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Active · MLS#: RTC3519030

$2,599,000

27 Colonel Winstead Dr
Brentwood, TN 37027

4beds7baths7,138sqft0.85acres

About this home

Set beneath a canopy of mature trees in the prestigious, guard-gated Governors Club, this beautifully maintained estate offers timeless Southern character, gracious living spaces, and an exceptional opportunity to create something truly special. A sweeping front porch sets the tone, overlooking the picturesque golf course and offering the kind of setting made for quiet mornings, evening conversations, and an unhurried way of life. Inside, more than 7,000 square feet unfolds across a warm, traditional floor plan with generous room sizes, abundant natural light, and beautiful architectural detail throughout. The main-level primary suite provides a private retreat, while multiple living and gathering spaces offer an effortless backdrop for both everyday life and entertaining. Upstairs, a spacious bonus room provides wonderful flexibility, and the finished basement expands the possibilities even further with room for entertaining, recreation, fitness, guests, or hobbies. With four generously sized bedrooms, four full baths, and three half baths, the home has been exceptionally well cared for and offers a wonderful foundation for its next chapter. Move in and enjoy its classic warmth as it is, or thoughtfully update over time to create a home uniquely your own. Outside, the mature landscape and beautiful treed homesite create a sense of privacy and permanence that is increasingly difficult to find. And within Governors Club, residents enjoy a coveted lifestyle centered around championship golf, clubhouse dining, fitness, resort-style pools, tennis, and an active social community. Timeless architecture, remarkable space, and an irreplaceable setting come together in a home filled with possibility—an exceptional opportunity to make your mark within one of Middle Tennessee’s most sought-after communities.

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Property facts

Bedrooms
4
Bathrooms
7
Square feet
7,138
Lot acres
0.85
Year built
2000
Garage spaces
3
Property type
Single Family Residence
County
Williamson County, TN

Location

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Listed by Benchmark Realty, LLC · MLS#: RTC3519030 · Status: Active

Listings courtesy of RealTracs as distributed by MLS GRID.

Based on information submitted to the MLS GRID as of 9/14/2026, 1:53:00 PM CT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MLS GRID.

RileyDyad AI concierge
Hi — I’m Riley, Dyad’s AI real-estate concierge. I can search Middle TN listings, pull details, and connect you with a Dyad agent when you're ready to tour.