27 Colonel Winstead Dr

Active

Brentwood, TN 37027

4
Bedrooms
5.5
Bathrooms
7,138.00
Sq Ft
0.8500
Acres
Updated 42 minutes ago MLS #: 3215647 Listed 1 week ago

$2,799,000.00

Est. Monthly: $13,509.23
$392
Per Sq Ft

About This Property

Nestled among mature trees within the prestigious, guard-gated Governors Club, this timeless colonial-inspired estate blends classic architecture with warm, elevated living. A sweeping front porch welcomes you home and invites slow mornings with coffee in hand, surrounded by the peaceful beauty of the golf course beyond. Thoughtfully positioned on a stunning treed homesite, the setting feels both private and picturesque. Spanning just over 7,000 square feet, the home offers an exceptional layout designed for both everyday comfort and gracious entertaining. The main-level primary suite provides a serene retreat, while expansive living spaces are filled with natural light and refined architectural details throughout. Upstairs, a spacious bonus room offers incredible flexibility for recreation, media, or gathering space. The finished basement adds yet another layer of versatility with abundant room for entertaining, hobbies, fitness, or guests. With four generously sized bedrooms, four full baths, and three half baths, every space has been thoughtfully designed with comfort and functionality in mind. Beyond the home itself, Governors Club offers an extraordinary lifestyle with a championship golf course, elegant clubhouse with dining, fitness center, resort-style pools, tennis, and a vibrant calendar of community events and social gatherings. A rare opportunity to experience timeless luxury and everyday ease in one of Middle Tennessee’s most sought-after communities.

Location

Subdivision Governors Club The Ph 2
Directions I65 South, exit East on Concord Road - go to the Concord Road gated entrance of the Governors Club. Turn left on Governors Way at the first stop sign, and take it to Colonel Winstead Drive. Turn right, and go up the hill and the house is on your right.

Interior Features

Interior Features Bookcases,Built-in Features,Ceiling Fan(s),Central Vacuum,Entrance Foyer,Extra Closets,High Ceilings,Pantry,Walk-In Closet(s),Wet Bar
Fireplaces 6
Heating Central
Cooling Ceiling Fan(s),Central Air
Flooring Carpet,Wood,Marble,Tile
Appliances Built-In Electric Oven,Double Oven,Cooktop,Dishwasher,Disposal,Dryer,Ice Maker,Microwave,Refrigerator,Stainless Steel Appliance(s),Washer
Basement Finished,Unfinished

Exterior & Property

3 Car Garage
Stories 3
Construction Materials Brick,Hardboard Siding,Stucco
Exterior Features Balcony
Patio/Deck Features Deck,Covered,Patio,Porch,Screened
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 2000
Annual Taxes $8,155.00
Listing Office Benchmark Realty, LLC
Listing Agent Danielle Keegan
MLS Logo

MLS Information

Based on information submitted to the MLS GRID as of 2026-05-30T18:37:21+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
438
Active Listings
$2,039,222.40
Avg Price
4,595
Avg Sq Ft
4.4
Avg Bedrooms

Governors Club The Ph 2

Neighborhood statistics

Explore Governors Club The Ph 2
3
Active Listings
$3,699,300.00
Avg Price
9,390
Avg Sq Ft
5.7
Avg Bedrooms

Property History

Timeline of listing events and status changes

Currently Listed

MLS# 3215647

Currently active listing

1 week ago • May 18, 2026

11 days on market

$2,799,000.00