27 Colonel Winstead Dr
Brentwood, TN, 37027 · Governors Club The Ph 2
$2,599,000
Active · MLS# 3519030 · Listed by Benchmark Realty, LLC · (615) 371-1544
6 photos on this listing (56 reported by the MLS). Ask us to screen-share the full set on a call.
4
7
7,138 sq ft
0.85 ac
2000
3 spaces
- Property type
- Single Family Residence
- County
- Williamson County, TN
- Subdivision
- Governors Club The Ph 2
- Full baths
- 4
- Half baths
- 3
- Levels
- Three Or More
- Main-level bedrooms
- 1
- Finished area below grade
- 1,629 sq ft
- New construction
- No
- Days on market
- 24
- On market since
- 2026-08-21
From the listing brokerage
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.
Description supplied by Benchmark Realty, LLC through the MLS and shown unedited.
Interior
- Bookcases
- Built-in Features
- Ceiling Fan(s)
- Central Vacuum
- Entrance Foyer
- Extra Closets
- High Ceilings
- Pantry
- Walk-In Closet(s)
- Wet Bar
Exterior
- Balcony
Parking
- Garage Door Opener
- Garage Faces Side
Basement
- Finished
- Unfinished
Want a straight read on this one?
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Listing information last refreshed September 23, 2026 at 11:58 AM CDT.
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