Welcome to this beautifully designed 2,231 sq ft home in Chester River Landing, offering modern comfort, timeless style, and flexible living options. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the great room, with gas fireplace ,to the gourmet kitchen and dining areaperfect for entertaining. Upstairs, the primary suite features a spa-like bath, walk-in closets, and doors to the private waterfront deck. Two additional bedrooms share a full bath. the upstairs is complemented by a convenient second-floor laundry. Enjoy broad water views and breathtaking sunrises over the Chester River. The covered porch and expansive windows create a seamless connection to the outdoors, enhancing the waterfront lifestyle of this sought-after 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! Nestled in the sought-after Chester River Landing community, 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.
Source: School Digger
Source: Public Records
Source: Sperling's Best Places
23/100
Walk Score ®
48/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 7/100, Transit Score: 0/100, Bike Score: 34/100.
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Source: Realty.com
LITTLE HARBOR WAY 1, CHESTERTOWN, MD 21620 is a 2,231 sq. ft. condo listed for sale with 3 bedrooms and 3 bathrooms. Realty.com has 25 photos of this condominium, listed at $1,459,000. View sales and tax history of condos, use our mortgage calculator and more on Realty.com
Realty.com has 25 photos of LITTLE HARBOR WAY 1.
The full address for this home is LITTLE HARBOR WAY 1, CHESTERTOWN, MD 21620.
LITTLE HARBOR WAY 1 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 LITTLE HARBOR WAY 1. 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:
John Burke
(tel: 443-206-3727)
(#101263)
This content last refreshed on 2025-11-23 15:02:21. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of LITTLE HARBOR WAY 1, CHESTERTOWN, MD 21620 : MLS# MDKE2005768
