Active - Single Family Residence
$495,000
4 beds
2 baths
2,108 sqft
44939 Shore Drive, Tall Timbers, MD 20690
century 21 redwood realty 
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Tall Timbers is a very small town of Southern Maryland located in St. Mary’s County. Tall Timbers lies right on the shores of the Potomac River just north of Piney Point. You must pass through Tall Timbers to access Piney Point. Tall Timbers provides a picturesque and quiet suburban area with plenty of homes on the water.
Included below are homes for sale in Tall Timbers. If you would like more information on any of these Tall Timbers real estate listings, just click the “Request More Information” button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.
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Read on below the listings for more information on Tall Timbers Maryland
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4 beds
2 baths
2,108 sqft
44939 Shore Drive, Tall Timbers, MD 20690
century 21 redwood realty
3 beds
1 bath
1,400 sqft
17842 Saint Georges Park Road, Tall Timbers, MD 20690
re/max one
3 beds
2.5 baths
1,320 sqft
45020 Troopers Road, Tall Timbers, MD 20690
home towne real estate
3 beds
2.5 baths
1,500 sqft
17863 2nd Street, Tall Timbers, MD 20690
re/max realty group
4 beds
3.5 baths
3,106 sqft
17597 Whitestone Drive, Tall Timbers, MD 20690
o'brien realty era powered
When considering a relocation to Tall Timbers, Maryland, prospective homeowners are often attracted by the area’s serene waterfront views and close-knit community atmosphere. This charming locale offers a reprieve from the hustle and bustle while still providing convenient access to essential amenities and nearby cities. The natural beauty of the Potomac River provides a tranquil backdrop for daily life, and the community’s dedication to preserving its picturesque environment ensures a lasting appeal for nature enthusiasts and peace-seekers alike. Whether you’re retiring, seeking a quiet place to raise a family, or simply looking for a change of pace, Tall Timbers presents a unique opportunity to enjoy a laid-back lifestyle without sacrificing connectivity and modern comforts.
Tall Timbers residents enjoy a lifestyle enriched by both nature and community. With its public piers, marinas, and boat ramps, the town is a haven for boating and fishing enthusiasts. The local dining scene includes quaint eateries that often feature fresh, local seafood—a true delight for culinary aficionados. For families, the area is dotted with parks and is home to several highly-rated schools, making it an ideal location for educational growth and outdoor exploration. The community also hosts various events throughout the year, fostering a sense of togetherness and small-town charm. With its variety of amenities and activities, Tall Timbers is not just a place to live—it’s a place to thrive.
Tall Timbers is not only a refuge for those seeking peace and natural beauty, but also a hub for a variety of engaging activities that cater to all ages and interests. In this section, we invite you to discover the things to do in and around Tall Timbers that make it such a special place to live. Whether you’re a lover of outdoor adventures, a connoisseur of local cuisine, or someone looking for cultural experiences, the area is ripe with opportunities to create lasting memories. Let’s explore the recreational and cultural treasures that await in Tall Timbers and its vicinity.
Tall Timbers Marina is the hub of all activity in the Town of Tall Timbers. The marina dates back to 1920 when the founder purchased 132 acres of land that was then considered part of Piney Point. Over the years it has been developed with more and more businesses and recreational opportunities. Today Tall Timbers Marina is home to The Reluctant Navigator Restaurant, The Boatyard, The Double T Oyster Ranch, and more. It is still a family-owned area to this day where many locals and returning vacationers love to frequent.
This historic lighthouse is located at 44701 Lighthouse Rd. in Piney Point. At this location, you can climb the oldest lighthouse on the Potomac and watch historic boats and Maritime history in the museum. You can learn about the U1105 historic shipwreck dive preserve take a stroll down the beach or enjoy a paddle in a kayak. This is also home to a 6-acre park and one of the most beautiful spots to enjoy the outdoors in St. Mary’s County.
This is a small island just off the shores of Piney Point south of the Tall Timbers area. It is very quiet and a great spot to hang out in the famous waters of South Maryland. St. George Island is an amazing place to disconnect from the rest of the world around you and enjoy nature. You can charter a boat from here or just meander around and enjoy this tiny island.
The public schools serving the town of Tall Timbers are part of the St. Mary’s County Public School District. Schools that specifically serve the town of Tall Timbers are highly rated. Specific schools serving Tall Timbers include Chesapeake Charter School, Leonardtown High School, Piney Point Elementary School, and Spring Ridge Middle School. All of these public schools receive either above-average ratings.
Tall Timbers is home to some very beautiful single-family properties, both along the river and in lushly wooded areas offering a very quiet and peaceful atmosphere. Many homes can be found on large lots including several acres. There is also land available to build the perfect peaceful Southern Maryland dream home. Homes in Tall Timbers range in price from the mid $350,000s to the mid $600,000s.
For those who dream of waterfront living, Tall Timbers presents an outstanding selection of properties directly on the Potomac River. These homes often come with private docks, expansive views, and the rare opportunity to engage with the water at any given moment. Imagine sipping your morning coffee as you watch the sunrise over the river or hosting gatherings where the water provides a serene backdrop. Whether opting for a charming bungalow or a grand estate, the waterfront properties in Tall Timbers deliver a lifestyle steeped in natural beauty and tranquility.
For more information on available homes in Tall Timbers or other Southern Maryland real estate please contact us at any time.