Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s), Elevator, Open Floorplan

  • Total Bedrooms

    3

  • Bathrooms

    2

  • 1/2 Bathrooms

    1

  • Above Grade Finished Area

    2073.0

  • Basement YN

    NO

  • Cooling YN

    YES

  • Cooling

    Central Air, Ceiling Fan(s), Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Propane, Forced Air

  • Main Level Bedrooms

    3

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    1

  • Construction Materials

    Frame

  • Other Exterior Features

    Balcony

  • Parking

    Garage, Attached Carport, Attached

  • Patio and Porch Features

    Deck, Patio, Porch, Screened

  • Pool

    Yes

  • Pool Features

    None

  • Waterfront YN

    YES

  • View

    Water, River

Area & Lot

  • Lot Features

    Waterfront

  • Lot Size(acres)

    1.08

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Traditional

Price

  • Sales Price

    $868,000

  • Tax Amount

    5032.0

  • Sq. Footage

    2, 073

  • Price/SqFt

    $418

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Accessibility Features

    Accessible Elevator Installed

  • Foundation Details

    Slab

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    50ETC

  • Water Source

    Private, Well

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

QUEEN ANNES

Elementary School

Middle School

High School

Listing Courtesy of Barbara A McCaffrey , Redfin Corp

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Jackie Goodenow

AGENT

Jackie Goodenow

Call Jackie today to schedule a private showing.


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
Welcome to a rare opportunity for luxury waterfront living on the Chester River. This beautifully maintained 3-bedroom, 2.5-bath home offers over 2,000 square feet of living space, thoughtfully designed to embrace both comfort and elegance. Set on 1.08 acres of lush, well-landscaped grounds, this exceptional 2001-built two-story residence offers a park-like, deep, well-landscaped and level setting directly on the water—a combination seldom found. With 170 feet of private water frontage with riparian rights, a sandy beach, deep-water pier, boathouse, and captivating river views, this property is equally ideal as a full-time residence or a serene second-home retreat. As you enter through the front door, you can either take the stairs to the main living level or enjoy the convenience of an elevator, providing easy access for all and enhancing the home’s overall accessibility. Inside, the main level showcases an open-concept design with vaulted ceilings and walls of glass that frame the tranquil waterfront with the great room is  anchored by a floor-to-ceiling brick hearth. The expansive three-season room leads to a spacious deck overlooking the Chester River, complete with a walk-down to the lower-level patio, creating seamless flow between upper and lower outdoor living spaces. Additional main-level highlights include an open office space with built-ins, formal living and dining areas, and a flexible family room that can be used as a craft space, office, or additional living area. The primary suite features peaceful water views, spacious  closet, and a private ensuite bath, while the secondary bedrooms are generously sized and share a full bath, providing comfort for family or guests. The lower level is designed for effortless entertaining, opening to a spacious patio and large screened-in porch. This area includes access to a private 1/2 bath and a bonus room with refrigerator, making it ideal for outdoor dining or large gatherings. Whether you're hosting intimate get-togethers or celebrations of any size, this space delivers the flexibility and amenities to entertain in comfort and style. An outdoor hot water shower is perfect for rinsing off after a day on the water. This level also provides access to the attached single-car garage and a fully enclosed carport, offering ample space for vehicles, watercraft, or yard equipment. The backyard is not only park-like, but also deep, well-landscaped, and level, with vibrant perennials, mature trees, manicured walkways, and a tranquil Zen garden. It’s an ideal setting for outdoor living, recreation, or simply enjoying the stunning natural surroundings. Step out to your private deep-water pier—perfect for boating, crabbing, fishing, or relaxing with a glass of wine as the sun sets and the serene sounds of nature surround you. Modern upgrades include a Permalock aluminum roof (2023), built-in surround sound, audio/visual security system, and an emergency generator for added peace of mind. Located just minutes from the historic charm of Chestertown—yet privately tucked away—this waterfront property offers a rare blend of natural beauty, thoughtful design, and everyday convenience. Enjoy daily sightings of eagles, ospreys, herons, owls, deer, and more. And with an easy commute to Washington, D.C., Baltimore, and Philadelphia, this home is perfect whether you're seeking a luxury primary residence or a tranquil second-home escape. Schedule your private tour today—this is the lifestyle you've been waiting for.

143 CHAR NOR MANOR BOULEVARD

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath and large walk-in closet. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005960

CHESTERTOWN

#37 LANDING LANE

3 Beds

2 Baths

1,964 Sq.Ft.

$765,900

MLS#: MDKE2005960

**To be built!  Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to a private balcony. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry.  Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005956

CHESTERTOWN

#35 LANDING LANE

3 Beds

2 Baths

1,964 Sq.Ft.

$786,900

MLS#: MDKE2005956

**To be built!  Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005952

CHESTERTOWN

104 LANDING LANE

3 Beds

3 Baths

2,192 Sq.Ft.

$813,900

MLS#: MDKE2005952

**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005950

CHESTERTOWN

102 LITTLE HARBOR WAY

3 Beds

2 Baths

1,964 Sq.Ft.

$839,500

MLS#: MDKE2005950

Beautifully Updated Home in a Serene Setting!

Welcome to this stunning home filled with thoughtful improvements and timeless charm. The spacious Florida room overlooks a private, beautifully landscaped backyard — your own personal oasis.  This room offers unlimited views of the back yard, which was designed in collaboration with a professional landscaper, this garden is a delight in every season and a true haven for butterflies and hummingbirds.   You will delight in an outdoor sitting area under a lovely shade tree. 

The main level features gleaming hardwood floor, a semi-open floor plan with a cozy fireplace perfect for cool evenings, and abundant natural light that creates a calming atmosphere throughout. The large primary suite offers comfort and convenience, and there is the option for a second bedroom on the main level.  Current owners have opted to make that room a large office, and it features two closets.  

The kitchen is a dream — spacious enough for a large island and a generous breakfast area that easily fits a full-sized table. There is a mural border that shows scenes of historic Chestertown.   Pantry and plenty of storage.   Upstairs, you’ll find two large bedrooms and a full hall bath, ideal for guests or loved ones. Each bedroom offers walk-in storage — no attic ladders needed!  Solar operated fans keep the attic spaces cool.  

Additional highlights include  leased solar panels which have been paid out, a large garage with ample storage, additional storage shed with electric and water. , and a fantastic location just minutes from the Chester River and the Chester River Yacht and Country Club.   Two zone for heating and cooling. 

Come see this charming home for yourself — it’s the perfect blend of beauty, comfort, and thoughtful design!
#MDKE2005796

CHESTERTOWN

7844 CHESTER COURT

4 Beds

2 Baths

3,248 Sq.Ft.

$745,000

MLS#: MDKE2005796

**To be built! Welcome to this beautifully designed 1,964 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room with gas fireplace, gourmet kitchen, and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to a private second floor balcony. There are two additional bedrooms that share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005958

CHESTERTOWN

#36 LANDING LANE

3 Beds

2 Baths

1,964 Sq.Ft.

$753,500

MLS#: MDKE2005958

**To be built!  Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry.  Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. 
Enjoy the waterfront lifestyle of the sought-after Chester River Landing community.
Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005894

CHESTERTOWN

104 LITTLE HARBOR WAY

3 Beds

2 Baths

1,980 Sq.Ft.

$849,900

MLS#: MDKE2005894

**To be built!  Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining area—perfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry.  This home is designed with future needs in mind, offering the option of a residential elevator for effortless access to all levels. 
Enjoy the waterfront lifestyle of the sought-after Chester River Landing community.
Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
#MDKE2005892

CHESTERTOWN

106 LANDING LANE

3 Beds

3 Baths

2,092 Sq.Ft.

$799,900

MLS#: MDKE2005892

Newly constructed three-bedroom townhome with fantastic water views from the living level and bedrooms! Spacious open living space featuring a gourmet kitchen;  5-burner induction range, ample cabinet space, and a large island for entertaining. The home is filled with natural light and boasts multiple balconies and a front porch for relaxing. You'll love the warm hardwood floors throughout the home. On the second level you'll find two bedrooms and two bathrooms. There's extra room for an office nook. 
The third bedroom encompasses the entire third floor and has a great view of the Chester River.  You'll enjoy the large back balcony with views of historic Chestertown.  The third level could be used as the primary bedroom; there is a large full bathroom and closet. 
The townhomes have a private driveway, so you'll never worry about finding a parking space. 
Take advantage of the easy access to Wilmer Park and Chestertown Marina, located just across the street. 
This townhouse is located in the heart of all Chestertown has to offer! Just a short distance to shops, restaurants, renowned bakeries, and the year-round farmers market by Fountain Park. You will have a front-row seat to the Downrigging Festival! Not to mention the many festivals held in downtown Chestertown throughout the year.
#MDKE2005812

CHESTERTOWN

228 S WATER ST

3 Beds

3 Baths

2,310 Sq.Ft.

$878,000

MLS#: MDKE2005812

 - property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.