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Land with Home for Sale in Denton, Maryland

322 S 2nd St, Denton, MD 21629

$1,550,000
2.44 acres
Active sale
ago
Est $8,780/mo

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.

4,853
Sq feet
5
Beds
4
Full baths
1
1/2 bath
2006
Built

Location

Street address
322 S 2nd St
Zip code
21629
Community
Downtown Denton
School district
Caroline County Public Schools
Elevation
32 feet
Coordinates
38.881, -75.8354

Property details

Acreage
2.44 acres
MLS #
TREND MDCM2006964
Posted

Property taxes

Recent
$16,148

Parcels

  • 0603021041

Details and features

Listing

Type
Residential
Franchise
Coldwell Banker Real Estate

Lot

Waterfront
Navigable Water, Waterfront

Exterior

Parking Spaces
3
Parking
Driveway, Garage-Attached

Structure

Heating
Heat Pump
Materials
Hardi Plank Type

Interior

Rooms
Bathroom x 5, Bedroom x 5, Dining Room, Family Room
Appliances
Built-In Microwave, Dishwasher, Disposal, Dryer-Front Loading, Energy Efficient Appliances, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Oven/Range-Gas, Range Hood, Refrigerator, Six Burner Stove, Washer-Front Loading, Water Heater-Tankless
Features
Attic, Bathroom-Soaking Tub, Butlers Pantry, Carpet, Ceiling Fan(s), Crown Moldings, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan-Open, Formal/Separate Dining Room, Kitchen-Gourmet, Kitchen-Island, Pantry, Primary Bedroom-Bay Front, Recessed Lighting, Sauna

Listing history

DateEventPriceChangeSource
May 27, 2026New listing$1,550,000TREND
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This 2.44-acre property is located at 322 S 2nd St in Denton, MD 21629. The property is available for sale for $1,550,000. It has a 4,853 sq ft 5 bedroom, 4 bath house built in 2006.

Listed by Coldwell Banker Realty, (410) 224-2200

Checked 2 hours agoUpdated Source

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