Map location of 106 LANDING LANE, CHESTERTOWN, MD 21620
$799,900
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106 Landing Lane, Chestertown, MD 21620

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3 Beds
4 Baths
2,092 Sq Ft

Welcome to this beautifully designed 2,092 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 3.5 baths. Inside, an open-concept main level connects the great room, gourmet kitchen, and dining areaperfect for entertaining. There's also a private study, which could be used as additional space for guests. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and sliding doors to the second floor balcony. There are two additional bedrooms, each with their own full bathroom. the upstairs is complemented by a convenient second-floor laundry. This home is designed with future needs in mind, offering the option of aresidential elevatorfor effortless access to all levels. 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.

Listing By: Julia Hilfiker - Gunther-McClary Real Estate mdbmls-r Realty.com
  • MLS# MDKE2005892
  • Date Listed11/10/2025
  • Days on Realty 16 Days
  • Bedrooms 3
  • Bathrooms 3 Full baths, 1 Half baths
  • Lot Size -
  • Sewer Public Sewer
  • Subdivision CHESTER RIVER LANDING
  • Property Type Condominium
  • County KENT
  • Water Public
  • Square Feet 2,092 sq. ft
  • Price Per Sq. Ft $382.36

Interior Features

  • Appliances Gas Range, Gas Oven, Electric Water Heater, Dishwasher, Disposal, Exhaust Fan, Microwave, Water Heater, Washer, Dryer
  • Flooring Carpet, Vinyl
  • Cooling Central Air, Electric
  • Heating Exhaust Fan, Electric, Propane, Forced Air, Heat Pump

Exterior / Lot Features

  • Exterior Balcony, Lighting, Rain Gutters, Storage
  • Roof Metal, Shingle
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features -

Directions

Exit Chestertown Historic District on S Cross St. Continue on S Cross Street past Hodson Boathouse and over small bridge. Once past the bridge make a left turn at Chester River Landing entrance.

Financial Considerations

  • Tax Amount $1,567
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

H. H. Garnett Elementary School

Public • PK - 5 • Serves this home

1.08 mi

Distance

Rock Hall Elementary School

Public • PK - 5

14.49 mi

Distance

Galena Elementary School

Public • PK - 5

19.37 mi

Distance

Kent County Middle School

Public • 6 - 8 • Serves this home

2.22 mi

Distance

Kent County High School

Public • 9 - 12 • Serves this home

9.23 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in MD / 21620

Source: Walkscore

23/100

Car-Dependent

Walk Score ®

48/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 34/100.

Points of Interest near 106 LANDING LANE, CHESTERTOWN, MD 21620

Frequently Asked Questions for 106 LANDING LANE

Source: Realty.com

106 LANDING LANE, CHESTERTOWN, MD 21620 is a 2,092 sq. ft. condo listed for sale with 3 bedrooms and 4 bathrooms. Realty.com has 23 photos of this condominium, listed at $799,900. View sales and tax history of condos, use our mortgage calculator and more on Realty.com

Realty.com has 23 photos of 106 LANDING LANE.

The full address for this home is 106 LANDING LANE, CHESTERTOWN, MD 21620.

106 LANDING LANE has been listed on Realty.com since Mon November 10, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 34/100.

There are 3 schools assigned to this home. Check out the schools near 106 LANDING LANE. H. H. Garnett Elementary School (Grades: PK - 5), Kent County Middle School (Grades: 6 - 8), Kent County High School (Grades: 9 - 12)

Listing provided courtesy of: Gunther-mcclary Real Estate (tel: 410-275-2118)
Listing agent: Julia Hilfiker (tel: 443-480-6770) (#3353147)

This content last refreshed on 2025-11-26 23:04:07. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 106 LANDING LANE, CHESTERTOWN, MD 21620 : MLS# MDKE2005892

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