206 S Water St Chestertown, MD 21620
Estimated payment $4,174/month
Total Views
17,444
4
Beds
3.5
Baths
2,008
Sq Ft
$323
Price per Sq Ft
Highlights
- Marina View
- Coastal Architecture
- Hydromassage or Jetted Bathtub
- Water Oriented
- Main Floor Bedroom
- 2-minute walk to Wilmer Park
About This Home
Four Baths! LOTS of storage in this nearly new construction! See tall ships sailing the Chester River from your front porch and live in the heart of Chestertown's thriving Historic District! This historic home located at Chestertown Marina has seen extensive remodel as recently as 2021. The first floor bedroom suite addition has a full bath, a sitting room, a walk-in closet, and a separate entrance. It's also perfectly positioned to be used as an extension of the first floor space when you are not housing guests. Live in the heart of it all & enjoy being just steps from the waterfront and all Chestertown has to offer including the quiet & calm of day to day life with a splash of occasional spice from Festivals like Tea Party in May, and Downrigging in November! This desirable Water Street address provides premium access to coffee shops, bakeries, farmer's market, festival events, music, art district, rail-trail, restaurants, shops, live theater, and more. Walk everywhere! And when you come home with your Saturday Farmer's Market goodies, enjoy cooking on gorgeous Heartland appliances that compliment the hand crafted free-standing cabinetry in the kitchen. A first floor guest suite added by local builder Jay Yerkes includes a sitting room connected to the house via a mudroom/porch. Above the mudroom is a second story deck that was built to hold a hot tub* (with double 2x8 joists according to the owner!) This private water-view deck leads to a walk-in attic which was also built to support future finished space.* Anderson composite dual pane windows custom fitted with planation shutters were installed throughout the home- all are easy to open & energy efficient. The mudroom is fully insulated to allow open doors between the house and the rooms of the guest suite or lock the doors for complete separation & versatility. This home is adaptable to many ways of living! With bedrooms on every floor to be used as you like, the 3rd floor waterview suite with a full bath & a walk-in closet could just as easily be a den or a bunk room. The lawn next-door is under separate ownership & is not part of this sale. *Buyer to verify feasibility of any expansion plans. Centrally located for travel, your choice of BWI or Philadelphia International airports are just 90 minutes away. Explore the possibilities at 206 S Water St and imagine yourself here. It's a special place to live!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,755
Year Built
- Built in 1900 | Remodeled in 2021
Lot Details
- 1,888 Sq Ft Lot
- Downtown Location
- Southeast Facing Home
- Property is in excellent condition
- Property is zoned R-5
Property Views
- Marina
- River
Home Design
- Coastal Architecture
- Cottage
- Block Foundation
- Frame Construction
- Architectural Shingle Roof
Interior Spaces
- 2,008 Sq Ft Home
- Property has 3 Levels
- Double Pane Windows
- Casement Windows
- Window Screens
- Mud Room
- Living Room
- Attic
Kitchen
- Electric Oven or Range
- Dishwasher
Bedrooms and Bathrooms
- In-Law or Guest Suite
- Hydromassage or Jetted Bathtub
- Walk-in Shower
Laundry
- Dryer
- Washer
Parking
- Free Parking
- On-Street Parking
Eco-Friendly Details
- Energy-Efficient Windows
Outdoor Features
- Water Oriented
- River Nearby
Utilities
- Zoned Cooling
- Ductless Heating Or Cooling System
- Heat Pump System
- Heating System Powered By Leased Propane
- 200+ Amp Service
- Electric Water Heater
Community Details
- No Home Owners Association
- Chestertown Historic District Subdivision
Listing and Financial Details
- Assessor Parcel Number 1504004965
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,114 | $518,600 | $174,600 | $344,000 |
| 2024 | $7,729 | $494,800 | $0 | $0 |
| 2023 | $7,361 | $471,000 | $0 | $0 |
| 2022 | $6,964 | $447,200 | $174,600 | $272,600 |
| 2021 | $4,869 | $447,200 | $174,600 | $272,600 |
| 2020 | $4,869 | $310,700 | $0 | $0 |
| 2019 | $4,834 | $309,100 | $174,600 | $134,500 |
| 2018 | $4,803 | $309,100 | $174,600 | $134,500 |
| 2017 | $4,649 | $309,100 | $0 | $0 |
| 2016 | -- | $311,800 | $0 | $0 |
| 2015 | $5,246 | $311,800 | $0 | $0 |
| 2014 | $5,246 | $311,800 | $0 | $0 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/27/2025 07/27/25 | Price Changed | $648,750 | -7.2% | $323 / Sq Ft |
| 07/10/2025 07/10/25 | For Sale | $699,000 | +118.4% | $348 / Sq Ft |
| 02/04/2016 02/04/16 | Sold | $320,000 | -8.6% | $243 / Sq Ft |
| 11/23/2015 11/23/15 | Pending | -- | -- | -- |
| 09/16/2015 09/16/15 | Price Changed | $350,000 | -11.4% | $266 / Sq Ft |
| 08/09/2015 08/09/15 | For Sale | $395,000 | -- | $300 / Sq Ft |
Source: Bright MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $320,000 | Attorney | |
| Deed | $450,000 | -- | |
| Deed | $450,000 | -- | |
| Deed | $150,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $326,880 | VA | |
| Previous Owner | $360,000 | Purchase Money Mortgage | |
| Previous Owner | $360,000 | Purchase Money Mortgage |
Source: Public Records
Similar Homes in Chestertown, MD
Source: Bright MLS
MLS Number: MDKE2005362
APN: 04-004965
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