Back 37 Colonel Winstead Dr
Off Market

37 Colonel Winstead Dr

Brentwood TN 37027

5
6
4
10209 sq. ft.
1.2 ac.
Single-Family
Last sold for $2,975,000
Erin KruegerErin Krueger, last sold this property on 01 June 2026 after 45 days on market.

Overview

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.

Features

5 bedrooms
6 bathrooms
4 carspaces
4 garage spaces
10209 sq. ft. floor area
1.2 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Brentwood over the last 12 months, the estimated median property value of 37 Colonel Winstead Dr is $2.1m.

Median value
$2.1m
Estimated value range
$0.01 - $9.33m
Median days on market
27
Estimated value trend
16%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Brentwood. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 37 Colonel Winstead Dr

2026
Sold
$2,975,000
01 Jun 2026 by Erin Krueger, of Compass Tennessee, LLC
2021
Sold
$2,020,000
11 Mar 2021 by Donnel Milam, of Fridrich & Clark Realty
2019
Sold
$1,800,000
01 Aug 2019 by Donnel Milam, of Fridrich & Clark Realty

Happy sellers in Brentwood

83%
83% of sellers in Brentwood reported that their sale price either exceeded or met their price expectations.

Brentwood stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 7 reviews in Brentwood over the last 12 months.

Local market activity for 5 bedroom single-family properties in Brentwood

In the last 12 months, 292 five-bedroom single-family properties similar to 37 Colonel Winstead Dr, have been sold.

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