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27 colonel winstead dr, brentwood, TN 37027 Sold on

  • $2,599,000
  • 4 BedBeds
  • 7 BathBaths
  • 7,138 SqftSqft
  • Typesingle family
  • Active
  • MLS# 3519030
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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.

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General

  • Property Type: Single Family
  • Status: Active
  • MLS#: 3519030
  • List Price: $2,599,000
  • List Date: 05/18/2026
  • Year Built: 2000
  • County: Williamson County, TN
  • Subdivision: Governors Club The Ph 2
  • Beds: 4
  • Full Bathrooms: 4
  • Half Bathrooms: 3
  • Sq. Ft.: 7,138
  • Directions: I65 South, exit East on Concord Road - go to the Concord Road gated entrance of the Governors Club. Turn left on Governors Way at the first stop sign, and take it to Colonel Winstead Drive. Turn right, and go up the hill and the house is on your right.

Interior Features

  • Interior Features: Bookcases, Built-in Features, Ceiling Fan(s), Central Vacuum, Entrance Foyer, Extra Closets, High Ceilings, Pantry, Walk-In Closet(s), Wet Bar

Exterior Features

  • Exterior Features: Balcony
  • Roof Type: Shingle

Schools

  • Elementary: Crockett Elementary
  • Middle: Woodland Middle School
  • High: Ravenwood High School

Utilities

  • Cooling: Ceiling Fan(s), Central Air
  • Water: Public
  • Sewer: Public Sewer
  • Heating: Central
 

Estimated Monthly Mortgage Calculator

This calculator is provided for informational purposes only by Burrow Services, Inc. You should not make any decisions based simply on the information provided. Values indicated are estimates and may not be accurate and are only to be used as a guide. This calculator should not be relied upon in any way as the sole source of information. Please consult your financial, tax or legal advisers for an accurate assessment of your mortgage payments and any advice relating to your personal circumstances.

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