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

1/1

$399,000

Sold
Closed
Single Family
3 Beds
1 Full Bath
1 Partial Bath
1,800 Sq. Ft.
1 Car Garage
Updated 9 days ago

1/1

Property Description

Welcome to one of Denton's most enchanting hidden retreats - a beautifully restored and thoughtfully updated 1941 Cape Cod tucked among towering trees, lush gardens, and comfortable living spaces in the heart of town. Lovingly renovated while preserving its original charm and architectural character, the main residence offers timeless warmth and understated elegance throughout. Rich hardwood flooring, crown molding, custom built-ins, soft natural light, and inviting gathering spaces create an atmosphere that feels both refined and welcoming. The gracious living room features a wood burning fireplace with gas insert, flanked by custom cabinetry and bookshelves, while the spacious dining room and updated kitchen featuring solid wood counters, shelved pantry and storage closet blend classic charm with thoughtful functionality. A screened porch overlooking the gardens provides the perfect setting for morning coffee, evening dinners, or quiet relaxation surrounded by nature. The outdoor setting is truly exceptional. Professionally curated gardens, mature trees, flowering plantings, stone pathways, and intimate seating areas surround a stunning heated in-ground 12X24X4 concrete pool with an additional 5X6 area with steps, creating a private backyard sanctuary rarely found in an in-town setting. Every element of the grounds has been thoughtfully designed to evoke beauty, serenity, and a sense of retreat. Adding remarkable versatility and personality to the property is the detached guest cottage/pool house - this area offers the fourth bedroom and an additional full bath- it's a beautifully finished space with a distinctly relaxed, artistic character featuring soaring wood-beamed ceilings, open-concept living and sleeping areas, kitchenette, and stylish full bath. Perfect for guests, creative studio space, private office, hobbies, or peaceful overflow accommodations, the cottage offers its own unique boutique-retreat ambiance while complementing the timeless elegance of the main home. Extensive improvements completed over time include updated HVAC and ductwork, electrical rewiring and breaker panels, plumbing updates, tankless water heater, insulation improvements, crawlspace vapor barrier, custom remodeling, hardscaping, fencing, buried power lines, driveway improvements, and numerous additional quality enhancements throughout the property. Rarely does a property combine historic charm, curated outdoor living, guest accommodations, and such an inviting sense of place - all conveniently located close to downtown Denton shops, restaurants, waterfront parks, and community events.

Full Property Details

Full Property Details for 509 S 2nd St

General

Sold For: $399,000
Taxes: $3,101 (2026)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDCM2007478
Added to Site: 94 day(s) ago

Interior

Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Storage Room, Bathroom 1, Bathroom 2, Screened Porch
Interior Features: Attic, Built-Ins, Dining Area, Wood Floors
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Gas/Propane, Insert, Wood
Appliances: Dishwasher, Disposal, Exhaust Fan, Microwave, Oven - Self Cleaning, Refrigerator, Stove, Washer/Dryer Stacked, Water Heater - Tankless
Flooring: Hardwood

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: 3
Bedrooms Upper: 3

Other Rooms

Laundry: Has Laundry, Dryer In Unit, Washer In Unit, Upper Floor

Additional Information

Pool: Yes
Private Pool: Yes
Pool Description: Heated, In Ground

Exterior

Exterior Features: Extensive Hardscape, Gutter System, Outbuilding(s), Street Lights
Porch/Patio/Deck: Porch(es), Screened

Parking

Garage: Yes
Garage Spaces: 1
Total Spaces: 1
Parking Type: Attached Garage
Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access

Location

Municipality: DENTON
County: CAROLINE
Driving Directions: From MD Route 404, take Denton Business Route ext toward downtown Denton. Continue onto Meeting House Rd and cross Choptank River into town. Stay on Franklin/Gay St to right onto S 2nd St., continue to 509.
City Limits: Yes

School Information

School District: Caroline County Public Schools

Community

Pets Allowed: Yes
Pets: Cats OK, Dogs OK

Heating & Cooling

Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Water Heater: Tankless

Utilities

Sewer: Public Sewer
Water: Public

Structural Information

Architectural Style: Cape Cod
Structure Type: Detached
Construction: Wood Siding
Basement: Yes
Basement Desc.: Partial, Interior Access
Foundation: Crawl Space
Stories Description: Main, Upper 1
Square Feet: 1,800
Sq. Ft. Source: Estimated
Living Area: 1,800 Sq. Ft.
Finished Above Grnd: 1,800 Sq. Ft.
Year Built: 1941
Year Built Source: Estimated
Property Condition: Excellent

Additional Structures

Other Structures: Guest House

Lot Features

Property View: Garden/Lawn, Courtyard
Lot Size (Acres): 0.34
Lot Size (Sq. Ft.): 15,000
Lot Size Source: Estimated
Zoning: TR
Fencing (Description): Partially

Financial Considerations

Price Per Sq. Ft.: $236.06
Assessment Year: 2018
City/TownTax: $1,712
City/TownTax Freq: Annually
County Tax: $2,678
County Tax Freq: Annually
Tax w/Assessment: $175,000
Tax Amount: $3,101
Tax Year: 2026
Terms: Standard Sale

Disclosures and Reports

Ownership: Fee Simple
Inclusions: Parking Included In ListPrice,

Listed by Benson & Mangold, LLC, Judith A Germain
Sold by Unrepresented, Unrepresented

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Listing agent

— 509 S 2nd St —

Judith A Germain

Benson & Mangold, LLC

Listing Office Email: info@bensonandmangold.com

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NMLS#: 1598647

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Schools

Schools serving 509 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	0.6 mi
Lockerman Middle School 410 Lockerman Street, Denton, MD 21629	6-8	0.9 mi
North Caroline High School 10990 River Road, Ridgely, MD 21660	9-12	2.2 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 509 S 2nd St

Date

Details

Price

Change

Source

9/30/2026

Sold

$399,000

-6.1%

MLS

7/09/2026

Listed

$424,900

—

MLS

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

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Beds
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Beds
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509 S 2nd Street, Denton, MD 21629 (MLS# MDCM2007478) is a Single Family property that was sold at $399,000 on September 30, 2026. Want to learn more about 509 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.

509 S 2nd St Denton, MD 21629

Full Property Details for 509 S 2nd St

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Additional Information

Exterior

Parking

Location

School Information

Community

Heating & Cooling

Utilities

Structural Information

Additional Structures

Lot Features

Financial Considerations

Disclosures and Reports

Listing agent

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

Schools serving 509 S 2nd St

Price & Sales History for 509 S 2nd St

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