St Leonard Real Estate

St Leonard Real Estate

Welcome to St. Leonard, a charming town nestled in Calvert County, Maryland, USA. With its picturesque surroundings and small-town charm, St. Leonard offers the perfect blend of tranquility and convenience.

St. Leonard boasts a rich history dating back to the 17th century, with historic sites and landmarks that showcase its heritage. Residents here enjoy a close-knit community feel while still being within easy reach of urban amenities.

Nature lovers will appreciate the abundance of outdoor activities available in St. Leonard. From hiking and biking trails to water sports on the Chesapeake Bay, there's no shortage of ways to enjoy the great outdoors. The town's parks and green spaces provide peaceful retreats for relaxation and recreation.

Families are drawn to St. Leonard for its top-rated schools and safe, family-friendly neighborhoods. The town's vibrant community events and local festivals offer opportunities for residents to come together and make lasting memories.

Conveniently located within driving distance of major cities like Washington D.C. and Annapolis, St. Leonard provides easy access to a wide range of shopping, dining, and entertainment options.

Whether you're looking for a peaceful retreat or a place to raise a family, St. Leonard offers a welcoming community and a high quality of life. Come discover all that this charming town has to offer!

Newest Listings in St Leonard

$425,000
4 Beds ⋅ 3 Baths
Tucked away in the peaceful neighborhood of Another Place, this traditional two-story Colonial is the perfect blend of comfort and potential. Set on a picturesque acre, the fully fenced, level backyard offers a private oasis, complete with a good-sized deck for entertaining and a shed for additional storage, all surrounded by mature trees. Inside, this home features four spacious bedrooms and two and a half bathrooms, providing ample room for family and guests. The two-car garage and walk-out basement add even more convenience and versatility. While the home is in good condition, it’s priced to reflect the minor updates needed, giving you the flexibility to move in as-is or make your desired cosmetic enhancements. Don't miss this opportunity to create your dream home in a serene setting!

2161 Timeless Dr, St Leonard

Listing courtesy of O'Brien Realty ERA Powered. Contact: 4103263133
$594,000
4 Beds ⋅ 4 Baths

245 Fountain Ln, St Leonard

Listing courtesy of RE/MAX One. Contact:

$125,000

150 Kingsberry Ct, St Leonard

Listing courtesy of RE/MAX One. Contact: (443) 771-8009
$29,900
Building Lot in Long Beach! Community has water/beach access for a nominal fee. This lot was fully engineered and approved for a building permit years ago. Buyer could work with previous engineer to support their house plans. Bring your builder or work with ours! Call for additional details.

5805 Eucalyptus Dr, St Leonard

Listing courtesy of CENTURY 21 New Millennium. Contact: (443) 968-9595
$750,000
4 Beds ⋅ 3 Baths
This stunning 4-bedroom, 3-bathroom home is situated on a serene 3.5-acre corner lot in St. Leonard, MD, offering a peaceful, park-like atmosphere with beautiful flowering trees and ample privacy. Built with meticulous attention to detail by the original owner, who also served as the general contractor, no typical builder shortcuts were taken. Only the finest materials were used, including Anderson windows and doors, 6-panel solid wood doors throughout the home, and polished brass fixtures and accessories. The home is set on a double-wide foundation, ensuring structural integrity and longevity. Inside, the main level boasts hardwood floors, crown molding, a formal living room, a bright family room, and a formal dining room with chair rail detail. The kitchen is equipped with stainless steel appliances, granite countertops, and plenty of cabinetry, opening to a breakfast room with access to the rear deck—perfect for enjoying the tranquil outdoor setting. A beautiful spiral oak staircase leads to the upper level, adding elegance to the home’s design. The upper level includes a luxurious primary bedroom with two walk-in closets, an additional storage area, and a separate sitting room. The three additional bedrooms each have their own walk-in closets, offering ample storage for everyone. Another full bath completes the upper level. The fully finished lower level offers additional living space ideal for a recreation room, home office, or guest area, with the added convenience of a rough-in for a future bathroom and plenty of storage. Enjoy the comfort of the highly efficient Geothermal HVAC system, which provides quiet and efficient heating and cooling. The community offers excellent amenities, with a boat ramp, boat slips, pier, and picnic area just a short walk from the home. You can easily launch your boat and park your trailer directly across the street on the scenic St. Leonard Creek, making it an ideal location for water enthusiasts. For a detailed list of this home’s many features, please refer to the documents section. This private retreat offers a rare combination of exceptional craftsmanship, comfort, and tranquility, making it a unique find for those seeking both quality and serenity in a home.

7421 Stone Ct, St Leonard

Listing courtesy of Samson Properties. Contact: 7033788810
$280,000
Presenting a prime commercial land opportunity, this property is poised for a diverse array of business ventures. With zoning that accommodates retail and office spaces, the potential for development is vast. The site is ready for transformation and awaits a visionary developer to realize its full potential, marking an exciting addition to the community's economic landscape.

4146 Saint Leonard Rd, St Leonard

Listing courtesy of CENTURY 21 New Millennium. Contact: (443) 968-9595
$555,555
4 Beds ⋅ 4 Baths
Looking for country living in a small subdivision with sprawling trees, side walks and lots of yard space? Then look no further! You have arrived to the sought after neighborhood of Oriole Landing in beautiful Saint Leonard, MD. This lovely colonial's location offers you the feel of the country living all the while you are less than 15 minutes from shopping, restaurants, movie theater, grocery stores, beautiful recreational parks for fishing, canoeing, boating, hiking etc. The house presents a beautiful stone walkway right up to the large covered front porch. The traditional layout allows for a separate dining room, spacious kitchen, family room and office area. The family room has a gas fire place and sits adjacent to the kitchen. The large kitchen has an island and pantry. Sliding doors in the kitchen gives access to the huge back deck with steps that lead to the massive back yard. Upstairs are the three large bedrooms, laundry room, one full bathroom and the primary bedroom with more than enough space to add gym equipment, office or lounge furniture. The primary bathroom has a soaking tub, separate shower, dual vanities and access to the spacious walk-in closet. Do not hesitate to come see your new home!!

1872 Oriole, St Leonard

Listing courtesy of RE/MAX 100. Contact:

$140,000
This property is not just a plot of land; it’s the beginning of your dream home and a personal retreat. Imagine the possibilities as you design a home that’s uniquely yours, with space to grow, have privacy and natural beauty. This is where your future takes root. Take the first step towards making your dream a reality by contacting me for more information and to schedule a visit. Reach out if you need additional information regarding land and/or construction loans. A perc test was completed. Parcel A will convey with the property with the possibility of a greenhouse and/or pole barn. A perc test was completed. *Parcel A - 4136 Saint Leonard Road, Saint Leonard, MD 20685 (TAX ID #05-01251597) is being conveyed with the purchase of 4126 Saint Leonard Road, Saint Leonard, MD 20685 (TAX ID #05-01251589)

4126 Saint Leonard Rd, St Leonard

Listing courtesy of CENTURY 21 New Millennium. Contact: (443) 968-9595
$99,900
One acre wooded and private building site in Saint Leonard. Fronts St Leonard Rd, MD Rt #765 for easy access. Perc test updated through Feb. 13 2026 Plat available. No HOA's , covenants or restrictions. Old home at front of property is overgrown and in dangerous condition. Do Not Attempt to Enter it. It is outside of current BRLs. Building site is 60' back on lot.

4035 St Leonard Rd, St Leonard

Listing courtesy of RE/MAX 100. Contact:

$68,700
2+ acres to build the house of your dreams in St Leonard area. Call listing agent for details. No HOA, covenants or restriction. Shown by appointment ONLY.

375 Ball, St Leonard

Listing courtesy of CENTURY 21 New Millennium. Contact: 4104872066
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