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118 Little Harbor WAY
For Sale $695,000 ($434.38 per Sq Ft)
$695,000 ($434.38 per Sq Ft)
- 3 Bedrooms
- 2 Bathrooms
- 1,600 Sq Ft
- Unknown Sq Ft
Description
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, a new stainless steel gas range and refrigerator, and an easy flow for both everyday living and entertaining.
The primary suite is a true retreat, highlighted by a spa-like tiled shower with multiple shower heads, including a rainfall feature (with glass doors being installed soon). Both bathrooms are finished with timeless, high-quality materials designed to feel clean, classic, and calming.
Step out onto the private balcony and take in peaceful, north-facing river views with soft, consistent light throughout the day—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 ft MLW). The community offers a waterfront pool, dock, and beautifully maintained grounds, allowing you to enjoy all the benefits of waterfront living without the upkeep.
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 done right.
Amenities
Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt
Property Details
| List Price | $695,000 |
| Property Type | Single Family Homes |
| Usable Sqft | 1,600 |
| Number of Stories | 3 stories |
| Parking Spots | 1 spots |
| Year Built | 2009 |
| Last Sold | Unknown |
| Sold Price | Unknown |
| Association Amenities: | Boat Dock/Slip,Common Grounds,Elevator,Jog/Walk Path,Pool - Outdoor,Pier/Dock,Swimming Pool, All Ground Fee,Common Area Maintenance,Ext Bldg Maint,Insurance,Lawn Maintenance,Pier/Dock Maintenance,Reserve Funds,Road Maintenance,Snow Removal |
| APN # | 1507013256 |
| MLS # | MDKE2005800 |
| Property ID | 295097027 |
| Lot Sqft | Unknown |
| Zoning | IM |
| Days on Market | 21 |
| Original List Price | Unknown |
| Applicances | Built-In Microwave,Dishwasher,Dryer,Exhaust Fan,Stove,Refrigerator,Washer,Water Heater - Tankless% |
| Date Updated | February 12, 2026 |
| Date Created | February 11, 2026 |
Listing Provided By
Kaitlyn Cole Collins an agent of . Lic #671343
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Data last updated: March 04, 2026.
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Robert Crawford
REAL ESTATE AGENT