117 Water St N #2a, Chestertown, MD 21620
Local realty services provided by:CENTURY 21 Gold
Listed by: liddy campbell
Office: ttr sotheby's international realty
MLS#:MDKE2006166
Source:BRIGHTMLS
Price summary
- Price:$375,000
- Price per sq. ft.:$476.49
About this home
117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects of the building. The Sellers salvaged much of the original moldings, doors and trim to be reused and repurposed throughout the spaces to instill its original character wherever possible. The waterfront offers a floating dock, a BBQ patio & picnic area, kayak and paddle board storage, and the building amenities include off street parking and extra storage space. Choose a unit for yourself and rent the rest of them to cover your payments OR invest and rent them all for a profit! The possibilities with this iconic Chestertown address are endless.
2A – Listed for $375,000: a two bedroom, one bath suite with 12+ foot ceilings, rooms flooded with light from the tall windows, and stunning Chester River views from every living space. The claw foot tub adds vintage whimsy to a space with modern updates throughout. BrightMLS: MDKE
1A – Listed for $685,000: three bedrooms and three bathrooms spanning two floors. A walkout lower level to the waterfront, a sweeping covered porch overlooking the Chester River, a four-season sunroom, and a spacious Primary Suite with a walk-in closet and en suite bath with double vanity and tile and glass shower. The modern kitchen offers ample storage, granite countertops, cork tile flooring, and stainless appliances. Two more bedrooms and two additional full baths round out the expansive offerings that are an incomparable setting for Downtown Chestertown waterfront! BrightMLS: MDKE2006162
1B – Listed $200,000: the most cozy setting! One bed one bath Garden Level apartment. Exposed bricks, original fireplace structural detailing, and water views and access directly outside the door. BrightMLS: MDKE2006164
2B - Listed for $350,000: a one bedroom, one bath with soaring ceilings, gleaming original hardwood floors, the largest bedroom in the building and the most square footage per unit above the main level. Water views from the living & dining room make this spot irresistible. BrightMLS: MDKE
ALL - Purchase one for your weekend pied-à-terre on the Shore! Or… invest in the whole package for $1,600,000! BrightMLS: MDKE2006158
*Condo Association will not allow for vacation/short term rentals (6+ month minimum leases); however, the viability of each space for long term tenancy promises to be lucrative....
Contact an agent
Home facts
- Year built:1885
- Subdivision & Development:NONE AVAILABLE
- Listing ID #:MDKE2006166
- Added:151 day(s) ago
- Updated:July 29, 2026 at 02:42 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:1
- Full bathrooms:1
- Rooms Total:3
- Flooring:Ceramic Tile, Concrete, Tile/Brick, Wood
- Bathrooms Description:Bathroom 1
- Kitchen Description:Water Heater - Tankless
- Basement:Yes
- Basement Description:Interior Access, Outside Entrance, Partially Finished, Rear Entrance, Walkout Level
- Living area:787 sq. ft.
Heating and cooling
- Cooling:Ductless/Mini-Split, Multi Units, Programmable Thermostat, Zoned
- Heating:Electric, Forced Air, Heat Pump(s), Programmable Thermostat
Structure and exterior
- Roof:Metal, Slate
- Year built:1885
- Building area:787 sq. ft.
- Lot Features:River
- Architectural Style:Colonial, Georgian
- Construction Materials:Brick, Combination, Vinyl Siding, Wood Siding
- Exterior Features:Patio(s)
- Foundation Description:Block, Brick/Mortar
- Levels:4 Story
Schools
- High school:KENT COUNTY
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$375,000
- Price per sq. ft.:$476.49
- Tax amount:$5,799 (2026)
Features and amenities
- Laundry features:Dryer, Washer
Parking
- Parking description:General Common Elements, Off Street, Parking Lot, Private, Shared Driveway
New listings near 117 Water St N #2a
- Coming Soon
$205,000Coming Soon3 beds 1 baths202 Pine St, CHESTERTOWN, MD 21620
MLS# MDKE2006888Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - New
$375,000Active4 beds 2 baths1,476 sq. ft.1010 Twin Ct, CHESTERTOWN, MD 21620
MLS# MDKE2006874Listed by: KEVIN DEY REALTY - New
$289,900Active2 beds 2 baths1,500 sq. ft.21146 Montana Ave, CHESTERTOWN, MD 21620
MLS# MDKE2006858Listed by: CROSS STREET REALTORS LLC - New
$380,000Active3 beds 2 baths3,292 sq. ft.8312 Broad Neck Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006854Listed by: PEARSON SMITH REALTY, LLC - New
$300,000Active0.1 Acres201 N Lynchburg St #lots 4, 5, 6 & 7, CHESTERTOWN, MD 21620
MLS# MDKE2006846Listed by: RE/MAX ASSOCIATES-HOCKESSIN - Open Sat, 11am to 1pmNew
$824,900Active5 beds 4 baths4,353 sq. ft.8999 Orchard Dr, CHESTERTOWN, MD 21620
MLS# MDKE2006786Listed by: COLDWELL BANKER CHESAPEAKE REAL ESTATE COMPANY - Open Sat, 11am to 1pmNew
$259,900Active3 beds 2 baths1,280 sq. ft.115 Metcalf Rd, CHESTERTOWN, MD 21620
MLS# MDKE2006826Listed by: REAL BROKER, LLC - CHESTER 
$240,000Active3 beds 1 baths1,140 sq. ft.107 Conley Dr, CHESTERTOWN, MD 21620
MLS# MDKE2006828Listed by: BENSON & MANGOLD, LLC- Coming Soon
$799,000Coming Soon3 beds 3 baths7828 Country Club Ln, CHESTERTOWN, MD 21620
MLS# MDKE2006736Listed by: CROSS STREET REALTORS LLC 
$349,000Active3 beds 2 baths1,792 sq. ft.123 Heath Rd, CHESTERTOWN, MD 21620
MLS# MDQA2017994Listed by: CHESAPEAKE REAL ESTATE ASSOCIATES, LLC
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.