Society Hill Homes for Sale

Society Hill Homes for Sale

Welcome to Society Hill, an enchanting subdivision nestled in the heart of Leonardtown, Maryland, within the scenic St. Mary’s County. This charming community offers a perfect blend of suburban tranquility and modern conveniences, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of Society Hill, you’ll discover a diverse selection of homes for sale that cater to various lifestyles and preferences. From cozy single-family homes to spacious townhouses, each residence is designed with comfort and functionality in mind. Many properties boast inviting outdoor spaces, perfect for entertaining or enjoying a peaceful evening under the stars.

Living in Society Hill means embracing a vibrant community spirit. Residents enjoy easy access to local parks, recreational facilities, and walking trails, providing ample opportunities for outdoor activities and family fun. The subdivision is also conveniently located near the charming downtown area of Leonardtown, where you can explore unique shops, delightful restaurants, and cultural attractions.

For families, Society Hill is served by excellent schools, ensuring that children receive a quality education within a nurturing environment. The close-knit community fosters a sense of belonging, making it easy to forge lasting friendships with neighbors.

If you're searching for a place that combines picturesque living with the convenience of nearby amenities, look no further than Society Hill. Explore the homes for sale today and discover the perfect backdrop for your next chapter in this delightful Maryland community!

Newest Society Hill Homes for Sale

3 Beds ⋅ 3 Baths

Experience breathtaking panoramic views of Breton Bay and unforgettable sunsets! Cape Cod-style home featuring 3 bedrooms plus a spacious loft. Designed to maximize the water views, the home offers hardwood floors throughout and an inviting floor plan with a living room, family room, dining room, and breakfast room—all overlooking the bay. Enjoy the expansive 37' x 8' front porch or the equally generous 37' x 8' rear porch, where you can relax and take in the peaceful waterfront scenery. Recent updates include new siding, a new roof, and a new gutter system. The side-load garage includes a staircase leading to a large upper-level storage area. Perfectly situated next to the neighborhood beach and pier, this property offers easy access to the waterfront and outdoor recreation. It's also within walking distance of the Breton Bay Golf & Country Club, where memberships are available for golf, swimming, and dining at the clubhouse restaurant. Whether you're looking for a year-round residence or a weekend retreat, this exceptional home combines stunning views, thoughtful updates, and an unbeatable location in one of Breton Bay's most desirable settings.

40579 Port Pl, Leonardtown

Listing courtesy of Century 21 Redwood Realty. Contact: 5405331279

4 Beds ⋅ 3 Baths

Here's your chance to make your new home in Breton Bay! Nestled on a quiet cul-de-sac in the highly desirable Breton Bay Golf Community, this beautifully maintained home offers the perfect blend of comfort, convenience, and Southern Maryland living. Enjoy a peaceful setting with virtually no through traffic, while still being just minutes from the community beach, pier, waterfront access, Leonardtown Square, restaurants, shopping, and PAX River Naval Air Station. This home features a new roof installed in 2026, a high-efficiency oil furnace/hot water system approximately two years old, endless hot water capability, and a transferable warranty on the furnace system. The insulated 2-car garage adds excellent flexibility with its own mini-split system for year-round heating and cooling, a large attic storage area above the garage, and 50-amp RV electrical service. Spacious outdoor living areas provide the perfect setting for relaxing, entertaining, and enjoying the mature landscaping of this established neighborhood. With no HOA, a sought-after golf community location, nearby beach and pier access, and the privacy of cul-de-sac living, this property offers a wonderful opportunity to enjoy the Breton Bay lifestyle. More photos and details coming soon!

40777 Center 40 Cir, Leonardtown

Listing courtesy of CENTURY 21 New Millennium. Contact: 3018622169

3 Beds ⋅ 2 Baths

P104 is a penthouse suite with 3 bedrooms and 2 full baths. The unit faces Eastward, with views toward the Delaware River and abundant daylight. The Grandview has a front desk service, elevator access to all floors, a fitness center, on-site laundry, a dog park, and short-term guest parking. The Grandview is within walking distance of Chinatown, Center City, and mins to the Airport, mins to I-76 and I-95, and there are many historic sites and restaurants that are close by. Your Home in downtown Philly is waiting for you. *** Please note, the unit is being monitored***

1100 Vine St Unit #P104, Philadelphia

Listing courtesy of Premium Realty Castor Inc. Contact: 2157257080

2 Beds ⋅ 2 Baths

Bright and beautifully appointed bi-level condominium in the highly sought-after Penn’s Landing Square community in Society Hill, offering a seamless blend of modern design, light-filled interiors, and exceptional private outdoor living. Nestled within lushly landscaped courtyards and a tranquil, garden-style setting, the home is introduced through a private entry and foyer before ascending to an expansive open-concept living and dining level. Rich flooring, recessed lighting, and oversized windows frame serene courtyard and pool views with a dramatic city skyline backdrop, creating an airy yet refined main living space well-suited for both everyday living and entertaining. The stainless steel kitchen is thoughtfully designed with gray cabinetry, marble countertops, and a crisp white subway tile backsplash. Unlike many residences in the community, this kitchen is fully open to the dining area and includes a breakfast counter, enhancing flow and functionality while creating a true social layout. A conveniently located powder room completes this level. Upstairs, the primary suite offers a bright and generously scaled retreat, easily accommodating a king-sized bed along with a sitting or reading area. The updated bathroom features a clean, modern aesthetic with a sleek white vanity and a separate bath and shower layout for added comfort and privacy. A hallway laundry closet with stacked washer and dryer adds everyday convenience to the bedroom level. The second bedroom is exceptionally spacious and opens through sliding glass doors to a private deck—an outstanding outdoor extension of the home. This rare retreat includes skyline views, a covered storage area, and ample space for dining, lounging, or enjoying morning coffee and summer fireworks. Residents of Penn’s Landing Square enjoy a quiet, gated community atmosphere with a recently renovated swimming pool, beautifully maintained grounds, and a true sense of urban oasis living. Just moments away is the historic and highly walkable Old City district, known for its vibrant dining scene, independent art galleries, and cultural energy, along with waterfront recreation along the Delaware River Trail. Nearby highlights include acclaimed restaurants such as Zahav and Bloomsday, as well as Headhouse Square Farmers Market and the broader Society Hill historic district. Blending privacy, convenience, and lifestyle amenities in one of Society Hill’s most distinctive communities, this home offers an elevated city living experience with rare outdoor space, resort-style surroundings, and Garage Parking.

130 Spruce St Unit #23B, Philadelphia

Listing courtesy of BHHS Fox & Roach The Harper at Rittenhouse Square. Contact: 2155460550

2 Beds ⋅ 3 Baths

Introducing Unit 104 at The Willings at Independence Park, one of the largest 2-bedroom residences in this storied boutique condominium, set within Society Hill, one of Philadelphia’s most prestigious neighborhoods. The home opens into sun-filled living and dining areas with hardwood floors, recessed lighting, and west-facing windows that bring in beautiful natural light, especially at sunset. The kitchen follows with stainless steel appliances, ample cabinetry, and a clean, modern layout. Continuing through the main level, the primary suite offers an expansive walk-in closet and spa-like bath featuring a soaking tub and shower. Also on this level are a powder room and laundry room. Upstairs, the second bedroom overlooks the living area and includes a generous walk-in closet and full bath with a soaking tub and separate shower. A storage room on this level includes a brand-new HVAC unit and hot water heater, both installed in 2025. The Willings blends strong 19th-century architecture with modern convenience, including concierge service, a 24-hour doorman, deeded parking, a climate-controlled storage unit, and a serene courtyard shared with Old Saint Joseph’s Church. Just steps from cobblestone streets, green parks, theaters, museums, fine dining, and the best of Society Hill, Unit 104 offers exceptional scale, flexibility, and a refined Philadelphia setting.

211 S 4th St Unit #104, Philadelphia

Listing courtesy of KW Empower. Contact: vicki@kwempower.com

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