Change Real Estate Presents:

118 Little Harbor Way Unit 202
Chestertown MD 21620

For Sale: $675,000.00 Active

List Date: 2026-02-12

Chestertown
3 bedrooms
2 bathrooms
1,600 build ft2

About This Property

Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in the highly desirable Chester River Landing community, this second-floor, 3-bedroom, 2-bath residence delivers the perfect blend of modern luxury, low maintenance, and classic Eastern Shore charm. Completely taken down to the studs and thoughtfully rebuilt, the condo feels brand new from top to bottom. The open floor plan is filled with soft, natural light and showcases wide-plank wood flooring, a cozy gas fireplace, and uninterrupted river views from the main living areas. The stunning kitchen features white quartz countertops and backsplash, stainless steel appliances, and a seamless flow for both everyday living and entertaining. The primary suite is a true retreat, complete with a walk-in closet and a spa-like tiled shower with multiple shower heads, including a rainfall feature. Both bathrooms are finished with timeless, high-quality materials, creating a clean, classic, and calming feel throughout. Step out onto the private balcony and take in peaceful, north-facing river views with soft, consistent light throughout the day. It is ideal for relaxing, reading, or simply watching boats drift by without the glare of direct sun. This is waterfront living at its most comfortable and serene. Additional features include elevator access to the second floor, a one-car garage, and a deeded boat slip, approximately 4 feet MLW. The community offers a pool, fishing pier, and marina with floating docks, along with beautifully maintained grounds featuring oyster shell walking paths and a firepit. The marina area also includes a community grill and multiple tables, perfect for outdoor dining and gathering. Flood insurance is not currently required for this second-floor unit, contributing to overall affordability. Buyers are encouraged to perform their own due diligence and verify any insurance requirements. Ideally located within walking distance to historic downtown Chestertown, and just a short drive to golf, dining, and the yacht club at Chester River Yacht and Country Club, this condo is perfectly suited for those looking to downsize, simplify, or secure a refined second home on the water. Move in ready, thoughtfully updated, and designed for relaxed coastal living, this is Eastern Shore living at its finest.

Listing Agent: Kaitlyn Cole Collins. Benson & Mangold, LLC 410-490-9157 kaitlyn@chesapeakebayproperties.com

Property Features

Location Information
County:
Subdivision: CHESTER RIVER LANDING
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Interior Features
Appliances: Built-In Microwave, Dishwasher, Dryer, Exhaust Fan, Stove, Refrigerator, Washer, Water Heater - Tankless
Interior: Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Elevator, Floor Plan - Open, Primary Bath(s), Recessed Lighting, Sound System, Sprinkler System, Walk-in Closet(s), Wood Floors
Laundry:
Furnished: No
Flooring: Hardwood
Water: Public
Cooling: Central A/C
Heating: Heat Pump(s)
Fireplaces: 1
Windows:
Utilities:
Sewer: Public Sewer
Rooms
Room Type: Bedroom 1
Level: Main
Room Type: Bedroom 2
Level: Main
Room Type: Bedroom 3
Level: Main
Room Type: Bathroom 1
Level: Main
Room Type: Bathroom 2
Level: Main
Exterior Features
Year Built: 2009
Subdivision Name: Chester River Landing
Garage Spaces: 1.0
Association Fee 2: $675.96 (Monthly)
Association Amenities: Boat Dock/Slip, Common Grounds, Elevator, Jog/Walk Path, Pool - Outdoor, Pier/Dock, Swimming Pool
Schools
Elementary School: None
Junior High School: None
High School: Kent

IDXListing Courtesy of Kaitlyn Cole Collins. Benson & Mangold, LLC 410-490-9157 kaitlyn@chesapeakebayproperties.com

Property Photos [Click to enlarge]

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