 full2 partial
  • Size: 3,142 square feet
  • Type: Traditional,Coastal
  • Subdivision: QUAKER NECK
  • Area: CHESTERTOWN
  • School District: KENT COUNTY PUBLIC SCHOOLS
  • MLS ID: MDKE2006468
  • Status: COMING SOON

Property School Information

  • School District: KENT COUNTY PUBLIC SCHOOLS

Property Features

  • Garage: 4
  • Taxes: $18,103
  • Basement: Yes
  • Wooded: Yes
  • Exterior: Brick
  • Parking Notes: 9 Total Parking Spaces
  • Special View Info: River,Scenic Vista,Water
  • Lot Size: 11.00 Acres
  • Lot Dimensions: 11.00 Acre(S)
  • Heating: Central,Programmable Thermostat,Zoned,Heat Pump -
  • Fuel Type: Electric,Propane - Owned
  • Cooling: Central A/C,Programmable Thermostat,Zoned
  • Year Built: 1955
  • Fireplaces: 2
  • Water: Private,Well
  • Sewer: Private Septic Tank,Septic Exists
  • Stories: 2.0
  • Accessibility: Doors - Swing In,Level Entry - Main
  • Additional Structures: Above Grade,Below Grade
  • Lot Description: Backs to Trees, Front Yard, Landscaping, Partly Wooded, Private, Rear Yard, Secluded, Tidal Wetland
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 9
  • Parking Features: Circular Driveway,Gravel Driveway,Asphalt Driveway,Private
  • Basement: Outside Entrance,Unfinished,Sump Pump
  • Lake Name: Chester River
  • SQFT Total Finished: 3142
  • SQFT Above Finished: 3142
  • Fireplace: Gas/Propane,Mantel(s),Metal,Screen,Wood,Brick
  • Waterfront: Private Dock Site,Rip-Rap
  • Water Access: Private Access




Property information as of Friday, May 29, 2026 at 12:08 PM America/New_York
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Contact information for 25440 Learman Road, Chestertown, MD 21620

+18003833535

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4106733344

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535