108 S 2nd Street, Denton, MD 21629 - Photo 1

1/1

$255,000

Sold
Closed
Single Family
4 Beds
1 Full Bath
1 Partial Bath
2,406 Sq. Ft.
2 Car Garage

1/1

Property Description

Historic charm meets endless potential in this spacious corner-lot home in the heart of downtown Denton-formerly home to the beloved local flower shop! With 4 bedrooms and 1.5 bathrooms, this well-maintained property offers incredible space, character, and small-town walkability. From the welcoming front porch to the large family room that opens to an oversized deck, this home is perfect for entertaining or relaxing in your own downtown retreat. The detached garage includes a workshop and a massive upper-level storage area, offering endless possibilities for hobbies, business, or expansion. Ready for your personal touches, this property blends original charm with room to grow. Located just steps from restaurants, the Denton Wharf, and the Yacht Club, and only 5 minutes from Route 404-you'll love the easy access to shopping, dining, and the beach. Whether you're dreaming of a residence, business space, or both, this is a rare opportunity to own a piece of Denton's history. Schedule your private tour today!

Full Property Details

Full Property Details for 108 S 2nd St

General

Sold For: $255,000
Taxes: $3,804 (2024)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDCM2005744
Added to Site: 278 day(s) ago

Interior

Fireplace: Yes
Number of Fireplaces: 1

Rooms

Bathrooms

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

Bedrooms

Total Bedrooms: 4
Bedrooms Upper: 3
Bedrooms Main & Up: 1

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 2
Parking Type: Detached Garage, Driveway, On Street
Garage Description: Garage - Front Entry, Garage Door Opener

Location

Municipality: Denton
County: Caroline
Development Name: Denton Area
Subdivision: Denton Area
Driving Directions: Franklin Street to 1st Street to RIGHT onto Randolph St. LEFT onto 2nd Street.
City Limits: Yes

School Information

School District: Caroline County Public Schools

Heating & Cooling

Cooling Type: Ceiling Fan(s), Window Unit(s)
Cooling Fuel: Electric
Heating Type: Baseboard - Electric
Heating Fuel: Oil
Water Heater: Electric

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Info: Colonial
Architectural Style: Colonial
Structure Type: Detached
Construction: Vinyl Siding
Basement: Yes
Basement Desc.: Unfinished
Foundation: Block
Stories/Levels: 0
Stories Description: Main, Upper 1
Square Feet: 2,406
Sq. Ft. Source: Assessor
Living Area: 2,406 Sq. Ft.
Year Built: 1860
Year Built Source: Assessor

Lot Features

Lot Size (Acres): 0.16
Lot Size (Sq. Ft.): 6,972
Lot Size Source: Assessor
Lot Dimensions: 62.00 x
Zoning: TR

Financial Considerations

Price Per Sq. Ft.: $103.91
Assessment Year: 2025
City/TownTax: $1,524
City/TownTax Freq: Annually
County Tax: $2,280
County Tax Freq: Annually
Tax w/Assessment: $244,600
Tax Amount: $3,804
Tax Year: 2024
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 2406

Disclosures and Reports

Ownership: Fee Simple

Listed by RE/MAX Executive, Crystal M Smith
Sold by Meredith Fine Properties, Keith Hensley

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Listing agent

— 108 S 2nd St —

Crystal M Smith

RE/MAX Executive

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Schools

Schools serving 108 S 2nd St

School District:Caroline County Public Schools, Denton, MD

Name	Grades	Distance
Denton Elementary School 303 Sharp Road, Denton, MD 21629	PK-5	1 mi
Lockerman Middle School 410 Lockerman Street, Denton, MD 21629	6-8	0.5 mi
North Caroline High School 10990 River Road, Ridgely, MD 21660	9-12	1.7 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 108 S 2nd St

Date

Details

Price

Change

Source

10/22/2025

Sold

$255,000

2%

MLS

7/16/2025

Price Reduced

$250,000

-7.41%

MLS

5/21/2025

Listed

$270,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

210 W 2nd St, Ridgely, MD 21660 - Photo 1

Just Listed

$399,999

210 W 2nd St Ridgely, MD 21660

Single Family
Active
Updated 3 days ago

4
Beds
2
Total Baths
1,800
Sq. Ft.

Listed by Kenneth Jester (443) 768-1937

504 Central Ave, Ridgely, MD 21660 - Photo 1

Just Listed

$99,000

504 Central Ave Ridgely, MD 21660

Lots/Land
Active
Updated 6 days ago

0.21
Acres

Listed by Taylor Properties, Allie Harris and Taylor Properties, Lona Sue Todd

11920 Central Ave, Ridgely, MD 21660 - Photo 1

Just Listed

$275,000

11920 Central Ave Ridgely, MD 21660

Lots/Land
Active
Updated 4 days ago

Listed by Proplocate Realty, Sam Benkirane

412 N Main St, Greensboro, MD 21639 - Photo 1

Just Listed

$375,000

412 N Main St Greensboro, MD 21639

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,860
Sq. Ft.

Listed by Clark & Co Realty, LLC, Karen T Clark

1 Oakview Ct, Ridgely, MD 21660 - Photo 1

Price Reduced

-$5,000 (-1.59%)

$310,000

1 Oakview Ct Ridgely, MD 21660

Single Family
Active
Updated 6 days ago

3
Beds
2
Total Baths
1,104
Sq. Ft.

Listed by Benson & Mangold, LLC, PETER A Stark

8 W Liberty St, Ridgely, MD 21660 - Photo 1

Price Reduced

-$10,900 (-2.54%)

$419,000

8 W Liberty St Ridgely, MD 21660

Single Family
Active
Updated 3 days ago

5
Beds
2
Total Baths
4,060
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., Barbara J Blosser

115 Maple Ave, Goldsboro, MD 21636 - Photo 1

Price Reduced

-$30,000 (-12%)

$220,000

115 Maple Ave Goldsboro, MD 21636

Single Family
Active
Updated 12 hours ago

3
Beds
2
Total Baths
2,048
Sq. Ft.

Listed by Keller Williams Select Realtors of Easton, Sandra Bradley and Keller Williams Select Realtors of Easton, Glory Bee Costa

103 Chamber St, Preston, MD 21655 - Photo 1

Price Reduced

-$10,000 (-8%)

$115,000

103 Chamber St Preston, MD 21655

Single Family
Active
Updated 5 days ago

3
Beds
2
Total Baths
1,488
Sq. Ft.

Listed by Long & Foster Real Estate, Inc., Pamela L Geib

312 Fountain Ave, Denton, MD 21629 - Photo 1

Sold

$245,000

312 Fountain Ave Denton, MD 21629

Single Family
Closed

3
Beds
2
Total Baths
1,092
Sq. Ft.

Listed by RE/MAX Executive, Pamela B Ackermann
Sold by RE/MAX Advantage Realty, Sharon Fisher

Sold

$240,000

207 Gay St Denton, MD 21629

Single Family
Closed

1,820
Sq. Ft.

Listed by Wright Real Estate, Andrew B Beaven
Sold by Clark & Co Realty, LLC, Karen T Clark

515 Franklin St, Denton, MD 21629 - Photo 1

Sold

$270,000

515 Franklin St Denton, MD 21629

Single Family
Closed

3
Beds
2
Total Baths
1,409
Sq. Ft.

Listed by Berkshire Hathaway Homeservice Homesale Realty, Janet Powers
Sold by Benson & Mangold, LLC, SALLY MARGRET KERCHNER

1105 Market St, Denton, MD 21629 - Photo 1

Sold

$261,000

1105 Market St Denton, MD 21629

Single Family
Closed

3
Beds
2
Total Baths
1,300
Sq. Ft.

Listed by Brenton Realty Group, Kathleen M Brenton
Sold by Erene Katris

108 S 2nd Street, Denton, MD 21629 (MLS# MDCM2005744) is a Single Family property that was sold at $255,000 on October 22, 2025. Want to learn more about 108 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.

108 S 2nd St Denton, MD 21629