25440 Learman Rd

Chestertown, MD 21620

$3,000,000
Price
3
Beds
3,142 Sq. Ft.
$955 / Sq. Ft.
3,142
Sq. Ft.
$955
per Sq. Ft.
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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....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!
  1. Listed by Liddy Campbell • TTR Sotheby's International Realty
    P: (410)-708-5433 lcampbell@ttrsir.com

Property Details for 25440 Learman Road

Tax ID Number
1507001134
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Traditional, Coastal
Levels/Stories
2
Waterfront
Yes
LISTING UPDATED: 06/04/2026 12:08 AM

Property Details for 25440 Learman Road

StatusActive
MLS #MDKE2006468
Days on Market7
Taxes$18,103 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1955
Lot Size11.00 AC / 479,160 SF
CountyKent County
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Location

Listing Courtesy of TTR Sotheby's International Realty
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Building Information for 25440 Learman Road

Stories2Year Built1955Building Size-Lot Size11.00 AC / 479,160 SF

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$16,458 per month

30 year fixed, 6.36% Interest

Principal and Interest

$14,949

Property Taxes

$1,509

HOA Dues

$0

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Property Information for 25440 Learman Road

Location
Location
  • In City Limits: No
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Private Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Chester River
  • Water Body Type: River
  • Water Frontage In Feet: 560.0
  • Riparian Rights Y/N: Yes
  • Docks Count: 1
  • Dock Type and Features: Hoist/Lift Electric, Material - Treated Lumber, Multiple Slip, Pier (Perpendicular), Private
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Deeded
  • Slips Count: 2
  • Boats Power Count: 2
  • Mean Low Water Feet: 7.00
  • Distance To Body Of Water: 50.00
  • Distance To Body Of Water Units: Feet
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $1,606,867
  • Year Assessed: 2026
  • County Tax: $18,103
  • Improvement Assessed Value: $931,800
  • Land Assessed Value: $696,000
  • Zoning: RCD
  • School Tax: $0
  • Tax Page Number: 491
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 2
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Year Major Reno Remodel: 2018
  • Total Finished SQFT: 3,142.00
  • Total Finished SQFT Source: Estimated
  • Total SQFT: 3,142.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8049/6010/6074/804960106074_512_384_WM_CGtphyZSaqjrgF1E.jpg
  • Basement Type: Outside Entrance, Unfinished, Sump Pump
  • Foundation Details: Block
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 2
  • Other Structure: 2nd House, Pole Barn
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Backs to Trees, Front Yard, Landscaping, Partly Wooded, Private, Rear Yard, Secluded, Tidal Wetland
  • Parcel ID: 4510350
Parking
Parking
  • Type Of Parking: Attached Garage, Detached Garage, Driveway
  • Num of Attached Garage Spaces: 1
  • Num of Detached Garage Spaces: 3
  • Driveway - # of Spaces: 5
  • Total Garage Spaces: 4
  • Parking Features: Circular Driveway, Gravel Driveway, Asphalt Driveway, Private
  • Garage Features: Garage - Side Entry, Garage Door Opener, Inside Access, Oversized
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Gas/Propane, Mantel(s), Metal, Screen, Wood, Brick
  • Accessibility Features: Doors - Swing In, Level Entry - Main
  • Laundry Type: Has Laundry, Main Floor
  • Virtual Tour URL Unbranded: https://bit.ly/25440LearmanRoad
Exterior Features
Exterior Features
  • Pool: Yes - Personal
Utilities
Utilities
  • Heating: 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
  • Hot Water: Bottled Gas, Instant Hot Water, Tankless
  • Water Source: Private, Well
  • Sewer Septic: Private Septic Tank, Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.facebook.com/liddycampbellrealtor

Property History for 25440 Learman Road

DateEvent & SourcePriceAppreciation
Jun 4, 2026

Listed (Active)

BRIGHT #MDKE2006468

$3,000,000—
DateEvent & SourcePrice
06/04/2026

Listed (Active)

BRIGHT #MDKE2006468

$3,000,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 25440 Learman Road

Taxable ValueLand$696,000Additions$900,400Total$1,596,400
Tax Record2025$18,223 ($1,519 / month)
Home Facts
Beds0Baths5Total Finished SqFt4,114 SqFtAbove Grade Finished SqFt4,114 SqFtStories2Lot Size481,556 SqFtStyleSingle Family ResidenceYear Built1955ZoningRCDCountyKENTAPN07-001134Fireplace TypeHas Fireplace

Schools near 25440 Learman Road

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
H. H. Garnett Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
Rock Hall Elementary School
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Rock Hall Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 25440 Learman Road, Chestertown, MD 21620

25440 Learman Road is a single family home for sale in Chestertown, MD 21620. This property was listed for sale on June 4, 2026 by TTR Sotheby's International Realty, it's currently listed at $3,000,000. This listing's school district is Kent County Public Schools. Nearby schools include H. H. Garnett Elementary School, Kent County Middle School and Kent County High School. 25440 Learman Road is a 3-bed, 4-bath, 3,142 sqft single family home built in 1955.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 06/04/2026 12:08 AM