
Residential Land with Home for Sale in Leonardtown, Maryland
20753 Chestnut Ridge Dr, Leonardtown, MD 20650
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
Location
- Street address
- 20753 Chestnut Ridge Dr
- County
- Saint Mary's County
- Community
- Chestnut Ridge
- School district
- St. Marys County Public Schools
- Elevation
- 110 feet
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
| Name | Level | District | Description |
|---|---|---|---|
| Leonardtown | Middle | St. Marys County Public Schools | — |
| Leonardtown | High | St. Marys County Public Schools | — |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Nov 25, 2025 | New listing | $574,900 | — | TREND |












































