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105 N Water St # 2 photo 1
for saleNew — 1d on market
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$475,000

2beds
|
2baths
|
1,011sqft
|
1900built
105 N Water St # 2,Chestertown, MD 21620

Est.$3,123/moCustomize payment

What's special

Just listed

On the market for 1 day

$470/sqft

Price per square foot

Built in 1900

126 years old

Overview

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 tha...

Listing updated: June 25, 2026 at 10:01 PM

Listed by:

Missy A Aldave 410-409-5147, Northrop Realty, Co-Listing Agent: Megan Miller Minderlein 443-418-4272, Northrop Realty

Source: Bright MLS · MLS #MDKE2006680Bright MLS

Property details

Cost estimate

Est. monthly payment

$3,592/mo
Principal & interest
$2,490
Property tax
$483
Home insurance (est.)
$158
HOA fee
$460

Down payment

$95,00020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($95,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
Jun 25, 2026Listed for sale$475,000

Location

105 N Water St # 2, Chestertown, MD 21620

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

Nearby homes

$475,000

2 beds · 2 baths · 1,011 sqft

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 6/25/2026.