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!
For sale
$725,000
100 Little Harbor Way, Chestertown, MD 21620
2beds
2,204sqft
Est.:
Townhouse
Built in 2015
-- sqft lot
$709,900 Zestimate®
$329/sqft
$636/mo HOA
What's special
Home office spaceCozy fireplaceSpiral staircaseLoft areaLarge walk-in closetMain level laundry roomModern finishes
- 10 days
- on Zillow |
- 304 |
- 14 |
Zillow last checked: 7 hours ago
Listing updated: April 23, 2025 at 07:21am
Listed by:
Jeannette Westcott 410-336-6585,
Keller Williams Realty Centre 4103120000
Source: Bright MLS,MLS#: MDKE2005040

Travel times
Tour with a buyer’s agent
Tour with a buyer’s agent
Open house
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Family Room, Foyer, Laundry, Loft, Office, Bathroom 2, Primary Bathroom, Half Bath
Primary bedroom
- Features: Flooring - Carpet, Ceiling Fan(s), Attached Bathroom, Walk-In Closet(s), Window Treatments
- Level: Upper
- Area: 224 Square Feet
- Dimensions: 14 x 16
Bedroom 2
- Features: Flooring - Carpet
- Level: Upper
- Area: 130 Square Feet
- Dimensions: 10 x 13
Primary bathroom
- Features: Double Sink, Bathroom - Walk-In Shower, Flooring - Ceramic Tile, Countertop(s) - Solid Surface
- Level: Upper
Bathroom 2
- Features: Flooring - Ceramic Tile, Bathroom - Tub Shower
- Level: Upper
Dining room
- Features: Flooring - Bamboo
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15 x 12
Family room
- Features: Flooring - Carpet, Ceiling Fan(s), Window Treatments
- Level: Upper
Foyer
- Features: Flooring - Bamboo
- Level: Main
Half bath
- Level: Main
Kitchen
- Features: Kitchen - Gas Cooking, Breakfast Bar, Kitchen Island, Recessed Lighting, Lighting - Pendants, Flooring - Bamboo, Countertop(s) - Quartz, Pantry, Kitchen - Propane Cooking
- Level: Main
Laundry
- Level: Main
Living room
- Features: Ceiling Fan(s), Fireplace - Gas, Flooring - Bamboo
- Level: Main
- Area: 224 Square Feet
- Dimensions: 14 x 16
Loft
- Features: Window Treatments, Flooring - Bamboo
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Office
- Features: Window Treatments, Flooring - Bamboo
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Heating
- ENERGY STAR Qualified Equipment, Forced Air, Programmable Thermostat, Propane
Cooling
- Heat Pump, Central Air, Electric
Appliances
- Included: Dishwasher, Disposal, Exhaust Fan, Microwave, Range Hood, Refrigerator, Double Oven, Oven/Range - Gas, Dryer, Stainless Steel Appliance(s), Washer, Water Heater, Self Cleaning Oven
- Laundry: Has Laundry, Dryer In Unit, Main Level, Washer In Unit, Laundry Room
Features
- Breakfast Area, Kitchen Island, Family Room Off Kitchen, Primary Bath(s), Chair Railings, Crown Molding, Upgraded Countertops, Open Floorplan, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Ceiling Fan(s), Dining Area, Eat-in Kitchen, Kitchen - Gourmet, Kitchen - Table Space, Recessed Lighting, Spiral Staircase, Walk-In Closet(s), Other, Dry Wall, 9'+ Ceilings
- Flooring: Bamboo, Carpet, Ceramic Tile, Wood
- Doors: Insulated, Six Panel
- Windows: Double Pane Windows, Insulated Windows, Screens, Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane
Interior area
- Total structure area: 2,204
- Total interior livable area: 2,204 sqft
- Finished area above ground: 2,204
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Garage Faces Front, Driveway, Attached, Off Street
- Attached garage spaces: 1
- Uncovered spaces: 1
Accessibility
- Accessibility features: Other
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch
- Exterior features: Sidewalks, Street Lights, Private Beach
- Pool features: Community
- Has view: Yes
- View description: River, Scenic Vista
- Has water view: Yes
- Water view: River
- Waterfront features: River, Private Access
- Body of water: Chester River
Lot
- Features: Backs - Open Common Area, No Thru Street
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1507338684
- Zoning: IM
- Special conditions: Standard
Construction
Type & style
- Home type: Townhouse
- Architectural style: Traditional
- Property subtype: Townhouse
Materials
- HardiPlank Type
- Foundation: Crawl Space
- Roof: Composition
Condition
- Very Good
- New construction: No
- Year built: 2015
Details
- Builder model: CHATHAM LEGACY
- Builder name: Covell
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Underground Utilities, Electricity Available, Propane, Propane - Community, Fiber Optic
Community & HOA
Community
- Features: Pool
- Security: Fire Alarm, Smoke Detector(s), Carbon Monoxide Detector(s)
- Subdivision: Chester River Landing
HOA
- Has HOA: No
- Amenities included: Beach Access, Boat Dock/Slip, Common Grounds, Jogging Path, Picnic Area, Pier/Dock, Pool, Water/Lake Privileges, Tot Lots/Playground, Other
- Services included: Maintenance Structure, Maintenance Grounds, Insurance, Pool(s), Snow Removal, Trash, Common Area Maintenance
- HOA name: Chester River Landing Condominium
- Condo and coop fee: $636 monthly
Location
- Region: Chestertown
- Municipality: Chestertown
Financial & listing details
- Price per square foot: $329/sqft
- Tax assessed value: $485,000
- Annual tax amount: $7,523
- Date on market: 4/17/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Condominium
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