5 Colonel Winstead Dr

Active

Brentwood, TN 37027

6
Bedrooms
6
Bathrooms
8,887.00
Sq Ft
1.7000
Acres
Updated 39 minutes ago MLS #: 3058562 Listed 5 days ago

$3,895,000.00

Est. Monthly: $18,799.02
$438
Per Sq Ft

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.

Location

Subdivision Governors Club The Ph 2
Directions I-65 S, Take Exit 71, Left onto Concord Rd, Right onto Crockett Rd, Left onto Sawgrass Ln, Right onto Tradition Ln, Take 1st right onto Governors Way, Take 1st left to stay on Governors Way, Right onto Colonel Winstead/Stay straight, Home is on the right

Interior Features

Interior Features Built-in Features,Elevator,Entrance Foyer,Extra Closets,In-Law Floorplan,Pantry,Walk-In Closet(s),Kitchen Island
Fireplaces 2
Heating Central
Cooling Central Air
Flooring Wood,Marble,Other
Appliances Double Oven,Built-In Gas Range,Dishwasher,Ice Maker
Basement Finished

Exterior & Property

4 Car Garage
Stories 3
Construction Materials Brick,Stone
Lot Features Private,Views
Patio/Deck Features Patio,Covered,Porch
Sewer/Septic Public Sewer
Water Source Public

Schools

K-5
Elementary School
Crockett Elementary
6-8
Middle School
Woodland Middle School
9-12
High School
Ravenwood High School

Property Details

Property Type Residential
Property Sub Type Single Family Residence
Year Built 2007
Annual Taxes $8,617.00
Listing Office Corcoran Reverie
Listing Agent Julia Bonanno
MLS Logo

MLS Information

Based on information submitted to the MLS GRID as of 2025-12-10T11:35:25+00:00. 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.

Market Insights

Explore market data for Brentwood and the Governors Club The Ph 2 neighborhood

Brentwood Market

City-wide statistics

Explore Brentwood
415
Active Listings
$1,956,211.41
Avg Price
4,591
Avg Sq Ft
4.3
Avg Bedrooms

Governors Club The Ph 2

Neighborhood statistics

Explore Governors Club The Ph 2
3
Active Listings
$4,196,666.67
Avg Price
9,476
Avg Sq Ft
6.0
Avg Bedrooms

Property History

Timeline of listing events and status changes

Currently Listed

MLS# 3058562

Currently active listing

4 days ago • Dec 5, 2025

5 days on market

$3,895,000.00

Sold

MLS# 2301522

Property sold and closed

3 years ago • Jan 4, 2022

33 days on market

$2,750,000.00

Sold: $2,750,000.00