Rollingwood Real Estate

Welcome to Rollingwood, a hidden gem nestled in the scenic heart of Fair Oaks, California. Known for its picturesque tree-lined streets and a warm, welcoming community, Rollingwood is the perfect blend of suburban tranquility and vibrant local culture. This charming neighborhood is characterized by its spacious homes, manicured lawns, and family-friendly atmosphere, making it an ideal place for families, retirees, and young professionals alike.

Residents of Rollingwood enjoy easy access to a variety of amenities, including local parks, shopping centers, and dining options that cater to diverse tastes. The nearby Fair Oaks Village offers a delightful selection of boutique shops and cozy eateries, perfect for a leisurely afternoon stroll. Nature enthusiasts will appreciate the proximity to the American River Parkway, where you can explore miles of scenic trails, picnic areas, and opportunities for biking, hiking, and kayaking.

Education is a priority in Rollingwood, with highly-rated schools in the area, ensuring that children receive a quality education close to home. The neighborhood also boasts a strong sense of community, with regular events and gatherings that foster connections among residents.

With its prime location in Sacramento County, Rollingwood offers the perfect balance of suburban living while being just a short drive from the bustling city of Sacramento. Whether you’re looking to invest in your first home or seeking a peaceful retreat, Rollingwood is a place where you can truly put down roots and enjoy the best that Fair Oaks has to offer. Come and discover the charm of Rollingwood—your dream home awaits!

Newest Listings in Rollingwood

$925,000

4 Beds ⋅ 3 Baths ⋅ 2,674 SqFt. ⋅ 226103839 MLS

Welcome to this exceptional one-story home featuring a fabulous floorplan designed for comfortable living and effortless entertaining. From the moment you step inside, you'll appreciate the spacious living room, inviting family room, well-appointed kitchen, and an enormous game room that offers endless possibilities for recreation, hobbies, or gatherings. With four bedrooms and 2 1/2 bathrooms, there's plenty of room for everyone. An abundance of windows fills the home with natural light, creating a bright and welcoming atmosphere throughout. Freshly painted and ready to enjoy, this home offers a wonderful combination of space, function, and charm. With new light fixtures in every room, you're sure to be impressed with this move-in ready home. Step outside to the beautifully landscaped 1/3-acre lot, where the backyard becomes your own private retreat. Relax beneath the covered patio, take a dip in the sparkling swimming pool, or entertain around the gazebo. A pool house provides additional flexibility, while the charming old-fashioned phone booth adds a fun and unexpected touch of character! The three-car garage provides plenty of parking and storage, with tons of cabinetry included to keep everything organized. Located in the highly popular Rollingwood neighborhood, this spacious one-story home offers an exceptional floorplan, a spectacular backyard, and all the room you need to live, relax, and entertain in style. A truly special property with something for everyone!

9260 Winding Oak Drive, Fair Oaks

Listing courtesy of Windermere Signature Properties Fair Oaks.

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .