Callaway Real Estate

Welcome to Callaway, Maryland – a charming subdivision nestled in the heart of St. Mary's County. This picturesque community offers a delightful blend of serene suburban living and easy access to the vibrant culture and natural beauty that Southern Maryland has to offer.

Callaway is characterized by its tranquil atmosphere, where tree-lined streets and well-maintained homes create a welcoming environment for families and individuals alike. The neighborhood is known for its friendly residents and a strong sense of community, making it an ideal place to forge lasting friendships and create cherished memories.

One of the standout features of Callaway is its proximity to stunning waterfronts and recreational opportunities. Residents can enjoy nearby parks, nature trails, and the beautiful Patuxent River, perfect for boating, fishing, or simply soaking in the scenic views. Families will appreciate the excellent local schools, ensuring that children receive a top-notch education within a supportive environment.

For those seeking convenience, Callaway is just a short drive from shopping centers, dining options, and entertainment venues in nearby California and Leonardtown. Whether you’re in the mood for a cozy café, a family-friendly restaurant, or a day of shopping, everything you need is within reach.

Embrace the charm of Callaway, where a peaceful lifestyle meets the beauty of nature and community spirit. If you're looking for a place to call home in Maryland, Callaway is a hidden gem waiting to be discovered. Come and experience the warmth and welcoming atmosphere that makes this subdivision truly special!

Newest Listings in Callaway

$1,100,000

MDSM2032628 MLS

This is a great opportunity to live near your business! This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and a vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. AS AN ADDED BONUS: This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title.

20098 Piney Point Rd, Callaway

$1,100,000

3 Beds ⋅ 3 Baths ⋅ MDSM2030814 MLS

Want to live near your business?! This beautiful and classic 3 bedroom, 2 and half bathroom rancher has well-maintained curb appeal and the interior to match, beginning with the flower bed enriched porch. From the front door you are greeted with a spacious living room great for relaxing and enjoying the view from the large picturesque windows. This area also includes a separate kitchen/dining room area that blends well for entertaining. The kitchen's focal point is its large island with a solid brass footrest. From the kitchen you are led to the 1.49 acre backyard with a patio area to enjoy nature. The main area of the home also has a home office, family room and pub-style game room; all can be transformed to fit your lifestyle! The laundry room includes a 3-year-old washer and dryer, powder room and build-in ironing board. On the other end of home there is a full bathroom, along with two bedrooms and a true primary suite. This primary suite is guaranteed to provide you your very own private oasis! Enter into its personal hallway that leads to a generous bedroom with two walk-in closets. The bathroom includes a double sink countertop, a soaker tub and a separate walk-in shower. It doesn't stop there! The suite extends to its very own sunroom full of windows and has a separate heating and cooling system. AS AN ADDED BONUS: This property includes a Commercial shop with ample parking space. The shop consists of a very sizable workshop area with a bay door, lobby and office areas, storage room and two restrooms. Due to the lack of use for a few years, it will need your TLC and vision. This building was originally the home of Smith's Repair. Recognized by St Mary's County Economic Development for six decades of service this would be a great location to bring your business. On the land there is also a shed with a sink as well as a 2-car garage. Perks: All structures have a new roof (2025), all building have electricity. This property is being sold As-Is. Preferred title company is Cardinal Title. Professional photos coming soon.

20098 Piney Point Rd, Callaway

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