40003 TIPPIT RD, Leonardtown, MD 20650

• 3 beds |
• 3 baths |
• 2,490 sqft

Property Description

If you've been looking for Leonardtown waterfront, look no further! This exceptional .83-acre waterfront retreat on deep, protected Combs Creek offers breathtaking, panoramic views stretching across Breton Bay to the Potomac River. A rare and versatile offering, 40003 Tippit Road features TWO beautifully appointed dwellings, blending historic charm with modern comfort in a truly serene setting. The fully renovated circa-1900 farmhouse welcomes you with warmth and character, featuring 3 bedrooms and 2 baths. Inside, you’ll find a beautiful, updated kitchen, rich yellow pine tongue-and-groove flooring throughout the main level, and abundant natural light pouring in through new windows—many framing captivating water views from nearly every room. Thoughtful upgrades include a new 200-amp electrical service and an energy-efficient on-demand tankless water heater. Complementing the main home is the enchanting “Crossbreeze” studio—a light-filled, architecturally striking space with exposed beams, a wood-burning fireplace, full bath, kitchenette, and flexible sleeping area. With both upper and lower balconies, the studio offers its own private vantage points to soak in the expansive waterfront scenery. A brand-new roof adds peace of mind. Outdoors, the property is equally impressive. The well-maintained shoreline is protected with rip rap and enhanced by a private dock complete with a 10,000 lb boat lift—perfect for boating enthusiasts. Nature lovers will appreciate the abundant wildlife, including ospreys nesting beside the pier. Lush landscaping and raised vegetable gardens create a tranquil, self-sustaining oasis, while a winterized pump house and state-of-the-art water filtration system support the well water system. Public sewer service adds additional convenience. Lovingly maintained and thoughtfully updated, this extraordinary property offers endless possibilities—whether as a primary residence, a multi-generational compound, or an investment opportunity with vacation rental potential. Experience the very best of Leonardtown waterfront living at this one-of-a-kind retreat.

Listing Status:

Pending

Data Last Updated:

May 21, 2026 at 6:19PM

Listing Office:

EXP Realty, LLC : 8888607369

Listing Agent:

Charlotte Long : 2405612996

MLS ID:

MDSM2030260

Interior

• Rooms: Living RoomDining RoomBedroom 2Bedroom 3KitchenFamily RoomBedroom 1
• Appliances: DryerRefrigeratorStoveDishwasherWasher
• Flooring: Ceramic tileHardwoodHeated
• A/C: Other
• Heating: Heat Pump(s)Electric
• Disability Feature: Other

Exterior

• General: Secure StorageAbove GradeBelow Grade
• Style: Farmhouse/National Folk
• Other Structures: Porch

Construction

• Roofing: Composite
• Windows: Bay bow
• General: FrameWood Siding2Crawl Space

Location

• Originating MLS: BRIGHT_MAIN
• School District: ST. MARY'S COUNTY PUBLIC SCHOOLS
• County: SAINT MARYS-MD

Lot

• Zoning: RPD1903001601
• View: Water
• Waterfront: 142

Utilities

• Water: Well
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN