Change Real Estate Presents:

322 S 2nd Street
Denton MD 21629

For Sale: $1,550,000.00 Active

List Date: 2026-05-26

Denton
5 bedrooms
5 bathrooms
4,853 build ft2
2.44 land acres

About This Property

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: Elizabeth A Osborn. Coldwell Banker Realty 443-699-2689 liz.osborn@cbmove.com

Virtual Tours / Videos

https://unbranded.youriguide.com/322_s_2nd_st_denton_md/

Property Features

Location Information
County:
Subdivision: DOWNTOWN DENTON
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Interior Features
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
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
Laundry:
Furnished: None
Flooring: Hardwood, Carpet
Water: Public
Cooling: Other
Heating: Heat Pump(s)
Fireplaces: None
Windows:
Utilities: Propane
Sewer: Public Sewer
Exterior Features
Year Built: 2006
Subdivision Name: Downtown Denton
Private Spa: Yes
Spa Features: Private
Exterior Features: Extensive Hardscape, Exterior Lighting, Gutter System
Parking: Asphalt Driveway, Circular Driveway, Paved Driveway, Private
Garage Spaces: 3.0
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Elizabeth A Osborn. Coldwell Banker Realty 443-699-2689 liz.osborn@cbmove.com

Property Photos [Click to enlarge]

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