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$1,550,000
3 Days On Site

322 S 2ND STREET
DENTON, MD21629

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
4,853
SqFt
$319
/SqFt
2006
Built
Subdivision:
DOWNTOWN DENTON
County:
CAROLINE
Listing courtesy of Coldwell Banker Realty
Call Now: 443.632.3000
Is this the listing for you? We can help make it yours.
443.632.3000
322 S 2ND STREET322 S 2ND STREET322 S 2ND STREET322 S 2ND STREET
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Monthly Payment (Est.)

$7,072
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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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Listing Snapshot
Price 
$1,550,000
Days On Site 
3 Days
Bedrooms 
5
Inside Area (SqFt) 
4,853 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
2.44 Acres
Year Built 
2006
MLS® Number 
MDCM2006964
Status 
Active
Property Tax 
$16,148
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
4 days agoListing first seen on site
General Features
Acres 
2.44
Attached Garage 
Yes
Garage 
Yes
Garage Spaces 
3
Levels 
Three Or More
Parking 
OversizedGarage Door OpenerAsphaltCircular DrivewayPrivateGarageInside EntranceAttached
Parking Spaces 
3
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
4853
SqFt Total 
4853
Utilities 
Propane
Water Source 
Public
Zoning 
SR
Interior Features
Appliances 
Gas RangeGas OvenCooktopWasherGas Water HeaterDishwasherDisposalExhaust FanIce MakerRange HoodRefrigeratorMicrowaveENERGY STAR Qualified AppliancesTankless Water Heater
Basement 
Crawl Space
Cooling 
Ceiling Fan(s)OtherElectric
Flooring 
CarpetHardwood
Heating 
Exhaust FanElectricHeat Pump
Interior 
OtherSaunaRecessed LightingPantryKitchen IslandCeiling Fan(s)Crown MoldingOpen FloorplanSoaking Tub
Laundry Features 
Main Level
Main Level Bedrooms 
2
Spa 
Yes
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Exterior Features
Construction Details 
HardiPlank Type
Exterior 
LightingRain Gutters
Frontage 
Waterfront
Lot Features 
LevelPrivateWaterfront
Pool Features 
None
Roof 
Shingle
Spa 
Yes
Spa Features 
Private
View 
WaterRiverPark/GreenbeltScenic
Waterfront 
Yes
Waterfront Features 
River FrontStream
Waterview 
WaterRiverPark/GreenbeltScenic
Community Features
Accessibility Features 
Accessible Full BathGrip-Accessible Features
Association Amenities 
Boat Slip
School District 
CAROLINE COUNTY PUBLIC SCHOOLS
Schools
School District
CAROLINE COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Coldwell Banker Realty



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
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