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$419,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,382 Sq. Ft.
  • Updated 11 days ago
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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.

Full Property Details for 225 S 2nd St

General

  • Price: $419,000
  • Taxes: $5,364 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDCM2007058
  • Updated: 6/4/2026
  • Added to Site: 52 day(s) ago

Interior

  • Interior Features: Chair Railings, Ceiling Fan(s), Pantry, Formal/Separate Dining Room, Crown Moldings, Primary Bath(s)
  • Appliances: Stainless Steel Appliances, Refrigerator, Built-In Microwave, Stove

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 5
  • Bedrooms-Up2: 2

Other Rooms

  • Laundry: Upper Floor

Parking

  • Carport Spaces: 2
  • Total Spaces: 2
  • Parking Type: Detached Carport, Driveway

Location

  • Municipality: Denton
  • County: CAROLINE
  • Subdivision: DENTON NARROWS
  • Driving Directions: Get onto I-97 S toward Annapolis. Merge onto US-50 E / US-301 N toward the Eastern Shore / Bay Bridge. Cross the Chesapeake Bay Bridge. Continue on US-50 E toward Easton. Take the exit for MD-404 E toward Denton. Stay on MD-404 E, then merge onto MD-404 Business / Shore Hwy into town. Turn right onto S 2nd St. Continue to 225 S 2nd St, which will be in downtown Denton.
  • City Limits: Yes

School Information

  • School District: Caroline County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Craftsman
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Unfinished
  • Foundation: Other
  • Stories Description: Main, Upper 1, Upper 2
  • Square Feet: 2,382
  • Sq. Ft. Source: Assessor
  • Living Area: 2,382 Sq. Ft.
  • Finished Above Grnd: 2,382 Sq. Ft.
  • Year Built: 1906
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.29
  • Lot Size (Sq. Ft.): 12,600
  • Lot Size Source: Assessor
  • Lot Dimensions: 100.00 x
  • Zoning: TR

Financial Considerations

  • Price Per Sq. Ft.: $175.9
  • Assessment Year: 2026
  • City/TownTax: $2,092
  • City/TownTax Freq: Annually
  • County Tax: $3,272
  • County Tax Freq: Annually
  • Tax w/Assessment: $320,633
  • Tax Amount: $5,364
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 2382

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Redfin Corp, Barbara A McCaffrey

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Listing agent

— 225 S 2nd St —

  • Barbara A McCaffrey

    Redfin Corp

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 225 S 2nd St

School District:Caroline County Public Schools, Denton, MD
NameGradesDistance
Denton Elementary School
303 Sharp Road, Denton, MD 21629
PK-50.9 mi
Lockerman Middle School
410 Lockerman Street, Denton, MD 21629
6-80.6 mi
North Caroline High School
10990 River Road, Ridgely, MD 21660
9-121.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 225 S 2nd St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/14/2026
Price Reduced
$419,000
-2.33%
MLS
4/24/2026
Listed
$429,000
30%
MLS
5/12/2022
Sold
$330,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 225 S 2nd St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,365
36%
$317,100
17%
2023
$3,932
—
$270,767
21%
2023
$3,932
25%
$224,433
26%
2022
$3,156
128%
$178,100
11%
2017
$1,383
-46%
$160,367
12%
2021
$2,570
14%
$142,633
14%
2020
$2,251
1%
$124,900
—
2019
$2,238
1%
$124,900
—
2018
$2,213
-2%
$124,900
-4%
2017
$2,269
2%
$129,500
1%
2016
$2,227
2%
$127,867
1%
2015
$2,174
4%
$126,233
1%
2014
$2,083
—
$124,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 225 S 2nd St

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NMLS#: 1598647

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Listed by Redfin Corp, Barbara A McCaffrey

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225 S 2nd Street, Denton, MD 21629 (MLS# MDCM2007058) is a Single Family property with 5 bedrooms, 2 full bathrooms and 1 partial bathroom. 225 S 2nd Street is currently listed for $419,000 and was received on April 24, 2026. Want to learn more about 225 S 2nd Street? Do you have questions about finding other Single Family real estate for sale in Denton? You can browse all Denton real estate or contact a Coldwell Banker agent to request more information.

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