About 20591 Chestnut Ridge Dr
Welcome to this well-built colonial on a corner lot in the picturesque corner Chestnut Ridge neighborhood! With over 3,000 finished square feet, 5 bedrooms, and 3.5 bathrooms, this home is full of charm, character, and thoughtful craftsmanship. Situated on 2.11 acres, the home features a classic brick exterior, a welcoming front porch, and a spacious two-car garage. Inside on the main level, you'll find two comfortable living areas, a dedicated dining space, and a kitchen with granite countertops, stainless steel appliances, and plenty of room to make it your own. Step right out onto the back deck to enjoy the peaceful, private outdoor setting. All five bedrooms are located on the second and third floors, offering privacy and space for everyone. The rooms are generously sized, including a spacious primary suite and a versatile bonus room above the garage—perfect for a home office, playroom, or guest retreat. The unfinished basement adds even more flexibility, offering excellent storage or future expansion potential. New Roof in 2018. New Sump Pump 2025. Enjoy the quiet setting, timeless design, and endless potential Chestnut Ridge gem offers—ready for its next chapter. Don’t miss your chance to own a home with this much space, land, and value—schedule your private showing today! Back on the market, due to buyer not meeting home sale contingency
Features of 20591 Chestnut Ridge Dr
| MLS® # | MDSM2025274 |
|---|---|
| Price | $599,900 |
| Bedrooms | 5 |
| Bathrooms | 3.50 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 3,061 |
| Acres | 2.11 |
| Year Built | 1995 |
| Type | Residential |
| Sub-Type | Detached |
| Style | Colonial |
| Status | Active Under Contract |
Community Information
| Address | 20591 Chestnut Ridge Dr |
|---|---|
| Subdivision | CHESTNUT RIDGE |
| City | LEONARDTOWN |
| County | SAINT MARYS-MD |
| State | MD |
| Municipality | Unincorporated |
| Zip Code | 20650 |
Amenities
| Amenities | Upgraded Countertops, Wood Floors, Carpet, Tub Shower, Walk-in Closet(s), Soaking Tub, Stall Shower, Pantry, CeilngFan(s), Master Bath(s) |
|---|---|
| Utilities | Cable TV Available |
| Parking | Paved Driveway |
| # of Garages | 2 |
| Garages | Garage Door Opener, Garage - Side Entry, Inside Access |
| View | Trees/Woods |
| Is Waterfront | No |
Interior
| Appliances | Cooktop, Dishwasher, Dryer, Exhaust Fan, Icemaker, Oven-Wall, Refrigerator, Washer |
|---|---|
| Heating | Heat Pump(s), Zoned |
| Cooling | Ceiling Fan(s), Central A/C, Zoned |
| Has Basement | Yes |
| Basement | Full, Interior Access, Side Entrance, Unfinished, Walkout Level |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Wood |
| # of Stories | 4 |
| Stories | 4 |
Exterior
| Exterior | Brick Front, Vinyl Siding |
|---|---|
| Exterior Features | Secure Storage, Patio, Deck(s) |
| Lot Description | Backs to Trees, Front Yard, Level, Rear Yard, SideYard(s), Trees/Wooded |
| Windows | Bay/Bow, Screens, Skylights |
| Roof | Shingle |
| Foundation | Concrete Perimeter |
School Information
| District | ST. MARY'S COUNTY PUBLIC SCHOOLS |
|---|---|
| Elementary | PINEY POINT |
| Middle | LEONARDTOWN |
| High | LEONARDTOWN |
Additional Information
| Date Listed | June 28th, 2025 |
|---|---|
| Days on Market | 53 |
| Zoning | RNC |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | EXP Realty, LLC |
|---|---|
| Contact Info | 8888607369 |