$531,487Average Value$223Average Price per Sq Ft15Homes For Sale
Saint Leonard offers quaint rural living on Maryland's Western Shore
Saint Leonard is fairly rural neighborhood sandwiched between the Patuxent River and the Chesapeake Bay, about 50 miles away from Washington, D.C. It’s an attractive area for homebuyers looking for lower prices on waterfront property or in a waterfront community in exchange for living in more of a remote area, according to Delaney Burgess, a Realtor with The Gail Nyman Group of RE/MAX United Real Estate who has sold numerous homes in the neighborhood. “Saint Leonard is very secluded, but it’s really just a twenty-minute drive to get to whatever you need,” Burgess says. “The price is a little bit better in that zip code because it is a little more rural.”
Subdivisions with larger modern homes are spread through St Leonard.
Spend the day sunbathing and searching for shark teeth at Flag Pond Park in St. Leonard.
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Suburban subdivisions, waterfront homes and secluded farmhouses
Most houses in the neighborhood are single-family homes, some in close-knit subdivisions and others spread out and set back on rural roads and farmland. Prices range from the mid-$200,000s to the mid-$800,000s depending on features like the amount of land, how new or updated the home is and whether it’s on the water. For house hunters looking for a water lifestyle without the waterfront price tag, water communities like Long Beach offer private beaches and other amenities.
Most homes have larger yards, even in subdivisions of St Leonard.
Farmland in St Leonard remains plentiful and is a major industry in Southern Maryland.
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ROTC academy at Calvert High School
Kids in New Post attend Calvert County Public Schools like St. Leonard Elementary School, rated B by Niche; Southern Middle School, also rated B; and Calvert High School, rated A-minus. Calvert High offers a Navy Junior Reserve Officer Training Corps (NJROTC) program. The curriculum is designed to emphasize citizenship and leadership development, regardless of whether they pursue a military career, as well as the Navy’s maritime heritage.
Calvert High School in Prince Frederick is highly rated with a student-teacher ratio of 17 to 1.
St. Leonard Elementary School in St. Leonard has a B rating on Niche.
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Locals head to Prince Frederick to shop or eat
Saint Leonard is light on commercial industry, so residents looking for big-box grocery stores can find a cluster of options in Prince Frederick including Walmart, Safeway and Giant. It’s also in Prince Frederick where residents can find the nearest hospital, CalvertHealth Medical Center, and a plethora of other health services. Closer to home, locals shop independent stores like Chesapeake’s Bounty, which offers fresh produce, seafood and seasonal items. Horsman Farm, which has held a Harvest Festival for its neighbors for the last decade, also offers a seasonal subscription-based program for farm-fresh meats and produce delivered to your door. Around town are a handful of mom-and-pop places to eat and drink, like Gateway Restaurant and Lounge, an old haunt serving steaks and seafood that’s been family-owned and operated for 45 years. Vera’s Restaurant is on the water and offers a large deck where you can watch the sunset if timed right. For wine lovers, Perigeaux Winery offers vineyard views and live music.
Find sustainable and organic produce at Chesapeake’s Bounty in St. Leonard.
Fresh seafood, meat, dairy, and produce can be found at Chesapeake’s Bounty in St Leonard.
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Trails, parks and cliffs along the Chesapeake Bay Watershed
Living in Saint Leonard means getting outside and enjoying the day. Multiple parks in the area aid in the endeavor; on the Patuxent River side of the peninsula, Jefferson Patterson Park and Museum offers more than 500 scenic acres where you can explore the trails, launch a kayak or canoe, attend an event or learn about the area’s history. Flag Ponds Nature Park is closer to folks on the Chesapeake Bay side of the peninsula. This park is great for swimming and picnicking at the public beach. Residents can also head about 7 miles south down Solomons Island Road to Calvert Cliffs State Park to hike the Calvert Cliffs or fossil-hunt along the Chesapeake Bay.
On cold or rainy days, residents can head north on Solomons Island Road about 7 miles to Prince Frederick, where there’s a plethora of things to do inside like catch a movie at Flagship Cinemas, work up a sweat at Planet Fitness or take the little ones to Lets Play, an interactive indoor playground. Beyond that, according to Burgess, many residents are willing to travel to other neighborhoods and counties for activities, like Solomons, a large waterfront community with lots of boating, and St. Mary’s County, which tends to have more community events. For a bigger day out, Burgess says, sometimes residents will even head to Washington, D.C., and Annapolis.
Experience the wildlife on well taken care of trails at Jefferson Patterson Park in St Leonard
Flag Pond Park in St. Leonard is a great place to view the cliffs on the Chesapeake Bay.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
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Crime and Safety
1 - Low Crime, 10 - High Crime
Saint Leonard
US
Homicide
1
4
Sexual Assault
2
4
Assault with Weapon
2
4
Robbery
2
4
Burglary
3
4
Motor Vehicle Theft
3
4
Larceny
3
4
Crime Score
2
4
Source: WhatIsMyCrimeRisk.com
Saint Leonard Demographics and Home Trends
On average, homes in Saint Leonard, St Leonard sell after 28 days on the market compared to the national average of 53 days. The median sale price for homes in Saint Leonard, St Leonard over the last 12 months is $493,500, up 4% from the median home sale price over the previous 12 months.
Charming Home in Calvert Beach EstatesWelcome to 5440 Bayview Ave, a 3-bedroom, 1-bath home on a corner lot in the peaceful Calvert Beach Estates. This bright, move-in-ready gem is filled with natural light and set amidst beautifully landscaped gardens. Outside, enjoy a spacious deck, cozy fire pit area, and pergola, perfect for entertaining or relaxing. The side yard is ready for evenings by
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Welcome home to approximately 57 acres at Windmill Farm. You can walk the beautiful trails and enjoy being outdoors with endless options for recreational activity. The green house, newer barn, duck pen, and goat house all have watering stations for the animals. An enormous 3200 square foot workshop and new lean-to building are ready to store your farm equipment. This Victorian style home was
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Over 5 acres of flat, private, wooded land available. Great location with potential access to Patuxent River (Sunset Lane extended), less than 700 feet. Len's Marina is only 1/2 mile away. Sale includes 4.58 acre tract and adjacent 0.46 acre tract. Note that signage indicates Sunset Lane however tax records indicate Sunshine Lane. Great for recreational or possible RV use. No sign on property.
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.
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Excellent location and condition here in this rambler with 2 bedrooms and 2 full baths. Enter via covered front porch into the spacious family room. Straight ahead is the primary bedroom with private full bath, walk in closet, laundry room and door leading to back deck. The dining/flex room leads you to the kitchen with dishwasher, stove and fridge, plenty of counter space and cabinets plus door
Weekly or Monthly rental available now through March 2026. Flexible lease terms available from 30 days up to 5 months. (1 to 13 nights) $1,000/night. (14 to 29 nights) $750/night. (30-59 nights) $300/night. (60-119 nights) $250/night. (120-179 nights) $217/night. (180-365 nights) $167/night. Inquire for custom stay quote. Pets allowed on case by case basis. Wake up to wide-open Chesapeake Bay
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