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Condo for sale at 104 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005894 | Listing updated on 2026-02-10
Photo 1 of Condo for sale at 104 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005894 | Listing updated on 2026-02-10
Photo 2 of Condo for sale at 104 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005894 | Listing updated on 2026-02-10
Photo 3 of Condo for sale at 104 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005894 | Listing updated on 2026-02-10
Photo 4 of Condo for sale at 104 Little Harbor Way, Chestertown, MD 21620 | MLS# MDKE2005894 | Listing updated on 2026-02-10
18+
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Street View

$849,900

Monthly Est:$4,230

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon1,980sqft

104 Little Harbor Way, Chestertown, MD 21620

$4,230/moEst:

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  • Condominium

  • Built in -

  • $636/mo HOA

  • -- sqft lot

  • $429/sq.ft

Description

**To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails.
Enjoy the waterfront lifestyle of the sought-after Chester River Landing community.
Deep water boat slips are available for lease or purchase. The community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.

  • Houzeo last checked: 12 hours ago
  • Listing updated: February 10, 2026 at 8:02 pm
  • Listing Provided by: Julia Hilfiker (443) 480-6770 , John J Burke (443) 206-3727 | Gunther-McClary Real Estate (410) 275-2118
  • Source: Bright MLS-NJ | MLS#: MDKE2005894 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Condominium

  • No. of Stories

    -

  • County

    Kent Md County

  • City

    Chestertown

  • Neighborhood

    --

  • Year Built

    -

  • HOA Fees

    $636/mo

  • Finished Area

    1,980 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDKE2005894

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    93

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Location

HOA Management

Chester River Landing

HOA Fees

$636/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Common Area Common Area

Snow Removal Snow Removal

Pool Pool

Road Maintenance Road Maintenance

Club House Club House

deck deck

Walk path Walk path

Beach Beach

Common Area Maintenance Common Area Maintenance

Lawn Maintenance Lawn Maintenance

Pier/Dock Maintenance Pier/Dock 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: 3

Interior

  • Exterior Features

    Extensive Hardscape, Exterior Lighting, Gutter System, Secure Storage, Sidewalks, Private Beach, Play Area, Other

  • Heating

    Forced Air, Heat Pump Gas Back Up

  • Flooring

    Luxury Vinyl Plank, Carpet

  • Cooling

    Central A/c

  • Interior Features

    Combination Kitchen/dining, Combination Kitchen/living, Family Room Off Kitchen, Floor Plan Open, Kitchen Gourmet, Kitchen Island, Primary Bath(s), Recessed Lighting, Walk In Closet(s), Sprinkler System, Bathroom Tub Shower, Bathroom Walk In Shower, Combination Dining/living, Dining Area

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Disposal, Exhaust Fan, Microwave, Oven/range Gas, Refrigerator, Washer, Dryer, Water Heater

Construction

  • Year Built

    -

  • Home type

    Condominium

  • Foundation Details

    Crawl Space, Block

  • Property Condition

    Excellent

  • Roof

    Architectural Shingle

  • Architectural Style

    Coastal, Colonial

  • Construction Materials

    Hardi Plank Type, Brick, Stick Built, Combination

Utilities & Energy

  • Fireplace Features

    Gas/propane

  • Water Source

    Public

  • Parking Features

    Brick Driveway, Private

  • Association Amenities

    Beach, Boat Dock/slip, Pier/dock, Pool Outdoor, Party Room, Jog/walk Path, Common Grounds

  • Electric

    200+ Amp Service

Other Features

  • Patio And Porch Features

    Balcony, Deck, Porch

  • Subdivision Name

    Chester River Landing

Price History

DateEventPrice

11/10/2025

Source: mls_logoBright MLS-NJ #MDKE2005894

Listed for Sale

$849,900

$429/sqft

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. 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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