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322 S 2ND Street

DENTON, MD 21629
  • $1,550,000
  • STATUS: Active
  • ON SITE: 18 Days
  • ID#: MDCM2006964
UPDATED: 210 min ago
$1,550,000
  • 5
    BEDS
  • 2.44
    ACRES
  • 4
    BATHS
  • 1
    1/2 BATHS
  • 4,853
    SQFT
  • $319
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2006
County:

School Ratings & Info

Description

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.

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Keller Williams Reston. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-06-13T23:53:16.513.
www.thepianohomegroup.com/homes/176882242
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322 S 2ND Street DENTON, MD 21629

  • Price: $1,550,000
  • Status: Active
  • On Site: 18 Days
  • Updated: 210 min ago
  • ID#: MDCM2006964
5
Beds
4
Baths
1
½ Baths
2.44
Acres
4,853
SQFT
$319
$/SQFT
2006
Built
Neighborhood:
Downtown Denton
County:
Caroline
School District:
Caroline County Public Schools
Property Description
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.
Exterior Features

Architectural Style 10000001216 Construction Materials HardiPlank Type Distance To Body Of Water 0 Docks 1 Exterior Features Extensive HardscapeExterior LightingGutter System Garage Spaces 3.00 Garage Type Garage - Side EntryGarage - Front EntryGarage Door OpenerInside AccessOversized Garage YN Yes Location Type River Lot Features LevelPremiumPrivateStream/Creek Number Of Community Docks 0 Parking Features Asphalt DrivewayCircular DrivewayPaved DrivewayPrivate Parking Types Attached Garage Pool No Pool Property Condition Excellent Roof Architectural Shingle Slips 2 View RiverScenic VistaWaterPark/Greenbelt Water Access Features Boat - PoweredCanoe/KayakFishing AllowedPersonal Watercraft (PWC)Private AccessSailSwimming AllowedWaterski/Wakeboard Water Access YN Yes Water Body Name Choptank River Water Body Type River Water View YN Yes Waterfront Features Private Dock Site Waterfront YN Yes

Interior Features

Above Grade Fin SQFT 4853 Appliances Built-In MicrowaveDishwasherDisposalDryer - Front LoadingEnergy Efficient AppliancesExhaust FanExtra Refrigerator/FreezerIcemakerOven/Range - GasRange HoodSix Burner StoveRefrigeratorWasher - Front LoadingWater Heater - Tankless Basement YN No Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Other Fireplace YN No Flooring HardwoodCarpet Heating Heat Pump(s) Heating YN Yes Interior Features AtticOtherSaunaRecessed LightingPrimary Bedroom - Bay FrontPantryKitchen - IslandKitchen - GourmetFormal/Separate Dining RoomFloor Plan - OpenFamily Room Off KitchenEntry Level BedroomCrown MoldingsCeiling Fan(s)CarpetButlers PantryBathroom - Soaking Tub Laundry Type Main Floor Levels 3 Main Level Bedrooms 2 Security Features Exterior CamerasMonitoredMotion DetectorsSecurity SystemSurveillance Sys Spa Features Private Spa YN Yes Upper Level1 Bedrooms 3

Property Features

Accessibility Features Grab Bars ModLevel Entry - MainRoll-in Shower Association YN No Central Air YN No Condo YN No Cooling Fuel Electric Federal Flood Zone YN No Foundation Details Crawl Space Heating Fuel Electric Horse YN No Hot Water Propane Municipality Denton Navigable Water YN Y New Construction YN No Original MLSNumber 804672732416 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 16148.00 Utilities Propane Vacation Rental YN No Water Source Public Year Built Effective 2016 Zoning SR

Listing courtesy of Coldwell Banker Realty: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Keller Williams Reston. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-06-13T23:53:16.513.
 
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