Rollingwood Homes for Sale

Welcome to Rollingwood, a picturesque subdivision nestled in the heart of Columbia, Missouri, within Boone County. This charming community is known for its serene atmosphere, lush landscapes, and friendly neighbors, making it an ideal place for families, professionals, and retirees alike.

Rollingwood boasts a variety of homes for sale, each uniquely designed to cater to diverse lifestyles. Whether you're searching for a cozy single-family home or a spacious residence with modern amenities, Rollingwood has something to offer everyone. The homes here feature well-manicured lawns, inviting porches, and contemporary interiors, ensuring you find the perfect fit for your needs.

One of the standout features of Rollingwood is its commitment to community. Residents enjoy access to beautiful parks, walking trails, and recreational areas that promote an active lifestyle. The subdivision is conveniently located near top-rated schools, shopping centers, and dining options, making daily errands a breeze. Plus, Columbia’s vibrant downtown area is just a short drive away, offering a rich blend of culture, entertainment, and local art.

As you explore the homes for sale in Rollingwood, you'll discover not just a property, but a place to build lasting memories. Imagine weekend barbecues in your backyard, friendly strolls through the neighborhood, and a strong sense of belonging. This is more than just a home; it’s a lifestyle waiting to be embraced. Don’t miss your chance to become part of this wonderful community. Contact us today to learn more about available listings in Rollingwood!

Newest Rollingwood Homes for Sale

$249,900

3 Beds ⋅ 2 Baths ⋅ 436643 MLS

Charming brick bi-level home in Midway, freshly updated and meticulously maintained! The main level offers three bedrooms, including a spacious primary suite, two bathrooms, an open living room, and an eat-in kitchen with new cabinets and appliances. Downstairs, the finished lower level adds a rec room, bonus room, and storage space. Updates include a newer roof, siding, windows, doors, HVAC, water heater, water filtration system, luxury vinyl plank flooring throughout, and a fully renovated bathroom. Asbestos was professionally remediated from the ceiling, and outdoor power lines were buried in the backyard. Set on a mature, tree-lined lot with classic brick curb appeal.

2300 N HAWTHORN DR, Columbia

Courtesy of Century 21 Access

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Listing information is provided courtesy of the Broker Reciprocity/IDX of Bagnell Dam Association of REALTORS® and Lake of the Ozarks Board of REALTORS®, Inc. Multiple Listing Services. Copyright 2026 Multiple Listing Service, Inc. of Bagnell Dam Association of REALTORS® MLS, Inc. and Lake of the Ozarks Board of REALTORS® MLS, Inc. Information is being provided for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information herein is believed to be accurate and timely, but no warranty as such is expressed or implied. 2026 Timberline Real Estate, Real Broker LLC