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322 S 2Nd Street Denton, MD $ 1,550,000
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$ 1,550,000 Get more info
322 S 2Nd Street
$ 1,550,000
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Open House 5/30 1pm - 3pm
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322 S 2Nd Street

Denton, MD, 21629
$ 1,550,000
Bedrooms5 Baths4.1 Sq 4,853

Monthly Estimate*

$ 9,544

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View a Virtual Tour

Single Family Home for sale in Denton, MD

for $1,550,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,853 square foot home was built in 2006 on a lot size of 2.44.

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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Open House

5/30/2026 1:00 PM - 3:00 PM
322 S 2Nd Street Denton, MD
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 1,550,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 16,148

Style

10000001216

Lot Size

2.44

Year Built

2006

Town/City

Denton

County/Region

Caroline

MLS | Web ID

MDCM2006964
Features
General
Living Area 4853
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Other
Utilities Propane
Possession 0-30 Days CD
Roof Architectural Shingle
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 Wash
Zoning SR
Garage Spaces 3.00
Architectural Style 10000001216
Security Features Exterior Cameras Monitored Motion Detectors Security System Surveillance Sys
Construction Materials HardiPlank Type
School District CAROLINE COUNTY PUBLIC SCHOOLS
Year Built 2006
View River Scenic Vista Water Park/Greenbelt
Levels 3
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Denton
Waterfront Features Private Dock Site
Accessibility Grab Bars Mod Level Entry - Main Roll-in Shower
County CAROLINE
New Construction N
Property Type Residential
HOA N
Subdivision Name DOWNTOWN DENTON
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 4
Status ACTIVE
Directions Route 404
City DENTON
Body of Water Choptank River
Disclosures Prop Disclosure
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 106286.00
Spa Features Private
Tax Annual Amount 16148.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Number of Community Docks 0
Bathrooms Full Main Level 2
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 319.39
Additional Parcels Y/N N
Vacation Rental Y/N N
Virtual Tour https://unbranded.youriguide.com/322_s_2nd_st_denton_md/
Location Type River
Standard Status Active
Year Built Source Assessor
Association Recreation Fee N
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Interior
Interior Amenities 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 Cro
Heating Fuel Electric
Flooring Hardwood Carpet
Hot Water Propane
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 4853
Half Baths 1
Central Air Y/N N
Total Bedrooms 5
Below Grade Finished Area 0
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Extensive Hardscape Exterior Lighting Gutter System
Pool No Pool
Parking Features Asphalt Driveway Circular Driveway Paved Driveway Private
Lot Features Level Premium Private Stream/Creek
Water Source Public
Garage Features Garage - Side Entry Garage - Front Entry Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage
Foundation Details Crawl Space
Spa Y
Water View Y/N Y
Lot Dimensions 185.00 x
Lot Size Acres 2.44
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N Y
Water Access Features Boat - Powered Canoe/Kayak Fishing Allowed Personal Watercraft (PWC) Private Access Sail Swimming Allowed Waterski/Wakeboard
Horse Y/N N
Number of Docks 1
Land Assessed Value 285800.00
Navigable Water Y/N Y
Number of Slips 2
Water Oriented Y/N Y
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Internal Only
Street Number 1 322
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* Excluded Features
List By
Coldwell Banker Realty

Broker

liz.osborn@cbmove.com

Email

Affordability Calculator

$10,889
Per Month
88%
12%
0%
Monthly Principal & Interest
$9,544
Monthly Property Taxes
$1,346
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535583 Elementary School
3535264 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
5/27/2026$1,550,000 Listed Price

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322 S 2Nd Street, Denton, MD, 21629 is a Single Family Home for sale at $1,550,000 with 4,853 sqft and a lot size of 2.44. 322 S 2Nd Street has 5 bedrooms, 4.1 baths, and was built in 2006. The property's zip code is 21629 which is in Denton, MD

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