322 S 2nd St

Denton, MD 21629
  • $1,550,000

    Price
  • 5

    Bed
  • 5

    Bath
  • 4,853

    SqFt

About the Listing CBRB43 - 3032001,3365601

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 Highlights

Status Active
Days on Site 24
Property Type Residential
MLS ® MDCM2006964
Year Built 2006
Total Square Footage 4,853
Lot/Acreage 2.44
County Caroline
Neighborhood Downtown Denton

Interior Details

  • Bedrooms: 5
  • Bathrooms: 4 Full / 1 Half
  • 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
  • Air Cond:
  • Heating: Heat Pump(s)
  • Fireplaces:
  • Floor: Hardwood,Carpet
  • Above Ground Sq Ft: 4853
  • Below Ground Sq Ft: 0
  • Basement:
  • Other: Attic,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,Main Floor Bedrooms: 2
  • Water: Public

Exterior Details

  • Lot Description: Level,Premium,Private,Stream/Creek,Not New Construction,Horse Property: No,Waterfront,In City Limits
  • Garage Capacity: 3 car
  • Parking Spaces: 3
  • Lot Dimensions: 185.00 x
  • Zoning: SR
  • Roof: Architectural Shingle
  • Others: Extensive Hardscape,Exterior Lighting,Gutter System,Excellent
  • Sewer: Public Sewer
  • Parking Features: Asphalt Driveway,Circular Driveway,Paved Driveway,Private,Garage - Side Entry,Garage - Front Entry,Garage Door Opener,Inside Access,Oversized,Attached Garage,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $16,148
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

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322 S 2nd St Denton, MD 21629

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Originating MLS: BRIGHT_MAIN

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