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118 Little Harbor Way, Unit 202, Chestertown, MD 21620

$695,000
  • 118 Little Harbor Way, Unit 202, Chestertown, MD 21620 Main Photo

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BEDS3 BATHS2 full SQUARE FEET1,600 MLS#MDKE2005800
STATUSACTIVE PROPERTY TYPEResidential - Condominium SUBDIVISIONCHESTER RIVER LANDING SCHOOLKent County Public Schools

Property 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.

118 Little Harbor Way, Unit 202 | MLS# MDKE2005800

This condo located at 118 Little Harbor Way, Unit 202, Chestertown, MD 21620 is currently listed for sale with an asking price of $695,000. This property was built in 2009 and has 3 bedrooms and 2 full baths with 1600 sq. ft. Little Harbor Way, Unit 202 is located in the CHESTER RIVER LANDING subdivision within the Kent County Public Schools school district. Search CHESTER RIVER LANDING real estate on www.jessehershteam.com today.

Property Features

Property Type: Residential - Condominium
Cooling: Central A/C
Fireplaces: 1
Fuel Type: Propane - Metered
Garage: 1
Heating: Heat Pump(s)
Home Style: Unit/Flat
Stories: 1.0
Taxes: $7,575
Year Built: 2009

Feature Descriptions

Accessibility: Elevator
Additional Structures: Above Grade, Below Grade
Appliances: Built-In Microwave, Dishwasher, Dryer, Exhaust Fan, Stove, Refrigerator, Washer, Water Heater - Tankless
Community Amenities: Boat Dock/Slip, Common Grounds, Elevator, Jog/Walk Path, Pool - Outdoor, Pier/Dock, Swimming Pool
Condo/Coop Fee: $675.96/Monthly
Exterior: HardiPlank Type
Fireplace: Gas/Propane
Flooring: Hardwood
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
Lake Name: Chester River
Location: River
Number of Rooms: 5
Parking Notes: 1 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Rooms: Bedroom 2,Bedroom 3,Bedroom 1,Bathroom 1,Bathroom 2
Sewer: Public Sewer
Special View Info: Marina, Water, River, Panoramic
SQFT Above Finished: 1600
SQFT Total Finished: 1600
Structure Type: Unit/Flat/Apartment
Total Garage/Parking Spaces: 1
Water: Public
Water Access: Canoe/Kayak, Fishing Allowed, Private Access, Personal Watercraft (PWC), Sail
Waterfront: Rip-Rap, Sandy Beach, Private Dock Site

Local Schools

High School: KENT
School District: Kent County Public Schools

Listed By / Shown By

Listed By

Agency Name: Benson & Mangold, LLC
Agency Phone: 4108226665

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Estimated Payment

$ 2,380.73 per month $1,546.77 Principal & Interest $631.25 Property Tax $202.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/04/2026. The listing information on this page last changed on 03/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/04/2026 12:00:05 AM EST) or Bright MLS (last updated Tue 03/03/2026 11:50:12 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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The Jesse Hersh Team
Jesse Hersh, Aimee Brossman, Tyler Mow 

215 S. Centerville Road, Lancaster, PA 17603
717-393-0100

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