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 architecture, gracious living, and small-town warmth come together beautifully. Situated on a picturesque corner lot in the heart of Denton’s historic district, this lovingly maintained Victorian offers the kind of character, craftsmanship, and sense of community that is increasingly hard to find. From the moment you arrive, the gracious covered front portico and charming historic architecture invite you to slow down and enjoy the welcoming feel of the home. Each August, the front porch offers a view of the Caroline Summerfest fireworks, and in December, Santa comes through the neighborhood with the Denton Volunteer Fire Department — just a few of the small-town traditions that make this location so special. Inside, the home offers generous living spaces filled with natural light, original details, and architectural charm. With five bedrooms and over 2,300 square feet, there is room for gathering, entertaining, creative pursuits, or simply enjoying a more relaxed pace of life. The fenced yard, mature landscaping, walkable location, and spacious outdoor living areas add to the home’s appeal, offering easy access to downtown Denton’s shops, restaurants, community events, and everyday conveniences while still providing the peace and privacy of a classic residential setting. The covered side deck overlooking Fountain Avenue and the expansive deck on the opposite side of the home create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Perfectly positioned for enjoying the best of the Eastern Shore, the home is approximately:  20 minutes to historic downtown Easton  50 minutes to Annapolis  1 hour to Rehoboth Beach  90 minutes to Ocean City The third floor offers charming additional flex space perfect for a studio, creative workspace, office, reading retreat, playroom, guest overflow, or extra storage. Surrounded by views of the beautiful mature oak tree, the space has a cozy “tree house” feel that makes it especially inviting as a creative or work-from-home retreat. While the third floor is not connected to the home’s central heating and air conditioning system, the current owner has comfortably used the space year-round with supplemental heating and cooling units. Thoughtful updates and improvements over time help provide peace of mind while preserving the home’s historic appeal, including:  Roof: 2018  HVAC air handler: 2012  Water heater: 2011  Whirlpool range: 2019  Refrigerator: 2017  Microwave: 2025  Frigidaire Gallery dishwasher with new plumbing and electrical installation: 2025  Updated Square D electrical panel with dedicated circuits for major appliances and HVAC. This is more than a house — it is a home with presence, history, warmth, and heart. Ideal for buyers seeking character, charm, and a lifestyle that blends historic beauty with everyday livability.

Listing Status:

Active

Data Last Updated:

May 20, 2026 at 7:18PM

Listing Office:

Redfin Corp : 3016586186

Listing Agent:

Barbara A McCaffrey : 4439266075

MLS ID:

MDCM2007058

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