$849,900
104 Little Harbor Way, Chestertown, MD, 21620
3
Beds
2½
Baths
1,980
Square feet
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.
Scheduled Open Houses
- Saturday, Nov 15th, 10:30am - 1:30pm
Listing Details
| Office | Gunther-McClary Real Estate |
|---|
Facts & Features
| MLS® # | MDKE2005894 |
|---|---|
| Price | $849,900 |
| Bedrooms | 3 |
| Bathrooms | 2.50 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 1,980 |
| Acres | 0.00 |
| Type | Residential |
| Sub-Type | Condo, Twin/Semi-Detached |
| Style | Coastal, Colonial |
| Status | Active |
Community Information
| Address | 104 Little Harbor Way |
|---|---|
| Subdivision | CHESTER RIVER LANDING |
| City | Chestertown |
| County | KENT-MD |
| State | MD |
| Municipality | Chestertown |
| Zip Code | 21620 |
| Senior Community | No |
Amenities
| Amenities | Master Bath(s), Recessed Lighting, Walk-in Closet(s), Sprinkler System, Tub Shower, Bathroom - Walk-In Shower |
|---|---|
| Parking | Brick Driveway, Private |
| View | Courtyard, River |
| Is Waterfront | No |
| Has Pool | Yes |
| HOA Amenities | Beach, Boat Slip, Pier/Dock, Pool-Outdoor, Party Room, Jog/walk Path, Common Grounds |
Interior
| Interior Features | Floor Plan-Open |
|---|---|
| Appliances | Dishwasher, Disposal, Exhaust Fan, Microwave, Oven/Range-Gas, Refrigerator, Washer, Dryer, Water Heater |
| Heating | Forced Air, Heat Pump - Gas BackUp |
| Cooling | Central A/C |
| Has Basement | No |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Gas/Propane |
| # of Stories | 2 |
| Stories | 2 Story |
Exterior
| Exterior | HardiPlank, Brick and Siding, Combination |
|---|---|
| Exterior Features | Extensive Hardscape, Exterior Lighting, Gutter System, Secure Storage, Sidewalks, Play Area, Other, Balcony, Deck(s), Porch(es), Private Beach |
| Roof | Architectural Shingle |
| Foundation | Crawl Space, Block |
| Other Structures | Garage(s) |
School Information
| District | KENT COUNTY PUBLIC SCHOOLS |
|---|
Additional Information
| Date Listed | November 10th, 2025 |
|---|---|
| Days on Market | 5 |
| Zoning | IM |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |