About This Home
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.
Home Highlights
Property Details
Interior Details
- Number of Rooms: 5
- Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2
Beds & Baths
- Number of Bedrooms: 3
- Main Level Bedrooms: 3
- Number of Bathrooms: 2
- Number of Bathrooms (full): 2
- Number of Bathrooms (main level): 2
Dimensions and Layout
- Living Area: 1600 Square Feet
Appliances & Utilities
- Appliances: Microwave, Dishwasher, Dryer, Exhaust Fan, Cooktop, Refrigerator, Washer, Tankless Water Heater, Water Heater
- ✓ Dishwasher
- ✓ Dryer
- Laundry: Dryer In Unit,Washer In Unit,In Unit
- ✓ Microwave
- ✓ Refrigerator
- ✓ Washer
Heating & Cooling
- Heating: Heat Pump,Propane
- ✓ Has Cooling
- Air Conditioning: Central Air,Electric,Other
- ✓ Has Heating
- Heating Fuel: Heat Pump
Fireplace & Spa
- Number of Fireplaces: 1
- Fireplace: Gas/Propane
- ✓ Has a Fireplace
Windows, Doors, Floors & Walls
- Flooring: Hardwood, Wood
Levels, Entrance, & Accessibility
- Stories: 1
- Number of Stories: 3
- Levels: One
- Accessibility: Accessible Elevator Installed
- ✓ Elevator
- Floors: Hardwood, Wood
View
- ✓ Has a View
- View: Marina, Water, River, Panoramic
Security
- Security: Main Entrance Lock, Fire Sprinkler System
Exterior Home Features
- Patio / Porch: Porch
- Other Structures: Above Grade, Below Grade
- Exterior: Balcony
- ✓ No Private Pool
Parking & Garage
- Number of Garage Spaces: 1
- Number of Covered Spaces: 1
- ✓ No Carport
- ✓ Has a Garage
- ✓ No Attached Garage
- Parking Spaces: 1
- Parking: Garage Faces Front,Garage Door Opener,Detached,Parking Lot
Pool
- Pool: Community
Frontage
- ✓ Waterfront
- ✓ On Waterfront
Water & Sewer
- Sewer: Public Sewer
- Water Body: Chester River
Farm & Range
- Frontage Length: Water Frontage Ft: 2000
Finished Area
- Finished Area (above surface): 1600 Square Feet
Year Built
- Year Built: 2009
- Year Renovated: 2025
Property Type / Style
- Property Type: Residential
- Property Subtype: Condominium
- Structure Type: Unit/Flat, Unit/Flat/Apartment, Garden 1 - 4 Floors
- Architecture: Unit/Flat,Unit/Flat/Apartment,Garden 1 - 4 Floors
Building
- Construction Materials: HardiPlank Type
- ✓ Not a New Construction
- ✓ Attached To Another Structure
- ✓ Has Additional Parcels
Property Information
- Condition: Excellent
- Parcel Number: 1507013256
- Additional Parcels Description: Map 44, Parcel 335, Lot 202 (condo), Lot 7 (garage), Lot B5 (boat slip)
Price
- List Price: $675,000
- Price Per Sqft: $422
Status Change & Dates
- Off Market Date: Thu May 07 2026
- Possession Timing: Close Of Escrow
Direction & Address
- City: CHESTERTOWN
- Community: Chester River Landing
School Information
- Elementary School District: Kent County Public Schools
- Jr High / Middle School District: Kent County Public Schools
- High School: Kent
- High School District: Kent County Public Schools
Listing Agent
- Listing ID: MDKE2005800
Building Area
- Building Area: 1600 Square Feet
Business Information
- Ownership: Condominium
Price History
| Date | Event | Price | Source |
|---|---|---|---|
| May 7, 2026 | Pending | $675,000 | Bright MLS #MDKE2005800 |
| Mar 25, 2026 | PriceChange | $675,000 | Bright MLS #MDKE2005800 |
| Feb 12, 2026 | Listed For Sale | $695,000 | Bright MLS #MDKE2005800 |
| Aug 10, 2020 | Sold | $560,000 | N/A |
| May 22, 2020 | Pending | $600,000 | Agent Provided |
| Mar 8, 2020 | Listed For Sale | $600,000 | Agent Provided |
| Sep 29, 2008 | Sold | $743,806 | N/A |