# 40003 TIPPIT Road, LEONARDTOWN, MD 20650

> **TL;DR:** 3bd/3ba single family, $995,000 ($400/sqft), built 1900, 2,490 sqft.
> Waterfront. Est. $4,312/mo. Listed 10 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $995,000 |
| Price/sqft | $400 |
| Bedrooms | 3 |
| Bathrooms | 3 full |
| Square Feet | 2,490 |
| Year Built | 1900 |
| Lot Size | 36,155 sqft (0.83 acres) |
| Stories | 2 |
| Property Type | Single Family (Other) |
| Status | For Sale |
| Days on Market | 10 |

## Why This Home Stands Out

- **Waterfront** - Direct water access

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $4,312 |
| **Total** | **$4,312** |

## Key Amenities

- Waterfront

## Property Highlights

- Built in 1900
- 0.83 acre lot
- 2 stories
- Waterfront

## Description

### Agent 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.

## Location

- **Address:** 40003 TIPPIT Road, LEONARDTOWN, MD 20650
- **County:** SAINT MARYS
- **Neighborhood:** COMBS CREEK
- **Coordinates:** 38.26471, -76.69261
- **Google Maps:** https://www.google.com/maps?q=38.26471,-76.69261

## Listing Agent

- **Name:** Charlotte Long
- **Brokerage:** EXP Realty, LLC
- **Phone:** 2405612996
- **Email:** charlottelonghomes@gmail.com

## Primary Photo

![40003 TIPPIT Road - Primary Photo](http://lh.rdcpix.com/ca956bcb5311514de86c0196e5f8fc36l-f3519110856r.jpg)

*56 total photos available on [listing page](https://www.propertysimple.com/listing/40003-tippit-road-leonardtown-md-20650-m2030260)*

---

**MLS#:** MDSM2030260 | **Updated:** 2026-04-24
**Source:** listhub

*Copyright © 2026 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.*

[View on PropertySimple](https://www.propertysimple.com/listing/40003-tippit-road-leonardtown-md-20650-m2030260)

---

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