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Street View
$675,000
Monthly Est:$3,360
3 Beds
- 2 Baths
2 full baths
1,600sqft
118 Little Harbor Way #202, Chestertown, MD 21620
$675,000
$3,360/moEst:
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Condominium
Built in 2009
$676/mo HOA
-- sqft lot
$422/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, 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.
- Houzeo last checked: 12 hours ago
- Listing updated: April 3, 2026 at 3:36 pm
- Listing Provided by: Kaitlyn Cole Collins (410) 490-9157 | Benson & Mangold, LLC (410) 822-6665
- Source: Bright MLS-NJ | MLS#: MDKE2005800

Property Details
Status
Active
Type
Condominium
No. of Stories
3
County
City
Neighborhood
--
Year Built
2009
HOA Fees
$676/mo
Finished Area
1,600 sqft
Lot Size
-- sqft lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDKE2005800
MLS Status
ACTIVE-BRIGHT
Days on Market
51

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Location
HOA Management
N/A
HOA Fees
$675.96/ Monthly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Ext Bldg Maint
Pool
Common Area
Road Maintenance
Insurance
Elevator
Snow Removal
Reserve Funds
Walk path
deck
All Ground Fee
Pier/Dock Maintenance
Common Area Maintenance
Lawn Maintenance
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Heating
Heat Pump(s)
Appliances
Built In Microwave, Dishwasher, Dryer, Exhaust Fan, Stove, Refrigerator, Washer, Water Heater Tankless
Interior Features
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
Cooling
Central A/c
Flooring
Hardwood
Sewer
Public Sewer
Construction
Year Built
Year Built: 2009
Home type
Condominium
Property Condition
Excellent
Construction Materials
Hardi Plank Type
Architectural Style
Unit/flat
Utilities & Energy
Water Source
Public
Security Features
Main Entrance Lock, Sprinkler System Indoor
Association Amenities
Boat Dock/slip, Common Grounds, Elevator, Jog/walk Path, Pool Outdoor, Pier/dock, Swimming Pool
Fireplace Features
Gas/propane
Other Features
Subdivision Name
Chester River Landing
Patio And Porch Features
Balcony, Porch
Price History
| Date | Event | Price |
|---|---|---|
02/12/2026 Source: | Listed for Sale | $695,000 +2.96% $434/sqft |
02/12/2026 Source: | Price Increased | $675,000 +20.54% $422/sqft |
07/02/2020 Source: | Sold | $560,000 $350/sqft |
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Based on information from Bright MLS through Nov 02, 2026, 02:00PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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