225 S 2ND ST, Denton, MD 21629

• 5 beds |
• 3 baths |
• 2,382 sqft

Property Description

Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

Listing Status:

Active

Data Last Updated:

July 5, 2026 at 5:16PM

Listing Office:

Redfin Corp : 3016586186

Listing Agent:

Barbara A McCaffrey : 4439266075

MLS ID:

MDCM2007474

Interior

• General: Chair RailingsCeiling Fan(s)PantryFormal/Separate Dining RoomCrown MoldingsPrimary Bath(s)
• Appliances: Stainless Steel AppliancesRefrigeratorBuilt-In MicrowaveStove
• Laundry: Upper Floor
• Basement: Unfinished
• A/C: Central A/C
• Heating: Heat Pump(s)Electric
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Craftsman

Construction

• General: Vinyl Siding4Other

Location

• Originating MLS: BRIGHT_MAIN
• School District: CAROLINE COUNTY PUBLIC SCHOOLS
• County: CAROLINE-MD

Lot

• Zoning: TR0603005739

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN