104 Little Harbor Way, Chestertown, MD 21620-4724 $849,900

Open House: Sat, Nov 15, 10:30AM-1:30PM
Beds/Baths: 3/2.1
Interior Sq. Ft: 1,980
Acreage:
Age:2025 years
Style:
Coastal, Colonial
MLS#: MDKE2005894
Subdivision: Chester River Landing
Design/Type:
Twin/Semi-Detached

Description

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.

Primary Bed: 13 X 19 - Upper 1
Bedroom 2: 13 X 11 - Upper 1
Bedroom 3: 9 X 15 - Upper 1
Laundry: 5 X 6 - Upper 1
Family Room: 13 X 19 - Main
Dining Room: 9 X 19 - Main
Kitchen: 13 X 19 - Main

Taxes: $2,351
Home Assoc: No
Condo Assoc: $636/Monthly
Garage: N
Basement: N
Pool: Yes - Community
School Dist: Kent County Public Schools

Features

Water
Water Oriented: Yes; Water Front: No; Water Access: Yes; Water Body Name: Chester River; Water Body Type: River; Types of Use: Public Beach, Swimming Allowed, Canoe/Kayak, Fishing Allowed, Boat - Powered, Personal Watercraft (PWC), Sail, Waterski/Wakeboard; # of Docks: 5+; Dock Type: Floating, Material - Composite, Multiple Slip, Private; # of Slips: 0; Mean Low Water: 3; Navigable: Yes;

Utilities
Forced Air Heating, Heat Pump - Gas BackUp, Electric, Propane - Metered, Central A/C, Electric, Hot Water - 60+ Gallon Tank, Hot Water - Electric, Public Water, Public Sewer, 200+ Amp Service, Has Laundry, Upper Floor Laundry

Garage/Parking
Driveway, Private Parking

Interior
Combination Kitchen/Dining, Combination Kitchen/Living, Family Room Off Kitchen, Floor Plan - Open, Carpet Flooring, Luxury Vinyl Plank Flooring, Gas/Propane Fireplace, Dry Wall

Exterior
Block Foundation, Crawl Space Foundation, Architectural Shingle Roof, Brick Exterior, Combination Exterior, HardiPlank Type, Stick Built Exterior, Balcony, Deck(s), Porch(es), Extensive Hardscape, Exterior Lighting, Private Beach, Secure Storage, Sidewalks, Gutter System, Fenced Pool, Filtered Pool, In Ground Pool

Lot
River, Courtyard View, River View

Select a school from the following list. Schools are grouped by school type.
The schools on this list are selected by their proximity of up to 5 miles to the property address. Proximity does not guarantee enrollment eligibility. Please contact the school directly for more information on enrollment requirements.
* If there are more than 5 schools of any type within a close proximity, click on the button to see additional schools of that type near the search address.

Public Elementary (1 schools)

School District Grades Place Distance
H. H. Garnett Elementary Kent County Public Schools Preschool–5 Chestertown 0.98 mi

Public Middle (1 schools)

School District Grades Place Distance
Kent County Middle School Kent County Public Schools 6–8 Chestertown 1.35 mi

Private (4 schools)

School Grades Place Distance
Chester River Adventist School Seventh-Day Adventist 1–8 Chestertown 1.02 mi
Radcliffe Creek School Nonsectarian K–8 Chestertown 1.69 mi
Chestertown Christian Academy Baptist Preschool–12 Chestertown 1.75 mi
Kent School Nonsectarian Preschool–8 Chestertown 2.54 mi

© 2025 LiveBy. All Rights Reserved.

This report is a detailed community overview for Chestertown (21620), Maryland.

Community Quick Facts

  • Average travel time to work for people in this community: 25
  • Average salary of people in this community: $45,273

Community Summary

  • Population Density (ppl / mile): 96
  • Household Size (ppl): 2.23
  • Households w/ Children: 37%

Housing Inventory

  • Owned: 3,311 (53.4%)
  • Rented: 1,775 (28.6%)
  • Vacant: 1,110 (17.9%)
  • Total: 6,196

Population Demographics

The population of the community broken down by age group. The numbers at the top of each bar indicate the number of people in the age bracket below.

Total: 12,850
Households: 5,086
Median Age: 44.00

Climate and Weather

The Temperature chart displays average high and low values for January and July, and is designed to provide an indication of both seasonal and daily temperature variability. The Weather Risk Index indicates the calculated risk of each type of weather event occurring in the future. This risk is based on historical localized storm events and weather patterns. The national average for each type of weather event equals a score of 100, so a score of 200 would represent twice the risk as the national average, and a score of 50 would represent half the risk of the national average.

Temperature

Education

Highest Level of Education Attained

  • Less than 9th Grade: 4.6%
  • Some High School: 6.1%
  • High School Graduate: 28.4%
  • Some College: 16.5%
  • Associate Degree: 5.8%
  • Bachelor's Degree: 19.2%
  • Graduate Degree: 19.4%

Income by dollar range

Median Income: $63,806

Fair Market Rents

The Fair Market Rents show average gross rent estimates based on figures provided by the U.S. Department of Housing and Urban Development (HUD).

  • One Bedroom: $578
  • Two Bedroom: $897
  • Three Bedroom: $1,260

© 2025 LiveBy. All Rights Reserved.

Contact Information

Listing Courtesy of: Gunther-McClary Real Estate

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Patterson-Schwartz Real Estate participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information Deemed Reliable But Not Guaranteed.
Copyright BRIGHT, All Rights Reserved
Listing data as of 11/11/2025.

104 Little Harbor Way, Chestertown, MD 21620-4724

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Broker Compensation

An offer of broker compensation or seller concession is not a guarantee. All compensation offers and concessions are negotiable and subject to written agreement between the parties. Please consult with your real estate agent for more information.