Saint Leonard, MD Homes for Sale with Acreage

Embrace life by the Bay in this to-be-built colonial located in the water-privileged neighborhood of Dares Beach. Enjoy beautiful, year-round views of the Chesapeake Bay and easy access to the community boat ramp, all within a charming beach neighborhood setting. This thoughtfully designed home offers nearly 3,400 square feet of finished living space, featuring 5 bedrooms and 3.5 bathrooms.

Laura Peruzzi RE/MAX One

Welcome to 3743 Huntsman Drive — a pristine, private oasis tucked away in one of Huntingtown’s most sought-after communities, The Farms at Hunting Creek. Set on a beautifully landscaped 1-acre lot and offering nearly 5,000 square feet of finished living space, this 5-bedroom, 3.5-bath home is designed to maximize both everyday living and unforgettable entertaining. The outdoor space is truly next

Pattee McInerney Scott McInerney RE/MAX One

Set on 10.93 acres, this well-equipped horse farm offers a unique blend of residential comfort and fully developed equestrian facilities. The 1,500-square-foot home welcomes you with hardwood floors and a living room filled with natural light from multiple windows. This inviting space flows seamlessly into a combined kitchen and dining area, where white cabinetry, granite countertops, and

Sarah Lipkowitz Northrop Realty

2% Closing Cost Assistance Offered + Chesapeake Bay Views + Income-Producing Apartment | Western Shores Welcome to a rare opportunity in the highly sought-after Western Shores community—where Chesapeake Bay views, solid construction, and an unbeatable coastal lifestyle come together. Situated on a quiet cul-de-sac at the end of a dead-end street, this home offers privacy, minimal traffic, and a

James Marcum CENTURY 21 New Millennium

| Where Privacy Meets Presence |Some homes make you pause at the door. | This is one of them. |Set on over five acres of mature woodland in Saint Leonard, 4200 Henry Court is a renovated dramatic estate that commands attention from the moment you arrive. The bold double entry doors, brick exterior, and Juliet balcony above the portico signal something exceptional before you ever step

Shayla Gaskins Long & Foster Real Estate, Inc.

Discover the endless possibilities at 400 Adelina Road in Prince Frederick! This exceptional property offers incredible flexibility for both homeowners and investors. The main residence provides comfortable, well-designed living space with 3 bedrooms, 2 full bathrooms and one-half bath. Living room and beautifully designed kitchen. There is a fully equipped attached apartment creates an ideal

Theresa Mills Samson Properties

Opportunities like this don’t come along often.Set on 10 acres in Saint Leonard, this three-unit barndominium offers a rare chance to live, earn, and create something that fits your life. Whether you’re looking to house hack, bring multiple generations together with true separation, or run a business from home, this property gives you the flexibility to do it.Inside, you’ll find 3,600

Dawn Riley RE/MAX One

Welcome to 1003 Horse Pen Run—an exceptional estate residence nestled on a picturesque corner lot in the highly sought-after Farms at Hunting Creek, where refined living meets the tranquility of Southern Maryland’s natural beauty. Designed with both elegance and functionality in mind, this expansive five-bedroom, three-and-a-half-bath home offers a thoughtfully curated layout ideal for

Erika Williams Keller Williams Preferred Properties

Experience Refined Living in This Majestic 6 Bedroom, 3 1/2 Bath Colonial Home (Pictures Coming Soon) As you arrive, a beautifully paved driveway leads you to the striking brick façade of this majestic Colonial residence, where timeless architecture meets contemporary elegance with the added touch of a 2-year new roof. Nearly 4,000 sq. ft. of carefully crafted living space welcomes you inside,

Chrystal Dove CENTURY 21 New Millennium

OFFERING CLOSING COST ASSISTANCE. Priced to reflect current market conditions—Best value in the area at this price point- don't miss this opportunity! This home checks all the boxes. Featuring 4 bedrooms and 2.5 bathrooms, this well-maintained home offers the perfect blend of space, comfort and updates. The large, updated kitchen is ideal for both everyday living and entertaining, complemented by

Danielle Norment RE/MAX Realty Group

Tucked away on a quiet cul-de-sac in a no-outlet community, this beautifully maintained split foyer offers the perfect blend of privacy, comfort, and convenience. With 4 bedrooms and 3 full bathrooms, there’s plenty of space to spread out while still feeling connected. The heart of the home is the updated kitchen, featuring a large island, quartzite countertops, and abundant storage—ideal for

Ginnie Roberts Douglas Realty, LLC

COMING SOON: High-quality, custom 8,600+ SF multi-generational estate on 2 acres in mid Calvert County. This brick-front home features 5 bedrooms and 5.2 baths across three finished levels. The main level offers a private in-law wing with a screened porch and separate entrance, alongside a large eat-in kitchen, separate dining, family room, executive office with custom wood feature walls, and a

Chris McNelis Berkshire Hathaway HomeServices PenFed Realty

This beautifully updated brick rambler offers over 4,000 finished square feet of living space on a serene 2-acre lot backing to trees, perfect for privacy and outdoor enjoyment. The main level features gleaming hardwood floors, a spacious living room with a cathedral ceiling, and a brick wood-burning fireplace with electric insert. The formal dining room is elegantly appointed with crown molding,

Mike Mason Long & Foster Real Estate, Inc.

Prime opportunity to obtain a home in which to grow. The room sizes are generous and the basement has been laid out to be finished into a XL recreation room, bedroom and full bath (rough-in). The primary suite is expansive and features 2 walk-in closets, a large bathroom with dual vanities, soaking tub, separate shower and a picture window framing the lush, green back yard. The kitchen features

Ronald Watson Flag Real Estate Inc.

Welcome to this beautifully renovated home on over 3 Acres! This home features 4 bedrooms and 2.5 bathrooms. As you enter, you will love the open concept feel with the kitchen open to 2 different living rooms. The kitchen features new white cabinets, an island, stainless steel appliances, and quartz countertops. Off of the kitchen, there is a spacious living room with a fireplace and a second

Kristen Willets RE/MAX One

Perched above the Chesapeake Bay, this exceptional waterfront home offers sweeping views, and a setting that feels like a retreat every single day. Set on over an acre with 200+ feet of shoreline, the property blends natural beauty with thoughtful upgrades, creating a space that is both refined and relaxed.Inside, you’ll find over 4,000 square feet of living space designed to capture the

Dawn Riley RE/MAX One

This beautiful white brick ranch home with a full basement, two-car garage and large asphalt parking area is a one-of-kind find in southern Maryland. Built by PF Summers in 2002, this home combines thoughtful, wood finishes, and quality craftsmanship in one of Calvert County’s most desirable communities. As you enter the home through its beautiful front porch, you will find an entryway and living

Christopher Carr HomeZu

If you’ve been searching for peace, privacy, and the freedom to live life your way—this is it.Nestled on nearly 6 acres of beautifully tree-lined land, this 3-bedroom, 2-bath rambler offers the kind of seclusion that’s getting harder and harder to find. No HOA, no noise, no compromises—just quiet country living with room to breathe.Inside, you’ll love the ease of true one-level living,

Randall Utz EXP Realty, LLC

Welcome to Trott Farm, a stunning Colonial situated on a sprawling 1.68-acre lot in the heart of Prince Frederick. This unique property completely remodeled with New hardwoods. Modern comforts abound with a new HVAC system, new carpet, and new appliances in the upgraded kitchen. Relax on the wraparound porch or the back deck. Don’t miss this versatile gem!

Iftikhar Khan RE/MAX Galaxy

Conveniently located just a stone’s throw from the Metro, this charming two-level condo in a welcoming community is fully loaded with updates! Nestled in the heart of Deanwood, this Colonial-style townhouse offers the perfect blend of modern upgrades, comfort, and convenience. Boasting 1,157 square feet of thoughtfully designed living space, the home welcomes you with fresh paint throughout and

Cherice Clark Clark Premier Realty Group

Experience modern luxury in this fully renovated house! This gem has been masterfully updated for 2026 living, offering 5 spacious bedrooms and 3 elegant upgraded full bathrooms. The open-concept main level is bathed in natural light and features gleaming Hardwood flooring, recessed lighting, and a gourmet kitchen equipped with brand-new stainless steel appliances, brand new cabinets and quartz

Iftikhar Khan RE/MAX Galaxy

Just completed in Northern Calvert County, this brand-new home offers the convenience of one-level living in the highly sought-after Huntingtown area. This spacious four-bedroom, three-bath rambler features today’s most desirable finishes, including granite countertops, stainless steel appliances, and luxury vinyl plank flooring. The fully finished basement provides additional living space ideal

Laura Peruzzi RE/MAX One