Rolling Hills Homes under $400,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Rolling Hills and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Rolling Hills Homes under $400,000

$299,000

4 Beds ⋅ 3 Baths ⋅ 3528602 MLS ⋅ ACTIVE Status ⋅ 0.34 Acres ⋅ 37825 Zip Code

Welcome to this inviting brick home in the desirable Rolling Hills Subdivision! Featuring 4 bedrooms and 2.5 baths, this spacious home offers comfortable living areas and plenty of room to grow. The partially finished basement provides additional flexible space for a recreation room, home office, gym, or storage. Enjoy added peace of mind with a newer AC unit installed in 2022. With its classic brick exterior, functional floor plan, and established neighborhood setting, this home offers a wonderful opportunity to make it your own. Schedule your showing today!

1107 Smyth Street, New Tazewell

$320,000

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 NW Freewill Road, Cleveland

$299,999

3 Beds ⋅ 2 Baths ⋅ 3186528 MLS ⋅ ACTIVE Status ⋅ 0.2 Acres ⋅ 42211 Zip Code

Experience waterfront living at its finest with this freshly renovated 3-bedroom, 2-bath home on beautiful Lake Barkley in Cadiz. Perfectly positioned on the main channel, this property offers breathtaking water views stretching across the lake and into Land Between the Lakes. Step out onto the expansive 10x58 covered deck and take in the scenery—sitting here truly feels like being on a houseboat, surrounded by nothing but water and nature. Whether you're enjoying your morning coffee or winding down in the evening, the setting is simply unforgettable. Inside, the home has been updated with quality finishes throughout. Features include tongue-and-groove ceilings in much of the home, a brand-new bathroom, and all-new systems for peace of mind: HVAC, plumbing, and more. Exterior upgrades include a new granite metal roof, durable metal siding, and two covered porches designed to maximize outdoor living. A newly added carport provides convenient covered space for your vehicle or boat. Located just minutes from Calhoun's and Devil’s Elbow Boat Ramps and Lake Barkley Lodge, you'll have easy access to boating, fishing, and recreation. While there is no dock, the main channel location and proximity to boat ramps make lake access simple and convenient. Whether you're looking for a weekend retreat, vacation rental, or full-time residence, this move-in-ready waterfront gem delivers the ultimate lake lifestyle.

774 Ridge Dr, Cadiz

Start Your Search

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.