Courtside @ Southern Woods Homes with Brentwood High School

Welcome to Courtside @ Southern Woods, an enchanting subdivision nestled in the heart of Brentwood, Tennessee. This charming community is a hidden gem in Williamson County, offering a perfect blend of suburban tranquility and modern convenience. With its picturesque tree-lined streets and beautifully landscaped homes, Courtside @ Southern Woods is designed for families, professionals, and anyone seeking a serene lifestyle while remaining close to the vibrant city life.

One of the standout features of this community is its proximity to Brentwood High School, which is renowned for its exceptional academic programs and extracurricular activities. Families will appreciate the convenience of having one of the top-rated schools in the state just a stone's throw away. The commitment to education in this area ensures that children receive a quality learning experience, making it an ideal place for families to settle down.

The homes in Courtside @ Southern Woods boast a variety of architectural styles, each exuding charm and character. With spacious layouts, modern amenities, and beautifully designed interiors, these residences cater to diverse lifestyles and preferences. Whether you’re looking for a cozy family home or a luxurious retreat, you’ll find something that fits your needs.

In addition to its beautiful homes and excellent schools, Courtside @ Southern Woods is conveniently located near shopping centers, parks, and recreational facilities, providing residents with ample opportunities for leisure and entertainment. Embrace the lifestyle you’ve always dreamed of in Courtside @ Southern Woods – where community, comfort, and convenience come together in perfect harmony.

Newest Courtside @ Southern Woods Homes with Brentwood High School

$874,900

4 Beds ⋅ 3 Baths ⋅ 3513370 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37027 Zip Code

This property previously went under contract at $884,900. The sale did not close becuase the buyer was unable to sell their home. Immaculate, light-filled, and truly move-in ready, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, comfort, and convenience in the heart of Brentwood. The thoughtfully designed floor plan features two bedrooms and two full baths on the main level, including a spacious primary suite—providing flexibility and easy everyday living. At the heart of the home, the bright white kitchen features granite countertops and flows seamlessly into the main living spaces, where rich hardwood floors and abundant natural light create a warm, inviting atmosphere. Upstairs, you'll find two additional bedrooms along with a generously sized bonus room that's perfect for a media room, playroom, home office, or additional gathering space. The standout feature is the incredible 30' x 15' screened-in porch with a fireplace—an impressive outdoor living space designed to be enjoyed throughout the year. Just beyond, a second patio and fully fenced backyard offer plenty of room for entertaining, pets, and play, while mature woods provide a peaceful, private backdrop. A two-car garage, generous storage, and a quiet setting add even more to this home's appeal. With a versatile floor plan, beautiful indoor and outdoor living spaces, and a sought-after Brentwood location, this home has so much to offer. Schedule your private showing today! Seller will consider owner financing with 40% downpayment

106 Buckhead Ct, Brentwood

$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

Start Your Search

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.