Active

MLS: #MDCM2006964, Listed By: Elizabeth Osborn, Coldwell Banker Realty, Source:Bright MLS

322 S 2nd Street

DENTON, MD 21629
Mark as Favorite
Bed 5

Bed

Bath 5

Bath

SqFt4,853

Sqft

Acres2.44

Acres(Lot)

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.

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $1,550,000

AD Id : 79316330

MLS Id : MDCM2006964

Beds : 5

Lot Size : 2.44 Acres

Living Area Size : 4,853

Year Built : 2006

Garage : 3

County : CAROLINE

Subdivision: Downtown Denton

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Basement: Crawl Space
  • Flooring Information

    Carpet, Hardwood
  • Roofing Information

    Shingle
  • Interior Features

    Other, Sauna, Recessed Lighting, Pantry, Kitchen Island, Ceiling Fan(s), Crown Molding, Open Floorplan, Soaking Tub Roof: Shingle Appliances: Gas Range, Gas Oven, Cooktop, Washer, Gas Water Heater, Dishwasher, Disposal, Exhaust Fan, Ice Maker, Range Hood, Refrigerator, Microwave, ENERGY STAR Qualified Appliances, Tankless Water Heater Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, Electric, Heat Pump Has Cooling: Yes Cooling: Ceiling Fan(s), Other, Electric Water front: 1

  • Building Information

    Year Built: 2006 Building Area Total: 4853 Construction Materials: HardiPlank Type Stories: 3 Frontage Length: 268 Pool Features: None Private Pool: No Water front Features: River Front, Stream View: Water, River, Park/Greenbelt, Scenic
  • Exterior Features

    Exterior Features: Lighting, Rain Gutters

  • Lot Information

    Lot Dimensions: 185.00 x Lot Size Acres: 2.44 Lot Size Source: Assessor Lot Size Square Feet: 106286 Lot Description: Level, Private, Waterfront

    Property Information

    Subdivision: DOWNTOWN DENTON Source Property Type: Residential Postal Code Plus 4: 1227 Property SubType: Single Family Residence Levels: Three Or More Property Age: 20

  • Listing Price Information

    Listing Price: $1550000

  • Tax Information

    Parcel Number: 0603021041 Tax Year: 2025 Annual Tax: $16148

  • Parking Information

    Parking Total: 3 Oversized, Garage Door Opener, Asphalt, Circular Driveway, Private, Garage, Inside Entrance, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3
    Homeowners Association Information
    Association Amenities: Boat Slip

  • Utility Information

    Propane
  • Location Information

    Direction: Route 404 WaterSource: Public Security Features: Security System
Sell a home like this and save $92,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
7805 Dyer Road, Denton, MD, 21629 $950,000 3 3 1,800 1,800 SqFt
26351 Anthony Mill Road, Denton, MD, 21629 $264,900 2 1 1,092 1,092 SqFt
1709 Cattail Commons Way, Denton, MD, 21629 $430,000 4 3 2,492 2,492 SqFt
1108 Camp Road, Denton, MD, 21629 $669,000 4 3 1,880 1,880 SqFt
7904 Clark Road, Denton, MD, 21629 $1,099,999 4 3 3,242 3,242 SqFt
25485 Hignutt Road, Denton, MD, 21629 $455,000 3 3 1,720 1,720 SqFt
1308 Chesapeake Drive, Denton, MD, 21629 $319,000 3 2 1,460 1,460 SqFt
1309 Fairfield Court, Denton, MD, 21629 $335,000 3 3 1,360 1,360 SqFt
10819 Greensboro Road, Denton, MD, 21629 $265,000 2 1 1,092 1,092 SqFt
6401 Laurel Grove Road, Denton, MD, 21629 $950,000 3 2 2,320 2,320 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers 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 on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 06/07/2026 @ 02:39

MLS: MDCM2006964 LISTED BY: Elizabeth Osborn, Coldwell Banker Realty 410-263-8686 SOURCE: Bright MLS

Selling? Save $92,501 when you sell a home like this

Tour with a ByOwner Agent