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$375,000
3 Beds 2 Baths
BEST AND FINAL OFFERS DUE BY MONDAY AUGUST 10th at 10:00 AM Owned by the same family since the 1960s, this 3-bedroom, 2-bath rambler has been lovingly maintained and is ready for its next chapter. This one already has the space, setting, and major improvements to make the possibilities exciting. The larger updates have already been taken care of, including a newer roof, siding, windows, new septic (early 2000's) and a 21x15 composite deck overlooking the backyard. The HVAC and furnace have also been serviced annually, allowing the next owner to focus on fresh paint, personal touches, and making the home their own. Inside, the oversized 25x12 owner’s suite includes a private bath and plenty of room for a king-size bed and sitting area. A spacious 35x12.5 addition with two separate entrances offers incredible flexibility for a family room, home office, playroom, guest space, in-law setup, studio, or hobby area. The layout also provides an opportunity to expand the kitchen and create an even larger gathering space. Original HARDWOOD flooring is under the carpet in all three bedrooms, just waiting to be uncovered and restored. Situated on a level, fully fenced lot just under half an acre, nearly every inch of the property is usable. There is plenty of room for pets, gardening, entertaining, outdoor play, or even a future pool. A storage shed and driveway parking for at least five vehicles add even more convenience. Two private community beaches with sweeping view of the Potomac River are just a short walk from the front door, and there is no HOA. Bring your fishing poles, beach chairs, and imagination. This one feels like home!

43927 Lanedon Dr, Leonardtown

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$749,000
4 Beds 4 Baths
Experience waterfront living at its finest in this beautifully renovated home overlooking Saint Clements Bay. Designed to maximize the breathtaking water views, this light-filled home features an open-concept floor plan that seamlessly blends comfortable everyday living with exceptional entertaining space. Offering 4 bedrooms, 2 full baths, and 2 half baths, the home has been extensively renovated from top to bottom with quality craftsmanship and modern coastal finishes. Expansive windows showcase stunning bay views throughout much of the home, while the spacious waterfront deck and extensive waterside patio create the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the scenery. The private L-shaped pier provides direct access to boating, fishing, kayaking, paddleboarding, and all the recreational opportunities waterfront living has to offer. Recent renovations include a new central heating, air conditioning, and ventilation system; new plumbing and electrical throughout; a beautifully updated kitchen with new cabinetry, quartz countertops, and brand-new appliances (dishwasher is original); new engineered hardwood flooring, ceramic tile, and carpet throughout; fully renovated bathrooms featuring new vanities, toilets, tubs/showers, and fixtures; a new water heater; repaired and reinforced floor joists, roof joists, and subflooring where needed; repaired foundation; new attic insulation; brand-new siding; a new roof with 50-year architectural shingles; termite treatment; and a crawl space enhanced with a dehumidifier, insulation, and vapor barrier. Outdoor improvements include a new low-maintenance artificial lumber deck with steps leading to the pier, as well as reset pavers with a new setting bed for the expansive waterfront patio and front sidewalk. Ideally located just minutes from Leonardtown Square, this exceptional waterfront property offers the perfect combination of stunning views, extensive renovations, modern amenities, and convenient access to shopping, dining, and local attractions. Enjoy the best of coastal living in a home where every day feels like a getaway.

22393 Saint Clements Ave, Leonardtown

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344

$369,900
3 Beds 2 Baths
OWNER FINANCING AVAILABLE, no banks, call for details. Beautifully renovated rambler located in the highly desirable Leonardtown School District, offering the perfect blend of modern updates and peaceful living on almost 1-acre lot. This move-in ready home features 3 bedrooms and 2 full bathrooms, along with a 1-car garage as well as man cave, workshop, or bonus space. The home has been thoughtfully updated with a brand new roof, new windows, new flooring throughout, a fully renovated kitchen with new appliances, and beautifully updated bathrooms, new water heater providing both style and peace of mind. Additional improvements include a new HVAC system to be installed, ensuring comfort and efficiency for the new owner. Enjoy easy single-level living with plenty of outdoor space, ideal for relaxing, entertaining, or future expansion. No HOA. Conveniently located near Leonardtown amenities, shopping, dining, and schools.

21983 Point Lookout Rd, Leonardtown

Listing courtesy of RE/MAX One. Contact: 4437718009

$374,900
3 Beds 2 Baths
THIS PROPERTY IS FOR SALE ONLY AND IS NOT FOR RENT. BEWARE OF SCAMMERS—ANY RENTAL ADVERTISEMENT FOR THIS PROPERTY IS FRAUDULENT. The required verbiage below shall take the place of the MLS Advisory Task verbiage in res.net. This Property was previously financed by a mortgage loan that was insured by the U.S. Department of Housing and Urban Development (“HUD”) and will require disclosure on the MLS. You may use the disclosure language below in lieu of the MLS task requirements issued through RESNET. Disclosure language must be entered in the Agent Private Remarks. If spacing is an issue, you may attach an Offer Instruction document to the MLS along with the First Look Notice of Interest document. No offers will be reviewed unless a buyer has submitted a First Look Notice to you. At a minimum, the first 3 sentences below as italicized should be entered to the Agent Private Remarks section of the MLS with further instruction to read the offer instructions attached in the MLS document section. An Offer Instruction document is attached for your convenience. If using this document insert the Seller’s name per the listing letter and add the RESNET offer fee and offer link from the RESNET MLS tasks prior to loading the document to the MLS. Charming and beautifully updated brick rancher located in the heart of Leonardtown! This single-level home offers 3 bedrooms and 1.5 bathrooms, making it ideal for easy, comfortable living. Recently remodeled, the property features fresh updates throughout, blending classic charm with modern touches. Enjoy a spacious, level lot perfect for outdoor entertaining, gardening, or simply relaxing. The solid brick construction provides timeless curb appeal and durability, while the interior improvements make this home move-in ready. Conveniently located near local shopping, dining, and amenities, this is a great opportunity to own a well maintained home in a desirable area. Don’t miss it!

42249 Saint Johns Rd, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$399,000
3 Beds 2 Baths
Fully renovated. Move-in ready. Prime downtown location. Welcome to 41620 Church St — a rare opportunity to own a completely updated home in the heart of Leonardtown at an exceptional value. Step inside to discover brand new vinyl flooring throughout, a stunning kitchen featuring quartz countertops, and beautifully refreshed bathrooms that bring a modern, clean aesthetic to every corner of the home. Outside, enjoy a fully fenced yard surrounding the property — perfect for pets, gatherings, or private outdoor living. The detached two-car garage adds both convenience and versatility, offering space for vehicles, storage, or even a workshop. All the hard work has been done — just move in and enjoy. Located to downtown shops, dining, and local attractions, this home combines lifestyle, location, and value in one compelling package. Homes like this don’t last — schedule your showing before it’s gone.

41620 Church St, Leonardtown

Listing courtesy of Evergreen Properties. Contact: