Shady Hollow Real Estate

Welcome to Shady Hollow, a picturesque subdivision nestled in the heart of Cleveland, Tennessee, within the charming Bradley County. Known for its serene ambiance and friendly community spirit, Shady Hollow offers an idyllic retreat for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of Shady Hollow, you’ll be greeted by beautifully landscaped yards and a variety of well-maintained homes that reflect a blend of modern design and classic Southern charm. This subdivision is perfect for those who appreciate a tranquil environment while still being conveniently close to the vibrant heart of Cleveland.

Residents of Shady Hollow enjoy easy access to local amenities, including shopping centers, parks, and recreational facilities. The nearby Cleveland Greenway provides miles of scenic walking and biking trails, making it a favorite spot for outdoor enthusiasts. Families will appreciate the highly-rated schools in the area, ensuring a top-notch education for children of all ages.

Community events and gatherings foster a strong sense of camaraderie among neighbors, making Shady Hollow not just a place to live, but a place to call home. Whether you’re sipping coffee on your porch or hosting a barbecue in your backyard, the welcoming atmosphere of this subdivision will make you feel right at home.

If you’re looking for a peaceful haven with a strong sense of community, Shady Hollow in Cleveland, TN, is the perfect choice. Discover your dream home in this enchanting neighborhood today!

Newest Listings in Shady Hollow

$285,000

3 Beds ⋅ 3 Baths ⋅ 3279235 MLS ⋅ ACTIVE Status ⋅ 0.61 Acres ⋅ 37323 Zip Code

FINISHED BASEMENT | SCREENED PORCH | BONUS ROOM - If you've been searching for a home with flexible living space and room to grow, this property at 280 Shady Hollow Circle SE is one you'll want to see. Offering 3 bedrooms, 3 bathrooms, and approximately 2,364 square feet, this home features a functional layout designed to accommodate everything from everyday living to entertaining family and friends. The main level provides comfortable living spaces with a welcoming flow, while the fully finished basement expands the home's possibilities. Whether you need a second living area, recreation room, home office, workout space, or guest accommodations, the finished basement gives you the flexibility to make the home fit your lifestyle. An additional bonus room offers even more options for a playroom, hobby room, media room, or extra storage. Step outside to enjoy the screened porch, creating the perfect place to relax, entertain, or enjoy East Tennessee's mild seasons. The attached two-car garage provides convenient parking and additional storage space for tools, lawn equipment, or outdoor gear. Conveniently located in Southeast Cleveland, this home offers a combination of space, versatility, and everyday comfort. Whether you're looking for extra room to spread out or spaces that can adapt as your needs change, this home is ready to fit your lifestyle. Schedule your private showing today.

280 SE Shady Hollow Circle, Cleveland

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.