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.
Est. $1,651 per month, based on comparable rentals
Sale and tax history for 40003 Tippit Rd
Sale History
Tax History
Date
Event
Price
BRIGHT MLS #MDSM2030260
May 28, 2026
Sold
$961,000
$386/sq ft
May 13, 2026
Pending
—
Apr 23, 2026
Contingent
—
Mar 31, 2026
Listed
$995,000
$400/sq ft
MRIS #SM9939501
Jul 20, 2017
Sold
$480,000
$193/sq ft
Jun 13, 2017
Pending
—
May 13, 2017
Listed
**
$199/sq ft
BRIGHT MLS #1003764987
Jul 21, 2017
Listing Removed
—
Jul 20, 2017
Sold
$480,000
$193/sq ft
May 13, 2017
Listed
$495,000
$199/sq ft
Fabulous location; 2 charming homes on the water; main home has 3 beds/1 bath; lovely covered front and back porch. Guest house has large living area w/ loft, kitchen, bedroom and bath. Pier is in excellent condition with lift and good water. Views are spectacular. Peaceful setting like this are hard to find in such a convenient location!
The regulations of Rural Preservation Districts are intended to foster agricultural, forestry, mineral resource extraction, and aquacultural uses and protect the land base necessary to support these activities. Low density residential development in this type of district is permitted subject to performance standards that maintain the rural character of the district in recognition of the fact that a full range of public facilities is not provided or planned. The farmer has the right to farm without being restricted by neighboring residential areas. Restricted hours of operation for farm equipment, restricted odor-producing fertilizers, or mandatory noise reductions may not be imposed on farmers in an RPD zoning district. The general intent of the district is to encourage farming without undue burden on the landowner. In accordance with these intentions, the following provisions for the protection of agricultural uses will apply: (1) Any farm use of land is permitted. (2) Operation, at any time, of machinery used in farm production or the primary processing of agricultural products is permitted. (3) Normal agricultural activities and operations in accordance with good husbandry practices, which do not cause bodily injury or directly endanger human health, are permitted and preferred activities, including activities that may produce normal agriculture related noise and odors. (4) The sale of farm products produced on the farm where the sales are made is permitted.
Permitted uses
Include but are not limited to:
Equestrian facility
Greenhouse / nursery
Livestock production
Winery & vineyard
Housing-Single unit
Manufacturing
Bed & breakfast
Agriculture-Cropland
Agriculture-Grove / orchard
Timberland
Jun 24, 2022 • Final
Bldg new construction
Work on an addition.
Addition
Jan 9, 2020 • Active
Residential addition
Work on an addition.
Addition
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.