25440 Learman Rd Chestertown, MD 21620
Estimated payment $17,744/month
Highlights
- Additional Residence on Property
- 2 Dock Slips
- Private Pool
- 560 Feet of Waterfront
- Pier
- River View
About This Home
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!
Listing Agent
(410) 673-3344 lcampbell@ttrsir.com TTR Sotheby's International Realty Brokerage Phone: 4106733344 License #643182 Listed on: 05/23/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $18,103
Year Built
- Built in 1955 | Remodeled in 2018
Lot Details
- 11 Acre Lot
- 560 Feet of Waterfront
- Home fronts navigable water
- Landscaped
- Private Lot
- Secluded Lot
- Partially Wooded Lot
- Backs to Trees or Woods
- Tidal Wetland on Lot
- Back and Front Yard
- Property is zoned RCD
Parking
- 4 Garage Spaces | 1 Direct Access and 3 Detached
- 5 Driveway Spaces
- Side Facing Garage
- Garage Door Opener
- Circular Driveway
- Gravel Driveway
Property Views
- River
- Scenic Vista
Home Design
- Coastal Architecture
- Traditional Architecture
- Brick Exterior Construction
- Block Foundation
Interior Spaces
- 3,142 Sq Ft Home
- Property has 2 Levels
- Vaulted Ceiling
- 2 Fireplaces
- Wood Burning Fireplace
- Screen For Fireplace
- Fireplace Mantel
- Brick Fireplace
- Metal Fireplace
- Gas Fireplace
- Instant Hot Water
- Laundry on main level
Bedrooms and Bathrooms
Unfinished Basement
- Exterior Basement Entry
- Sump Pump
Accessible Home Design
- Doors swing in
- Level Entry For Accessibility
Outdoor Features
- Private Pool
- Pier
- Access to Tidal Water
- Private Water Access
- River Nearby
- Rip-Rap
- Electric Hoist or Boat Lift
- 2 Dock Slips
- Physical Dock Slip Conveys
- Dock made with Treated Lumber
- 2 Powered Boats Permitted
- Pole Barn
Additional Homes
- Additional Residence on Property
Utilities
- Forced Air Zoned Heating and Cooling System
- Back Up Gas Heat Pump System
- Heating System Powered By Owned Propane
- Programmable Thermostat
- Well
- Tankless Water Heater
- Bottled Gas Water Heater
- Septic Tank
Community Details
- No Home Owners Association
- Quaker Neck Subdivision
Listing and Financial Details
- Coming Soon on 6/4/26
- Assessor Parcel Number 1507001134
Map
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $18,223 | $1,596,400 | $696,000 | $900,400 |
| 2024 | $17,497 | $1,532,367 | $0 | $0 |
| 2023 | $16,771 | $1,468,333 | $0 | $0 |
| 2022 | $15,904 | $1,404,300 | $696,000 | $708,300 |
| 2021 | $15,909 | $1,398,333 | $0 | $0 |
| 2020 | $15,909 | $1,392,367 | $0 | $0 |
| 2019 | $15,842 | $1,386,400 | $696,000 | $690,400 |
| 2018 | $15,801 | $1,382,833 | $0 | $0 |
| 2017 | $11,662 | $1,017,800 | $0 | $0 |
| 2016 | -- | $997,200 | $0 | $0 |
| 2015 | $7,768 | $997,300 | $0 | $0 |
| 2014 | $7,768 | $997,300 | $0 | $0 |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | None Available | |
| Interfamily Deed Transfer | -- | None Available | |
| Interfamily Deed Transfer | -- | None Available | |
| Deed | -- | -- | |
| Deed | -- | -- |
Source: Bright MLS
MLS Number: MDKE2006468
APN: 07-001134
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Ask me questions while you tour the home.