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Berkshire Hathaway HomeServices Homesale Realty

+18003833535

104 Little Harbor Way, Chestertown, MD 21620Asking Price of: $849,900

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Primary property photo for 104 Little Harbor Way
**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.
Scannable QR Code Link for 104 Little Harbor Way property details

Photos for 104 Little Harbor Way, Chestertown, MD 21620

+18003833535

Scannable QR Code Link for 104 Little Harbor Way property details

Details for 104 Little Harbor Way, Chestertown, MD 21620

+18003833535

Property Details

  • Address: 104 Little Harbor Way, Chestertown, MD 21620
  • Bedrooms: 3
  • Bathrooms: 2 full1 partial
  • Size: 1,980 square feet
  • Type: Coastal,Colonial
  • Subdivision: CHESTER RIVER LANDING
  • Area: Chestertown
  • School District: KENT COUNTY PUBLIC SCHOOLS
  • MLS ID: MDKE2005894
  • Status: ACTIVE

Property School Information

  • School District: KENT COUNTY PUBLIC SCHOOLS

Property Room Information

  • Family Room: 13 x 19 Level: Main
  • Dining Room: 9 x 19 Level: Main
  • Kitchen: 13 x 19 Level: Main
  • Primary Bedroom: 13 x 19 Level: Upper 1
  • Bedroom 2: 13 x 11 Level: Upper 1
  • Bedroom 3: 9 x 15 Level: Upper 1
  • Laundry: 5 x 6 Level: Upper 1

Property Features

  • Taxes: $2,351
  • Roof Type: Architectural Shingle
  • Exterior: HardiPlank Type,Brick,Stick Built,Combination
  • Parking Notes: 2 Total Parking Spaces
  • Special View Info: Courtyard,River
  • Heating: Forced Air,Heat Pump - Gas BackUp
  • Fuel Type: Electric,Propane - Metered
  • Cooling: Central A/C
  • Fireplaces: 1
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 2.0
  • Municipality: Chestertown
  • Condo/Coop Fee: $636.00/Monthly
  • Additional Structures: Above Grade,Below Grade
  • Location Description: River
  • Structure Type: Twin/Semi-Detached
  • Total Garage/Parking Spaces: 2
  • Parking Features: Brick Driveway,Private
  • Pet Restrictions: No Pet Restrictions
  • Appliances: Dishwasher,Disposal,Exhaust Fan,Microwave,Oven/Range - Gas,Refrigerator,Washer,Dryer,Water Heater
  • Rooms: Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Kitchen,Family Room,Laundry
  • Lake Name: Chester River
  • Community Amenities: Beach,Boat Dock/Slip,Pier/Dock,Pool - Outdoor,Party Room,Jog/Walk Path,Common Grounds
  • SQFT Total Finished: 1980
  • SQFT Above Finished: 1980
  • Exterior: Extensive Hardscape,Exterior Lighting,Gutter System,Secure Storage,Sidewalks,Private Beach,Play Area,Other
  • Interior: 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
  • Fireplace: Gas/Propane
  • Flooring: Luxury Vinyl Plank,Carpet
  • Water Access: Public Beach,Swimming Allowed,Canoe/Kayak,Fishing Allowed,Boat - Powered,Personal Watercraft (PWC),Sail,Waterski/Wakeboard
  • Electric Description: 200+ Amp Service




Property information as of Friday, April 17, 2026 at 10:54 PM America/New_York
Scannable QR Code Link for 104 Little Harbor Way property details

Contact information for 104 Little Harbor Way, Chestertown, MD 21620

+18003833535

Listed By

Agency Name: Gunther-McClary Real Estate
Agency Phone: 4102752118

Shown By

Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Agency Phone: +18003833535