About 27 Colonel Winstead Dr, Brentwood, Tennessee, 37027
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.
Water Source : Public
Sewer Source : Public Sewer
Garage On Property.
3 Total Parking
Parking Features : Garage Door Opener
3 Garage Spaces
3 Covered Spaces
Security Features : Carbon Monoxide Detector(s)
Patio And Porch Features : Deck
Roof : Shingle
Lot Size Source : Calculated from Plat
Property has a View :
Above Grade Finished Area : 5509Square Feet
Cooling in Property:
Cooling: Ceiling Fan(s)
Heating in Property:
Heating : Central
Construction Materials: Brick
Interior Features: Bookcases
Fireplace in Property:
Fireplace Features: Den
Fireplaces Total : 6
Laundry Features : Electric Dryer Hookup
Appliances : Built-In Electric Oven
Basement Description : Finished
Levels : Three Or More
Other Equipment : Irrigation System
Year Built Details : Existing
Water Source : Public
Sewer Source : Public Sewer
Garage On Property.
3 Total Parking
Parking Features : Garage Door Opener
3 Garage Spaces
3 Covered Spaces
Security Features : Carbon Monoxide Detector(s)
Patio And Porch Features : Deck
Roof : Shingle
Lot Size Source : Calculated from Plat
Property has a View :
Above Grade Finished Area : 5509Square Feet
Cooling in Property:
Cooling: Ceiling Fan(s)
Heating in Property:
Heating : Central
Construction Materials: Brick
Interior Features: Bookcases
Fireplace in Property:
Fireplace Features: Den
Fireplaces Total : 6
Laundry Features : Electric Dryer Hookup
Appliances : Built-In Electric Oven
Basement Description : Finished
Levels : Three Or More
Other Equipment : Irrigation System
Year Built Details : Existing

Street Address: 27 Colonel Winstead Dr
City: Brentwood
State: Tennessee
Postal Code: 37027
County: Williamson
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.

Property Information :
Listing Status: Active
Size: 7,138 Sqft
Lot Size: 0.85 Acres
MLS #: 3215647
Bedrooms: 4 bd
Bathrooms: 5.5 ba
Price: $2,799,000
Tax Amount: 8155
Construction Status: Built in 2000
Last Modified : Jun 2 2026 1:57AM
Amenities :
Fireplace

Courtesy of: Danielle Keegan, Benchmark Realty, LLC (MLS# RTC3773)
Source MLS: Realtracs