Courtside @ Southern Woods Real Estate

Welcome to Courtside @ Southern Woods, a hidden gem nestled in the heart of Brentwood, Tennessee, within the picturesque Williamson County. This charming subdivision offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and retirees alike.

Courtside @ Southern Woods is known for its beautifully designed homes, each thoughtfully crafted to reflect modern living while maintaining a warm and inviting atmosphere. The tree-lined streets are adorned with meticulously manicured lawns, creating a serene environment that beckons residents to take leisurely strolls or enjoy outdoor activities with family and friends.

One of the standout features of this community is its prime location. Residents enjoy easy access to top-rated schools, including Brentwood High School and numerous private institutions, ensuring that educational opportunities are just around the corner. For those who appreciate a vibrant lifestyle, the nearby Brentwood Town Center offers a variety of shopping, dining, and entertainment options, from quaint boutiques to popular restaurants.

Nature enthusiasts will find solace in the proximity to expansive parks and recreational areas, such as the beautiful Crockett Park, which boasts walking trails, sports facilities, and picnic areas. Whether you’re an avid hiker or simply enjoy a peaceful afternoon in nature, Brentwood has something for everyone.

Experience the charm and community spirit of Courtside @ Southern Woods, where your dream home awaits in one of Tennessee’s most desirable neighborhoods. Come discover the perfect blend of comfort, convenience, and community in this idyllic setting!

Newest Listings in Courtside @ Southern Woods

$1,299,000

4 Beds ⋅ 5 Baths ⋅ 3288324 MLS ⋅ ACTIVE Status ⋅ 0.23 Acres ⋅ 37027 Zip Code

Welcome to 1487 Red Oak Drive—a beautifully maintained home tucked among mature trees in one of Brentwood's most desirable communities, offering exceptional living space, privacy, and a thoughtfully designed floor plan. Freshly painted throughout, this home welcomes you with a dedicated front office with a private entrance, an elegant formal dining room, and a spacious great room featuring soaring ceilings, a cozy fireplace, and dramatic windows that fill the home with natural light while showcasing peaceful views of the tree-lined backyard. The heart of the home is the open-concept kitchen featuring corian countertops, abundant cabinetry, a large pantry, and a sunny breakfast area that flows seamlessly into the main living space—perfect for both everyday living & entertaining. The spacious primary suite is conveniently located on the main level, providing comfort and privacy. Upstairs, you'll find two generously sized bedrooms, each with its own private en-suite bathroom. A spacious bonus room offers endless possibilities as a media room, playroom, or second family room, while additional walk-in storage makes staying organized effortless. Fully finished walk-out basement offers flexibility for multi-generational living, guests, or entertaining. The lower level includes a generous family room w/ a second fireplace, kitchenette,private bedroom, full bath, dedicated workout area, abundant storage, & direct access to the covered patio overlooking the private backyard. Outdoor living is equally inviting with both an upper deck and lower patio, each providing tranquil wooded views and exceptional privacy. A welcoming rocking chair front porch offers the perfect spot to enjoy your morning coffee. Residents enjoy access to the neighborhood pool & playground. Outdoor enthusiasts will appreciate nearby Marcella Vivrette Smith Park,Crockett Park&Deerwood Arboretum. Just 11 miles to Downtown Nashville, 13 miles to BNA airport, & 8 miles to Cool Springs Galleria...A Must See!

1487 Red Oak Dr, Brentwood

$874,900

4 Beds ⋅ 3 Baths ⋅ 3136913 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37027 Zip Code

Immaculate, sun-filled, and move-in ready, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of comfort, space, and location in the heart of Brentwood. Thoughtfully designed with functional living in mind, the layout features two bedrooms and two full baths on the main level, including the spacious primary suite, making everyday living both convenient and accessible. The bright white kitchen with granite countertops flows seamlessly into the main living areas, highlighted by rich hardwood flooring and abundant natural light. Upstairs, you’ll find two additional bedrooms plus a large bonus room—ideal for a media room, playroom, or home office. Step outside to what truly sets this home apart: a show-stopping 30x15 screened-in porch with a fireplace, creating a year-round outdoor living space perfect for relaxing or entertaining. A second patio and fully fenced backyard with wooded privacy provide even more room for gatherings, pets, and play. Additional features include a two-car garage, generous storage, and a quiet setting in one of Brentwood’s most desirable locations. This home checks every box — space, style, and an unbeatable setting. Schedule your private showing today!

106 Buckhead Ct, Brentwood

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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.