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Jake Boone
REALTOR®
Cell: (410) 917-2129
Office: (410) 583-0400

225 S 2nd Street, Denton, MD 21629

$419,000
  • 225 S 2nd Street, Denton, MD 21629 Main Photo

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Price Reduced $10,000 on May 14th, 2026
BEDS5 BATHS2 full 1 partial SQUARE FEET2,382 MLS#MDCM2007058
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONDENTON NARROWS SCHOOLCAROLINE COUNTY PUBLIC SCHOOLS

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.

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.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Unfinished
Cooling: Central A/C
Fuel Type: Electric
Heating: Heat Pump(s)
Home Style: Craftsman
Lot Size: 0.29 Acres
Stories: 4.0
Taxes: $5,364
Year Built: 1906

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Stainless Steel Appliances, Refrigerator, Built-In Microwave, Stove
Exterior: Vinyl Siding
Interior: Chair Railings, Ceiling Fan(s), Pantry, Formal/Separate Dining Room, Crown Moldings, Primary Bath(s)
Lot Dimensions: 0.29 Acre(S)
Municipality: Denton
Parking Notes: 2 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 2382
SQFT Total Finished: 2382
Structure Type: Detached
Total Garage/Parking Spaces: 2
Water: Public

Local Schools

School District: CAROLINE COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Redfin Corp
Agency Phone: 3016586186

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Estimated Payment

$ 1,501.72 per month $932.51 Principal & Interest $447.00 Property Tax $122.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/19/2026. The listing information on this page last changed on 05/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 05/19/2026 12:00:37 AM EST) or Bright MLS (last updated Mon 05/18/2026 7:50:17 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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