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20753 Chestnut Ridge Drive Leonardtown, MD $ 574,900
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20753 Chestnut Ridge Drive
$ 574,900
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20753 Chestnut Ridge Drive

Leonardtown, MD, 20650
$ 574,900
Bedrooms4 Baths2.1 Sq 2,594

Monthly Estimate*

$ 3,587

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Single Family Home for sale in Leonardtown, MD

for $574,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,594 square foot home was built in 1994 on a lot size of 2.

Nestled within one of the most desirable subdivisions, this classic two-story Colonial welcomes you home with charm and a sense of privacy on two wooded acres Step inside and feel the warmth of meticulously cared-for details : gleaming hardwood floors through the main level, a spacious separate dining room into a beautifully updated kitchen. Corian countertops, stainless steel appliances, and center island make it a joy to cook and gather Kitchen opens into a cozy family room anchored by a wood-burning fireplace and a light-filled sunroom with lots of windows inviting the outside in. Connecting deck overlooking your own peaceful woods Upstairs, four generous bedrooms offer restful retreats, including a primary suite with an en-suite bath featuring dual vanities, a soothing soaking tub, a separate shower, and a spacious walk-in closet. Practical touches complete the picture: an oversized two-car garage for all your toys and storage, plus a charming large Amish-built shed Bonus! Encapsulated crawlspace w/ commercial grade dehumidifier, sprinkler system, heat pump 2024, new roof 2016

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Single Family Active

Price

$ 574,900

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,471

Style

Colonial

Lot Size

2

Year Built

1994

Town/City

Leonardtown

County/Region

Saint Marys

MLS | Web ID

MDSM2028218
Features
General
Living Area 2594
Sewer Septic Exists
Heating Heat Pump(s)
Cooling Central A/C Ceiling Fan(s) Heat Pump(s)
Possession Negotiable
Appliances Dishwasher Dryer Exhaust Fan Microwave Oven - Double Oven/Range - Electric Refrigerator Washer
Zoning RNC
HOA Fee 100.00
Garage Spaces 2.00
Architectural Style Colonial
Construction Materials Vinyl Siding
School District ST. MARYS COUNTY PUBLIC SCHOOLS
Year Built 1994
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Section 2
Accessibility None
Assoc Fee Paid Per Annually
County SAINT MARYS
New Construction N
Property Type Residential
HOA Y
Subdivision Name CHESTNUT RIDGE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions Rt 5 To Chestnut Ridge Subdivision to property on right
City LEONARDTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 87120.00
Tax Annual Amount 4471.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association Y/N N
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 221.63
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Legal Subdivision CHESTNUT RIDGE SUBD
Tax Lot 55
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Interior
Interior Amenities Bathroom - Walk-In Shower Chair Railings Crown Moldings Kitchen - Island Primary Bath(s) Pantry Upgraded Countertops Wood Floors
Heating Fuel Electric
Total Fireplaces 1
Fireplace Features Brick Wood
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2594
Half Baths 1
Central Air Y/N Y
Total Bedrooms 4
Below Grade Finished Area 0
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool No Pool
Water Source Private
Garage Features Garage - Front Entry Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage
Foundation Details Permanent
Water View Y/N N
Lot Size Acres 2.00
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 125000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 20753
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* Excluded Features
List By
Century 21 New Millennium

Broker

tracey.summers@c21nm.com

Email

Affordability Calculator

$3,959
Per Month
91%
9%
0%
Monthly Principal & Interest
$3,587
Monthly Property Taxes
$373
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4740394 Elementary School
5081899 Middle School
Leonardtown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
11/19/2025$574,900 Listed Price

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20753 Chestnut Ridge Drive, Leonardtown, MD, 20650 is a Single Family Home for sale at $574,900 with 2,594 sqft and a lot size of 2. 20753 Chestnut Ridge Drive has 4 bedrooms, 2.1 baths, and was built in 1994. The property's zip code is 20650 which is in Leonardtown, MD

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