For Sale

Listed by Julia Lanham Bonanno from Corcoran Reverie

Source: Middle Tennessee Regional MLS #3070768

5 Colonel Winstead Drive, Brentwood, TN, 37027

$3,799,000

6
7
4
8887 sq. ft.
1.7 ac.

SingleFam

30+ days on the market

What's around 5 Colonel Winstead Drive

About this property

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.

Looking for more information on 5 Colonel Winstead Drive?

Explore comparables, sales history and growth for this property.
Learn more

Similar properties for sale nearby

For Sale
$2,900,000
8231 Glover Dr
Brentwood TN 37027
6
6
8
Single-Family
Listing courtesy of The Shuford Group, LLC
For Sale
$4,500,000
5102 Yale Ct
Brentwood TN 37027
6
6
3
Single-Family
Listing courtesy of Fridrich & Clark Realty
Pending
$1,350,000
1500 Adventure Ct
Brentwood TN 37027
6
5
3
Single-Family
Listing courtesy of The Ashton Real Estate Group of RE/MAX Advantage

Other properties for sale by Corcoran Reverie

For Sale
$268,000
2629 Sherman Way
Columbia TN 38401
3
3
1
Townhouse
Listing courtesy of Corcoran Reverie
For Sale
$2,475,000
1425 Franklin Avenue
Nashville-Davidson metropolitan government (balance) TN 37206
4
4
6
Single-Family
Listing courtesy of Corcoran Reverie
Under Contract
$364,900
353 Melpar Drive
Nashville-Davidson metropolitan government (balance) TN 37211
3
1
2
Single-Family
Listing courtesy of Corcoran Reverie

Browse properties sold in nearby areas

Based on information submitted to the MLS GRID as of 6 Dec 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Email
© 2026 RateMyAgent