322 S 2nd St, Denton, MD 21629
Local realty services provided by:Better Homes and Gardens Real Estate Valley Partners
Upcoming open houses
- Sat, May 3001:00 pm - 03:00 pm
Listed by: elizabeth a osborn, rachel holmes
Office: coldwell banker realty
MLS#:MDCM2006964
Source:BRIGHTMLS
Price summary
- Price:$1,550,000
- Price per sq. ft.:$319.39
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....
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Home facts
- Year built:2006
- Listing ID #:MDCM2006964
- Added:1 day(s) ago
- Updated:May 27, 2026 at 11:44 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Carpet, Hardwood
- Dining Description:Formal/Separate Dining Room
- Kitchen Description:Built-In Microwave, Butlers Pantry, Carpet, Crown Moldings, Dishwasher, Disposal, Energy Efficient Appliances, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Kitchen - Gourmet, Kitchen - Island, Oven/Range - Gas, Pantry, Range Hood, Recessed Lighting, Refrigerator, Six Burner Stove, Water Heater - Tankless
- Bedroom Description:Carpet, Entry Level Bedroom, Primary Bedroom - Bay Front
- Living area:4,853 sq. ft.
Heating and cooling
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Architectural Shingle
- Year built:2006
- Building area:4,853 sq. ft.
- Lot area:2.44 Acres
- Lot Features:Level, Premium, Private, River, Stream/Creek
- Construction Materials:HardiPlank Type
- Exterior Features:Extensive Hardscape, Exterior Lighting, Gutter System
- Foundation Description:Crawl Space
- Levels:3 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,550,000
- Price per sq. ft.:$319.39
- Tax amount:$16,148 (2025)
Features and amenities
- Laundry features:Dryer - Front Loading, Washer - Front Loading
- Amenities:Attic, Carpet, Ceiling Fan(s), Crown Moldings, Exterior Cameras, Monitored, Motion Detectors, Primary Bedroom - Bay Front, Recessed Lighting, Sauna, Security System, Surveillance Sys
Parking
- Parking description:Asphalt Driveway, Attached Garage, Circular Driveway, Garage - Front Entry, Garage - Side Entry, Garage Door Opener, Inside Access, Oversized, Paved Driveway, Private
- Garage:Yes
- Garage spaces:3
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