$3,895,000

5 Colonel Winstead Dr, Brentwood, TN 37027

6 beds |
7 baths |
8,887 sqft

Single-Family Home
Built in 2007
1.7acre lot
4 car garage
$438/sqft
Listed 1 month ago

Property Description

Tucked behind the gates of The Governors Club, this custom estate rests on one of the community’s most private and expansive homesites, nearly two acres overlooking peaceful waters and the golf course, with no rear neighbors in sight. The residence delivers sweeping views and a timeless aesthetic, incorporating Italian stone accents, refined architectural elements, and a floor plan designed to live beautifully day to day while also welcoming grand scale entertaining. The recently completed lower level retreat includes a private bedroom suite, alongside a separate professional music studio thoughtfully constructed with flexibility in mind and easily converted into an additional bedroom, guest suite, or luxury creative space. This level also features an impressive bar, game lounge, and generous areas for gathering and entertainment. Additional highlights include the main level primary suite, theater room, four car garage, and a chef’s kitchen equipped with Sub Zero and Viking appliances. More than a home, this is a private sanctuary within one of Brentwood’s most exclusive guard gated enclaves, offering 24/7 security and a lifestyle defined by luxury, privacy, and prestige.

Listing Status:: Active
Date Added:: December 5, 2025 at 03:41PM
Listing Office:: Corcoran Reverie : 9493717533
Listing Agent:: Julia Bonanno : 9493717533
MLS ID:: 3058562

General: Built-in FeaturesElevatorEntrance FoyerExtra ClosetsIn-Law FloorplanPantryWalk-In Closet(s)Kitchen Island
Appliances: Double OvenBuilt-In Gas RangeDishwasherIce Maker
Basement: Finished
Flooring: WoodMarbleOther
A/C: Central Air
Heating: Central
Fireplace: FireplaceFireplaces: 2

Other Structures: PorchPatioCovered
Parking: AttachedParking spaces: 4

General: Three Or More

HOA Amenities: ClubhouseFitness CenterGatedGolf CoursePoolTennis Court(s)Maintenance GroundsRecreation Facilities462.0Monthly
Originating MLS: realtrac
County: Williamson CountyTN

Topography: PrivateViews
Zoning: 094034N A 00500 00016034N

Utilities: Water Available
Water: Public
Sewer: Public Sewer

Source: realtrac

This listing courtesy of Julia Bonanno, Corcoran Reverie

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Crockett Elementary School

9019 Crockett Rd, Brentwood, TN, 37027

Grades EE-5

2.39 miles away

Woodland Middle School

1500 Volunteer Pkwy, Brentwood, TN, 37027

Grades 6-8

2.37 miles away

Ravenwood High School

1724 Wilson Pike, Brentwood, TN, 37027

Grades 9-12

2.42 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.