Courtside @ Southern Woods Homes under $1 million

Courtside @ Southern Woods Homes under $1 million

Welcome to Courtside @ Southern Woods, an enchanting subdivision nestled in the heart of Brentwood, Tennessee, within the coveted Williamson County. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, professionals, and anyone seeking a peaceful retreat just moments away from the hustle and bustle of city life.

At Courtside, you'll discover a variety of beautifully designed homes, many of which are available for under $1 million. This means that you can enjoy the luxury of Brentwood living without breaking the bank. Each residence boasts modern amenities, spacious layouts, and stunning outdoor spaces, perfect for entertaining or simply unwinding after a long day. The thoughtful designs cater to diverse lifestyles, ensuring there’s something for everyone.

The subdivision is surrounded by lush greenery, offering residents a serene environment. With nearby parks, walking trails, and recreational facilities, outdoor enthusiasts will find plenty of opportunities to explore and enjoy nature. Additionally, Courtside @ Southern Woods is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that all your needs are just a short drive away.

As a part of the vibrant Brentwood community, residents can also take advantage of various local events and activities throughout the year, fostering a strong sense of belonging and camaraderie. If you're looking for a welcoming neighborhood that combines comfort, quality, and affordability, Courtside @ Southern Woods is the perfect place to call home. Come and experience the charm of Brentwood living today!

Newest Courtside @ Southern Woods Homes under $1 million

1465 Red Oak Dr, Brentwood
$835,000
4 Beds ⋅ 3 Baths ⋅ 3598112 MLS ⋅ ACTIVE Status ⋅ 0.26 Acres ⋅ 37027 Zip Code
Lovely home in a great community. Two Story foyer entrance and spacious primary bedroom on the main level. Huge bonus/media room upstairs. All new carpets throughout. Deck newly stained. Backyard is fully fenced & overlooks a mature tree line. Zoned for top rated Brentwood schools. Close to shops, restaurants and Interstate and all that Brentwood has to offer. Award winning library and newly renovated YMCA nearby.

1465 Red Oak Dr, Brentwood
1304 Sweetwater Dr, Brentwood
$950,000
5 Beds ⋅ 3 Baths ⋅ 3602830 MLS ⋅ ACTIVE Status ⋅ 0.25 Acres ⋅ 37027 Zip Code
With its welcoming grand entryway, high ceilings, and abundant natural light, this Brentwood home sets an inviting tone in the established neighborhood of Courtside at Southern Woods. The main level balances tradition and comfort with both a formal sitting room and a formal dining room accented by classic millwork. In the heart of the home, a dramatic great room anchors the space with a central fireplace, while newly refinished hardwood floors flow into the kitchen. Outfitted with granite countertops, stainless double ovens, and a breakfast bar, the kitchen opens to a sunlit eat-in dining area as expansive as the kitchen itself—creating the perfect spot to start your morning while taking in peaceful views of the tree-lined backyard. Main-level living shines with a sprawling primary suite designed as a private retreat, distinguished by a massive walk-in closet and a generously sized bathroom complete with dual vanities, a soaking tub, and a tiled shower. Also on the main floor is a substantial bonus room that adds valuable flex space, with the potential to easily be converted back into a garage. Upstairs, four additional bedrooms are all impressively large, ensuring everyone has plenty of space of their own. Outdoors, the backyard oasis features a newly updated, expansive deck—the perfect setting for al fresco dining or relaxing under the Tennessee canopy. Beyond the property, Courtside at Southern Woods offers a community pool, tennis court, park, and playground. The location keeps local Brentwood favorites close at hand—from Crema Coffee Roasters and Puffy Muffin to top shopping and dining at Hill Center Brentwood, with Cool Springs and McEwen Northside offering even more options nearby. Spanning over 4,000 square feet, this home brings together architectural volume, flexible gathering spaces, outdoor living, and an amenity-rich community into one cohesive, inviting setting.

1304 Sweetwater Dr, Brentwood
106 Buckhead Ct, Brentwood
$859,000
4 Beds ⋅ 3 Baths ⋅ 3513370 MLS ⋅ ACTIVE Status ⋅ 0.24 Acres ⋅ 37027 Zip Code
Seller will consider owner financing with 40% downpayment. 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!

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.