$1,443,600
5 Beds
4.5 Baths
4,853 sqft (on 2.44 acres)
322 S 2nd St, Denton, MD 21629
Est. Refi. Payment $8,811/mo*
Refinance Your HomeCurrently Off Market - Sold Sep 18, 2026 for $1,500,000 (3% below list price)
Home Value
Trulia Estimate
$1.44MSince last month
Increased$56K (+3.9%)Since last year
Increased$558K (+59.2%)Since last sale
$100 (0%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +162% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $1.5M |
| August 2026 | $1.44M |
| July 2026 | $1.45M |
| June 2026 | $1.45M |
| May 2026 | $1.5M |
| April 2026 | $934K |
| March 2026 | $915K |
| February 2026 | $911K |
| January 2026 | $911K |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $399,000 | 09/26/25 | 5 | 2.5 | 2,267 | |
0.15 | Single-Family Home | $410,000 | 08/25/26 | 5 | 2.5 | 2,382 | |
0.21 | Single-Family Home | $359,000 | 10/14/25 | 4 | 1.5 | 2,974 | |
0.15 | Single-Family Home | $500,000 | 05/20/26 | 3 | 2 | 1,616 | |
0.09 | Single-Family Home | $340,000 | 09/09/26 | 3 | 1.5 | 1,560 | |
0.42 | Single-Family Home | $340,000 | 12/05/25 | 3 | 2 | 1,764 | |
0.28 | Single-Family Home | $255,000 | 10/22/25 | 4 | 1.5 | 2,406 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.09 | $340,000 | 3 | 1.5 | 1,560 | Recently Sold | |
0.09 | $401,000 | 5 | 2.5 | 2,267 | Off Market | |
0.11 | $333,700 | 4 | 2 | 2,024 | Off Market | |
0.11 | $407,600 | 3 | 2 | 1,490 | Off Market | |
0.13 | $262,700 | 4 | 1.5 | 1,390 | Off Market | |
0.14 | $324,900 | 5 | 2 | 1,800 | For Sale | |
0.15 | $410,000 | 5 | 2.5 | 2,382 | Recently Sold | |
0.16 | $249,000 | 3 | 2 | 1,346 | Recently Sold | |
0.15 | $500,000 | 3 | 2 | 1,616 | Recently Sold | |
0.17 | $239,100 | 4 | 1.5 | 1,868 | Off Market | |
0.19 | $250,000 | 3 | 2 | 1,254 | For Sale |
Local Information
- Map ViewExplore the area around 322 S 2nd St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 2006
2.44 acre lot
4,853 sqft
$309/sqft
3 Car Garage
About this House
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.
322 S 2nd St, Denton, MD 21629 is a 5 bedroom, 5 bathroom, 4,853 sqft single-family home built in 2006. It last sold for $1,500,000 on Sep 18, 2026 (3% below the $1,550,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,443,600, with a rent estimate of $3,867/month.
Last check for updates: about 19 hours ago
Listed by Liz Osborn, (443) 699-2689
Coldwell Banker Realty
Bought with: Steven Parker, (410) 275-8101, L C Parker Real Estate
Source: Bright MLS, MLS#MDCM2006964
Home Details for 322 S 2nd St
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 5Main Level Bedrooms: 2Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1Number of Bathrooms (main level): 3 |
Dimensions and Layout Living Area: 4853 Square Feet |
Appliances & Utilities Utilities: PropaneAppliances: Microwave, Dishwasher, Disposal, Dryer, Energy Efficient Appliances, Exhaust Fan, Extra Refrigerator/Freezer, Ice Maker, Oven/Range - Gas, Range Hood, Six Burner Stove, Refrigerator, Washer, Tankless Water Heater, Water HeaterDishwasherDisposalDryerLaundry: Main LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Other,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Spa: PrivateNo FireplaceHas a Spa |
Windows, Doors, Floors & Walls Flooring: Hardwood, Carpet |
Levels, Entrance, & Accessibility Stories: 3Levels: ThreeAccessibility: Grip-Accessible Features, Accessible Entrance, Roll-in ShowerFloors: Hardwood, Carpet |
View Has a ViewView: River, Scenic Vista, Water, Park/Greenbelt |
Security Security: Exterior Cameras, Monitored, Motion Detectors, Security System |
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Exterior Home Features Roof: Architectural ShingleOther Structures: Above Grade, Below GradeExterior: Extensive Hardscape, Lighting, Rain GuttersFoundation: Crawl SpaceNo Private Pool |
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Garage Faces Side,Garage Faces Front,Garage Door Opener,Inside Entrance,Oversized,Asphalt,Circular Driveway,Driveway,Private,Attached |
Pool Pool: None |
Frontage WaterfrontWaterfront: Private Dock Site, River, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Sail, Swimming Allowed, Waterski/WakeboardOn Waterfront |
Water & Sewer Sewer: Public SewerWater Body: Choptank River |
Farm & Range Frontage Length: Water Frontage Ft: 268Not Allowed to Raise Horses |
Finished Area Finished Area (above surface): 4853 Square Feet |
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Year Built Year Built: 2006Year Renovated: 2016 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Coastal,Colonial |
Building Construction Materials: HardiPlank TypeNot a New ConstructionNo Additional Parcels |
Property Information Condition: ExcellentParcel Number: 0603021041 |
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Price List Price: $1,550,000Price Per Sqft: $309/sqft |
Status Change & Dates Off Market Date: Fri Sep 18 2026Possession Timing: 0-30 Days CD |
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MLS Status: CLOSED |
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Direction & Address City: DENTONCommunity: Downtown Denton |
School Information Elementary School District: Caroline County Public SchoolsJr High / Middle School District: Caroline County Public SchoolsHigh School District: Caroline County Public Schools |
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Building Area Building Area: 4853 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 2.44 Acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Agency |
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Business Information Ownership: Fee Simple |
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Mls Number: MDCM2006964Municipality: DentonWater ViewWater View: River, WaterAbove Grade Unfinished Area: 4853 |
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Source Internet Consumer Comment: YSource Internet Automated Valuation Display: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 18, 2026 Source: Bright MLS #MDCM2006964 | Sold | $1,500,000 |
Aug 21, 2026 Source: Bright MLS #MDCM2006964 | Pending | $1,550,000 |
May 27, 2026 Source: Bright MLS #MDCM2006964 | Listed For Sale | $1,550,000 |
May 23, 2016 Source: N/A | Sold | $565,000 |
Apr 27, 2016 Source: Agent Provided | Pending | $599,000 |
Mar 18, 2016 Source: Agent Provided | Listed For Sale | $599,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $11,049 | $954,400 |
Home facts updated by county records
Market trends in Denton
Last updated August 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
39
8MoM
Around this home
What Locals Say about Denton
At least 29 Trulia users voted on each feature.
87 % Say parking is easy
86 % Say yards are well-kept
84 % Say car is needed
79 % Say there's holiday spirit
79 % Say it's dog friendly
73 % Say they plan to stay for at least 5 years
71 % Say kids play outside
69 % Say it's quiet
63 % Say neighbors are friendly
63 % Say people would walk alone at night
59 % Say there are sidewalks
56 % Say streets are well-lit
55 % Say there are community events
52 % Say it's walkable to restaurants
48 % Say there's wildlife
42 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
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, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc. Click here for more information
Frequently asked questions about 322 S 2nd St
- What is 322 S 2nd St estimated to be worth?Trulia's estimated value for 322 S 2nd St in Denton, MD is $1,443,600.
- What is the price history for 322 S 2nd St?322 S 2nd St in Denton, MD last sold for $1,500,000 in September 2026.
- Is Denton a buyer's or seller's market?Denton is currently a balanced market, based on recent for-sale activity.
- What do residents say about Denton?Residents describe Denton, MD as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Denton, MD.
- Does 322 S 2nd St have air conditioning?Yes, 322 S 2nd St in Denton, MD has air conditioning.
- Does 322 S 2nd St have laundry facilities?Yes, 322 S 2nd St in Denton, MD has in-unit laundry.
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