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27 Colonel Winstead Dr, Brentwood, TN 37027

Active Under Contract $2,599,000

4 Full, 3 Half

4 Beds

7,138 SqFt

0.85 Acres

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  • 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.
  • Year Built: 2000
  • Air: Ceiling Fan(s),Central Air
  • Heat: Central
  • Water: Public
  • Sewer: Public Sewer
MLS#: 3519030
Could this be the one?
4 bed · 7 bath · basement & garage
Jayden Fortune

Jayden Fortune,

Affiliate Broker, PARIS

731-535-4980

Jayden Fortune grew up in Weakley County and knows West Tennessee the way you learn a place when you've actually lived it. He came to Premier Realty Group straight out of college, where he earned an ...

What if this was home?
4 bed · 7 bath · 7,138 sq ft · basement & garage

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Premier Realty Group of West Tennessee, LLC is a full service real estate company licensed in the state of Tennessee. Certain information contained herein is derived from information provided by parties other than prealtygroup.com. Listings courtesy of CWTAR, TVAR, and Realtracs as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but is not guaranteed by MLS GRID. Some IDX listings have been excluded from this website. Listing provided by Benchmark Realty, LLC: Danielle Keegan 949-351-4787. Last update: Tue Nov 10 2026 19:41:05 GMT+0000 (Coordinated Universal Time)

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