My Search Tools:

$2,799,000 - 27 Colonel Winstead Dr, Brentwood

4
Bedrooms
Baths
7,138
SQ. Feet
0.85
Acres

Nestled among mature trees within the prestigious, guard-gated Governors Club, this timeless colonial-inspired estate blends classic architecture with warm, elevated living. A sweeping front porch welcomes you home and invites slow mornings with coffee in hand, surrounded by the peaceful beauty of the golf course beyond. Thoughtfully positioned on a stunning treed homesite, the setting feels both private and picturesque. Spanning just over 7,000 square feet, the home offers an exceptional layout designed for both everyday comfort and gracious entertaining. The main-level primary suite provides a serene retreat, while expansive living spaces are filled with natural light and refined architectural details throughout. Upstairs, a spacious bonus room offers incredible flexibility for recreation, media, or gathering space. The finished basement adds yet another layer of versatility with abundant room for entertaining, hobbies, fitness, or guests. With four generously sized bedrooms, four full baths, and three half baths, every space has been thoughtfully designed with comfort and functionality in mind. Beyond the home itself, Governors Club offers an extraordinary lifestyle with a championship golf course, elegant clubhouse with dining, fitness center, resort-style pools, tennis, and a vibrant calendar of community events and social gatherings. A rare opportunity to experience timeless luxury and everyday ease in one of Middle Tennessee’s most sought-after communities.

Essential Information

  • MLS® #:
    3215647
  • Price:
    $2,799,000
  • Bedrooms:
    4
  • Bathrooms:
    5.50
  • Full Baths:
    4
  • Half Baths:
    3
  • Square Footage:
    7,138
  • Acres:
    0.85
  • Year Built:
    2000
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    27 Colonel Winstead Dr
  • Subdivision:
    Governors Club The Ph 2
  • City:
    Brentwood
  • County:
    Williamson County, TN
  • State:
    TN
  • Zip Code:
    37027

Amenities

  • Amenities:
    Clubhouse, Fitness Center, Gated, Golf Course, Park, Playground, Pool, Sidewalks, Tennis Court(s), Underground Utilities, Trail(s)
  • Utilities:
    Water Available
  • Parking Spaces:
    3
  • # of Garages:
    3
  • Garages:
    Garage Door Opener, Garage Faces Side

Interior

  • Interior Features:
    Bookcases, Built-in Features, Ceiling Fan(s), Central Vacuum, Entrance Foyer, Extra Closets, High Ceilings, Pantry, Walk-In Closet(s), Wet Bar
  • Appliances:
    Built-In Electric Oven, Double Oven, Cooktop, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Heating:
    Central
  • Cooling:
    Ceiling Fan(s), Central Air
  • Fireplace:
    Yes
  • # of Fireplaces:
    6
  • # of Stories:
    3

Exterior

  • Exterior Features:
    Balcony
  • Roof:
    Shingle
  • Construction:
    Brick, Hardboard Siding, Stucco

School Information

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

Additional Information

  • Date Listed:
    May 18th, 2026
  • Days on Market:
    4

Listing Details

  • Listing Office:
    Benchmark Realty, Llc

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of RealTracs Solutions. Real estate listings held by brokerage firms other than Botsko Properties Inc. are marked with the Internet Data Exchange Program logo or thumbnail logo and detailed information about them includes the name of the listing brokers.

Disclaimer: All information is believed to be accurate but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal.

Copyright 2026 RealTracs Solutions.

Listing information last updated on May 23rd, 2026 at 7:54pm CDT.