Rollingwood Real Estate

Welcome to Rollingwood, a picturesque subdivision nestled in the heart of Columbia, Missouri. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike. With its tree-lined streets, well-maintained homes, and friendly neighbors, Rollingwood exudes a warm, welcoming atmosphere that makes everyone feel at home.

Rollingwood is known for its spacious lots and beautifully designed residences, ranging from contemporary styles to classic designs, ensuring that there’s something for everyone. The subdivision is characterized by its peaceful ambiance, where families can enjoy leisurely strolls or bike rides while soaking in the beauty of nature. The lush green parks and playgrounds scattered throughout the area provide ample opportunities for outdoor activities and community gatherings.

Conveniently located just minutes from downtown Columbia, Rollingwood residents have easy access to a variety of shopping, dining, and entertainment options. The vibrant local scene features everything from cozy cafes to trendy boutiques, ensuring that you’ll never run out of things to do. Additionally, the subdivision is served by highly-rated schools, making it a top choice for families looking for an excellent education for their children.

With its friendly community spirit, beautiful surroundings, and convenient location, Rollingwood is more than just a place to live; it’s a place to thrive. Discover the charm of this delightful subdivision and see why so many are proud to call Rollingwood home. Come explore the endless possibilities that await you in this enchanting Columbia neighborhood!

Newest Listings in Rollingwood

$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