Denton, MD 21629 322 S 2Nd Street
$1,550,000



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Presented By: Coldwell Banker Realty
Home Details
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.
Presented By: Coldwell Banker Realty
Interior Features for 322 S 2Nd Street
Bedrooms
Bedrooms Count All Upper Levels3
Bedrooms Count Upper Level 13
Main Level Bedrooms2
Total Bedrooms5
Bathrooms
Bathrooms Half Main Level1
Bathrooms Full Upper Level 12
Bathrooms Full All Upper Levels2
Bathrooms Count Upper Level 12.00
Bathrooms Count All Upper Levels2
Half Baths1
Total Baths5
Other Interior Features
LivingAreaSourceAssessor
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Finished Area4853
Above Grade Finished Area SourceAssessor
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NNo
Fireplace Y/NNo
FlooringHardwood, Carpet
Heating FuelElectric
Heating Y/NYes
Hot WaterPropane
Interior AmenitiesAttic, 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, Cro
Laundry TypeMain Floor
General for 322 S 2Nd Street
AccessibilityGrab Bars Mod, Level Entry - Main, Roll-in Shower
Additional Parcels Y/NNo
AppliancesBuilt-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, Wash
Architectural StyleCoastal, Colonial
Association Recreation FeeN
Bathrooms Count Main Level3.00
Bathrooms Full Main Level2
Body of WaterChoptank River
CityDENTON
Condo/Coop Association fee Y/NNo
Construction MaterialsHardiPlank Type
Cool FuelElectric
CoolingOther
CountyCAROLINE
DirectionsRoute 404
DisclosuresProp Disclosure
Full Baths4
Garage Spaces3.00
Garage Y/NYes
HOANo
HeatingHeat Pump(s)
Home Warranty Y/NNo
Levels3
Living Area4853
Location TypeRiver
Lot Size Square Feet106286.00
Lot Size UnitsSquare Feet
MunicipalityDenton
New ConstructionNo
Number of Community Docks0
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Possession0-30 Days CD
Price Per Sq Ft Total AG319.39
Property ConditionExcellent
Property TypeResidential
RoofArchitectural Shingle
School DistrictCAROLINE COUNTY PUBLIC SCHOOLS
Security FeaturesExterior Cameras, Monitored, Motion Detectors, Security System, Surveillance Sys
Senior Community Y/NNo
SewerPublic Sewer
Spa FeaturesPrivate
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameDOWNTOWN DENTON
Tax Annual Amount16148.0
Tax Assessed Value986367.0
Tax Year2025
Total SQFT4853
UtilitiesPropane
Vacation Rental Y/NNo
ViewRiver, Scenic Vista, Water, Park/Greenbelt
Virtual TourClick here
Water Access Y/NYes
Waterfront FeaturesPrivate Dock Site
Year Built2006
Year Built SourceAssessor
ZoningSR
Exterior for 322 S 2Nd Street
# of Attached Garage Spaces3
Dock Type and FeaturesHoist/Lift Electric, Material - Treated Lumber, Pier (Perpendicular), Other
Dock/Slip Conveys YNYes
Exterior AmenitiesExtensive Hardscape, Exterior Lighting, Gutter System
Foundation DetailsCrawl Space
Garage FeaturesGarage - Side Entry, Garage - Front Entry, Garage Door Opener, Inside Access, Oversized
Horse Y/NNo
Land Assessed Value285800.00
Land Use CodeR
Lot Dimensions185.00 x
Lot FeaturesLevel, Premium, Private, Stream/Creek
Lot Size Acres2.44
Lot Size SourceAssessor
LotDimensionsSourceAssessor
Navigable Water Y/NYes
Number of Docks1
Number of Slips2
Parking FeaturesAsphalt Driveway, Circular Driveway, Paved Driveway, Private
PoolNo Pool
SpaYes
Total Parking Spaces3
Type of ParkingAttached Garage
Water Access FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/Wakeboard
Water Body TypeRiver
Water Oriented Y/NYes
Water SourcePublic
Water View Y/NYes
Waterfront Y/NYes
Additional Details
Price History
Andy Glazar
Associate Broker
SQFT • 4,853