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$725,000
8 Days On Site

100 LITTLE HARBOR WAY
CHESTERTOWN, MD 21620

For Sale|Condominium|Active
2
Beds
2
Full Baths
1
Partial Bath
2,204
SqFt
$329
/SqFt
2015
Built
Subdivision:
CHESTER RIVER LANDING
County:
KENT
Listing courtesy of Keller Williams Realty Centre
Upcoming Open Houses
Sat, Apr 26 3 PM - 6 PM UTC
100 LITTLE HARBOR WAY100 LITTLE HARBOR WAY100 LITTLE HARBOR WAY100 LITTLE HARBOR WAY
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Monthly Payment (Est.)

$3,308
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

Welcome to 100 Little Harbor Way, a charming home nestled in the desirable Chestertown community of Chester River Landing. This 2 bedroom, 2 ½ bath home offers the perfect blend of comfort and modern living and is ideal for quiet relaxation and entertaining alike. Situated in a tranquil neighborhood, you'll find yourself within easy reach of local amenities, including parks and trails, the Chester River Yacht & Country Club, the community deep water marina and yet only minutes to downtown Chestertown and Rock Hall. For those who cherish their time spent boating, there is a community marina where you will have your own PRIVATE DEEDED 30 ft boat slip (C1). This slip, which conveys with the purchase of this home, is ideally located closest to the river and is the last slip on C dock, providing easy access to all surrounding areas from the Chester River. As you approach this beautiful home, you’ll be greeted by a welcoming covered front porch. Once you enter the foyer, you'll be attracted to water views from many of the windows and love the spacious and open floorplan, simply flooding the home with natural light! Take special note of the gorgeous bamboo flooring, the fresh paint and new carpet found throughout the home. The spacious living room features high ceilings and a cozy fireplace, creating the perfect atmosphere for gatherings. The space seamlessly flows into the dining area and kitchen, which boasts stainless steel appliances, quartz countertops, and a fabulous kitchen island with bar seating for casual meals or allowing guests to gather around. The kitchen also includes a pantry, double ovens, gas (propane) cooking and fabulous counter space, making it easy to entertain guests. A sliding glass door off the dining room leads to the private deck, ideal for enjoying the outdoors and overlooking the peaceful neighborhood, complete with water views! This level also features a home office space with French doors, a convenient powder room and main level laundry room. The upper level is home to the spacious primary suite, which offers a peaceful retreat with a large walk-in closet and an en suite bath with modern finishes. There is an expansive deck off the primary bedroom with a spiral staircase to the lower level deck. This creates a wonderful space for intimate evenings or morning coffee while enjoying your own slice of nature! An additional well-sized bedroom and a full bath are located on this level, providing ample space for family or guests. There is a perfectly placed loft area for reading, crafting or a great second office space, if needed. The upper level family room is nothing short of phenomenal, as it can easily double as a 3rd bedroom, is beautifully suited as a TV room and could readily be used as two separate spaces because of its generous size! The community offers a variety of amenities that make this location truly special. While not a waterfront property, the home is just a short distance from the beautiful Waterfront Fire-Pit Park and the Can Shell Garden Path. Enjoy the picturesque walking paths and serene outdoor spaces, perfect for enjoying the natural beauty of the area. ** Monthly condo fees include $594.67 for the association, $41.14 for the garage, and $94.49 for the boat slip. The condo fee includes access to these wonderful amenities, and the property is conveniently located close to shopping, dining, and historical sites in Chestertown. With easy access to major routes, this home offers the perfect blend of peaceful living and convenient access to all that the area has to offer. Don’t miss your chance to own this beautiful home in an exceptional location—schedule your tour today!

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Listing Snapshot
Price 
$725,000
Days On Site 
8 Days
Bedrooms 
2
Inside Area (SqFt) 
2,204 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
N/A
Year Built 
2015
MLS® Number 
MDKE2005040
Status 
Active
Property Tax 
$7,523
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
6 days agoListing updated with changes from the MLS®
a week agoListing first seen on site
General Features
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
1
Parking 
Garage Door OpenerOff StreetGarageDrivewayAttached
Parking Spaces 
2
Pets 
Number LimitYes
Property Sub Type 
Condominium
Security 
Smoke Detector(s)Carbon Monoxide Detector(s)
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
2204
Stories 
Two
Style 
Traditional
Utilities 
Cable AvailableUnderground UtilitiesPropaneElectricity Available
Water Source 
Public
Zoning 
IM
Interior Features
Appliances 
Double OvenOvenGas RangeGas OvenGas Water HeaterWasherDishwasherDisposalExhaust FanMicrowaveRange HoodRefrigeratorDryerStainless Steel Appliance(s)Water Heater
Basement 
Crawl Space
Cooling 
Central AirHeat PumpCeiling Fan(s)Electric
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Gas
Fireplaces 
1
Flooring 
CarpetWoodBambooCeramic Tile
Furnished 
Unfurnished
Heating 
Exhaust FanPropaneForced Air
Interior 
Eat-in KitchenKitchen IslandCeiling Fan(s)Recessed LightingWalk-In Closet(s)OtherHigh CeilingsCrown MoldingOpen Floorplan
Laundry Features 
Laundry RoomMain Level
Window Features 
Window CoveringsInsulated WindowsDouble Pane WindowsScreensWindow Treatments
Bathroom 2 
Bedroom 2 
Dining Room 
Level - Main
Family Room 
Features - Ceiling Fan(s)
Foyer 
Level - Main
Half Bath 
Level - Main
Kitchen 
Level - MainFeatures - Breakfast Bar, Pantry
Laundry 
Level - Main
Living Room 
Level - MainFeatures - Ceiling Fan(s)
Loft 
Office 
Level - Main
Primary Bathroom 
Primary Bedroom 
Features - Ceiling Fan(s), Walk-In Closet(s)
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Exterior Features
Construction Details 
HardiPlank Type
Lot Features 
Cleared
Patio And Porch 
DeckPorch
Pool Features 
Community
Roof 
Composition
View 
WaterRiverScenic
Waterfront Features 
River FrontLake
Waterview 
WaterRiverScenic
Windows/Doors 
Window CoveringsInsulated WindowsDouble Pane WindowsScreensWindow Treatments
Community Features
Association Amenities 
Picnic AreaOtherBeach AccessBoat DockJogging PathPlayground
Association Dues 
635.81
Community Features 
PoolSidewalksStreet Lights
HOA Fee Frequency 
Monthly
School District 
KENT COUNTY PUBLIC SCHOOLS
Schools
School District
KENT COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Keller Williams Realty Centre



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
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