Description of 37 Colonel Winstead Dr, Brentwood, TN 37027
Listing details for 37 Colonel Winstead Dr, Brentwood, TN 37027 : 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.
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Listing Updated : 04-16-2026 at 10:00 AM CDT
Listing Provided By : Erin Krueger, 6155097166, Compass Tennessee, LLC
Source :
Realtracs MLS as distributed by MLS GRID, MLS#: RTC3176033
Property Details
Overview
Status
Active
MLS #ID
RTC3176033
Price
$2,999,000
Bedrooms
5
Bathrooms
6
Square Footage
10,209
Acres
1.2
Year
2003
Days on Site
2
Property Type
Residential
Property Sub Type
Single-Family
Price per Sq Ft
$294
Date Listed
Jul 29, 2025
Community Information for 37 Colonel Winstead Dr, Brentwood, TN 37027
Bookcases, Built-in Features, Ceiling Fan(s), Elevator, Entrance Foyer, Extra Closets, High Ceilings, Pantry, Walk-In Closet(s), Wet Bar and High Speed Internet
Appliances
Built-In Electric Oven, Cooktop, Dishwasher, Disposal, Microwave and Refrigerator
Heating
Central
Cooling
Central Air
Fireplace
Yes
# of Fireplaces
6
Exterior
Exterior
Balcony and Gas Grill
Roof
Shingle
Garage Spaces
4
Foundation
HOA
Has HOA
Yes
Services Included
None
HOA Fee
$440 Monthly
Additional Information
Styles
Traditional
Price per Sq Ft
$294
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Property History
DateEventPrice
4/16/2026
Listed for sale
$2,999,000 0%
$294/sqft
Source:Realtracs MLS #RTC3176033
7/29/2025
Coming Soon
$2,999,000 +48.5%
$294/sqft
Source:Realtracs MLS #RTC3176033
3/11/2021
Sold
$2,020,000 +1%
$198/sqft
Source:Realtracs MLS #RTC2196783
10/8/2020
Listed for sale
$2,000,000 +11.1%
$196/sqft
Source:Realtracs MLS #RTC2196783
8/1/2019
Sold
$1,800,000 -8.6%
$176/sqft
Source:Realtracs MLS #RTC2029967
4/12/2019
Listed for sale
$1,968,500 +67.4%
$193/sqft
Source:Realtracs MLS #RTC2029967
1/14/2013
Sold
$1,176,000 -12.9%
$115/sqft
Source:Realtracs MLS #RTC1389650
8/27/2012
Listed for sale
$1,349,900
$132/sqft
Source:Realtracs MLS #RTC1389650
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Based on information submitted to the MLS GRID as of {{mls_grid_update_timestamp}}. 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. Some IDX listings have been excluded from this website