322 S 2nd St Denton, MD 21629
Denton AreaEstimated payment $9,899/month
Total Views
27,845
5
Beds
4.5
Baths
4,853
Sq Ft
$319
Price per Sq Ft
Highlights
- 268 Feet of Waterfront
- 2 Dock Slips
- Spa
- Primary bedroom faces the bay
- Pier
- Fishing Allowed
About This Home
Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built in 2006 and extensively renovated in 2016, this 5-bed, 4.5-bath home has been meticulously maintained — nothing to do but move in.
Two private primary suites on the main level each offer a serene river view retreat, ideal for multi-generational living or hosting guests in style. Three additional bedrooms upstairs provide room to spread out. Soaring 9-ft ceilings, hardwood floors with a dark walnut finish, maple paneling, and a custom Hagerstown Kitchens kitchen set the tone for quality throughout. Entertain on the brand-new Trex deck (2025) or unwind on the screened porch with spectacular western sunsets — and those views are yours forever. The land across the river is a protected Resource Conservation Area.
All major systems are in excellent condition and maintained on yearly service contracts: three Carrier variable-speed HVAC units, dual Rinnai tankless water heaters, closed-cell foam insulation, and Hardie Board siding.
The private dock features 8 ft MLW, a boat lift, and dedicated kayak dock with water, 240V power, and security cameras — accessed via hand-laid stone steps. Ospreys, Eagles, Herons, and Owls are regular visitors.
A dedicated wellness room with river view includes a voice-command sauna, cold plunge, full shower, and workout space. The 3-bay epoxy-floored garage with LED lighting offers abundant storage for all your gear.
A short walk to historic downtown Denton — an Eastern Shore best-kept secret with Eden Town Brewery, award-winning Caroline's Restaurant, Clayton Farms, and Shore Gourmet and the Chesapeake Culinary Center. Easton, St. Michaels, and Oxford are less than 30 minutes away, while Annapolis, Ocean City, Rehoboth Beach, Assateague, and Chincoteague are all within roughly an hour. You're already in the heart of it all.
Listing Agent
(410) 263-8686 khylah.settle@cbmove.com Coldwell Banker Realty Brokerage Phone: 4102638686 License #644596 Listed on: 05/26/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $16,148
Year Built
- Built in 2006 | Remodeled in 2016
Lot Details
- 2.44 Acre Lot
- 268 Feet of Waterfront
- Home fronts navigable water
- Extensive Hardscape
- Private Lot
- Premium Lot
- Level Lot
- Property is in excellent condition
- Property is zoned SR
Parking
- 3 Car Direct Access Garage
- Front Facing Garage
- Side Facing Garage
- Garage Door Opener
- Circular Driveway
Property Views
- River
- Scenic Vista
- Park or Greenbelt
Home Design
- Colonial Architecture
- Coastal Architecture
- Architectural Shingle Roof
- HardiePlank Type
Interior Spaces
- 4,853 Sq Ft Home
- Property has 3 Levels
- Open Floorplan
- Crown Molding
- Ceiling Fan
- Recessed Lighting
- Family Room Off Kitchen
- Formal Dining Room
- Sauna
- Crawl Space
- Attic
Kitchen
- Gourmet Kitchen
- Butlers Pantry
- Gas Oven or Range
- Six Burner Stove
- Range Hood
- Built-In Microwave
- Extra Refrigerator or Freezer
- Ice Maker
- Dishwasher
- Kitchen Island
- Disposal
Flooring
- Wood
- Carpet
Bedrooms and Bathrooms
- Primary bedroom faces the bay
- Soaking Tub
Laundry
- Laundry on main level
- Front Loading Dryer
- Front Loading Washer
Home Security
- Monitored
- Exterior Cameras
- Motion Detectors
Accessible Home Design
- Roll-in Shower
- Grab Bars
- Level Entry For Accessibility
Eco-Friendly Details
- Energy-Efficient Appliances
Outdoor Features
- Spa
- Pier
- Access to Tidal Water
- Canoe or Kayak Water Access
- Private Water Access
- River Nearby
- Personal Watercraft
- Waterski or Wakeboard
- Sail
- Swimming Allowed
- Electric Hoist or Boat Lift
- 2 Dock Slips
- Physical Dock Slip Conveys
- Dock made with Treated Lumber
- Stream or River on Lot
- Powered Boats Permitted
- Exterior Lighting
- Rain Gutters
Utilities
- Cooling Available
- Heat Pump System
- Vented Exhaust Fan
- Tankless Water Heater
- Propane Water Heater
Listing and Financial Details
- Assessor Parcel Number 0603021041
Community Details
Overview
- No Home Owners Association
- Downtown Denton Subdivision
Recreation
- Fishing Allowed
Map
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $11,049 | $986,367 | $0 | $0 |
| 2025 | $11,049 | $954,400 | $281,700 | $672,700 |
| 2024 | $10,743 | $826,567 | $0 | $0 |
| 2023 | $10,452 | $698,733 | $0 | $0 |
| 2022 | $10,116 | $570,900 | $206,000 | $364,900 |
| 2021 | $10,202 | $568,533 | $0 | $0 |
| 2020 | $10,202 | $566,167 | $0 | $0 |
| 2019 | $10,160 | $563,800 | $206,400 | $357,400 |
| 2018 | $10,103 | $563,800 | $206,400 | $357,400 |
| 2017 | $9,991 | $563,800 | $0 | $0 |
| 2016 | -- | $599,800 | $0 | $0 |
| 2015 | -- | $599,800 | $0 | $0 |
| 2014 | -- | $599,800 | $0 | $0 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/03/2026 08/03/26 | Pending | -- | -- | -- | |
| 05/26/2026 05/26/26 | For Sale | $1,550,000 | +174.3% | $319 / Sq Ft | |
| 05/16/2016 05/16/16 | Sold | $565,000 | 0.0% | $134 / Sq Ft | View Prior Sale |
| 04/14/2016 04/14/16 | Pending | -- | -- | -- | |
| 04/13/2016 04/13/16 | Off Market | $565,000 | -- | -- | |
| 03/18/2016 03/18/16 | For Sale | $599,000 | -- | $142 / Sq Ft |
Source: Bright MLS
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $565,000 | Attorney | |
| Deed | -- | -- | |
| Interfamily Deed Transfer | -- | None Available | |
| Deed | -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $400,000 | New Conventional | |
| Previous Owner | $320,300 | Stand Alone Second | |
| Previous Owner | $321,000 | New Conventional |
Source: Public Records
About the Listing Agent
Liz Coleman Osborn grew up in Annapolis where her parents bought and sold property throughout the area. As a Navy wife, she moved with her family into and out of 14 homes on three continents, honing her skills in navigating the complexities of real estate transactions. Back home and licensed since 2012, Liz offers her clients the perfect blend of professionalism and individualized attention. A community expert, she brings buyers a wealth of knowledge on local neighborhoods and their amenities.
Elizabeth's Other Listings
Source: Bright MLS
MLS Number: MDCM2006964
APN: 03-021041
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site.
The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc.
Nearby Homes
Your Personal Tour Guide
Ask me questions while you tour the home.