Skip to main contentSkip to navigation
1 / 45
Images
Map
Street

Residential Land with Home for Sale in Leonardtown, Maryland

20753 Chestnut Ridge Dr, Leonardtown, MD 20650

$574,900
2 acres
Active
ago
Est $3,189/mo

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

2,594
Sq feet
4
Beds
2
Full baths
1
1/2 bath
1994
Built

Location

Street address
20753 Chestnut Ridge Dr
Community
Chestnut Ridge
School district
St. Marys County Public Schools
Elevation
110 feet
Coordinates
38.2383, -76.578

Property details

Acreage
2 acres
MLS #
TREND MDSM2028218
Posted

Property taxes

Recent
$4,471

Parcels

  • 1903048489

Details and features

Listing

Type
Residential
Franchise
Century 21 Real Estate

Exterior

Parking Spaces
2
Parking
Attached Garage

Structure

Style
Colonial
Heating
Heat Pump
Cooling
Ceiling Fan(s), Central Air
Materials
Vinyl Siding

Interior

Rooms
Bathroom x 3, Bedroom x 4
Appliances
Dishwasher, Double Oven, Dryer, Electric Oven/Range, Exhaust Fan, Microwave, Refrigerator, Washer
Features
Chair Railings, Crown Moldings, Island Kitchen, Pantry, Primary Bath(s), Upgraded Countertops, Walk-In Shower Bathroom, Wood Floors

Nearby schools

NameLevelDistrictDescription
LeonardtownMiddleSt. Marys County Public Schools
LeonardtownHighSt. Marys County Public Schools

Listing history

DateEventPriceChangeSource
Nov 25, 2025New listing$574,900TREND
Subscribe to listing updates

Payment calculator

This 2-acre property is located at 20753 Chestnut Ridge Dr in Leonardtown, MD 20650. The property is available for sale for $574,900. It has a 2,594 sq ft 4 bedroom, 2 bath house built in 1994.

Checked 1 hour ago — Updated

Report listing issue

Copyright (C) 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Contact listing agent Message rules
By submitting, I agree to the terms of use and to be contacted by real estate professionals. Message and data rates may apply.
Contact