Woodside Real Estate

Welcome to Woodside, an enchanting subdivision nestled in the heart of Chattanooga, Tennessee, within the picturesque Hamilton County. This vibrant community is more than just a collection of homes; it’s a lifestyle that embraces the charm of suburban living while being just a stone's throw away from the bustling downtown area.

Woodside boasts an array of beautifully designed homes, each exuding unique character and modern elegance. From cozy single-family residences to spacious multi-level homes, there’s something to suit every taste and lifestyle. The community is known for its lush green spaces, tree-lined streets, and meticulously maintained landscaping, creating a serene atmosphere that residents cherish.

Families will appreciate the top-rated schools nearby, providing quality education from elementary through high school. Additionally, Woodside is conveniently located near parks, recreational facilities, and shopping centers, ensuring that everything you need is within reach. Enjoy weekend strolls in the nearby parks or indulge in outdoor activities such as hiking, biking, and picnicking along the scenic trails that Chattanooga is famous for.

The community spirit in Woodside is palpable, with friendly neighbors and regular events that foster connections and camaraderie. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Woodside offers a welcoming environment that makes you feel right at home.

Discover the charm of Woodside and experience the perfect blend of tranquility and convenience in one of Chattanooga's most desirable neighborhoods. Your dream home awaits!

Newest Listings in Woodside

$457,000

3 Beds ⋅ 4 Baths ⋅ 1541342 MLS

Mountain Views, Luxury Living & Missionary Ridge Charm- Welcome to 2606 14th Avenue--a beautifully rebuilt 3-bedroom, 3.5-bath home offering mountain views, luxury living, and peaceful seclusion while remaining just minutes from downtown Chattanooga. Nestled on Missionary Ridge and surrounded by mature trees, this home offers a rare blend of privacy, character, modern craftsmanship, and convenience. The entire home was rebuilt in 2022, incorporating thoughtful updates while preserving its unique charm. Features include updated plumbing and electrical, insulated plumbing, a tankless water heater, new HVAC, new dishwasher, and new refrigerator. Crown molding throughout and custom sinks add beautiful, elevated details, while a brand-new balcony provides the perfect place to enjoy the stunning views toward Lookout Mountain. The setting is truly special. Surrounded by trees, the property feels tucked away from it all, with a magnificent ancient magnolia tree serving as a beautiful focal point of the landscape. The primary suite also offers access to a private balcony, creating a peaceful retreat to enjoy your morning coffee or unwind in the evening. Outside, you'll find both a garden shed and storage shed, along with an abundance of apple trees featuring several varieties. The spacious grounds offer opportunities for gardening, entertaining, or simply enjoying your own private oasis. Despite its secluded feel, convenience is close by. You'll be minutes from downtown Chattanooga and I-24, with the newly developed Lookouts baseball stadium nearby. Two popular local restaurants, Giardino's and Sugar's Ribs, are also within walking distance. With its sought-after Missionary Ridge location, mountain views, secluded setting, complete 2022 rebuild, luxury finishes, custom details, and proximity to downtown, 2606 14th Avenue is a truly unique Chattanooga home.

2606 14th Avenue, Chattanooga

Listing courtesy of Legacy 234.

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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.