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$2,999,000 - 37 Colonel Winstead Dr, Brentwood

5
Bedrooms
6
Baths
10,209
SQ. Feet
1.2
Acres

Welcome to a magnificent estate in Brentwood, Tennessee, within the prestigious gated community of Governors Club. Set on an expansive 1.3-acre homesite, this residence combines luxury living with exclusive access to one of Brentwood’s most sought-after communities, home to an Arnold Palmer Signature golf course, a world-class clubhouse, and 24-hour manned gate security. The entryway opens to a grand two-story reception room filled with natural light from a wall of windows. Hardwood floors carry throughout the home, while six fireplaces create a warm and inviting ambiance. Designed for both comfort and elegant entertaining, the home offers five spacious bedrooms and six beautifully appointed bathrooms. The primary suite serves as a private retreat with a newly renovated bath that reflects the serenity of a spa. At the heart of the home is a chef’s kitchen with a dedicated prep area and a sleek reception bar. From hosting formal dinners in the dining room to intimate wine tastings in the cellar, this home is perfectly suited for entertaining. Step outside to discover the crown jewel of this estate: a private resort-style pool and hot tub in the backyard, overlooking the Governors Club golf course. Expansive outdoor living areas provide the perfect setting for al fresco dining and relaxation, blending seamlessly with the scenic views beyond. Additional highlights include an elevator that goes to all levels (including attic), theater room, exercise room, steam shower, central vacuum system, and a versatile bonus space that adapts to your lifestyle needs. This property is a rare opportunity to enjoy grandeur and comfort in one of Brentwood’s most coveted gated neighborhoods. **Some photos edited for marketing purposes.

Essential Information

  • MLS® #:
    3176033
  • Price:
    $2,999,000
  • Bedrooms:
    5
  • Bathrooms:
    6.00
  • Full Baths:
    6
  • Square Footage:
    10,209
  • Acres:
    1.20
  • Year Built:
    2003
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Traditional
  • Status:
    Under Contract - Showing

Community Information

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

Amenities

  • Amenities:
    Clubhouse, Fitness Center, Gated, Golf Course, Playground, Pool
  • Utilities:
    Water Available
  • Parking Spaces:
    4
  • # of Garages:
    4
  • Garages:
    Garage Door Opener, Garage Faces Side, Circular Driveway
  • Has Pool:
    Yes
  • Pool:
    In Ground

Interior

  • Interior Features:
    Bookcases, Built-in Features, Ceiling Fan(s), Elevator, Entrance Foyer, Extra Closets, High Ceilings, Pantry, Walk-In Closet(s), Wet Bar, High Speed Internet
  • Appliances:
    Built-In Electric Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator
  • Heating:
    Central
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • # of Fireplaces:
    6
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Balcony, Gas Grill
  • Roof:
    Shingle
  • Construction:
    Stone, Wood Siding

School Information

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

Additional Information

  • Date Listed:
    April 15th, 2026
  • Days on Market:
    13

Listing Details

  • Listing Office:
    Compass Tennessee, Llc

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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.

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Listing information last updated on April 30th, 2026 at 12:10pm CDT.