322 S 2nd Street • Denton, MD 21629

$1,550,000 Beds: 5 • Baths: 4 full 1 partial • Sq. Feet: 4853 • MLS ID: MDCM2006964 • Subdivision: DOWNTOWN DENTON • School Dist: CAROLINE COUNTY PUBLIC SCHOOLS
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 4,232 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. View this listing at: http://homesalesbyjay.com/mls=MDCM2006964

Property Features

  • Garage: 3
  • Taxes: $16,148
  • Roof Type: Architectural Shingle
  • Exterior: HardiPlank Type
  • Parking Notes: 3 Total Parking Spaces
  • Special View Info: River,Scenic Vista,Water,Park/Greenbelt
  • Lot Size: 2.44 Acres
  • Lot Dimensions: 2.44 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Year Built: 2006
  • Water: Public
  • Sewer: Public Sewer
  • Stories: 3.0
  • Municipality: Denton
  • Accessibility: Grab Bars Mod,Level Entry - Main,Roll-in Shower
  • Additional Structures: Above Grade,Below Grade
  • Location Description: River
  • Lot Description: Level, Premium, Private, Stream/Creek
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 3
  • Parking Features: Asphalt Driveway,Circular Driveway,Paved Driveway,Private
  • Appliances: Built-In Microwave,Dishwasher,Disposal,Dryer - Front Loading,Energy Efficient Appliances,Exhaust Fan,Extra Refrigerator/Freezer,Icemaker,Oven/Range - Gas,Range Hood,Six Burner Stove,Refrigerator,Washer - Front Loading,Water Heater - Tankless
  • Lake Name: Choptank River
  • SQFT Total Finished: 4853
  • SQFT Above Finished: 4853
  • Exterior: Extensive Hardscape,Exterior Lighting,Gutter System
  • Interior: Attic,Other,Sauna,Recessed Lighting,Primary Bedroom - Bay Front,Pantry,Kitchen - Island,Kitchen - Gourmet,Formal/Separate Dining Room,Floor Plan - Open,Family Room Off Kitchen,Entry Level Bedroom,Crown Moldings,Ceiling Fan(s),Carpet,Butlers Pantry,Bathroom - Soaking Tub
  • Flooring: Hardwood,Carpet
  • Waterfront: Private Dock Site
  • Water Access: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access,Sail,Swimming Allowed,Waterski/Wakeboard
  • Utilities: Propane

School Information

  • School District: CAROLINE COUNTY PUBLIC SCHOOLS
Printed May 27, 2026


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