105 N Water St #2, Chestertown, MD 21620
Local realty services provided by:Better Homes and Gardens Real Estate Murphy & Co.
Listed by: missy a aldave, megan miller minderlein
Office: northrop realty
MLS#:MDKE2006680
Source:BRIGHTMLS
Price summary
- Price:$475,000
- Price per sq. ft.:$469.83
About this home
Open House Friday July 3rd 4-6pm! Located on Water Street in the heart of Chestertown's premier waterfront historic district, this beautiful two-bedroom, two-bath condominium offers an exceptional opportunity to enjoy life along the banks of the Chester River. Set within an architecturally significant 1800s building that reflects the timeless character of this remarkable town, the residence combines historic charm, modern comfort, and an enviable waterfront location. Filled with character and warmth, the home features beautiful hardwood floors, soaring ceilings, tall windows, built-ins, and a wonderful period gas fireplace that creates a welcoming focal point in the spacious living room. Two generously sized bedrooms and two beautifully appointed tiled bathrooms provide comfort and style, while an in-unit washer and dryer add everyday convenience. Generous room sizes and abundant natural light enhance the home's inviting atmosphere throughout. The heart of the home is the expansive kitchen and great room at the rear of the residence, overlooking the river. Designed for gathering, entertaining, and everyday living, this impressive space features gorgeous cabinetry, stainless steel appliances, gas cooking, abundant counter space, a farmhouse sink, sunny windows, and plenty of room for dining as well as additional living space. Whether hosting friends, enjoying a quiet morning coffee, or unwinding at the end of the day, it's a room you'll find yourself gravitating toward again and again. Just off the great room, the private balcony overlooks the Chester River and offers sweeping water views in a peaceful waterfront setting. Direct water access and a dedicated boat slip make it easy to enjoy the area's iconic Chester River and everything that life on the water has to offer. Chestertown is steeped in maritime tradition and widely admired for its extraordinary collection of Federal, Georgian, and Victorian architecture. One of the Eastern Shore's most desirable destinations, residents enjoy boutique shopping, fine dining, waterfront attractions, cultural events, and a thriving arts scene. Perfectly positioned along the Chester River, this residence is a historic treasure, a waterfront retreat, and an opportunity to experience the very best of life in one of the Eastern Shore's most cherished communities....
Contact an agent
Home facts
- Year built:1900
- Subdivision & Development:WATER STREET
- Listing ID #:MDKE2006680
- Added:59 day(s) ago
- Updated:August 24, 2026 at 08:24 AM
Rooms and interior
- Bedrooms:2
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Ceramic Tile, Solid Hardwood
- Dining Description:Combination Kitchen/Dining
- Kitchen Description:Built-Ins, Dishwasher, Disposal, Icemaker, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Table Space, Microwave, Recessed Lighting, Refrigerator, Stove, Upgraded Countertops
- Bedroom Description:Entry Level Bedroom, Primary Bedroom
- Living area:1,011 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Metal
- Year built:1900
- Building area:1,011 sq. ft.
- Lot Features:Bulkheaded, Landscaping, Rear Yard, River
- Architectural Style:Federal
- Construction Materials:Brick, Wood Siding
- Exterior Features:Balcony, Exterior Lighting, Porch(es)
- Levels:1 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$475,000
- Price per sq. ft.:$469.83
- Tax amount:$5,799 (2025)
Features and amenities
- Laundry features:Dryer, Has Laundry, Washer
- Amenities:Built-Ins, Ceiling Fan(s), Double Hung Windows, Double Pane Windows, Recessed Lighting, Sprinkler System, Sprinkler System - Indoor, Window Treatments
Parking
- Parking description:On Street
New listings near 105 N Water St #2
- Coming Soon
$304,000Coming Soon3 beds 2 baths1,232 sq. ft.7464 Shortall St, CHESTERTOWN, MD 21620
MLS# MDKE2006988Listed by: CHESAPEAKE REAL ESTATE ASSOCIATES, LLC - Coming Soon
$263,000Coming Soon3 beds 2 baths1,140 sq. ft.115 Chester Arms Dr, CHESTERTOWN, MD 21620
MLS# MDKE2006958Listed by: SAMSON PROPERTIES - Coming Soon
$225,000Coming Soon4 beds 2 baths1,800 sq. ft.533 Round Top Rd, CHESTERTOWN, MD 21620
MLS# MDQA2018038Listed by: EXP REALTY, LLC - Coming Soon
$295,000Coming Soon3 beds 2 baths1,132 sq. ft.240 Round Top Rd, CHESTERTOWN, MD 21620
MLS# MDQA2018166Listed by: CLARK & CO REALTY, LLC - Coming Soon
$315,000Coming Soon3 beds 2 baths1,288 sq. ft.109 Parma Rd, CHESTERTOWN, MD 21620
MLS# MDQA2018184Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - New
$649,000Active4 beds 3 baths2,864 sq. ft.22400 Great Oak Landing Rd., CHESTERTOWN, MD 21620
MLS# MDKE2006946Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - New
$349,900Active3 beds 3 baths1,650 sq. ft.23208 Buck Neck Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006980Listed by: REAL BROKER, LLC - CHESTER
$259,900Pending3 beds 3 baths1,420 sq. ft.249 Island Lark Way, CHESTERTOWN, MD 21620
MLS# MDKE2006972Listed by: CROSS STREET REALTORS LLC- New
$524,900Active3 beds 3 baths2,076 sq. ft.1003 Twin Ct, CHESTERTOWN, MD 21620
MLS# MDKE2006974Listed by: CROSS STREET REALTORS LLC - New
$295,000Active1 beds 1 baths117 N Water St #3b, CHESTERTOWN, MD 21620
MLS# MDKE2006968Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY