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Sale Pending at 25440 Learman Rd, Chestertown, MD 21620 | MLS# MDKE2006468 | Listing updated on 2026-08-11
Photo 1 of Sale Pending at 25440 Learman Rd, Chestertown, MD 21620 | MLS# MDKE2006468 | Listing updated on 2026-08-11
Photo 2 of Sale Pending at 25440 Learman Rd, Chestertown, MD 21620 | MLS# MDKE2006468 | Listing updated on 2026-08-11
Photo 3 of Sale Pending at 25440 Learman Rd, Chestertown, MD 21620 | MLS# MDKE2006468 | Listing updated on 2026-08-11
Photo 4 of Sale Pending at 25440 Learman Rd, Chestertown, MD 21620 | MLS# MDKE2006468 | Listing updated on 2026-08-11
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$3,000,000

Monthly Est:$14,932

  • Beds Icon3 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,142sqft

25440 Learman Rd, Chestertown, MD 21620

$14,932/moEst:

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  • Single Family Residence

  • Built in 1955

  • $-- HOA

  • 11 acres lot

  • $955/sq.ft

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!

  • Houzeo last checked: 12 hours ago
  • Listing updated: August 11, 2026 at 5:52 pm
  • Listing Provided by: Liddy Campbell (410) 708-5433 | TTR Sotheby's International Realty (410) 673-3344
  • Source: Bright MLS-NJ | MLS#: MDKE2006468 Bright MLS-NJ

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Kent Md County

  • City

    Chestertown

  • Neighborhood

    --

  • Year Built

    1955

  • HOA Fees

    -

  • Finished Area

    3,142 sqft

  • Lot Size

    11 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDKE2006468

  • MLS Status

    PENDING-BRIGHT

  • Days on Market

    15

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 4

Interior

  • Heating

    Central, Programmable Thermostat, Zoned, Heat Pump Gas Back Up

  • Cooling

    Central A/c, Programmable Thermostat, Zoned

  • Sewer

    Private Septic Tank, Septic Exists

Construction

  • Year Built

    Year Built: 1955

  • Home type

    Single Family Residence

  • Foundation Details

    Block

  • Construction Materials

    Brick

  • Architectural Style

    Traditional, Coastal

Utilities & Energy

  • Parking Features

    Circular Driveway, Gravel Driveway, Asphalt Driveway, Private

  • Basement

    Outside Entrance, Unfinished, Sump Pump

  • Water Source

    Private, Well

  • Fireplace Features

    Gas/propane, Mantel(s), Metal, Screen, Wood, Brick

Other Features

  • Subdivision Name

    Quaker Neck

  • Lot Features

    Backs To Trees, Front Yard, Landscaping, Partly Wooded, Private, Rear Yard, Secluded, Tidal Wetland

Price History

DateEventPrice

08/11/2026

Source: mls_logoBright MLS-NJ #MDKE2006468

Pending

$3,000,000

$955/sqft

06/04/2026

Source: mls_logoBright MLS-NJ #MDKE2006468

Listed for Sale

$3,000,000

$955/sqft

Nearby Homes

Based on information from Bright MLS through Nov 02, 2026, 02:00PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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