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.
Listed By
Agency Name: Redfin Corp
Agency Phone: 3016586186
Shown By
Agent Name: Jake Boone
Agent Phone: Cell: (410) 917-2129
Agency Title: Berkshire Hathaway HomeServices Homesale Realty
Estimated Payment
$ 1,501.72 per month $932.51 Principal & Interest $447.00 Property Tax $122.21 Homeowner's Insurance
Corporate Office - 215 S Centerville Rd. Lancaster, PA 17603
225 S 2nd Street | MLS# MDCM2007058
This single family home located at 225 S 2nd Street, Denton, MD 21629 is currently listed for sale with an asking price of $419,000. This property was built in 1906 and has 5 bedrooms and 2 full and 1 partial baths with 2382 sq. ft. S 2nd Street is located in the DENTON NARROWS subdivision within the CAROLINE COUNTY PUBLIC SCHOOLS school district. Search DENTON NARROWS real estate on jakeboone.homesale.com today.