For Sale
Condo for sale at 118 Little Harbor Way #202, Chestertown, MD 21620 | MLS# MDKE2005800 | Listing updated on 2026-04-03
Photo 1 of Condo for sale at 118 Little Harbor Way #202, Chestertown, MD 21620 | MLS# MDKE2005800 | Listing updated on 2026-04-03
Photo 2 of Condo for sale at 118 Little Harbor Way #202, Chestertown, MD 21620 | MLS# MDKE2005800 | Listing updated on 2026-04-03
Photo 3 of Condo for sale at 118 Little Harbor Way #202, Chestertown, MD 21620 | MLS# MDKE2005800 | Listing updated on 2026-04-03
Photo 4 of Condo for sale at 118 Little Harbor Way #202, Chestertown, MD 21620 | MLS# MDKE2005800 | Listing updated on 2026-04-03
53+
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Street View

$675,000

Monthly Est:$3,360

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,600sqft

118 Little Harbor Way #202, Chestertown, MD 21620

$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 w
hite 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    3

  • County

    Kent Md County

  • City

    Chestertown

  • 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 Ext Bldg Maint

Pool Pool

Common Area Common Area

Road Maintenance Road Maintenance

Insurance Insurance

Elevator Elevator

Snow Removal Snow Removal

Reserve Funds Reserve Funds

Walk path Walk path

deck deck

All Ground Fee All Ground Fee

Pier/Dock Maintenance Pier/Dock Maintenance

Common Area Maintenance Common Area Maintenance

Lawn 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

DateEventPrice

02/12/2026

Source: mls_logoBright MLS-NJ #MDKE2005800

Listed for Sale

$695,000 +2.96%

$434/sqft

02/12/2026

Source: mls_logoBright MLS-NJ #MDKE2005800

Price Increased

$675,000 +20.54%

$422/sqft

07/02/2020

Source: mls_logoBright MLS-NJ #MDKE116302

Sold

$560,000

$350/sqft

Nearby Homes

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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