322 S 2nd Street Denton, MD 21629
Listing Courtesy of: BRIGHT IDX / Listed By: Elizabeth "Liz" Osborn, Coldwell Banker Realty; Rachel Holmes, Annapolis Church Circle / Rachel Holmes

  322 S 2nd Street Denton, MD 21629

Active (2 Days)
$1,550,000 (USD)
5
BED
5
BATH
4,853
SQFT
OPEN HOUSE TIMES
  • OPEN
    Sat, May 30
    1:00 pm - 3:00 pm

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.

MLS #:
MDCM2006964
Taxes
$16,148(2025)
Lot Size
2.44 acres
Type
Single-Family Home
Year Built
2006
Style
10000001216
School District
Caroline County Public Schools
County
Caroline County

Listed By

Elizabeth "Liz" Osborn, Coldwell Banker Realty
Rachel Holmes, Coldwell Banker Realty
Source
BRIGHT IDX
Last checked May 27 2026 at 7:24 PM EDT
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
Interior Features
  • Crown Moldings
  • Dishwasher
  • Disposal
  • Extra Refrigerator/Freezer
  • Refrigerator
  • Exhaust Fan
  • Icemaker
  • Dryer - Front Loading
  • Washer - Front Loading
  • Entry Level Bedroom
  • Oven/Range - Gas
  • Family Room Off Kitchen
  • Kitchen - Gourmet
  • Kitchen - Island
  • Floor Plan - Open
  • Recessed Lighting
  • Range Hood
  • Six Burner Stove
  • Butlers Pantry
  • Sauna
  • Other
  • Water Heater - Tankless
  • Energy Efficient Appliances
  • Built-In Microwave
  • Formal/Separate Dining Room
  • Attic
  • Carpet
  • Pantry
  • Ceiling Fan(s)
  • Primary Bedroom - Bay Front
  • Bathroom - Soaking Tub
Subdivision
  • Downtown Denton
Lot Information
  • Stream/Creek
  • Private
  • Premium
  • Level
Property Features
  • Above Grade
  • Below Grade
  • Foundation: Crawl Space
Heating and Cooling
  • Heat Pump(s)
  • Other
Flooring
  • Hardwood
  • Carpet
Exterior Features
  • Hardiplank Type
  • Roof: Architectural Shingle
Utility Information
  • Utilities: Propane
  • Sewer: Public Sewer
  • Fuel: Electric
Parking
  • Circular Driveway
  • Paved Driveway
  • Asphalt Driveway
  • Private
Stories
  • 3
Living Area
  • 4,853 sqft
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®
Disclaimer: Copyright 2026 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is 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. Data last updated 5/27/26 12:24