Rolling Hills Homes with Cleveland High High School

Welcome to Rolling Hills, a picturesque subdivision nestled in the heart of Cleveland, Tennessee. This charming community offers a perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and anyone looking to enjoy a peaceful lifestyle. Rolling Hills is known for its beautiful landscapes, featuring rolling terrain, lush greenery, and well-maintained parks that invite residents to explore the great outdoors right in their backyard.

One of the standout features of Rolling Hills is its proximity to Cleveland High School, which is just a stone's throw away. This makes it an excellent choice for families with school-aged children, as they can enjoy the convenience of a short commute to school. Cleveland High School is renowned for its commitment to academic excellence and a wide array of extracurricular activities, ensuring that students receive a well-rounded education in a supportive environment.

The homes in Rolling Hills are diverse, ranging from cozy single-family residences to spacious modern builds, all designed to cater to various lifestyles and preferences. Many properties feature beautiful yards, perfect for outdoor gatherings or simply enjoying the serene surroundings. The community is also designed with accessibility in mind, providing easy access to major roadways, shopping centers, dining options, and recreational facilities.

Living in Rolling Hills means embracing a vibrant community spirit, where neighbors become friends and every day feels like a new adventure. Whether you’re looking to settle down or find your dream home, Rolling Hills in Cleveland, TN, is a wonderful place to call home. Come and experience the charm of this delightful subdivision today!

Newest Rolling Hills Homes with Cleveland High High School

$589,000

5 Beds ⋅ 4 Baths ⋅ 3597397 MLS ⋅ ACTIVE Status ⋅ 0.42 Acres ⋅ 37312 Zip Code

Completely reimagined from the ground up, this stunning 5-bedroom, 4-bathroom home offers the perfect blend of luxury, functionality, and peace of mind. Every detail has been thoughtfully updated, creating a truly move-in-ready property with high-end finishes throughout. The heart of the home is the designer chef's kitchen featuring premium finishes, abundant workspace, and a spacious butler's pantry--ideal for entertaining, meal prep, and additional storage. Major system upgrades include new HVAC, updated electrical, PEX plumbing, an instant (tankless) water heater, and countless other improvements that provide modern efficiency and long-term value. Step outside to enjoy your private backyard retreat complete with an in-ground pool featuring a new liner and filter, making it ready for years of enjoyment. The basement garage provides the perfect space for a workshop, hobby area, or additional storage. With five spacious bedrooms, four beautifully updated bathrooms, and quality craftsmanship throughout, this exceptional Rolling Hills home offers the space, style, and updates today's buyers have been searching for.

2975 Rolling Hills Dr Nw, Cleveland

$315,000

3 Beds ⋅ 2 Baths ⋅ 3251190 MLS ⋅ ACTIVE Status ⋅ 0.36 Acres ⋅ 37312 Zip Code

Charming Single-Level Home on Freewill Road - Perfect Blend of Comfort and Convenience Offering easy one-level living, this well-maintained home provides comfort, functionality, and classic curb appeal in a highly convenient location. Step onto the generous front porch, perfect for morning coffee or evening relaxation, and enjoy the lush front yard shaded by beautiful mature hardwood trees. The fully fenced backyard offers plenty of space for pets, play, or outdoor entertaining. A large two-car garage provides ample storage, a workshop area or protected parking. Inside, the open floor plan creates a bright and spacious feel. The generous living room flows seamlessly into the dining area, ideal for both everyday living and gatherings with family and friends. The kitchen is compact yet highly functional, featuring excellent lighting and efficient use of space--making meal prep a pleasure. The home is well thought out with three comfortable bedrooms and two full baths. The primary bathroom features a huge, luxurious walk-in tiled shower. The additional bedrooms are well-sized and versatile for guests, home office use, or growing families. Located on Freewill Road, this property offers unmatched convenience--close to shopping, dining, schools, parks, and major routes, putting everything Cleveland has to offer right at your fingertips. Right down the street you'll find Jim Sharp Park is a $1.5 million, ADA-accessible neighborhood park.The1.5-acre space features a massive playground, in-ground trampolines, a stocked fishing pond, and the city's largest covered pavilion. This delightful home combines practical single-level living with thoughtful features and a prime location. Don't miss the opportunity to make it yours!

2548 Freewill Rd Nw, 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.

Rolling Hills Homes with Cleveland High High School

Newest Rolling Hills Homes with Cleveland High High School

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How much is your home worth?